5+ Bedroom Vacation Rentals In Anna Maria, FL

From Dusk ‘Til Dune 404 North Shore Dr, Anna Maria, FL 34216 What you will love about this property: • Luxury home with luxury finishes • Canal front property with private path to bay • Private balcony and roof top deck with stunning views • Private pool and spa • Elevator • Fully equipped gourmet kitchen • Pet friendly • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Anna Maria Property details: Welcome to From Dusk ‘Til Dune. This home is a recently built beach residence offering rooftop water views just one block away from the Gulf of Mexico beaches. This 5-bedroom, 5.5-bathroom, pet-friendly vacation haven is brimming with amenities. Its stunning backyard features a private pool, hot tub, and under the covered patio, you'll find ample seating, a ping pong table, and a BBQ grill! Conveniently located near AMI shops and restaurants, enjoy soaking up the sunshine with friends and family at From Dusk 'Til Dune. With an open layout floor plan, From Dusk ‘Til Dune offers plush seating and amenities in the kitchen you will enjoy. Upgraded stainless steel appliances, quartz countertops and plenty of seating - you have a choice of eating at the island, the formal dining room or head to the rooftop deck. Five bedrooms, beautifully furnished, will provide you with sweet dreams so you can rest up for your next beach day. Three bedrooms located on the second floor have king-size beds and ensuite bathrooms. The third floor houses a wet bar and two primary bedrooms, which can also be accessed by the elevator. Both primary bedrooms have king-size beds, walk-in closets, walk-in showers and standalone tubs. Lush tropical landscaping surrounds a secluded oasis featuring a pool and jetted jacuzzi, offering a private retreat. Ample lounging areas invite you to unwind and savor your vacation on the Island. With From Dusk 'Til Dune as your base, endless activities await you on the Island Get everyone together in comfort and style at Dusk ‘Til Dune. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, 3rd floor: King bed and ensuite bathroom with shower and tub • Second Bedroom, 3rd floor: King bed and ensuite bathroom with shower and tub • Third Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower • Fourth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower • Fifth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower This property participates in our Professional Linen Program. In Beach House Real Estate's 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, wash cloths, 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. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders This property allows pets and there will be an additional non-refundable pet fee. Dogs are allowed under certain conditions and all animals including service dogs must be disclosed and approved prior to arrival. No cats allowed. Weight limits apply and maximum of 2. Please reach out to Beach House Real Estate for full details. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please note that homes with elevators do not have living accommodation on the first floor. If you have members in your party that struggle with the use of stairs, we strongly recommend that you reserve a property on the ground floor. Beach House Real Estate cannot be held accountable for any malfunctions of the elevator and does not offer compensation. Please 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 a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 4 cars at 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.

From Dusk Til Dune- 5 bedroom, Canal front, private pool/spa and close to beach

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$926.03

Tahiti Bay by AMI Locals brVR16-000466brbrWelcome to Tahiti Bay, a luxury beach vacation home just a short walk from Anna Maria Island’s dazzling beach! This five-bedroom, four-bath retreat offers multiple outdoor decks, a rooftop balcony, a private pool, hot tub, putting green, games, and amenities, all designed for fun, relaxation, and lifelong memories. Located near Pine Avenue’s boutique shops, waterfront restaurants, and scenic parks, Tahiti Bay invites you to experience the perfect island getaway filled with sunrises, sunsets, and water adventures!brbrHighlights br• 4-minute walk to Anna Maria Beach br• 5 Bedroom / 4 Bathbr• 4 King Beds, 2 Twin-over-twin Bunks br• Rooftop deck br• Private pool and in-ground spabr• Putting green, foosball, and corn hole br• Multiple balconies br• Dog friendlybr• 4-minute walk to shops, waterfront dining, parks, and the Pine Avenue district br• 4 Parking SpacesbrbrEnjoy your outdoor paradise, lounge in the lush backyard with a private pool, hot tub, putting green, and outdoor game sets including foosball and corn hole. The spacious decks offer breathtaking water views, perfect for sipping cocktails, enjoying meals, or relaxing with family. Stroll to the beach for sunbathing and water fun, or explore the nearby shops, waterfront restaurants, kayaks, and scenic parks by bike or trolley. Every day on Anna Maria Island becomes a memorable adventure!brbrInside, the home offers a stylish nautical theme with large windows and open spaces. The main living area features three plush sofas, a TV, and sliding glass doors that open to decks with stunning water views. The fully equipped kitchen boasts stainless steel appliances, a large island with seating, and a chic formal dining table, ideal for family meals or gathering with friends. Large outdoor decks extend living space and showcase spectacular Gulf and bay scenery.br brThe primary bedroom, on the second floor, boasts a king bed, a private balcony, and an ensuite bathroom with a walk-in shower. The second bedroom, also on the second floor, features a king bed and shares a hall bathroom with a walk-in shower. The third bedroom has two twin/twin bunk beds, perfect for kids or young guests, with access to the hall bath containing a shower/tub combo. The fourth bedroom, upstairs, offers a king bed and its own ensuite with a walk-in shower. The fifth bedroom provides a king bed, with access to the hall bathroom, ensuring everyone has a relaxing retreat. A washer and dryer are also provided.brbrRoom Details br• Primary Bedroom (2nd floor): King bed, ensuite with walk-in showerbr• Second Bedroom (2nd floor): King bed, br• Third Bedroom (both floors): Two twin/twin bunk bedsbr• Fourth Bedroom (3rd floor): King bed, ensuite with walk-in shower br• Fifth Bedroom (3rd floor): King bedbrbrBook Tahiti Bay today for a luxurious and fun-filled island vacation! With its stunning water views, outdoor amenities, and prime location near beaches, shops, and dining, this home is your perfect island retreat. Reserve now and start living your island dream in style!brbrbr-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.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.

Luxury AMI Home with Pool, Rooftop Deck, and Putting Green! 2 Blocks to Beach!

Anna Maria, Florida, United States

Bed

4

Bath

Sleeps

$2757.2

A chic, upscale 5-bedroom, 4.5-bath oasis just steps from the white sands of AMI. Lovingly designed for large families and groups, it features a heated pool, spa, and game area with ping-pong and darts. Relax on spacious verandas under swaying palms or enjoy alfresco dining with a BBQ and covered seating. Inside, the gourmet kitchen offers marble counters and high-end appliances. With king suites, bunk rooms, and generous living space, this retreat blends coastal elegance with modern comfort. Coastal Couture br103 Park Ave, Anna Maria, FL 34216brVR21-000085brbrWelcome to Coastal Couture, a coastal chic 5 bedroom, 4.5 bath luxury beach home on the north end of Anna Maria Island. You are about a 1-minute walk to Anna Maria Beach and close to Pine Avenue for boutiques, cafes, bike paths, and golf cart rentals. Designed for stylish getaways and multi-family stays, this modern retreat features a private heated pool, spa and fun game amenities for effortless island days.brbrHighlightsbr-1-minute walk to Anna Maria Beachbr-5 Bedrooms / 4.5 Bathroomsbr-3 Kings, 2 Full-over-Full bunk, 1 Twin Day bed with Twin trundlebr-Private pool and in-ground spabr-Covered outdoor seatingbr-Ping pong and dartsbr-Gourmet kitchen with large island and butler’s pantrybr-BBQ grillbr-Washer and dryerbr-Dog friendlybr-4 Parking spotsbrbrRoom Detailsbr-Primary Bedroom: King bed, ensuite bathroom with walk-in shower, and a private balconybr-Second Bedroom: King bed and ensuite bathroom with walk-in showerbr-Third Bedroom: King bed and ensuite bathroom with walk-in showerbr-Fourth Bedroom: Full over full bunk bedbr-Fifth Bedroom: Twin Day bed with twin trundlebr-Bonus room: Full over full bunk bedbrbrEnjoy in-home laundry, parking for four vehicles, and easy access to the island trolley. Stroll to Pine Avenue for coffee, ice cream, and local boutiques, or head a block to Anna Maria Beach for sugar-white sand and sunset walks. Nearby outfitters offer beach gear, bike rentals, and golf carts to make your Anna Maria Island vacation rental experience truly carefree.brbr*Please note: fireplaces are not operational / not available for guest use.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.brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply.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.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!

New Beach House 1 Min to Beach! Heated Pool/Spa!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$607.04

C-View Florida by Anna Maria Island AccommodationsbrbrWelcome to C-View Florida, a recently refreshed five-bedroom, three and a half bath, ground floor vacation home located in the heart of Anna Maria. Designed for families and group getaways, this upscale island retreat offers a private pool, canal front living, and a walkable location near the beach and local favorites. Just minutes from the white sand shoreline and the shops and restaurants along Pine Avenue Shopping District, this home delivers the perfect blend of relaxation and island adventure.brbrWith spacious indoor living, multiple bedroom suites, and a backyard built for outdoor enjoyment, C-View Florida is an ideal choice for guests looking to experience the laid back charm of Anna Maria while enjoying the comforts of a private home.brbrHighlightsbr• Short walk to the beachbr• 5 Bedrooms / 3.5 Bathroomsbr• 3 King beds, 1 Queen bed, 2 Full bedsbr• Ground Floorbr• Private poolbr• Canal front home with dockbr• Additional half bath near the poolbr• Washer and dryerbr• Beach cart and beach equipmentbr• Walkable location near dining and shoppingbr• Parking for up to five vehiclesbrbrStep outside to your private backyard oasis featuring a sparkling pool and plenty of seating for lounging or outdoor dining. The canal front setting includes a dock, perfect for guests bringing kayaks or paddleboards to explore the surrounding waterways. A convenient half bathroom near the pool adds comfort for long days spent enjoying the Florida sunshine.brbrInside, C-View Florida features an open concept living space designed for gathering and relaxing together. The living room offers comfortable seating and a welcoming atmosphere for movie nights or downtime after the beach. The fully equipped kitchen includes everything needed for group meals and family favorites, with ample counter space and easy flow into the dining area for shared meals and memories.brbrThe primary bedroom is a private retreat with a king bed and an ensuite bathroom featuring a walk-in shower and a separate soaking tub. Beyond the primary suite, the home is thoughtfully designed with two semi-private sleeping wings, each separated by a door for added privacy.brbrOne mini-suite includes a king bedroom and a queen bedroom that share a full bathroom with a shower and tub combination. The second mini-suite features a king bedroom and a bedroom with two full beds, also sharing a full bathroom with a shower and tub combination. This layout is ideal for families or groups who want shared space while maintaining privacy between sleeping areas. A convenient half bathroom near the pool adds extra comfort for outdoor living.brbrUpdated Room Detailsbr-Primary Bedroom: King bed with ensuite bathroom, walk-in shower, and separate soaking tubbr-Second Bedroom: King bed, located in mini-suite with shared bathroom (shower and tub combination)br-Third Bedroom: Queen bed, located in mini-suite with shared bathroom (shower and tub combination)br-Fourth Bedroom: King bed, located in mini-suite with shared bathroom (shower and tub combination)br-Fifth Bedroom: Two Full beds, located in mini-suite with shared bathroom (shower and tub combination)br-Half Bathroom: Located near the poolbrbrThis home also includes a full size washer and dryer, beach cart with beach gear, WiFi throughout the home, and parking for up to four vehicles.brbrWhether you are planning a family vacation or a multi family island escape, C-View Florida by Anna Maria Island Accommodations offers space, comfort, and an unbeatable location. From relaxing pool days to easy walks to the beach and Pine Avenue, this home sets the stage for unforgettable Anna Maria Island memories. Reserve your stay today and start counting down to island time.brbr-brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. 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 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.

C-View Florida: Canal Front Home w/ Dock!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1105.45

Under the Sun by AMI Locals brVR22-000075 brbrWelcome to Under the Sun! This five bedroom, four and a half bath Anna Maria Island vacation rental blends modern luxury with laid-back island charm. Just a two-minute walk from the white sandy shores of Anna Maria Beach, this home invites you to relax in style with a rooftop deck, private pool with spa, and multiple balconies, perfect for enjoying Gulf breezes! brbrHighlights br-2-minute walk to Anna Maria Beach br-5 Bedrooms / 4.5 Bathrooms br-4 King beds, Full over Queen bunk br-Rooftop deck br-Private pool with in-ground spa br-Balconies with outdoor seating br-BBQ grill br-Outdoor dining br-Washer and dryer br-4 Parking Spaces brbrFrom sunrise to sunset, Under the Sun offers endless ways to enjoy Florida’s Gulf Coast. Start your morning with coffee on a private balcony, lounge by the heated pool, or gather on the rooftop deck for panoramic views of Anna Maria Island’s unforgettable sunsets. The covered patio with dining space and BBQ grill makes outdoor living a breeze, while the spa ensures relaxation after days spent on the beach. brbrInside, the open concept living area greets you with plush seating, TV, and coastal décor. The gourmet kitchen features appliances, ample counter space, and all the cookware you’ll need for homemade meals. Whether dining at the large indoor table or alfresco on the balcony, you’ll find plenty of space to gather with family and friends. brbrThe primary suite is a tranquil escape with a canopy King bed, ensuite bathroom, double vanity, walk-in shower, and a private balcony. Three additional King guest rooms feature stylish décor, TVs, and two with ensuite baths. The fifth bedroom offers a bunk with a Full-over-Queen setup and its own ensuite bathroom with a shower/tub combo. A half bath and laundry add convenience for longer stays. brbrRoom Details br-Primary Bedroom: King bed, balcony, ensuite bathroom with double vanity and walk-in shower br-Second Bedroom: King bed, balcony, ensuite bathroom with walk-in shower br-Third Bedroom: King bed, ensuite bathroom with walk-in shower br-Fourth Bedroom: King bed br-Fifth Bedroom: Full over Queen bunk, ensuite bathroom with shower/tub combo brbrUnder the Sun offers the ultimate Anna Maria Island luxury experience, just steps from the Gulf. Spend your days swimming, sunbathing, or exploring Pine Avenue’s boutique shops and restaurants, then retreat to your private oasis for evening cocktails on the rooftop deck. Whether you’re planning a family reunion, couples’ getaway, or friends’ vacation, this home delivers an unforgettable blend of comfort and coastal elegance. brbrReserve your stay at Under the Sun today and start making lifelong memories on Anna Maria Island! brbr- brThis property does not allow pets. 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 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.

Under the Sun! Rooftop Deck, Pool and Spa!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1011.24

Reel Deal by Anna Maria Life Vacation Rentalsbr505 S Bay, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! On a Canal! Quick Walk to Bay!br5 Bedrooms / 5 Bathroomsbr4 King Beds, 1 Set of Triple Bunkbeds (4 twin beds in this room)brPrivate Heated PoolbrPool Loungers & Adirondack ChairsbrFurnished, Covered Poolside Lounge Area with TVbrPing Pong & Corn Holebr2 Large Porches Overlooking Tampa Bay with Gorgeous Water ViewsbrPrivate Dock for Kayak & Paddle Board Launch (not large enough for boats)brElevator (to all floors)brGas GrillbrKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach Wagon, Umbrellas & CoolersbrParking for 3 Cars in Driveway & 1 Car in GaragebrbrDetails:brWith multiple balconies and lanais, including two overlooking Tampa Bay, this is the Reel Deal. Lovely outdoor spaces, spacious living areas, and a gorgeous pool and backyard on a canal! What more could you ask for brbrThe main living level features 3 bedrooms, two with a king bed and the third with a twin bed and a triple twin bunkbed. The remaining two bedrooms are located on the third floor. Each bedroom includes a TV and crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrA sparkling, heated pool with pool loungers, and an outdoor shower are highlights of the main pool level. The covered poolside lounge area includes a TV. Additional outdoor amenities include a gas grill and outdoor patio dining table for eight.brbrGuests will love the ping pong table and corn hole set and relaxing on the private dock on one of AMI's gorgeous canals. Paddleboards and Kayaks can be easily launched from the dock. .brbrReel Deal is easy walking distance to the many shops and restaurants of Pine Ave. The free island trolley stops at the AMI 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, Balcony Access - 2nd FloorbrBedroom 2 - Twin Bed, Triple Bunk Bed, Ensuite Bathroom, TV - 2nd FloorbrBedroom 3 - King Bed, Bathroom, TV - 2nd FloorbrBedroom 4 - King Bed, Ensuite Bathroom, TV - 3rd FloorbrBedroom 5 - King Bed, Ensuite Bathroom, TV - 3rd FloorbrbrPlease note:brPets are not allowed in this home.brThe dock is perfect for launching kayaks and paddleboards but is not long enough for boats. The water is also too shallow to dock a boat.brAmenities are subject to change.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.brbrVR21-000008brbrGolf 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.combr941-462-2719brbrIMPORTANT 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.

Reel Deal: Water Views, Elevator, Pool by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$884.24

Enjoy breathtaking views of Egmont Key, Tampa Bay, and the Gulf of Mexico right from your doorstep! Walk straight ahead and you are on North Bay Boulevard Beach. Walk 4 more lots to the left and you are on Bean Point! Or walk 5 lots further left and you are on the Gulf of Mexico. Perfectly situated next to all three Beach Options! brbrThis beautiful home was renovated and is ready for bookings! The property has 1 or 2 NEW Street Legal fully loaded 6 P Lithium Battery Golf Carts, ask for a quote to add them to your reservation. It is a Duplex rented to one group ONLY so no shared amenities. It has 2 Great Rooms, 2 Dining Rooms, 2 Fully Stocked Kitchens, 6 Bedrooms, One floor each has Larger bedroom with ensuite bath, 2 bathrooms on each floor - with total of 6 bedrooms and 4 bathrooms. Furnished like a Luxury Resort, Comfortably sleeps up to 16 guests, with 2 Great Room 3 person each sleeper sofas (great for kids). brFees Include Cleaning, Pool/Spa Heat, 4% CC Fee (waive this by booking by check) and State and Local Sales Tax. Optional 1 or 2 Fully Loaded Street Legal 6 P Lithium Bintelli Golf Cart Rental. VRBO Service Fee is their fee to you for finding our listing.brbrHIGHLIGHTS:brFantastic Location just right across the street from the Beach!! br2 Minutes to BEAN POINT BEACH!brDirect Access to 7 Miles of Gulf of Mexico Beaches!brFenced in Private Heated Pool and Spa!brDirect Waterfront viewsbr1 Gas Yardbird Firepit with Swivel Yardbird Chairs brIncluded FREE 2 kayaks with paddles and vestsbrIncluded FREE 2 rust-free bicycles br2 NEW Bintelli 6 P Lithium Battery Golf Carts available for rentbrLED-lit heated pool and spa with jetsbr10 Yardbird Cushioned Chaise Lounges, Tables in between each, 4 Cantilever Umbrellas surrounding the pool areabrExquisite Yardbird Outdoor Dining Set with Umbrella for 8brBistro Style kitchen bar area seats 8 for Dining In the cool of the shade with industrial ceiling fan.br65 Samsung TV with Bose Sound Portable Speaker Bluetooth Accessible.brNew Oversized Kitchen Aid Fridge with Ice Maker and Water in Door, convenient for your groceries for outdoor dining.brBrand new Rustproof Weber Slate 4 Burner Grill with Griddle next to Cabanabr2 Game Tables for 2 for Backgammon, Chess, Monopoly, Scrabble, tons of games!! brPing Pong Tennis Table provided. brNinja® CREAMi® 7-in-1 Ice Cream Makerbr3 - Ninja Detect™ Duo® Power Blender Smoothie Maker's with BlendSense™ brbrRelax upstairs on the wrap-around deck featuring a new Yardbird cozy sectional sofa, customizable cantilever umbrella, and bistro table. 2 Chaise Lounges with Cantilever umbrella and Bistro Table off the Master Bedroom Suite. By the Pool, Firepit with 4 Swivel chairs for gathering.brbrInside, each bedroom includes a New 13 Gel Cooled Memory Foam Mattress with New Quince White Bamboo sheets with 2 Linen Quilts, new firm, med and soft pillows, and brand-new 4K Samsung TVs with soundbars. Plus 10 new FANS for Bedroom and Great Room Comfort and outside at Cabana Bar.brbrBoth the main and upper floors have great rooms seating 8 with 65 Samsung HD Tvs and Sound Bars, Dining Room areas, 3 bedrooms, 2 bathrooms, a fully-equipped kitchen, dining area for 8, and laundry facilities. Each great room includes a new 3 person velvet sofa with storage for added flexibility. The pool area offers 10 padded chaise lounges, 5 tables, and 5 umbrellas for your enjoyment. LED and solar lighting create a serene and inviting atmosphere.brbrLocated directly across from a kayak launch and near popular fishing spots. Enjoy the highest-speed 1 Gig Wi-Fi with Google Mesh and a variety of streaming services throughout your stay. Perfect for family reunions, office retreats, or a relaxing getaway with friends.brbrPlease Note: For smaller groups up to 6, check out our listing VRBO 1309658. It is very close to the Gulf Beaches. And our other luxurious duplex on a canal with separate TIKI BAR for 14 guests is available at 1467039 on VRBO.brbrPets are welcome with a photo of each sent to Carolyn Hodgson, the owner. The pet fee is $350 per pet.

Newly Renovated w/Heated Pool/Spa/Bistro, Stunning Views, Minutes from the Beach

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$691.13

Rainbow Reef by Anna Maria Life Vacation Rentalsbr720 Holly Rd, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2 Blocks to the Beach!br5 Bedrooms / 3 Bathroomsbr2 Kings, 1 Queen, 4 FullsbrPrivate Heated PoolbrPool Loungers & UmbrellasbrGas GrillbrPatio Dining for 6brHammockbrPing Pong, Foos Ball, Pool TablebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 3 CarsbrbrDetails:brLocated on the coveted North End of Anna Maria Island, Rainbow Reef is a short walk to Bean Point and the sparkling clear waters of the Gulf of Mexico.brbrThe bright kitchen eat in kitchen features a table for eight and overlooks the comfortable living room and screened patio with lounge furniture.brbrThree of the bedrooms are found on the main living area. Two of the bedrooms feature an ensuite bathroom, one with a king bed and the other with two full beds. The final bedroom on this level includes a queen bed. The third level of the home hosts a bedroom with a king and another room with two full beds. feature a King Bed, one with an ensuite bathroom, guest rooms include a queen bed. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer. Each bedroom also features a TV.brbrThe private, heated pool highlights the backyard. Relax in a pool lounger or the hammock and enjoy the island breezes of paradise. The pool level features a grill and pool patio dining for six. Guests will enjoy the game room stocked with pool, ping pong, and foosball tables.brbrRainbow Reef is easy walking distance to Pine Ave, restaurants, and the free island trolley, which 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 - Queen Bed, TV - Floor 2brBedroom 3 - 2 Full Beds, Ensuite Bathroom, TV - Floor 2brBedroom 4 - King Bed, TV - Floor 3brBedroom 5 - 2 Full Beds, TV - Floor 3brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.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 maximum occupancy is eight.brbrVR16-000153brbrIMPORTANT 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.brbrVR16-000153

Rainbow Reef: Close to Bean Point, Pool, Game Room by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1369.27

Welcome to AMI Beach Lagoon Resort, your lakefront luxury retreat on Anna Maria Island.brbrLocated at 604 North Shore Drive in the highly desirable north end of Anna Maria near Bean Point, this 12,500 sq ft property uniquely combines Gulf beach access with private lakefront living on Vista Lake. The Gulf beach is just a short walk across North Shore Drive.brbrThe resort consists of three separate ground-level suites that may be rented together or individually:brbr- The Turtle Suite – 1 bedroom, 1 bathroom (Sleeps 2)brbr- The Manatee Suite – 3 bedrooms, 2 bathrooms (Sleeps 6)brbr- The Pelican Suite – 3 bedrooms, 2 bathrooms (Sleeps 6)brbrThe Turtle Suite (front house facing North Shore Drive) offers one bedroom, while the Manatee and Pelican Suites (rear house facing Vista Lake) each offer three bedrooms. Each suite has its own private entrance, fully equipped kitchen, and dedicated outdoor seating area with grill. The Manatee and Pelican Suites each feature a covered lakeside pergola with outdoor dining space, while the Turtle Suite offers its own private terrace with grill.brbrAt the heart of the property is the large, Mickey Mouse-shaped heated saltwater pool with attached spa, creating a true resort-style atmosphere. Pool and spa operate on a shared heating system. Heating performance is weather dependent and subject to environmental and technical limitations. Pool and spa cannot be heated simultaneously. The pool and spa are provided as amenities for guest enjoyment and do not constitute grounds for refund or compensation in the event of limited operation or downtime. Due to local noise ordinances, pool and spa equipment must shut off overnight.brbrThe private resort dock on Vista Lake invites guests to fish, observe manatees, or explore the water using the provided kayaks. The dock and lake access are exclusive to AMI Beach Lagoon guests and may be shared among resort guests when suites are rented individually.brbrAdditional outdoor amenities include a putting green, giant life-size chess board, multiple covered and open-air seating areas, grills, beach chairs, and beach carts.brbrAll suites are ground-level with wide doors and low-threshold showers, providing comfortable accessibility for guests of all ages. Each unit includes high-speed WiFi, dishwasher, and full-sized washer and dryer.brbrFlorida’s climate can bring high temperatures and humidity, especially during summer months. The air conditioning systems are professionally maintained and operate within regulated performance ranges to ensure reliable and consistent indoor comfort throughout your stay.brbrYou are vacationing in a residential neighborhood. Please be a good neighbor by keeping noise at a respectful level, particularly around the pool and outdoor areas. Excessive or unreasonable noise is prohibited by local ordinances.brbrDue to documented health considerations within the Owner’s family, pets — including service or emotional support animals — are not permitted on this private property under any circumstances. This includes visitors of Guests. Any animal found on the premises will result in expedited eviction, forfeiture of payments, and liability for specialized cleaning and any resulting damages.brbrExterior video surveillance with motion-activated recording is installed in the driveway, pool equipment zones, pool deck, kayak rack and lakefront areas. No cameras are installed inside any building.brbrThe property was completely renovated in 2021. Environmentally friendly solar roofs were added in 2022.brbrWe encourage guests to consider purchasing travel insurance to protect their stay against unforeseen circumstances.brbrAdditional AMI Beach Vacation properties on Vrbo: #1303019, #2243665, #2243666, #2243667, #2243668, #4924163, #4928637, #4928638, #4928639, #4938653, #4938654, #4952711, #4952712.

Hotel Resort

Ground Floor Lakefront Resort, Private Dock, Heated Pool & Spa, Close to Beach

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1761.71

Fine and Sandy by AMI Locals brVR22-000094 brbrWelcome to Fine and Sandy, a grand seven-bedroom, seven-bath luxury beach home perfectly located on the north end of Anna Maria Island. This newly constructed coastal retreat combines modern design, high-end finishes, and resort-style amenities for the ultimate island escape. Just a short stroll to the sugar white Gulf beaches and close to Pine Avenue’s charming shops and restaurants, this home invites families and friends to enjoy spacious living, a private pool and spa, putting green, and panoramic rooftop views that capture the essence of luxury island living. brbrHighlights br• 2-minute walk to the beach br• 7 Bedrooms / 7 Bathrooms br• 6 King beds, 1 Full-over-Full bunk bed br• Private pool with spa br• Putting green and rooftop deck br• Multiple balconies and outdoor dining spaces br• Elevator access br• 4 parking spaces br• Near Pine Avenue shops and dining br• No pets allowed brbrStep into your private tropical resort. The lagoon-style heated pool and spa are surrounded by lush landscaping, creating a serene backdrop for relaxation. Challenge your group on the backyard putting green, gather for meals under the covered dining area, or enjoy panoramic sunrise and sunset views from the rooftop deck. With abundant seating, loungers, and shade, every outdoor space invites you to soak in the Anna Maria Island sunshine in total comfort. brbrFine and Sandy features expansive, open concept living areas designed for togetherness and ease. The second level great room glows with natural light from floor to ceiling sliders and coastal inspired decor that exudes modern beach chic. The chef’s kitchen boasts appliances, a large island with bar seating, and a spacious dining table perfect for gathering everyone together. Open the doors to the terrace to let in the island breeze or unwind in the comfortable living area with three plush sofas and TV, ideal for movie nights. brbrEach of the seven bedrooms is designed as a private sanctuary with luxury bedding, ensuite bathrooms, and elegant finishes. Soft linens, ambient lighting, and thoughtfully designed layouts ensure peaceful rest after your adventures on the island. Three king bedrooms and one bunk room are located on the second level, while the top floor features three more king bedrooms, including a primary suite with private balcony access and a spa-inspired ensuite bathroom. Each bathroom offers premium fixtures, glass-walled showers, and serene, coastal tones. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, ensuite bathroom with shower br-Second Bedroom (2nd Floor): King bed, ensuite bathroom with shower br-Third Bedroom (2nd Floor): King bed, ensuite bathroom with shower br-Fourth Bedroom (2nd Floor): Full-over-Full bunk bed, ensuite bathroom with shower/tub combination br-Fifth Bedroom (3rd Floor): King bed, ensuite bathroom with shower br-Sixth Bedroom (3rd Floor): King bed, Jack-and-Jill bathroom with shower br-Seventh Bedroom (3rd Floor): King bed, Jack-and-Jill bathroom with shower brbrThis home is equipped with elevator access, Wi-Fi, and a washer and dryer for added convenience. Located in the heart of Anna Maria’s North End, Fine and Sandy offers easy access to Bean Point Beach, and Bayfront Park. Hop on the island trolley to explore nearby attractions or rent bikes and cruise to local cafés and boutiques along Pine Avenue. brbrFine and Sandy by AMI Locals delivers the ultimate Anna Maria Island vacation rental experience. Enjoy coastal luxury, resort-style amenities, and unbeatable proximity to the Gulf beaches. Book your stay at Fine and Sandy by AMI Locals today and make your island dreams a reality! br brbr- brThere are No pets allowed in this home. brbr*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. 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: 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. brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Villa with Rooftop Deck, Putting Green, and Pool/Spa!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$2162.54

Summary:brbrElegance is a brand-new 7-bedroom, 7-bath luxury retreat on Anna Maria Island’s North End, just two blocks from the beach and one block from Pine Ave. Enjoy a heated saltwater pool with infinity spa, rooftop deck, arcade game room, outdoor pool table, and multiple balconies. With king suites, bunk rooms, beach gear, and walkable access to dining and shopping, this home defines upscale island living. ️✨brbrbrbrThe Space:brbr✨ NEW! Elegance | Rooftop Views • Arcade • Heated Pool & Spa ️brbr 307 Magnolia Ave, Anna Maria – North EndbrbrbrbrWelcome to Elegance, a brand-new custom-built luxury retreat just two blocks from the beach and one block from iconic Pine Ave ️ ️ Walk to boutique shops, charming cafés, and waterfront dining—then return to your private resort-style oasis.brbrbrbrThis stunning three-story home features 7 bedrooms and 7 bathrooms, designed for unforgettable group getaways. Spend your days floating in the heated saltwater pool with infinity spa , challenging friends in the arcade game room , or taking in breathtaking island views from the rooftop deck brbrbrbrStep inside to discover elevated coastal design, an open-concept living space, and high-end finishes throughout. The chef’s kitchen includes bar seating for five, premium appliances, and a seamless flow into the dining area for eight—perfect for entertaining. Cozy up in the living room with two sofas, lounge chairs, and a 75” TV brbrbrbrThe backyard is pure island paradise—featuring a 75” outdoor TV, pool table, life-size Connect Four, multiple lounging areas, and plenty of space to unwind under the Florida sun ☀️brbrbrbrWith multiple balconies, a rooftop deck, and walkability to everything Anna Maria’s North End offers, Elegance truly lives up to its name.brbrbrbr Highlightsbrbr• ️ 2 blocks to the beachbrbr• ️ 1 block to Pine Ave shops & diningbrbr• Heated saltwater pool with infinity spabrbr• Rooftop deck with island viewsbrbr• Arcade game room (Pac-Man, basketball, shuffleboard & more)brbr• Outdoor pool table & life-size Connect Fourbrbr• Indoor & outdoor 75” TVsbrbr• Multiple balconies & outdoor dining spacesbrbr• Two-car garage + golf cart garagebrbr• ️ Beach chairs, cart & umbrella includedbrbr• ️ 7 Bedrooms / 7 Bathroomsbrbrbrbr ️ Bedrooms (7BR / 7BA)brbrbrbrMain Level – 3 King Suites:brbr• King bed, ensuite bath with walk-in shower & single vanitybrbr• One premier suite includes walk-in shower, double vanity, walk-in closet & private balcony overlooking the poolbrbrbrbrUpper Level – 2 Bunk Suites:brbr• Bunk Room #1: Ensuite bath with tub/shower combobrbr• Bunk Room #2: Ensuite bath with walk-in showerbrbrbrbrAdditional King Suite:brbr• Spacious king bedroom with ensuite bath & balcony accessbrbrbrbrEvery bedroom offers privacy, comfort, and upscale finishes—ideal for large families or multiple couples traveling together.brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa 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 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 5 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! ✨

Elegance~Gorgeous! Arcade!~ Heated pool/spa~North End!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$594.59

You want WARMTH –You want SUN – You NEED BEACH – KINGFISH is just the thing! Escape to one of Anna Maria Island’s most private sanctuaries for the senses. Bright and cheery- and so so beachy. Kingfish is in the heart of Anna Maria Island. Down a sandy path past two houses is Tampa Bay Beach plus a playground. Only a stroll north is the turquoise water of the Gulf of Mexico and famous Bean Point. brbr Outside is where the action is with a heated pool, a putt putt golf course, and a large wrap around deck plus a private dock. You will enjoy the glowing sunrise and sunsets each day, tropical breezes and if you are lucky---dolphin and manatee sightings. If the season is right, you won't have to look long for crabs, sting rays and huge snook swimming freely right off your dock! Amid flowering vines and palm fronds, is a sparkling pool. Want to explore This home provides two paddleboards! Need a break from the sun Move into the shade for some ping pong, or a cool one at the outside bar. A large dining table with eight chairs, comfy couch and double rocker plus barbeque all make entertaining al fresco a cinch. The front porch is all Florida plantation-style with porch swings and two old-fashioned rocking chairs.brbrThe romantic and private master bedroom has a sea-blue king size four poster bed, private bathroom plus boasts a view of the Tampa Bay beach. A nautical-inspired bedroom features a queen bed with Ralph Lauren linens, a third bedroom has a king bed plus vivid coral furnishings while a fourth bedroom features two pretty-in-pink twin beds. A fifth bright and colorful bedroom is furnished with twin-over-twin bunk beds and a third hall bathroom accommodates a houseful of guests and children. Each of the three adult bedrooms has a flat screen TV, plus a high definition TV, VCR and stereo in the living room. Cable, wireless and free long distance will keep you connected. Three bathrooms plus an outdoor shower makes vacationing in a group even more fun.brbrBring the family or your significant other. Once you here, you'll always come back.brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 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.brbrNOTE: GARAGE FOR OWNERS' USE ONLYbrbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.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.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Kingfish: *Canalfront *Paddleboards *Putt Putt *Heated Pool *Hot Tub

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1458.47

Big Family Beach House, the name says it all!brbrCoastal elegance describes this spectacular large family home. It's located in the heart of Anna Maria and is perfectly situated between the white sandy beaches and the Pine Avenue boutiques and restaurants. The open floor plan of this brand new home is professionally decorated and offers a spacious living area with a well-appointed kitchen and family room, 6 bedrooms (see bedroom configuration below) and 5½ bathrooms. The outdoor space of this beautiful home is just as luxurious and the inside! The huge back yard will easily accommodate family and friends and surpass all of your expectations. Golfing enthusiast will love the turf with built in putting green! The beautiful free form pool and lush garden provides a serene setting and privacy, and the generous patio area will allow you to fully enjoy the beautiful weather year round!brbrFloor 1 (ground)brHeated pool and lounge area with outdoor bar, TV and ping pong table.brbrFloor 2 (main living level):brBedroom 1: King with ensuite bathroom with walk-in showerbrBedroom 2: King with ensuite bathroom with walk-in showerbrHalf bathbrbrFloor 3:brBedroom 3: King with ensuite bathroom with walk-in shower and jet tubbrBedroom 4: King with ensuite bathroom with walk-in showerbrBedroom 5: King, shares walk-in shower bathroom with bedroom 6brBedroom 6: Queen, shares walk-in shower bathroom with bedroom 5brbr*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. brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Big Family Beach House: Large family home, heated pool, putting green

Anna Maria, Florida, United States

6

Bed

Bath

Sleeps

$601.95

Emerald Shores by Anna Maria Island Accommodations brbrWelcome to Emerald Shores, a six-bedroom, four-bath duplex vacation rental just one minute from the Gulf beaches of Anna Maria Island. Perfect for large families and groups, this property offers two separate units with identical floor plans, each featuring three bedrooms, two bathrooms, and private suites. With a sparkling pool, beach views, and a prime location near Pine Avenue’s shops and dining, Emerald Shores is ideal for gatherings where everyone can enjoy comfort, space, and island charm. brbrHighlights br• 1-minute walk to Anna Maria Beach br• 6 Bedrooms / 4 Bathrooms br• 2 King beds, 2 Queen beds, 4 Twin beds br• Whole duplex rental with two private suites br• Private pool with outdoor shower br• Decks with BBQ grills and seating areas br• 2 washers and dryers br• Beach views from private decks br• 4 parking spaces br• Walking distance to Pine Avenue shopping and dining brbrThis entire duplex is designed for group getaways, offering the flexibility of two living spaces while keeping everyone close together. Guests can relax on the private decks, enjoy cookouts on the BBQ grills, or gather by the turquoise pool for a refreshing swim. With plenty of seating, an outdoor shower, and island views, the backyard oasis is the perfect place to relax after a day at the beach. brbrEach unit features a cheerful beach cottage ambiance with a cozy living area, plush sofas, and a large TV. Fully equipped kitchens with appliances and dining tables make family meals easy and enjoyable. Sliding glass doors open to the decks, where you can soak in the Gulf breeze and take in the views. brbrAcross both units, Emerald Shores comfortably accommodates large groups with six bedrooms and four bathrooms. Each unit’s main floor has a king bedroom and a twin bedroom, both sharing a hallway bathroom with a shower/tub combo. The private suites on the ground floor (one in each unit) include a queen bed, mini fridge, TV, and ensuite bathroom with walk-in shower, perfect for guests seeking extra privacy. brbrRoom Details br-Primary Bedroom, 2nd floor (Unit 1): King bed br-Second Bedroom, 2nd floor (Unit 1): Two Twin beds br-Third Bedroom, 1st floor (Unit 1): Queen bed, ensuite with walk-in shower br-Fourth Bedroom, 2nd floor (Unit 2): King bed br-Fifth Bedroom, 2nd floor (Unit 2): Two Twin beds br-Sixth Bedroom, 1st floor (Unit 2): Queen bed, ensuite with walk-in shower brbrWith Pine Avenue just a five-minute walk away, guests can explore local boutiques, historic landmarks, bakeries, and waterfront restaurants. Hop on the free AMI trolley to explore Holmes Beach and Bradenton Beach or simply spend your days enjoying the sand and surf just steps from your front door. brbrEmerald Shores by Anna Maria Island Accommodations is perfect for large families and groups seeking space, convenience, and coastal charm. With six bedrooms, two living spaces, and a pool, this property offers the best of both privacy and togetherness. Book your stay today and start planning an unforgettable Anna Maria Island getaway! brbr- brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details. brbrThis property does not allow pets of any kind. 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. 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.

Beachside Duplex with Pool, Gulf Views and Steps to Pine Ave

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$854.32

Sapphire Gulf by Anna Maria Life Vacation Rentalsbr117 Peppertree Lane, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 5 Houses to the Beach! West of Gulf Drive!br5 Bedrooms / 4.5 Bathroomsbr4 Kings, 1 King over King BunkbedbrPrivate Heated PoolbrIn-Pool LoungersbrFirepit with Adirondack ChairsbrGas GrillbrOutdoor Dining Table for 12brPool Patio Dining with Umbrella for 6brFoosball, Pool Table, Putting GreenbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrDriveway Parking for 6 CarsbrbrDetails:brSapphire Gulf is a vacation paradise located 5 houses from the sparkling clear waters of the Gulf of Mexico. With no streets to cross and beach access at the end of the street, this single story pool home is your beach retreat!brbrThe bright kitchen overlooks a dining area with seating for eight and additional stools at the island. The living area is a comfortable spot for the family to gather and relax together.brbrThree of the bedrooms feature a king bed and ensuite bathroom. One of the other guest rooms includes a king bed and the other has a set of king over king bunks. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe private heated pool highlights the backyard and features In-pool loungers. Relax around the firepit and enjoy the island breeze. Enjoy a meal from the grill at one of two outdoor dining tables. Additional fun includes a foosball and pool table and a putting green.brbrSapphire Gulf is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which 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, TVbrBedroom 2 - King Bed, Ensuite Bathroom, TVbrBedroom 3 - King Bed, TVbrBedroom 4 - King Bed, Ensuite Bathroom, TVbrBedroom 5 - King over King Bunkbed, TVbrbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.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.brbrVR18-000021 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.combr941-462-2719brbrIMPORTANT 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.

Sapphire Gulf: 5 houses to Gulf! Pool, Putting Green by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed

4

Bath

8

Sleeps

$1730.09

Summary:brbr ✨ Welcome to Villa La Concha ✨ brbrJust one minute (only 7 houses!) from the sugar-white sands of Anna Maria Beach, this stunning 6BR/4.5BA coastal retreat is the perfect escape for families and groups! ️ With a private pool & spa, game room, and multiple outdoor living spaces, every detail is designed for fun, comfort, and relaxation.brbrbrbrThe Space:brbr ✨ Welcome to Villa La Concha ✨ brbrJust one minute (only 7 houses!) from the sugar-white sands of Anna Maria Beach, this stunning 6BR/4.5BA coastal retreat is the perfect escape for families and groups! ️ With a private pool & spa, game room, and multiple outdoor living spaces, every detail is designed for fun, comfort, and relaxation.brbr Highlightsbrbr• ️ 1-minute walk to the beachbrbr• ️ 6 Bedrooms / 4.5 Bathroomsbrbr• 5 King beds + Twin-over-Twin bunkbrbr• Private heated pool + spa + swim-up tablebrbr• Game room (Ping Pong & Foosball)brbr• BBQ grill + outdoor diningbrbr• Multiple balconies with seatingbrbr• Parking for 4 vehiclesbrbr• Washer & dryerbrbr Outdoor OasisbrbrStep into your private tropical paradise featuring a heated pool with a swim-up table and a relaxing spa. The covered patio offers comfy seating, outdoor TV, dining space, and a BBQ grill—perfect for unforgettable al fresco meals! brbr Indoor LivingbrbrBright, open, and inviting ✨ the living space is perfect for gathering. Enjoy cozy seating and movie nights , while the fully equipped kitchen ️ with stainless steel appliances makes group meals a breeze.brbr Game Room FunbrbrKeep the good times rolling with Ping Pong, Foosball, and classic games—fun for all ages! brbr Sleeping Arrangementsbrbr• Primary Suite (3rd Floor) – King bed, private balcony , ensuite with double vanity & walk-in showerbrbr• 2nd Bedroom (2nd Floor) – King bed, balcony, ensuite bathbrbr• 3rd Bedroom (2nd Floor) – King bed, ensuite bathbrbr• 4th Bedroom (3rd Floor) – King bedbrbr• 5th Bedroom (3rd Floor) – King bedbrbr• 6th Bedroom (3rd Floor) – Twin-over-Twin bunk (perfect for kids!) ️brbr Location PerksbrbrClose to the beach and just minutes from Pine Avenue’s shops, dining, and island charm ️ ️. Cruise around on bikes or hop on the AMI trolley for easy exploring!brbr⚠️ Good to Knowbrbr• Animal-free home due to severe allergies (no exceptions)brbr• Maximum of 4 vehiclesbrbr• Minimum age to rent: 25brbr• Please respect quiet residential neighborhoodbrbr Villa La Concha offers the perfect blend of luxury, location, and laid-back island living. Book your stay today and make unforgettable Anna Maria Island memories! ☀️ ️brbrbrbrGuest 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 8 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 here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Villa La Concha~West of Gulf Steps to the Beach!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$795.07

Photos Updated March 2025!brbrWelcome to Sea Haven, a spacious and inviting 5-bedroom, 4.5-bathroom home just three houses from the Gulf beach. Designed for large families and groups, this home offers plenty of room to relax, connect, and enjoy the best of Anna Maria Island. brbrThe open, airy layout provides comfortable spaces for everyone, from the bright living areas to the screened porch perfect for morning coffee or evening conversations. Step outside to your private pool and hot tub, practice your putting skills on the putting green, or challenge friends to a Foosball match in the game room. With multiple sleeping arrangements, Sea Haven makes it easy for families to stay together while still having their own space. brbrSpend your days lounging on the beach, just a short stroll away, or explore the island's charming shops and restaurants via the free Island Trolley. Whether you're here for adventure or relaxation, Sea Haven is the perfect home base for your Anna Maria getaway. brbrBook your stay today and experience the warmth and comfort of this family-friendly retreat!brbrOF NOTE:br-The fireplace in the living room is not operational.br-As of March 2025, the amazing Banyan trees pictured at the front of the house are dormant to recover from the effects of hurricanes Helene and Milton that impacted the Island October 2024. They are expected to make a full recovery!brbrPETS: NO PETS UNDER ANY CIRCUMSTANCES. Members of the owner's family have severe allergies. brbrPARKING: 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.brbr *Note that the garage is owner-use only and is not available for parking.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.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.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Sea Haven:Family home steps to beach, pool, hot tub, Foosball, putting green!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$911.14

Tropical Oasis 122 White Avenue, Anna Maria, FL 34216 What you will love about this property: • Less than one minute walk to the beach • Private pool • Furnished balconies and swings • Ping Pong table • Outdoor shower • Full size washer and dryer • Professional Linen program • Close to shopping and restaurants • In the heart of Anna Maria Property details: Welcome to Tropical Oasis, a vibrant, inviting vacation home with five bedrooms, four bathrooms, and a stunning backyard with a pool! Just five houses from the nearest beach access and minutes from locally owned restaurants and shops, you are sure to live out your best island life at Tropical Oasis! As you enter the foyer, you can drop your bags and head straight to the backyard or take the stairs to the main living floor. The open living space boasts a vibrant seating area with plenty of seating and a TV. You’ll find custom cabinetry with cookware essentials, stainless steel appliances, and island seating in the kitchen. The formal dining room table seats six guests, and the spacious deck is out of the sliding glass doors with plenty of seating and a BBQ grill. There are two primary bedrooms with TVs, ensuite bathrooms with double vanities and walk-in showers, and balconies, one on each living floor. The upstairs guest bedrooms have crisp linens, plenty of storage space, and balcony access, and they share a Jack-n-Jill Bathroom with a shower and tub combination. The third-floor balcony has a plush-covered seating area and an adorable swing. On the second floor is a Twin bedroom, a hall bathroom with a walk-in shower, a laundry room, and another balcony with a swing! Spend your days lounging by the pool, watching TV on the patio, perfecting a BBQ recipe, or challenging friends and family to a ping pong game! The backyard also has an outdoor shower and ample seating for guests to unwind and enjoy the Florida sunshine. Get everyone together in comfort and style at Tropical Oasis. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with a walk-in shower • Second Primary, 2nd floor: King bed, balcony access, and ensuite bathroom with a walk-in shower • Third Bedroom, 3rd floor: King bed, balcony access, and Jack-n-Jill bathroom with shower and tub • Fourth Bedroom, 3rd floor: Twin over Full trundle bunk and Jack-n-Jill bathroom with shower and tub • Fifth Bedroom, 2nd floor; Two twin beds • Full bathroom, 2nd floor hallway with walk in shower • Livingroom has a pull-out sofa bed This property participates in our Professional Linen Program. In Beach House Real Estate's 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, wash cloths, 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. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart at only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please 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. 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. 4 cars maximum can park at this home, and only the east side of the garage is available for guest use. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

Tropical Oasis -5 bedrooms with stunning Backyard with a Pool and close to beach

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$3358.78

Summary:brbr Moondance is a luxury 6BR/6.5BA beach-block retreat just two homes from the Gulf . Enjoy stunning Gulf views, a rooftop deck, resort-style pool & spa, elevator, and chic coastal interiors. Steps from the beach and close to Pine Avenue’s dining and shopping, this dog-friendly home is perfect for relaxing island getaways ☀️ ️ brbrbrbrThe Space:brbr Welcome to Moondance brbr107 Maple Ave | Anna Maria, FloridabrbrbrbrEscape to Moondance, a custom-built luxury retreat perfectly situated on the beach block on one of Anna Maria Island’s most private and prestigious streets . Just two homes from the beach, this stunning 6-bedroom, 6.5-bath coastal masterpiece offers refined design, resort-style amenities, and breathtaking Gulf views—including panoramic vistas from the rooftop deck.brbrbrbr✨ Elevated Coastal LivingbrbrStep inside to a bright, open-concept living space filled with elegant coastal details and modern finishes. Unwind on the plush sectional, enjoy movie nights on the large TV , or open the sliders to the covered balcony for seamless indoor-outdoor living and ocean breezes ️. An indoor elevator provides effortless access to all levels.brbrbrbr ️ Gourmet Kitchen & DiningbrbrThe chef’s kitchen is designed to impress with top-of-the-line appliances, custom cabinetry, and a spacious island with seating—perfect for cocktails and conversation . The stylish dining area invites memorable group meals and celebrations.brbrbrbr ️ Luxurious Sleeping RetreatsbrbrEach bedroom offers a private haven with plush linens and ensuite bathrooms for ultimate comfort:brbr• Primary Suite: King bed, private balcony, spa-like bath with soaking tub & walk-in shower brbr• Five King Guest Suites: Each with ensuite bath and walk-in showerbrbr• Bunk Room: Full-over-full bunk with ensuite tub/shower—perfect for kidsbrbrbrbr Private Outdoor OasisbrbrSoak up island life in your backyard paradise featuring a resort-style pool and spa, ping pong table, and a covered patio for al fresco dining and lounging ☀️. Head up to the rooftop deck for unforgettable sunsets and sweeping Gulf views —the perfect place to end each day.brbrbrbr Prime Island LocationbrbrJust steps from the beach and within walking distance to Pine Avenue’s charming shops and restaurants, plus iconic spots like the Rod & Reel Pier and City Pier. Explore the island by bike, golf cart, or hop on the free AMI trolley .brbrbrbr Additional Detailsbrbr• Dog-friendly with prior approval (pet fee applies; no cats)brbr• Parking for up to 4 vehicles (no overnight street parking)brbr• Primary renter must be 25+brbr• Please respect neighborhood quiet hoursbrbrbrbr Moondance is where luxury, location, and laid-back island living come together—your perfect Anna Maria Island escape awaits!brbrbrbrGuest 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 8 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 here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Moondance - Steps to the beach! Heated pool!

Anna Maria, Florida, United States

6

Bed

6

Bath