5+ Bedroom Vacation Rentals In Anna Maria, FL

$938.33

Canal front Home with Private Dock, Pool, Games, and Water Adventures

Anna Maria, Florida, United States

Castaway Cove by AMI Locals brVR16-000471 br brExperience the ultimate island escape at Castaway Cove, a stunning canal front beach home with a private dock, a sparkling pool, and an expansive game room. Located just steps from Anna Maria Island’s white sandy beaches, this five-bedroom, three and a half-bath home offers access to calm bay waters, perfect for boating, fishing, paddle boarding, and dolphin watching. With a modern interior, lush outdoor space, and easy access to Pine Avenue with local shops and restaurants, Castaway Cove is your premier waterfront vacation destination on Anna Maria Island! brbrHighlights br• Canalfront home with private dock br• 3-minutes / 1.5 blocks to Anna Maria Beach br• 5 Bedroom / 3 Bathrooms br• 4 Kings, 2 twin beds, 1 twin/ twin bunk, 1 queen sleeper sofa br• Private pool and hot tub br• Outdoor shower  br• Air hockey, foosball, and pool table  br• Waterfront lounge and BBQ grill  br• Dog friendly  with host approval br• 4 Parking Spaces br brRelax outdoors in your lush backyard, featuring a private pool, hot tub, and a waterfront deck with lounge chairs, dining space, and a BBQ grill, perfect for outdoor meals and sunset cocktails. Launch your boat (dock accommodates up to 25 ft boat), kayak, or paddle board from your private dock, then explore the calm bay waters, watch dolphins, or fish right in your backyard. The short walk or boat ride to Anna Maria’s beaches, shops, and dining, plus scenic waterway views, make every moment memorable.br brInside, the home offers a bright, spacious living area with coastal decor, plush seating, and a large TV, perfect for movie nights or relaxing after a day on the water. The fully stocked kitchen features modern appliances, ample counter and cabinet space, and a breakfast bar for quick bites. The formal dining table seats eight, and sliding doors stretch across the living space, opening to the backyard and water views for seamless indoor-outdoor living. br brThe primary suite, on the second floor, boasts a king-sized bed, a private balcony, and a luxurious ensuite with a walk-in shower, double vanity, and a soaking tub, creating the ultimate sanctuary. Two additional king bedrooms also have their own water view and ensuite bathrooms with walk-in showers. The two twin-over-twin bunks, perfect for kids or extra guests, complete the five bedrooms. The hall bathroom on the second level provides convenience with walk-in showers and stylish fixtures. The living room adds space for additional guests with a queen sleeper sofa. A washer and dryer are available to keep everyone’s wardrobe fresh. Half outdoor bathroom in the pool area adds convenience for guests enjoying the outdoors.brbrRoom Details br• Primary Bedroom (1st floor): King bed, ensuite bathroom br• Second Bedroom (2nd floor): King bed, shared bathroom in hallway br• Third Bedroom (2nd floor): King bed, shared bathroom in hallway br• Fourth Bedroom (1st floor): King bed, ensuite bathroom br• Fifth Bedroom (1st floor): Two twin beds, One Twin-over-twin bunk br• Living room: Queen sleeper sofa br brBook Castaway Cove today and enjoy a waterfront haven filled with natural beauty, outdoor fun, and luxury amenities. Whether relaxing by the pool, fishing in the bay, or enjoying vibrant waterfront dining, this home offers everything you need for an unforgettable Anna Maria Island vacation. Reserve your dates now and start living the dream in paradise! br brbr- br4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without refund.

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$1332.14

/ Nightly

Private Vacation Home

Bermuda Bay: 1.5 Blocks to Beach! Pool Spa, Rooftop Deck

Anna Maria, Florida, United States

Bermuda Bay by Anna Maria Life Vacation Rentalsbr213 Magnolia, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 1.5 Blocks to the Beach! 2 Blocks to Pine Avebr5 Bedrooms / 4 Bathroomsbr4 King Beds / 2 Sets of Twin over Twin Bunkbeds / Queen Sofa BedbrPrivate, Heated Pool & SpabrCovered Poolside Entertainment Area with Patio Dining, Bar with Seating, & 65 SmartTVbrAdirondack ChairsbrRoof Top Deck with Amazing Views of Gulf & BaybrMultiple Furnished DecksbrPool Table, Foosball Table, Cornhole, Xbox 360, Arcade GamebrGas GrillbrKeurig & Drip Coffe MakersbrProfessional Linen Service, Washer & DryerbrAir Conditioning and Heating, state of the art advance air purification technology and dehumidification systembrWater purifying Everpure H-300 system for pure drinking and cooking waterbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach Wagon, Beach UmbrellasbrParking for 4 CarsbrbrDetails:brBermuda Bay is a gorgeous home on the prestigious North end of Anna Maria Island. This fantastic luxury property features 5 bedrooms, 4 bathrooms, a private heated pool with a spa, covered lanai and multiple decks. You can even enjoy glimpses of the Sunshine Skyway Bridge and Gulf water views from the rooftop deck!brbrA three-minute walk to the beach with sugary white sands on the Gulf of Mexico. The house is walking distance to a dozen restaurants and bars including a 30 second stroll to one of the best breakfast places and best shopping areas on the island, Pine Avenue. There is something for everyone with this home and the amazing amenities are sure to be a hit with everyone.brbrSpend your days lounging in the tropical backyard in the private heated pool and spa or grab a drink at the pool side bar under the covered lanai watching the large state of the art TV. Enjoy games with the family with a full-size pool table, foosball or one of the many board games provided in the house! Kick back in bright and colorful Adirondack chairs that adorn the many balconies and decks with one of the many local books and pirate folklore provided. You could also simply walk down to the stunning beaches and swim in the crystal clear waters. With enough room for everyone, this home can comfortably accommodate a total of 12 people and offers something for everyone in your group.brbrThis home has everything you need for your vacation including a fully equipped kitchen for those nights you want to dine in and enjoy a home-cooked meal. There is a large kitchen island with seating for 4 and granite countertops throughout. The dining room has a beautiful table made for meals and entertaining as a group with seating for up to 10. When you are ready to explore the island, local eateries are just a couple of blocks away!brbrThe sleeping arrangements include 4 king-sized beds and 4 twin sized bunk beds. All king bedrooms have new Smart TVs and ceiling fans for your comfort. All bedrooms and bathrooms include crisp linens and plush towels from our professional linen service. Beach towels are also provided for the pool and beach.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrOther amenities Include:br4 King Bedrooms & 4 Baths (2 en suite) – all rooms and bathrooms newly remodeled with new furniture and mattressesbr75” Smart 4K TV and soundbar in living room with TVs in all other rooms and 580 cable channels offered from Spectrum TVbrLevel 2 EV ChargePoint Charger up to 48 Amps (12 kW) with Tesla connectorbrDedicated Level 1 EV Charger circuit up to 20 Amps (2.4 kW) for your car or golf cartbrbrOur home is easy walking distance to many shops and restaurants. The free island trolley stops at the City Pier and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 3brBedroom 3 - King Bed, TV, Floor 2brBedroom 4 - King Bed, TV, Floor 3brBedroom 5 - Two Sets of Twin over Twin Bunkbeds - Floor 2brQueen Sofa Sleeper in Loft/Game Room - Floor 3brbrPlease note:brThis home is not pet friendly.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR16-000468brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation. brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719

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Bath

Sleeps

$988.46

/ Nightly

Private Vacation Home

Steps to the Beach - Bean Point Residence by SeaBreeze Vacation

Anna Maria, Florida, United States

Bring your family and guests to this 2-unit house! About 40 steps to the beach entrance of Anna Maria white, sandy beach, this home combined boasts 5 bedrooms, a sleeper sofa and 5 bathrooms. Bean Point Unit A boasts 3 bedrooms/3 bathrooms, while Unit B has 2 bedrooms/2 bathrooms. Both units feature well-equipped kitchens with granite countertops and stainless steel appliances. The open-concept design allows for easy flow between the kitchen, dining area and family room, making it ideal for socializing! Both units have a washer and dryer. The backyard offers a tropical oasis with artificial turf, a large heated pool and spa, ample dining seating, lounge chairs and a grill. There's even a ping-pong table in the garage where you can wheel outdoors. brbrThe proximity to the beach and nearby shops and restaurants makes it convenient for guests to explore and enjoy the area's attractions. Bean Point Residence is an ideal destination for family reunions, or gathering of friends, offering a comfortable and inviting space for relaxation and enjoyment. brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.brbrThe property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. Our high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay.brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

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Bath

Sleeps

$1757.91

/ Nightly

Private Vacation Home

White Sands:Ultra Luxury Estate Beach Block, Gulf & Bay Views by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

403 N Shore, Anna Maria, FL 34216brWhat You'll Love About This Home:brLocation! Directly on the Beach Block on the quiet north end of Anna Maria Islandbr5 Bedrooms / 5.5 Bathrooms (Each Bedroom features an Ensuite Bathroom)br4 King Beds, 2 Sets of Twin over Twin Custom BunkbedsbrPrivate Heated Pool & SpabrPool Loungers brPrivate Outdoor ShowerbrGas GrillbrCornhole & Ping PongbrShaded Poolside Lounge with Outdoor TV & Gas FireplacebrElevator to All FloorsbrRoof Top Deck with Gulf & Bay Viewsbr6 Beach Cruiser BikesbrKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach Wagon,brParking for 4 Cars (2 in Driveway & 2 in Garage)brbrDetails:brWelcome to White Sands, a magnificent, ultra-luxury beach retreat situated directly on the beach block of the highly sought-after, quiet north end of Anna Maria Island. With sweeping views of both the Gulf of Mexico and Tampa Bay, this spectacular home places you mere steps from pristine white sands while offering unparalleled privacy, high-end design, and bespoke comfort across three beautifully appointed levels. brbrThe heart of the home features a generous family room equipped with a Smart TV, connecting directly to a large deck that affords a wonderful, breezy view of the Gulf. Flowing seamlessly from the living space is a true gourmet kitchen designed for the culinary enthusiast. It is fully outfitted with top-of-the-line Wolf appliances, a Sub-Zero refrigerator and freezer, a dedicated wine cooler, two mini-fridges, and a extensive Butler's pantry. Dining is a dream, featuring a grand dining table with seating for 10 and an expansive kitchen marble island that seats an additional 5. Conveniently located just off the kitchen is the second-floor deck, complete with outdoor seating area and a premium gas grill for effortless al fresco dining. brbrStep down to your secluded backyard oasis to discover a truly fabulous shaded patio area by the private heated pool and spa. This magnificent outdoor gathering space is designed for entertaining, featuring plush seating for 10 centered around a beautiful stone gas fireplace and an outdoor TV. As the sun sets, custom-designed landscape lighting illuminates the lush, tropical foliage around the pool and the entire property, creating a magical and serene evening ambiance. brFor the ultimate island vantage point, head up to the rooftop deck. Offering uninterrupted, panoramic views of the Gulf and the Bay, it is the absolute perfect setting for your morning coffee or sunset cocktails. brbrWith parking for two cars in the driveway and two more in the garage, plus an unbeatable location just steps from the sand, 403 N Shore offers everything you need for a relaxed and memorable stay on Anna Maria Island.brbrBedroom Layout brAll bedrooms feature premium linens and their own private ensuite bathrooms. An in-home elevator makes accessing every floor a breeze. brbrFloor 2 brBedroom 1: King Bed, Ensuite Bathroom brBedroom 2: Two custom-made Twin-over-Twin Bunk Beds set in a spacious room with soaring, almost 10-foot ceilings. Ensuite Bathroom, Smart TVbrBedroom 3: King Bed, Ensuite Bathroom, Smart TV, Sliding Glass Door to Pool-View Deck brFloor 3 brBedroom 4: King Bed, Ensuite Bathroom, Smart TVbrBedroom 5 (Primary Master): King Bed, Ensuite Bathroom, Smart TV, and a private, quiet deck with plush seating and beautiful views to start or end your day in total tranquility. brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking for 2 cars and garage parking for 2 cars if available. Parking for additional vehicles is not available.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVR26-000018brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

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$1422.24

/ Nightly

Private Vacation Home

Brand New Luxury Home, Incredible Rooftop Deck and Pool! - Total Package

Anna Maria, Florida, United States

Total Package by AMI Locals br brWelcome to Total Package by AMI Locals, a brand-new luxury beach home on the North End of Anna Maria Island, just a one-minute walk from the Gulf beaches. This five-bedroom, four-bath retreat combines modern sophistication and coastal charm, featuring a multi level rooftop deck with Gulf views, a private pool and spa, and an outdoor entertainment space with wet bar and TV. Designed for families and groups seeking a refined yet relaxed island escape, this home delivers the total package for an unforgettable stay. brbrHighlights br• 1-minute walk to the beach br• 5 Bedrooms / 4 Bathrooms br• 4 King beds, 1 Twin-over-Twin bunk bed br• Rooftop deck with Gulf views br• Private pool and spa br• Outdoor bar and backyard lounge area br• Putting green br• BBQ grill and TV br• 4 parking spaces br• Dog friendly (with host) brbrEvery detail at Total Package has been thoughtfully designed to enhance your island experience. The multi-level rooftop deck features a wet bar, built-in BBQ grill, outdoor TV, and high-top seating, creating the perfect spot for sunset gatherings with sweeping Gulf views. Downstairs, the tropical backyard invites you to unwind beside the private pool and spa, while friends and family enjoy a friendly game on the putting green. Whether you’re sipping cocktails by the water or hosting a poolside BBQ, this home captures luxury coastal living at its finest. brbrStep inside to a bright, open concept living area with contemporary coastal design and elegant finishes. The great room features a plush sectional and TV, ideal for unwinding after a beach day. The kitchen comes complete with high end appliances, designer backsplash, and a spacious island for morning coffee or casual snacks. Gather for family meals at the large dining table, and enjoy happy hour at the hallway bar top, perfect for evening entertaining. The entire space flows effortlessly to create a light, airy ambiance filled with island style. brbrEach of the five bedrooms has been curated for comfort and tranquility, featuring premium bedding, ample storage, and elegant ensuite or nearby bathrooms. The primary suite offers a king bed, spa-inspired ensuite bathroom with dual vanities, walk-in shower, and soaking tub, and soft coastal tones for restful nights. Two additional king bedrooms feature private ensuite bathrooms with walk-in showers, while the fourth king room shares a hallway bathroom with the bunk bedroom, perfect for kids or teens. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with double vanity, enclosed shower, and soaking tub br-Second Bedroom: King bed, ensuite bathroom with walk-in shower br-Third Bedroom: King bed, ensuite bathroom with walk-in shower br-Fourth Bedroom: King bed, shared hallway bathroom with walk-in shower br-Fifth Bedroom: Twin-over-Twin bunk bed brbrEnjoy all the comforts of home, including washer and dryer, Wi-Fi, and outdoor entertainment areas. Located in the heart of Anna Maria’s North End, this property places you minutes from Pine Avenue’s boutiques and restaurants, Bean Point, and Bayfront Park. Spend your days biking, paddleboarding, or strolling the white sands of the Gulf, then hop aboard the Anna Maria Island trolley to explore even more island gems. brbrFor those seeking a fresh, sophisticated take on the island lifestyle, Total Package by AMI Locals delivers every detail; from its rooftop sunset deck and private pool to its modern design and unbeatable location near the beach. Book your stay at Total Package by AMI Locals today and experience the ultimate Anna Maria Island getaway! brbr- brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbr4 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$1466.08

/ Nightly

Private Vacation Home

Gone Coastal On Elm - Anna Maria Island

Anna Maria, Florida, United States

**Gone Coastal on Elm** – Your Island Getaway Awaits! Discover the ultimate luxury vacation experience at **Gone Coastal on Elm**, a stunning new construction home on Anna Maria Island. With **5 bedrooms, 7 bathrooms**, and a host of incredible amenities, this retreat is the perfect blend of relaxation, entertainment, and convenience. **Main Features:** - **Three Master Suites:** Indulge in comfort with king-sized beds, ensuite bathrooms, and three private outdoor seating areas—ideal for savoring your morning coffee. - **Queen Suite & Bunk/Game Room:** The queen room features an ensuite bath, while the bunk room, equipped with arcade games, offers fun for all ages with a bathroom conveniently located just outside. - **Chef’s Kitchen & Open Layout:** The state-of-the-art kitchen boasts new appliances and everything you need to prepare a delicious meal. Its central location opens up to the living and dining areas, making it perfect for entertaining. - **Elevator & Rooftop Deck:** Take the elevator to the rooftop for breathtaking **360-degree views** of Anna Maria Island. Watch stunning sunrises and sunsets from your private perch above paradise. **Outdoor Oasis:** Step into the backyard and enjoy: - A **large pool and spa** for ultimate relaxation. - A 6-hole putting green - Ping pong table and plenty of outdoor seating, ideal for hosting gatherings. - Fully-equipped outdoor amenities, including a sink, refrigerator, and bathroom. - A garage packed with **beach chairs, toys, cruiser bikes, paddleboards,** and more, ensuring your beach day is hassle-free. **Unbeatable Location:** Situated just **500 feet from the beach**, you can enjoy a short, safe walk without crossing major roads. Plus, **Pine Avenue**—with its charming restaurants and boutique shops—is only a block away, giving you the best of island living at your fingertips. Newly installed **electric vehicle charger** Whether you’re looking to relax by the pool, enjoy world-class views, or explore the island, **Gone Coastal on Elm** promises an unforgettable stay. Book now and start your Anna Maria Island adventure!brManaged by Doreste Properties

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$2279.38

/ Nightly

Private Vacation Home

Tortuga Bay~Canal & Waterslide Putt Putt! TIKI HUT

Anna Maria, Florida, United States

Summary:brbrTortuga Bay is a canalfront 5BR/3BA escape just a 2-minute walk to the beach ️! Enjoy a private pool with spa & waterslide , tiki hut, BBQ, new putting green ⛳, private dock for a 30ft boat ⚓, and 2 kayaks . Walk to Pine Ave dining and shops, relax in stylish coastal interiors, and experience nonstop island fun! brbrbrbrThe Space:brbr Tortuga Bay ~ Canalfront • Waterslide • Putt Putt • Tiki Hut brbrbrbrWelcome to Tortuga Bay, a newly remodeled canal front retreat and one of the closest canal homes to the beach on Anna Maria Island! Just a 2-minute walk to the white sands of the Gulf ️ and an easy stroll to Pine Avenue’s shops and restaurants, this five-bedroom getaway is packed with unforgettable island amenities.brbrbrbrInside, coastal elegance meets comfort with a bright open floor plan, stylish furnishings, and a fully equipped kitchen featuring stainless steel appliances and a spacious peninsula with bar seating ️. The seamless flow into the dining and living areas makes entertaining effortless.brbrbrbrStep outside to your private backyard paradise . Splash into the sparkling pool with an in-ground spa, built-in tiki table, and rock waterslide, lounge beneath the tiki hut, or fire up the BBQ grill . Practice your short game on the brand-new putting green, or head to the private dock to fish, watch manatees, or launch the two included kayaks straight into the canal .brbrbrbrWith chic bedrooms, thoughtful design, and unbeatable location, Tortuga Bay delivers the ultimate island adventure!brbrbrbr✨ Highlights ✨brbrbrbr• ️ 2-minute walk to the beachbrbr• Two kayaks – launch from backyard dockbrbr• ‍♂️ Private pool with in-ground spa & waterslidebrbr• ⚓ Private dock – accommodates up to a 30ft boat - Low tide depth 5 feetbrbr• ⛳ Brand-new putting greenbrbr• BBQ grill & tiki hutbrbr• Beach chairs, cart & umbrella providedbrbr• Dog friendly with approval & feebrbr• ‍ ‍ Owner managedbrbrbrbr ️ Bedrooms ️brbrbrbr• Primary Bedroom: King bed, ensuite bath with dual vanities & walk-in showerbrbr• Second Bedroom: King bedbrbr• Third Bedroom: King bedbrbr• Fourth Bedroom: Queen bedbrbr• Fifth Bedroom: Twin-over-twin bunk bedbrbrTwo hallway baths include tub/shower combosbrbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space. brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 6 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

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$934.83

/ Nightly

Private Vacation Home

NEW Home w/Pool, Rooftop Deck, and Putting Green-Gone Gulfin'

Anna Maria, Florida, United States

Gone Gulfin’ by AMI Locals br brWelcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games like ping pong and putting green. Designed with relaxation and entertainment in mind, Gone Gulfin’ blends contemporary style and coastal elegance to deliver the ultimate Anna Maria Island vacation experience. brbrHighlights br• 3-minute walk to the beach br• 5 Bedrooms / 4.5 Bathrooms br• 4 King beds, 1 Twin-over-Full bunk bed br• Rooftop deck with Gulf views br• Private pool with spa and sunshelf br• Putting green and ping pong table br• Outdoor TVs and covered seating areas br• 3 parking spaces br• No pets allowed brbrGone Gulfin’ was built for outdoor living and fun under the Florida sun. The rooftop deck is a showstopper, with multiple levels for lounging and entertainment. Adirondack chairs and loungers on the top deck for Gulf view sunsets, and a covered patio below with a TV, comfy seating, and ping pong table. In the backyard, enjoy a private pool and spa, practice your short game on the putting green, or relax in a shaded lounge area while watching the game on the outdoor TV. Whether you’re swimming, sunbathing, or dining outdoors, every space has been designed for maximum enjoyment. brbrStep inside to discover an inviting, open concept living space filled with natural light and coastal delight. The living area offers a plush curved sectional, cozy side chairs, and a large TV, creating the perfect atmosphere for family movie nights. The chef’s kitchen features custom cabinetry, designer backsplash, appliances, and a large island with breakfast stools. There’s also a wet bar with a wine fridge and a spacious dining table, ideal for group meals and evening gatherings. Every detail reflects thoughtful design and modern comfort. brbrEach of the five bedrooms is beautifully appointed with premium bedding, ample space, and tranquil decor. The primary suite offers a king bed, ensuite bathroom with dual vanities, walk-in shower, and soaking tub for spa-like relaxation. Two additional king bedrooms feature ensuite bathrooms, one with balcony access, while the remaining king bedroom and bunk room share a hallway bathroom with a walk-in shower. Every room promises restful nights and rejuvenating mornings after your days in the sun. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, ensuite bathroom with double vanity, walk-in shower, and soaking tub br-Second Bedroom (2nd Floor): King bed, balcony, ensuite bathroom with shower/tub combo br-Third Bedroom (3rd Floor): King bed, ensuite bathroom with double vanity and walk-in shower br-Fourth Bedroom (3rd Floor): King bed, shares hallway bath with walk-in shower br-Fifth Bedroom (3rd Floor): Twin-over-Full bunk bed brbrThis home also includes Wi-Fi, a laundry room, and a half bath for guest convenience. Located near Gulf Drive and Pine Avenue, Gone Gulfin’ offers easy access to Anna Maria’s best shopping, dining, and attractions. Spend your days on the white sand beaches or explore the island aboard the AMI trolley. With endless outdoor adventures and world-class dining nearby, you’ll have everything you need for the perfect island getaway. brbrWhether you’re planning a family beach vacation, friends’ retreat, or relaxing island escape, Gone Gulfin’ by AMI Locals delivers the total package of luxury, fun, and comfort. With brand-new design, a rooftop deck with Gulf views, and a backyard built for play and relaxation, this home redefines coastal living on Anna Maria Island. Book your stay at Gone Gulfin’ by AMI Locals today and make your island vacation one to remember! brbr- brThis property does not allow pets. brbr 3 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. brbrPlease be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

5

Bed

4

Bath

8

Sleeps

$744.17

/ Nightly

Private Vacation Home

Bridgewatch: Amazing Bay Views! Roof Top Deck, Pool & Spa by Anna Maria Life

Anna Maria, Florida, United States

Bridgeview by Anna Maria Life Vacation Rentalsbr832 S Bay Blvd, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! Bay Front! Amazing Views!br5 Bedrooms / 5 Bathroomsbr4 Kings, 2 Sets of Twin over Twin BunkbedsbrPrivate Heated Pool & SpabrPool Loungers & UmbrellasbrOutdoor ShowerbrGas GrillbrCovered Patio Dining for 6brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 3 Carsbrbr*** NO BEACH ACCESS FROM PROPERTY ***br*** This home is not pet friendly ***brbrDetails:brWelcome to Bridgeview, a spacious bay‑view retreat perfectly designed for large families and multi‑family getaways on the charming north end of Anna Maria Island. With 5 bedrooms and 5 full bathrooms this home comfortably sleeps up to 12 guests.brbrInside, the kitchen features a large island with seating for four. The dining room offers space for up to ten, making family meals easy and memorable. Two inviting family rooms—each with comfortable seating and a TV—ensure everyone has room to relax.brbrFour of the bedrooms feature a king bed and ensuite bathroom and TV. The bunk room features two sets of bunks, its own attached TV room, and an adjacent full bath. All linens and towels are provided for your convenience.brbrWake up to the gentle sound of the surf and enjoy your morning coffee while watching dolphins glide through the bay. Multiple verandahs and decks - including a rooftop deck with sweeping island and water views—invite you to soak in every sunrise and salty breeze.brbrAfter a day at the beach or exploring Pine Avenue, unwind in the private heated pool or soak in the hot tub. A covered patio with a TV, outdoor grilling area, and plenty of seating creates the perfect setting for al fresco dining and evening gatherings. Just off the patio, an indoor game room with ping‑pong and foosball keeps the fun going for all ages. Beach towels and chairs are provided for a seamless stay.brbrBedroom 1 - King Bed, Ensuite Bathroom, TV brBedroom 2 - King Bed, Ensuite Bathroom, TV brBedroom 3 - King Bed, Ensuite Bathroom, TV brBedroom 4 - King Bed, Ensuite Bathroom, TV brBedroom 5 - 2 Sets of Twin over Twin Bunkbeds, TV brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brThere is no beach access from the home. View only.brDriveway parking is available for a maximum of 3 cars. Parking for additional vehicles is not available.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is twelve.brbrVR18-000001 brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$1115.35

/ Nightly

Private Vacation Home

Steps to Beach | SwimSpa | Elevator | Luxury

Anna Maria, Florida, United States

Luxury Beach Home • Steps to Sandbar Restaurant • Elevator • Sleeps 10 • Pets WelcomebrbrWelcome to Villa Del Sol, a luxury Anna Maria Island vacation rental located just two houses from the beach and steps from the iconic Sandbar Restaurant.brbrWith Gulf views, heated swim spa, private balconies, and walkable access to Pine Avenue, this five-bedroom coastal retreat is designed for elevated group getaways — and now welcomes your dogs too.brbrLocation. Luxury. Walkability.brbrThe Space:brTake the elevator or stairs to the sun-filled main living level, where Gulf views and breezy coastal design set the tone.brbrThe open layout is perfect for gathering after beach days, featuring plush seating and seamless indoor-outdoor flow.brbrThe chef’s kitchen includes:br• Oversized islandbr• Premium appliancesbr• Custom cabinetrybr• Dining space for group mealsbrbrIdeal for families, multiple couples, and upscale retreats.brbrOutdoor Living:brYour private tropical oasis features -br• Heated swim spa with built-in bar topbr• Covered patio lounge areabr• Multiple Gulf-view balconiesbr• Lush landscaping for privacybrbrSleeping Arrangements (Sleeps 10):br- Primary King Suite (2nd Floor) – Ensuitebr- Second King Suite (2nd Floor) – Ensuitebr- Third King Suite (1st Floor) – Ensuitebr- Fourth Bedroom (1st Floor) – Kingbr- Fifth Bedroom (1st Floor) – Twin-over-Queen bunkbrbrFour king beds make this perfect for multi-generational families or group trips.brbrPrime North Anna Maria Location:br✔ 1-minute walk to Anna Maria Beachbr✔ Steps to Sandbar Restaurantbr✔ Walk to Pine Avenue boutiques & cafesbr✔ Near Bayfront Parkbr✔ Free Anna Maria Island trolley accessbrYou truly can park and walk everywhere.brbrGuest Access:br• Full private access to home, swim spa & balconiesbr• Elevator accessbr• Beach chairs + beach cart providedbr• 3 parking spaces maximumbr• Self check-inbrbrPet Policy:brUp to 2 dogs welcome.br$125 per pet non-refundable fee applies.brPet fee is requested through our guest portal after booking.brbrImportant Details:br• Maximum 3 vehicles (no overnight street parking)br• Primary renter must be 25+br• Professionally managed by a local Anna Maria Island property management companybrbrVilla Del Sol offers one of the most walkable, desirable beach locations on Anna Maria Island — now pet friendly for your four-legged family members.

Bed

Bath

Sleeps

$1194.44

/ Nightly

Private Vacation Home

Luna Sea | Anna Maria Beach Home Rental - Steps from the Sea!

Anna Maria, Florida, United States

Welcome to Luna Sea – Your Private Slice of Paradise on Anna Maria Island!brEscape to a serene coastal haven just 100 steps from a pristine, private stretch of sugar-white sand beach. Luna Sea offers the ultimate beach getaway, complete with a convenient boardwalk for easy access to the turquoise waters of the Gulf. Spend your days basking in the sun and your evenings exploring the charming local scene, including the Sandbar restaurant, the quaint shops and eateries of Pine Avenue, and the vibrant vibe of Bortell's—all just a leisurely 10-minute stroll away.brbrA Retreat Designed For Relaxation and AdventurebrThis spacious two-story home is thoughtfully designed to cater to both family bonding and personal space. With two distinct living areas, two kitchens, and stylish beach-inspired decor, Luna Sea provides the perfect setting to unwind and reconnect with the sea. Feel the ocean breeze as you step onto the property, where lush tropical landscaping surrounds a private heated pool and spillover spa. Lounge poolside with your favorite drink, or soak up the stunning Gulf sunsets from Adirondack chairs on the deck. A basketball hoop and ping pong table promise hours of family fun, while the Tommy Bahama beach chairs, toys, and wagon make every beach day a breeze.brbrBright, Breezy, and Beautifully AppointedbrThe upper-level living space is the heart of the home, filled with island-inspired colors and decor that create a tranquil ambiance. A large sliding door opens to the balcony, where you'll savor refreshing sea breezes and coastal views. The kitchen, featuring stainless steel appliances and ample counter space, is fully stocked with all the essentials for preparing delicious meals.brbrSleep in LuxurybrAt the end of the day, retreat to one of five beautifully appointed bedrooms, each designed for comfort and style. The primary suite is a serene sanctuary, featuring a king bed, a cozy sitting area, a wall-mounted flat-screen TV, and an en suite bath with dual closets. Step onto the screened balcony to enjoy your morning coffee in peace. The second bedroom offers a king bed, an en suite bath, and direct balcony access, where you can greet the sunrise with a smile. The third bedroom is a kid's dream, featuring two custom twin-over-twin bunk beds with built-in storage and a converted desk area perfect for games or crafts.brbrA Private Retreat on the Lower LevelbrThe ground floor serves as a complete second living space—ideal for larger groups or families craving extra room. It has a second Living Room, a cozy seating area for movie nights, and includes a second kitchen with stainless steel appliances and a movable island. With the large sliding doors there is easy access to the pool area. The fourth bedroom features a queen bed with a trundle, while the fifth bedroom offers a queen bed, both sharing a bathroom with a spacious zero-entry walk-in shower.brbrAn Unbeatable Location.brLuna Sea is perfectly situated to take advantage of everything Anna Maria Island has to offer. Hop on the free island trolley to explore seven miles of beaches, unique shops, and fantastic dining options at your leisure. Whether you're strolling along Pine Avenue, relaxing by the pool, or savoring Gulf sunsets, every moment here is a memory in the making.brbrBook your stay at Luna Sea today, and let the soothing rhythm of the waves and the vibrant energy of Anna Maria Island create your perfect vacation.brbrExclusive Amenities Include:br• 5 Bedrooms / 4 Bathroomsbr• 2 King Beds, Queen Bed, 2 Sets of Twin over Twin Bunk Beds and a Queen with a Twin Trundlebr• 100 Steps to the Beachbr• Private Heated Pool & Spillover Spabr• 2 Lanaisbr• Upper and Lower Kitchensbr• Basketball Hoop & Ping Pong Tablebr• Gas BBQ Grillbr• Washer & Dryer- Complimentary WiFibr• Beach Towels, Beach Chairs & Beach Wagonbr• Free Private Driveway Parking for 4 Carsbr• Free WiFi & 6 HDTV'sbr• Gas Grillbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Enhanced Cleaning Protocols Provided by Our CottageClean TeambrbrLuna Sea can accommodate up to 10 guests with a bedding configuration as follows:br- Bedroom 1: King Bed, En Suite Bathroom, Balcony, TV - Floor 2br- Bedroom 2: King Bed, En Suite Bathroom, Balcony, TV - Floor 2br- Bedroom 3: Two Sets of Twin over Twin Bunk Beds, TV - Floor 2br- Bedroom 4: Queen Bed, TV - Floor 1br- Bedroom 5: Queen Bed with a Twin Trundle, TV - Floor 1brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrPLEASE NOTE: This pool is heated from November 15th to April 15th.

Bed

Bath

Sleeps

$2381.07

/ Nightly

Private Vacation Home

Amazing 6 bed house on Anna Maria! Putt putt, heated pool and spa!

Anna Maria, Florida, United States

Welcome to your dream vacation home in Anna Maria! This stunning 6-bedroom, 6.5-bath luxury retreat is perfectly situated just moments from the beach and bay, offering easy access to waterfront dining and shopping on Pine Avenue. brbrStep inside to an expansive open floor plan that seamlessly connects the beautiful kitchen, inviting living area, and elegant dining space—ideal for entertaining family and friends. With five king beds and a day bed, plus a sleep sofa and a second living room, there's plenty of room for everyone to relax and unwind.brbrThe large backyard is a true oasis, featuring a sparkling pool and hot tub, lush turf, and games that invite fun-filled days of relaxation and quality time. Don't miss the rooftop deck, where you can soak in breathtaking sunsets that will leave you in awe. brbrThis home is the ultimate getaway—what more could you ask for Highlightsbr• Brand new luxury homebr• Private pool and in-ground spabr• Game room with ping pongbr• Rooftop deck with 360° viewsbr• Less than a 15-minute walk to Anna Maria Beachbr• 6 Bedrooms / 6.5 Bathroomsbr• 5 Kings, 1 Twin daybedbr• Steps to Pine Avenue shopping and diningbr• Washer and dryerbr• Parking availablebrbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrStep outside and enjoy your private oasis. Cool off in the sparkling pool, unwind in the spa, or lounge on the fully furnished patio with plenty of seating for the whole group. Head up to the rooftop deck to take in panoramic views of Anna Maria Island. For fun indoors, the game room is fully stocked with a ping pong table and games to keep all ages entertained. ***House located on Spring Avenue on Anna Maria Island is a charming, picturesque street that embodies the relaxed coastal lifestyle of this beautiful island. It runs parallel to the stunning Gulf of Mexico, offering residents and visitors easy access to some of the best beaches on the island. brbrWhat makes Spring Avenue particularly appealing is its central location. It provides convenient proximity to a variety of shops, restaurants, and local attractions, making it easy to explore the vibrant community without needing a car. The street is lined with lush tropical vegetation, creating a serene atmosphere that invites leisurely strolls or bike rides.brbrAdditionally, Spring Avenue is near popular spots like the Anna Maria Island Historical Museum and the Pine Avenue shopping district, where you can find unique boutiques and delicious dining options. The blend of natural beauty, accessibility, and local charm makes Spring Avenue a prime spot for both relaxation and exploration on Anna Maria Island. Whether you're soaking up the sun on the beach, enjoying a meal at a nearby café, or simply taking in the sights, Spring Avenue offers a quintessential island experience.brbrInside, the open concept living area invites relaxation with plush sofas, accent chairs, and a large TV for family movie nights. The modern chef’s kitchen is equipped with premium appliances, ample counter space, and an oversized island with barstool seating. Share meals together at the elegant dining table or gather around the island for casual bites and cocktails.brbrRetreat to the primary suite, featuring a king bed, a spacious walk-in closet, and a spa-inspired ensuite bathroom with dual vanities and a walk-in shower. Each of the four additional king bedrooms is beautifully designed with luxury linens, smart TVs, and private ensuite bathrooms. A cozy daybed provides extra sleeping space for younger guests or solo travelers. For added convenience, there’s also a hallway bathroom with a shower and tub combination and a laundry area with a washer and dryer.brbrRoom Detailsbr-Primary Bedroom: King bed, ensuite bathroom with double vanity and walk-in showerbr-Second Bedroom: King bed, ensuite bathroom with walk-in showerbr-Third Bedroom: King bed, ensuite bathroom with walk-in showerbr-Fourth Bedroom: King bed, ensuite bathroom with walk-in showerbr-Fifth Bedroom: King bed, ensuite bathroom with walk-in showerbr-Sixth Bedroom: Twin daybedbrbrGuests will love being just two blocks from Pine Avenue, where you’ll find boutique shops, fresh seafood restaurants, ice cream parlors, and local attractions like the Anna Maria City Pier and historic jail. Whether you’re planning a family reunion or a long weekend escape. Anna Maria Beach House offers the perfect blend of luxury, location, and comfort.brbrWith a prime location near Anna Maria Beach, luxury amenities, and plenty of space for the whole family, Anna Maria Beach House is the ultimate Sarasota Florida vacation rental. Reserve your dates now with Anna Maria Island Accommodations and start making lifelong memories in this coastal paradise!brbr-brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Island Accommodations Rental Policies for full details.brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brPlease see our Anna Maria Island Accommodations Rental Policies for full details.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. *** This home is in Bradenton Beach. Bradenton Beach is a delightful destination on Anna Maria Island, known for its stunning shoreline and vibrant atmosphere. This charming area features beautiful white sandy beaches that gently slope into the turquoise waters of the Gulf of Mexico, making it an ideal spot for sunbathing, swimming, and water sports. brbrWhat sets Bradenton Beach apart is its perfect blend of relaxation and activity. The beach is lined with cozy beachfront restaurants and shops, allowing visitors to enjoy local seafood, ice cream, and unique souvenirs just a short walk from the shore. The Bradenton Beach Pier is a popular gathering spot, offering scenic views, fishing opportunities, and a chance to see local wildlife, including dolphins and seabirds.brbrCentrally located on the island, Bradenton Beach provides easy access to other attractions on Anna Maria Island, such as the historic Bridge Street, known for its quaint shops and lively nightlife. The area also features a range of accommodations, from quaint cottages to modern condos, catering to a variety of tastes and budgets.brbrWith its stunning natural beauty, friendly atmosphere, and convenient location, Bradenton Beach is a fantastic destination for those looking to experience the best of Anna Maria Island. Whether you're lounging on the beach, exploring local shops, or enjoying a meal with a view, Bradenton Beach offers a quintessential island experience that keeps visitors coming back.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

Bed

Bath

Sleeps

$1704.55

/ Nightly

Private Vacation Home

81A - High End Luxury Retreat w/ 12' TV!

Anna Maria, Florida, United States

Welcome to 81A by Exclusive Vacations, a design-forward luxury retreat inspired by the iconic architecture of Florida’s 30A and thoughtfully reimagined for Anna Maria Island. Located just two blocks from the beach and Pine Avenue, this five-bedroom, five-and-a-half-bath home offers a seamless blend of refined Mediterranean style, resort-level amenities, and exceptional indoor–outdoor living—perfect for larger families and group getaways.brbrWith a heated luxury pool, rooftop deck with Gulf and Bay views, elevator, game room, fitness room, and one of the largest private outdoor televisions in the country, 81A delivers a private-resort experience unlike anything else on the island.brbrWhy Guests Love 81Abr• Two blocks to the beach and Pine Avenue (under 5-minute walk)br• Luxury heated pool and spabr• 12’ x 8’ outdoor television—watch sports or movies from the poolbr• Rooftop deck with fire table and Gulf + Bay viewsbr• Elevator with access to all levelsbr• Outdoor kitchen, grill, dining and lounge areasbr• 5 Bedrooms | 5.5 Bathrooms (all ensuite)br• Bunk room sleeps 6 kids (custom-built bunks)br• Game room with billiards tablebr• Private workout / fitness roombr• 6-seat Club Car golf cart includedbr• Luxury beach bikes, chairs and beach gearbr• Pet friendly with approvalbr• Plenty of on-site parkingbrbrbr81A is a calming yet striking home designed for connection, comfort, and flow. Inspired by the clean lines and soft palette of Alys Beach, the interiors feature warm Mediterranean tones, upscale finishes, and coastal blues layered throughout thoughtfully curated spaces.brbrThe main living area centers around a massive sectional sofa, creating the perfect gathering space after a day at the beach. Large windows and doors blur the line between indoor and outdoor living, opening to a covered patio with additional dining and lounge seating overlooking the pool and oversized outdoor TV.brThe chef-inspired kitchen is built for entertaining, featuring top-of-the-line appliances, generous counter space, bar seating, and a fully equipped butler’s kitchen tucked behind the main kitchen—ideal for hosting, catering, or private chefs. A large dining table anchors the space, offering seating for shared meals and celebrations.brbrThe backyard at 81A is truly one of a kind. The resort-style heated pool and spa are complemented by a full outdoor kitchen, covered dining, and multiple lounge areas—anchored by the show-stopping 12’ x 8’ outdoor television, one of the only private installations of its kind in the country. Whether you’re watching the big game or enjoying a movie night from the pool, this space creates unforgettable moments.brbrAbove it all, the rooftop deck offers sweeping views of both the Gulf and the Bay, paired with a fire table for sunset gatherings and evening relaxation.brbrDesigned to comfortably accommodate up to 14 guests, all bedrooms feature ensuite bathrooms for privacy and comfort.br• Primary Suite: King bed, private balcony, spa-style ensuite with soaking tub and walk-in showerbr• Guest Suite 1: King bed, ensuite bathroombr• Guest Suite 2: King bed, ensuite bathroombr• Guest Suite 3: King bed, ensuite bathroombr• Bunk Room: Two custom-built bunk beds sleeping 6 children, ensuite bathroombr• Half Bathroom: Main living levelbrbrExclusive Vacations AmenitiesbrEvery stay at 81A includes the elevated touches Exclusive Vacations is known for:br• 6-Seat Club Car Cru golf cartbr• Luxury beach bikesbr• Luxury beach chairs, umbrellas and beach cartbr• Upgraded bed and bath linens and premium toiletriesbr• Fully stocked starter suppliesbr• Portable Pack and Playbr brbrLocated on North Shore Drive, 81A sits just two blocks from Anna Maria Island’s beaches and Pine Avenue’s shops, restaurants, and coffee spots. Explore the island by golf cart, bike, or on foot, with everything you need just minutes away.brbrWith its signature outdoor TV, rooftop views, resort-style pool, and design inspired by 30A luxury, 81A by Exclusive Vacations is a standout Anna Maria Island retreat—perfect for larger families or multiple families traveling together.brbrReserve your stay and experience elevated island living at 81Abrbr-brThis home is managed by Exclusive Vacations, an Anna Maria Island property management company. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Exclusive Vacations Rental Policies for full details. brbrUse of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request.brbr5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Exclusive Vacations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$943.37

/ Nightly

Private Vacation Home

Luxury Beach Home! Pool, Spa and Gourmet Kitchen!

Anna Maria, Florida, United States

Fortunate Sol by AMI Locals brVR22-000005 brbrWelcome to Fortunate Sol, a beautifully remodeled six-bedroom, four and a half bath home located just one block from the sugar-white sands of Anna Maria Island’s Gulf beaches. This peaceful retreat features a private heated pool with spa, generous outdoor living space, and a prime location near beloved Pine Avenue shops, restaurants, and the island trolley. Perfect for large families or groups, Fortunate Sol offers elegant coastal design, premium amenities, and an unbeatable island vibe! brbrHighlights br-3-minute walk to the Anna Maria beach br-6 Bedrooms / 4.5 Bathrooms br-5 King beds, 2 twin-over-twin bunk beds br-Private heated pool with spa br-BBQ grill and lounge seating br-Modern remodeled home with premium finishes br-Putting green br-Walk or trolley ride to Bean Point, Pine Avenue, shops, and restaurants br-Parking for 4 vehicles brbrLush tropical landscaping surrounds the private pool and in-ground spa, creating a serene backyard oasis. Lounge poolside, fire up the BBQ grill for outdoor dining, or enjoy happy hour in the shaded seating area after a day on the sand. brbrStep inside to a bright and airy great room featuring pristine wood floors, a large sofa, and a TV, perfect for family movie nights. The upgraded kitchen boasts stainless steel appliances, stone countertops, and a custom wood and metal island with stools. A large farmhouse dining table seats your entire group, making every meal a celebration. brbrFive bedrooms feature king beds with plush bedding and modern storage, while the sixth is a fun bunk room with two twin-over-twin bunks and a TV. Bedrooms are thoughtfully distributed throughout the home for privacy, with beautifully updated bathrooms easily accessible on each floor. brbrRoom Details br-Primary Bedroom, 1st Floor: King bed, ensuite bathroom with soaking tub and walk-in shower br-Second Bedroom, 1st Floor: King bed, ensuite bathroom br-Third Bedroom, 2nd Floor: King bed br-Fourth Bedroom, 2nd Floor: King bed br-Fifth Bedroom, Lower Floor: King bed br-Sixth Bedroom, Lower Floor: Two twin-over-twin bunks brbrEnjoy a short stroll to the beach for sunbathing, shelling, or sunset walks, then return to your private retreat to relax in the spa’s therapeutic jets. Fortunate Sol’s prime location offers easy access to Anna Maria’s boutiques, art galleries, and some of the best seafood on the island. brbrFortunate Sol is your dream Anna Maria Island getaway. Book today and experience the ultimate beach escape! br br- br*Please Note - Golf Cart is NOT for guest use br*Please note - this property does not allow pets br*Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$2558.65

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Private Vacation Home

JULY 4 WEEKS OPEN! Located direct Gulf front, pool, hot tub, 5 masters, SUNSETS!

Anna Maria, Florida, United States

If sugar-white sand between your toes, waves that sing you to sleep, and sunsets that look like they were painted just for you sound good… this is your chance. brIt’s one of those spots where time slows down, the views are endless, and the only real question is sunrise swim or sunset toast Safely swim right outside your door! Bean Point is a leisurely 15 minute walk away.brBuilt on sand, designed for joy, beachfront, modern and ready for you and your crew! Nest on the Beach did not get damaged and is joyfully welcoming guests! brLet’s talk Beach House Whether you're building sand castles with the little ones or falling asleep to the sound of crashing waves, life is quite simply better at the beach. This tranquil, cool and super-styled designer pad in Anna Maria has everything from decks and balconies off every bedroom, marble ensuite bathrooms, to a heated pool plus ginormous hot tub. Nest on the Beach. Everyone (and we mean everyone) wants to stay on the beach! Make your next beach holiday even more dreamy by staying at Nest on the Beach. Shoes are optional…BYOB bikinis!brbrThe landscaping is beach, beach, beach. Curvy coconut palm trees are scattered amongst the dunes while sand daisies and seat oats poke thru the fence. Large grey granite stones lead swirled paths thru the sand. All this natural beauty surrounds a sunny 31x19 foot heated salt water pool. The real star of the show however is the sea and pool-sea are one with sparkling hues of blue and green. The hot tub, 12 foot by 9.5 foot, comfortably accommodates eight or more plus their cocktails of choice in gurgling, bubbling 103 degree temps. Tired from watching the moonlit waves How could you be A circular outside shower is just the thing while ensuring that same lovely view of the beach yet privacy as well.brbrModern and luminous. brBuilt in 2018, Nest on the Beach is comfortable, bright, and beachie with simple elegant decorations including whitewashed wooden floors, sparkling kitchen appliances and designer furniture. Giant picture windows show-off sea and sand views from every angle. Loving the sensation of light and space throughout! The clean lines of the design and lack of clutter plus the fantastic beach and sunset views make Nest On The Beach a first choice as your next home away from home. We offer the fastest free wifi and free long distance calling to Europe, Canada and Mexico too!brbrThis 3500 square foot home includes a spacious great room with 24 foot sliding doors which open onto the deck. This creates true indoor-outdoor living. The sunny deck has ample places to lounge or sunbathe with a sunset beach view. The kitchen and dining are open plan with a large glass dining table. Five stools perch around the island counter for watching the chef in your group. There is a desk and wifi to pretend to check-in at the office while still remaining part of the party. A main floor powder room is just steps away and a full laundry utility room is convenient. Air-conditioned, brand-spanking new and equipped with the fastest wifi-of course!brbrThe romantic master bedroom has to-die-for views of the beach and a wall of glass that opens across a 16 foot expanse to large private deck hovering at the edge of the sea. Softly lapping waves and moonlight are the only sleep-aids you’ll every want again. Promise! Oh go ahead and spoil yourselves! Every detail has been thought of for your comfort: king pillow-top mattress, a cozy down duvet, Restoration Hardware linens, make-up vanity, bronze sculptures plus a gas fireplace to take the chill off winter nights. An enormous ensuite bathroom features double vessel sinks, a shower built-for-two and a stunning claw foot tub surrounded by views of the beach. Bath salts, bubble bath, chandelier and fluttering ballet pink linen curtains complete the picture. brbrFour more bedrooms, each with an ensuite private bathroom, shower and balcony are made up impeccably in a minimalist beach house style. Every bedroom is decorated to to ensure each guest feels special: from draped canopies, to princess beds, (hellooooo boho hanging chair and vanity tables!) top-notch pillow-top mattresses, the finest linens and mounds of pillows. The private marble bathrooms are sleek and stylish with vessel sinks and mosaic marble tiles. Piles of fluffy white towels are tucked into the cabinets. Nest on the Beach can easily accommodate couples in each bedroom—-or very happy children that will never want to leave.brbrNest on the Beach, sitting on top of the famous white quartz sands of Anna Maria Island’s north end is just a stone’s throw from the shopping, dining, parades, street festivals and fun of the Pine Avenue historic downtown. Sleeping up to 8, Nest on the Beach is stocked with amenities to keep grown-ups happy and kids busy if an easy day trip to Disney isn't in the plans or a Florida thunderstorm decides to roll in. On sight management is always on hand to make sure your stay is perfect. brbrCome for as long as you can and enjoy life by the sea in a town with gourmet food, oh-so-private beaches for shelling, kayaking, paddle boarding, surfing, swimming, fishing, exploring….or just doing nothing at all.

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Select Dates for Price

Private Vacation Home

New Breathtaking Canal front Home on Best street in AMI!

Anna Maria, Florida, United States

Welcome to your dream getaway on Anna Maria Island! This stunning brand new beach house offers the perfect blend of luxury and coastal charm, Featuring 6 spacious bedrooms and 6.5 elegantly designed bathrooms, making it ideal for family vacations or group retreats.brbrStep inside to discover a beautifully decorated interior that exudes a relaxed yet sophisticated vibe. The open-concept living area is bathed in natural light, showcasing high-end finishes and stylish furnishings. The gourmet kitchen is a chef’s paradise, equipped with top-of-the-line appliances and ample counter space, perfect for preparing meals for your loved ones.brbrOutside, unwind in your private oasis. The sparkling pool overlooks the serene canal, providing a tranquil spot for sunbathing or a refreshing dip. The hot tub invites you to relax under the stars, while the outdoor kitchen is ready for barbecues and gatherings. The highlight of your outdoor space is the charming tiki hut, complete with swings for lazy afternoons.brbrFor those seeking a panoramic view, the rooftop deck offers breathtaking vistas of the island and the sunset, making it the perfect spot for evening cocktails. With its prime location just steps from the beach, this vacation rental ensures that you have everything you need for an unforgettable stay on Anna Maria Island. Book your escape to paradise today! brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

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$1266.97

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Private Vacation Home

Canal - C-View by SeaBreeze Vacation

Anna Maria, Florida, United States

Recently renovated, C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Maria's picturesque white sand beaches, Pine Avenue's restaurants and shops, and access to the free trolley. Be sure to bring your kayaks and paddle boards so you can take advantage of the easy canal access from the dock in the backyard. Spend your nights out on the lanai where you will find plenty of seating for leisure or dining or take a dip in the private heated pool. There's even a half pool bath for your convenience. This 5 bedroom/3.5 bathroom home comfortably accommodates 10 people with the open concept and split-floor plan. It's perfect for a large family or multi-family.brbrThe primary bedroom features a king-size bed, flat screen TV, and ensuite bathroom complete with walk-in shower and jetted tub. Adjacent to the primary bedroom you will find the two guest rooms sharing a full-size bathroom and can be closed off with the pocket door for privacy. On the west side of the home, you will find the other guests rooms which can also be closed off for privacy. These rooms share a full-size bathroom and are equipped with flat screen TVs as well. But, it doesn't stop there! This home also features a full-size washer & dryer with a mini fridge in the laundry room, half bath pool bathroom, BBQ Grill, beach cart with beach equipment and WiFi throughout. This is truly a home away from home intended for you to enjoy your vacation and everything the island has to offer all while memories are being made.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. brbrThe property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. Our high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay.brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrThis unit comfortably accommodates a group of 10.brParking is limited to 4 vehicles.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

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$893.67

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Private Vacation Home

Jersey Girl by Duncan Real Estate

Anna Maria, Florida, United States

Welcome to this unique 5 bedroom Island Paradise!brbrJersey Girl features a main house with 3 bedrooms and 2 baths along with an additional 2 bedrooms and 1 bath in the back house. It's perfectly suited for multigenerational family getaways providing generous space to spread out. Also, a wonderful layout for a bridal party getting ready for the big day!brbrThe home features tasteful coastal-themed dcor throughout that prioritizes guest comfort. Its gourmet kitchen and open floor plan are inviting family gatherings. Start your day at the breakfast bar and pick one of the many options for a great dinner together. The large table on the balcony offers alfresco style or dine pool side in the covered area under the front house. brbrBoasting over 1500 square feet of outdoor living in a secluded poolside setting, enjoy the warm tropical breezes. Explore the various pool side areas where you can relax on sun loungers, catch up with family by the premium quality Adirondacks or hang out in the covered sitting corner and watch some sports. Play a round of pool or have a Connect Four competition! brbrConveniently located just a block away from Anna Maria's Pine Avenue, guests have easy access to fabulous shopping and dining options. Moreover, the Gulf or Bay Beaches, situated at each end of Spring Avenue, are within a short stroll. For those who prefer an active retreat, various rental options such as bikes, golf carts, GoPeds, and mopeds are available, allowing visitors to explore the tropical paradise hassle-free.brbrWater enthusiasts will delight in the array of activities on offer, including kayak and paddleboard rentals and guided tours. The Gulf Coast of Anna Maria boasts exceptional fishing opportunities, with two fishing piers and numerous charter captains available for hire. brbrHIGHLIGHTSbrbr2140 sq. ft. brbrPrivate pool (30x13 ft)brbrWasher/dryer in main housebrbrSeparate Guest HousebrbrPool Table and Outdoor GamesbrbrBEDROOMSbrbrSleeps 12brbrPrimary Bedroom: King EnsuitebrbrSecond Bedroom: QueenbrbrThird Bedroom: Bunk beds - twinsbrbrFourth Bedroom: Queen (guest house)brbrFifth Bedroom: Twins (guest house)brbrBATHROOMSbrbrEnsuite Bathroom: Walk-in ShowerbrbrSecond Bathroom: Walk-in ShowerbrbrThird Bathroom: Walk-in Shower (guest house)brbrEXTERIORbrbrThe living room opens to the large balcony with outdoor dining which over looks the pool area and guest house. There is plenty of seating and loungers in the covered areas under both the main house and guest house. Other features include pool table, connect 4, an outdoor shower and gas grill.brbrThere are 4 parking spaces designated for this property. The garage is not available to guests.brbrThis property is protected by video surveillance in the front parking and gate area.brbrOptional pool heating, up to 86 F, is available from November to April at $150/week. Weather conditions may affect the temperature of the pool. Pool alarms are mandated per city licensing ordinance and cannot be disarmed. Pools are professionally serviced weekly and debris due to tropical climate might occur in between service days. Duncan Real Estate will expedite repairs of reported malfunctions, but no refund will be made for circumstances beyond our control. brbrConsider renting Jersey Girl's little sister Jersey Gal for a smaller party. It features the front house with 3 bedrooms, sleeping up to 8 guests. brbrPlease keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Queenbrbr- Bedroom 3 2 Twin Bunk bedsbrbr- Bedroom 4 Queenbrbr- Bedroom 5 Twinsbrbr- Work Space Ybrbr- Bathroom 1 Walk-in Showerbrbr- Bathroom 2 Walk-in Showerbrbr- Bathroom 3 Walk-in Showerbrbr- Hot Waterbrbr- Beach Access 0.4 milesbrbr- Bay Access 0.2 milesbrbr- Elevatedbrbr- Central A Cbrbr- Cental Heatbrbr- Ceiling Fan Living Areabrbr- Free Parkingbrbr- Parking Spots 4brbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage disposalbrbr- Dining Tablebrbr- Breakfast Barbrbr- High Speed WIFIbrbr- TV 6brbr- TV Streaming Onlybrbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Pool Ybrbr- Pool Dimensions 13 x 30 ftbrbr- Pool Alarmsbrbr- Sun Loungersbrbr- Porchbrbr- Balconybrbr- Outdoor Diningbrbr- Outdoor Showerbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Board Gamesbrbr- Outdoor gamesbrbr- Pool Tablebrbr- Exterior Outletbrbr- Duncan Emerald Clubbrbr

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$831.81

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Private Vacation Home

Summer Breeze - 5BR Anna Maria City Pool Home - By Island Real Estate Vacations

Anna Maria, Florida, United States

Ready to fall in love with your new vacation home, then look no further than “Summer Breeze”. This elevated beach home is sure to make your stay on Anna Maria Island memorable, with all its features and amenities. “Summer Breeze” is large, with five-bedrooms it’s equipped to sleep up to 14 guests, making this home perfect from family getaways. Friends, relatives, and even the four-legged family members are welcome, as this property is dog-friendly for a fee. During your stay at this Anna Maria home, you’ll fall in love with the high-end tropical décor, and the newly updated features. From Brightly painted walls, new kitchen cabinets, pristine tile floors, and stainless-steel appliances.brbrYou and your loved ones can enjoy “Summer Breeze” and all it has to offer, which is A LOT! Six TVs, four DvD player, and even a Wii gaming system are at your disposal for indoor entertainment. Outside is no less impressive. A large yard, fenced in and veiled with landscaping offers a great level of privacy. This Anna Maria home also has a south facing pool, covered Tiki-bar, outside TV and a dart board. So, there’s nothing but fun to be had in your private island oasis!brbrYou may find it hard to leave your peace of tropical paradise, but when you do there’s a whole island to explore. “Summer Breeze” is in the sweet spot of the city of Anna Maria. The famous beach of Bean Pointe is just a five-minute walk away from your stay, while Bay beach is only two minutes from your vacation home. Pine Ave is also close by, so you can shop, dine, and sight see to your heart’s content. Eat at some of the best restaurants on the island, then visit a local boutique to by a few souvenirs. Choosing your vacation home is a breeze when you pick “Summer Breeze”!brbrBedrooms & BathroomsbrSLEEPING ARRANGEMENTS (Sleeps 14):br• Primary Bedroom: Kingbr• Second Bedroom: Kingbr• Third Bedroom: Queenbr• Fourth Bedroom: Two Twin/Full Bunksbr• Fifth Bedroom: Twin/Full BunkbrbrBATHROOMS:br• Primary En-Suite: Walk-in Showerbr• Second En-Suite: Walk-in Showerbr• Third Bathroom: Walk-in Showerbr• Fourth Bathroom: Walk-in ShowerbrbrThis property participates in our Professional Linen Program. In Island Real Estate Vacations' continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.brbrMax Vehicles Allowed: 5 Max Day Guests Allowed: 2brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbr• Dog Friendly - fee of $250 plus tax per dog.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbrAll our properties provide luxury linens for you to enjoy during your stay.

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$1211.52

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Private Vacation Home

Sirenia By The Sea -Waterfront/Dock/Pool/ Hot Tub/Putting/ Beach AMIHomeRental

Anna Maria, Florida, United States

Recently Added in 2025br- outdoor cabana over dining tablebr- outdoor kitchen with bbq grill and wine fridgebr- new front yard green landscaping br- new living room furniturebr- new primary bedroom furniturebr- new twin bedroom furniturebr- new queen bedroom furniturebr- Fresh and Coastal!brbrBook Now this home gets booked up for the high season very quickly!brbrSleeps up to 12 peoplebr7 night stays or morebrSaturday turnovers onlybrbrLive in a dreamy, large and luxurious Anna Maria property on your vacation. Walk directly out to your private pool, dock and putting green in your backyard, no stairs!brbrEnjoy our coastal, resort homes designed for holiday gatherings and island activities. If you'd like to amp up your vacation we can recommend kitchen stocking, sports activities conducive to beachy fun with our trusted local vendors. Enjoy our tranquil settings for fishing, kayaking, grilling, mini-putting, swimming and suntanning in our backyard oasis' as well as our tranquil Gulf beaches.brbrSIRENIA BY THE SEA ~ Picture yourself vacationing in a luxurious tropical villa on beautiful Anna Maria Island. Perfectly located on the deep water canal and just steps away from the pristine beaches of the Gulf of Mexico. A 3,880 square foot sprawling 5-bedroom, 5-bathroom luxury waterfront vacation rental designed to provide you and your family a lifetime of vacation memories to cherish.brbrTHE EXTERIOR ~ The large heated pool and large hot tub spa is located in a lush tropical setting and invites you to swim the day away. Play on the newly installed putting green right next to the waterfront dock. Catch a siesta on the sun loungers or cozy up with a good book in the lazy hammock shaded by the palm trees. Enjoy lunch “al fresco” at one of 2 outdoor dining tables next to the pool and dock. The newly installed outdoor kitchen grill with wine fridge, gas grill, and sink, will be sure to please your group's chef. The tiki hut is a favorite spot to gather for a cocktail, gaze at the canal and enjoy “island time”. The deepwater canal and private dock area at the backdoor for your enjoyment, perfect for fishing or renting a boat. Sirenia By The Sea offers direct access to Bimini Bay and the Gulf of Mexico (no bridges!). Bring your boat!brbrTHE BEACH ~ Anna Maria Island is blessed with sugar-white sand beaches and emerald green waters. The Gulf Beach is only 1 block from the villa (11 houses down). Beach access is directly on our street! Enjoy our newly cleaned Gulf beaches. There's no better time to visit.brbrTHE INTERIOR ~ The house is resplendent with comfy furniture and seating for all, with two separate living areas, replete with their own large Flat Screen TV's and a flex space/bunk room to enjoy a quiet moment upstairs, no one will feel crowded! brThe open concept kitchen with stainless steel appliances easily accommodates a large group. The upgraded cabinetry, granite countertops, and premium cookware call to your “inner foodie” making cooking for a crowd a breeze. Love the new wine fridge and coffee/cocktail bar!brbrGRILLING - Sirenia By The Sea offers both a Weber gas B.B.Q. grill and a Weber Charcoal grill. Enjoy delicious dining al fresco or in the large dining room overlooking the pool. brbrAs the sun sets on your beautiful day, enjoy the luxurious bedrooms where you will find a flat-screen T.V. in most rooms, superior furniture, bedding and linens to envelop you each evening. brbrSirenia By The Sea offers three bedrooms on the main floor level and two more upstairs plus a flex space/bunkroom. Two families can have their own separate floors for privacy.brbrBEDROOM CONFIGURATIONbrMain Level - Ground Floorbr1 king bedroom with en suite bathroom (walk-in shower)br1 queen bedroom with designated bathroom (walk-in shower)br1 bedroom with 2 twin beds with designated bathroom (walk-in shower)brbrUpstairsbr2 king bedrooms with en suite bathrooms (1 walk-in shower and 1 combination tub/shower)br1 double over double bunk bed (can sleep 4 on the bunk bed) in the upstairs flex space (uses one of the king bedroom bathrooms)brbrExtra Bedroom Info:brThree bedrooms have king-size beds, two with sitting areas, and all with their own en-suite bathrooms. brThe queen-size bedroom has its own en-suite bathroom and is located in its own wing perfect for late sleepers who crave privacy. brThe twin bedroom on the first level is conveniently located close to the primary king suite if you have children in your group. The twin bedroom uses the full bathroom located down the hall.brbrThe second floor houses 2 of the large primary bedrooms. One king-size bedroom with en-suite bathroom (step in shower) and sitting area. The other king size bedroom has a waterfront view balcony with en-suite bathroom housing a shower/tub combination bathroom. brbrThe upstairs has a great flex room with bunk beds which is ideal for chilling out or for accommodating up to four guests on the double over double mattress bunk bed. This room as doors on both sides that can be closed off for privacy. Guests in this bunkroom will share a bathroom with one of the king bedrooms upstairs. Note: to get to the upstairs king bedroom with the balcony, you have to walk through this flex space.brbrAt Sirenia By The Sea, we have made every effort to provide all that you will need during your visit. brbrTHE EXTRA LUXURIES ~ We offer extra luxuries that most rentals don't, such as large fluffy beach towels (72 in), beach cart, cooler, beach chairs and more. We have dish liquid soap, dishwasher tabs, laundry soap, garbage bags, hotel size hand soap, hotel size shampoo/conditioner for our guests. Hair dryers in each bathroom. brbrGAMES - Board games for family fun. Ping pong table with paddles and balls. Putting green, golf clubs and balls. Giant connect 4 game. Corn hole bean bag game.brbrBABY GEAR - We've got you Mom and Dad! One portable wooden crib with bedding, one high chair, one pack n play, one baby gate for stairs, toddler plastic dinnerware and utensils. We do not have sippy cups or bottles, please bring your own as those are more personal.brbrKITCHEN - We love to Cook! Double griddle, traditional coffee machine, a Keurig coffee machine, electric tea kettle, hand mixer, slow cooker, wine fridge inside, another wine fridge (outside), 2 full size refrigerators, patio serving bowls, trays, platters, patio dinnerware and drinking cups, lots of baking dishes, etc... brbrGrocery stocking service and concierge services are available upon request (extra fees) so there is no need to rush to the grocery store!brbrFREE ACCESS to our Anna Maria Community Centre for all of your fitness needs. Workout room with free weights and fitness machines. Tennis courts and pickleball courts. Interior basketball or exterior soccer field are also available for use.brbrThere are two high-efficiency washer and dryer units and 2 full sized refrigerators. brbrStay connected with friends and family via free phone calls to the U.S. and Canada as well as the use of the free high-speed wireless internet. brbrAS SEEN ON: Sense of Place Travel Show on YouTube. Take a look at our Episode (10) and experience some of our favorite ways to enjoy Anna Maria IslandbrbrPack light and let us do the rest! brSirenia By The Sea.....luxury within reach!brbrNote: boats, bikes and kayaks are available for rent for an additional fee through our preferred local vendors. We're happy to make recommendations!brbrHOSTING SINCE 2011brWe have hosted over 11,000+ guests within our properties since 2011. Check out our reviews!brbrEXTERIOR CAMERA brFor the security of the property and our guests we have an exterior camera on the home to monitor over-occupancy and maintenance teams.brbrCANCELLATION POLICYbr- 100% refund for cancellations more than 60 days before check-inbr- 50% refund for cancellations more than 30 days before check-inbr- No refund for cancellations less than 30 days before check-inbrbrEXTENUATING CIRCUMSTANCES POLICYbrbrNot covered include transportation disruptions and cancellations; travel advisories and restrictions; health advisories and quarantines; changes to applicable law; and other government mandates—like evacuation orders, border closures, proclamation of conflicts, prohibitions on short-term rentals, and shelter-in-place requirements. The AMI Home Rental cancellation policy will apply as usual.brbrTRAVEL INSURANCEbrbrIt is up to each guest to purchase their own travel insurance policy to protect their vacation investment. If you need help on this... ask us!br:)

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