Home Vacation Home Rentals By Owner In Anna Maria, FL

Showing 120 Of 689 Vacation Rentals
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Exceptional(33)

$1384.93

/ Nightly
Private Vacation Home

Large Canal Front Family Rental on Anna Maria with Pool, Dock and Mini Golf!

Anna Maria, Florida, United States

Serenity Beach by AMI Locals brVR16-000464 brbrWelcome to Serenity Beach by AMI Locals, a stunning five-bedroom, four-and-a-half-bath luxury vacation home located on the exclusive north end of Anna Maria Island, just a seven-minute walk to the Gulf beaches. This elegant canal-front retreat combines modern design, high-end amenities, and an ideal location. Perfect for families or groups seeking a serene getaway surrounded by island beauty! brbrHighlights br• 7-minute walk to the beach br• 5 Bedrooms / 4.5 Bathrooms br• Private Dock for boats up to 40 ft br• Private Heated Pool and Spa br• Ping Pong and Foosball Tables br• Putting Green br• Dog Friendly (with approval and fee) br• Beach Chairs and Cart Provided br• 4 Parking Spaces br• Located near Pine Avenue shops and restaurants brbrEnjoy your own private backyard paradise with a sparkling pool and spa, surrounded by lush tropical landscaping. Lounge on the sun deck, grill out with the gas BBQ, or gather with friends in the outdoor seating area beside the putting green. For family fun, challenge your crew to a friendly match of Ping Pong or Foosball. The private dock is perfect for sipping your morning coffee, fishing, or launching your kayak on calm canal waters, all just minutes from the Gulf. brbrInside, you’ll find an open concept living space designed for comfort and connection. The main living area features a spacious family room with plush seating and a large TV, seamlessly connecting to the dining room and fully equipped chef’s kitchen. Prepare meals with ease using high-end stainless-steel appliances, ample counter space, and all the essentials for entertaining. With multiple lounge areas and large windows that let in the island's sunlight, every corner of Serenity Beach exudes warmth and relaxation. brbrEach bedroom at Serenity Beach is designed as a tranquil sanctuary for rest and rejuvenation. The primary suite on the second floor offers a king bed, shared balcony access, and a luxurious ensuite bathroom with dual vanities, a walk-in shower, and a soaking tub. On the upper levels, three additional king bedrooms feature ensuite or shared bathrooms, and a cozy twin room provides the perfect setup for younger guests. The den and living areas also offer flexible sleeping spaces with a daybed with a trundle and a queen sleeper sofa, making this home ideal for large families or multi-generational gatherings. brbrRoom Details br-Primary Bedroom, 2nd Floor: King bed, shared balcony, ensuite bathroom with dual vanity sinks, walk-in shower, and soaking tub br-Second Bedroom, 3rd Floor: King bed, shared balcony, ensuite bathroom with walk-in shower br-Third Bedroom, 3rd Floor: King bed, ensuite bathroom with walk-in shower br-Fourth Bedroom, 3rd Floor: King bed, shares hallway bathroom with shower/tub combo br-Fifth Bedroom, 3rd Floor: Three Twin beds, shares hallway bathroom with shower/tub combo br-Living Area, 2nd Floor: Daybed with trundle br-Living Area, 3rd Floor: Queen Sleeper Sofa brbrGuests have access to four parking spaces and can easily explore the island using the Anna Maria Island trolley, which runs nearby. With beach chairs and a cart provided, your beach days are effortless, and the private dock offers convenient access for boating or fishing adventures. Dogs are welcome with prior approval (fee applies), so your furry friend can enjoy the island experience too. Whether you’re paddleboarding, dining along Pine Avenue, or relaxing poolside, Serenity Beach has everything you need for a perfect island stay. brbrWith its canal-front setting, luxurious amenities, and prime north end location just steps from the beach, Serenity Beach by AMI Locals is the ultimate retreat for families and friends seeking a high-end Anna Maria Island vacation rental. From the resort-style pool and spa to the private dock and game areas, every detail inspires relaxation and connection. brBook your stay today with AMI Locals and discover your slice of Serenity Beach paradise! brbr- brThis home is managed by AMI Locals, 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 AMI Locals 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. 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 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.
Bed 5

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Bath 4

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Sleep 13

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Exceptional(42)

$847.8

/ Nightly
Private Vacation Home

Brand New Putting Green! Close to beach!

Anna Maria, Florida, United States

Blue Marlin by AMI Locals brVR18-000106 brbrWelcome to Blue Marlin by AMI Locals, a stunning four bedroom, four and a half bath Anna Maria Island vacation home featuring a private pool, hot tub, and putting green. This luxury beach retreat is perfectly located just a 10-minute walk to the Gulf beaches and two blocks from Pine Avenue, where you can explore local boutiques, cafes, and island dining. Ideal for families, large groups, or guests traveling with pets, Blue Marlin combines modern coastal design with resort style amenities for the ultimate island escape. brbrHighlights br• 10-minute walk to Anna Maria Beach br• 4 Bedrooms / 4.5 Bathrooms br• 4 King beds, 2 Queen sleeper sofas br• Private Heated Pool and Hot Tub br• Putting Green br• Pool Table and Outdoor Bar br• Pet Friendly (with approval and fee) br• 4 Parking Spaces br• Close to Pine Avenue shops and restaurants brbrStep into your private backyard oasis, where sunshine and relaxation await. Lounge by the heated pool with beach entry, unwind in the hot tub, or practice your short game on the private putting green. The shaded outdoor entertainment area is perfect for family fun, featuring a pool table, outdoor TV, island bar, and BBQ grill. Dine under the covered patio or sip a tropical cocktail as the island breeze drifts through. With a design focused on outdoor living, Blue Marlin offers everything you need to enjoy Florida’s Gulf Coast lifestyle. brbrInside, coastal chic meets modern comfort. The open concept living area features plush sofas, a large TV, and seamless access to the deck, creating an inviting space to gather after a day at the beach. The fully equipped kitchen includes stainless steel appliances, quartz countertops, and an expansive island with bar seating for six; ideal for cooking together or enjoying morning coffee. The dining area comfortably seats eight, perfect for shared meals or family game nights. brbrThe primary bedroom provides a private retreat with a king-sized bed, private balcony, and a spa-inspired ensuite bathroom complete with a double vanity, walk-in shower, and a soaking tub. The second bedroom, connected to the main house by the deck, features a king bed, a wet bar with a wine and beer cooler, and a private ensuite bathroom. On the upper floor, two additional bedrooms each include king beds and ensuite bathrooms with walk-in showers. Every space has been thoughtfully designed for comfort and relaxation, ensuring a restful night’s sleep after your island adventures. brbrRoom Details br-Primary Bedroom, 2nd Floor: King bed, ensuite bathroom with dual vanity sinks, walk-in shower, and soaking tub br-Second Bedroom, 2nd Floor: King bed, wet bar, ensuite bathroom with walk-in shower br-Third Bedroom, 3rd Floor: King bed, ensuite bathroom with dual vanity sinks, walk-in shower br-Fourth Bedroom, 3rd Floor: King bed, ensuite bathroom with walk-in shower br-Loft: Queen Sleeper Sofa br-Living Area: Queen Sleeper Sofa brbrGuests can enjoy easy access to the Anna Maria Island trolley, which makes exploring nearby attractions like Bean Point Beach and Bradenton Beach effortless. The home is pet friendly, welcoming dogs with prior approval, so your furry family members can join in the fun. Whether you’re looking to kayak in the bay, shop along Pine Avenue, or take a short drive to Holmes Beach and Coquina Beach, Blue Marlin places you near it all. brbrFrom the resort style pool and spa to its prime location near Pine Avenue and the beach, Blue Marlin by AMI Locals offers the perfect blend of luxury, comfort, and coastal charm. Ideal for family vacations, group getaways, or pet-friendly stays, this home invites you to relax, reconnect, and make unforgettable memories. brbrBook your stay today with AMI Locals and make your dream beach vacation a reality! 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.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(2)

$1186.1

/ Nightly
Private Vacation Home

The Curated Palm – Luxury Canal Home w/ Pool, Spa & Dock + Walk to Pine Ave

Anna Maria, Florida, United States

Welcome to The Curated Palm!brOn Anna Maria Island (Anna Maria, FL)brbrThe SpacebrThe Curated Palm is a home that feels at once elevated and effortless — where thoughtful craftsmanship, inspired design, and island living align in perfect harmony. From the moment you arrive, the tranquil canal setting draws your eye through the great room and out toward the water, inviting you to settle in, linger, and stay awhile.brbrDesigned for multi-family travel, longer escapes, and intentional downtime, this luxury residence blends sophistication with warmth and comfort. Resort-style outdoor living, refined interiors, and modern conveniences — including a residential elevator and dedicated office — make it ideal for both vacation and extended stays.brbrMinutes from Pine Avenue boutiques and Anna Maria's pristine Gulf beaches, The Curated Palm is where luxury and ease find their rhythm.brbrPerfect for: Families, friends, wellness retreats, workcations, or groups who appreciate inspired design, comfort, and elevated coastal living.brbrHighlightsbr- Private canal-front home with new dockbr- 4 bedrooms / 4.5 bathroomsbr- 3 king suites + queen-over-queen bunk suitebr- Saltwater pool with oversized heated spa + sun shelfbr- Shaded outdoor lounge with bar + TVbr- Charging stands on all nightstandsbr- Dedicated executive office (monitor, audio/video equipment, printer, wine fridge, ice maker)br- 2 Kayaks + ping pong table for guest enjoymentbr- Fire Pitbr- Fitness area with Peloton+ bike, weights and benchbr- Residential elevatorbr- SONOS sound systembr- Breville Barista Express Espresso Machinebr- Keurig K-Elite Single Serve K-Cup Pod Coffee Makerbr- EV charging outletbr- 4 parking spacesbrbrShort walk to Pine Avenue, Bayfront Park, and Gulf beachesbrbrInterior Spacesbr- Living Area: Expansive great room with abundant natural light, refined coastal décor, SONOS audio, and canal views. Comfortable seating and a large TV create an inviting gathering space.br- Dining Area: Table seating for eight plus additional seating at the island — ideal for shared dinners or slow mornings with coffee and a view.brbrBedroomsbr- Primary Suite: King bed, TV, 2 walk-in closets, spa-inspired ensuite with dual vanities and double walk-in shower.br- Guest Suites (3): Three additional guest suites, each with ensuite bathrooms and TVs, designed to offer comfort and privacy for every guest.br- Bathrooms: 4 full ensuites + 1 half bath, all with premium finishes, fresh linens, and thoughtful design details.brbrRoom Detailsbr- Primary Bedroom — 2nd Floor: King bed, ensuite w/ dual vanities + double walk-in showerbr- Second Bedroom — 3rd Floor: King bed, ensuite w/ double vanity + walk-in showerbr- Third Bedroom — 3rd Floor: King bed, ensuite w/ double vanity + walk-in showerbr- Fourth Bedroom — 2nd Floor: Queen-over-queen bunk bed, ensuite w/ shower/tub combobrbrLayout Overviewbr- Ground Level: Garage, fitness area, ping pong, kayak storage, and elevator access (with approval & fee).br- First Living Level: Open-concept kitchen, dining, and living area with balcony, two bedrooms (primary + bunk suite), executive office, laundry room, and half bath.br- Second Living Level: Two additional king suites with ensuite baths and a loft walkway overlooking the great room below.brbrOutdoor Livingbr- Step outside to your private canal-front retreat — where sun, shade, and water come together effortlessly.br- Pool & Spa: Saltwater pool with sun shelf and oversized spabr- Outdoor Bar & Lounge: Covered bar with TV, sectional seating, and dining table for al fresco eveningsbr- Private Dock: Ideal for fishing, paddle craft launch, mooring boat, or quiet water watchingbr- Outdoor Shower: Perfect for rinsing off after beach daysbr- Fire Pit: Gather under the stars around the fire pit — the perfect spot for evening conversations, sunset reflections, and cozy coastal nights.brbrHere, every detail was designed to elevate the experience — from the shimmer of the canal at dusk to the outdoor lighting that makes every evening feel cinematic.brbrKitchen & Diningbr- Gourmet kitchen with gas stove + double islandsbr- Premium appliances + quartz countertopsbr- Dishwasher + two ice makersbr- Keurig K-Elite Single Serve K-Cup Pod Coffee Maker, Breville Barista Express Espresso Machine br- Fully stocked cookware, dinnerware, and serving pieces. Toaster, blender.brbrA kitchen that invites creativity — whether preparing fresh seafood or plating takeout from a Pine Avenue favorite.brbrOfficebrA dedicated executive workspace featuring:br- Desk + monitorbr- Printerbr- Audio Visual equipment (camera + speaker)br- Wine fridgebr- Ice MakerbrbrIdeal for extended stays, remote work, or creative retreats.brbrAdditional Amenitiesbr- Washer + dryerbr- Cable TV + high-speed Wi-Fibr- A/C + heat for year-round comfortbr- Hair dryer, iron, ironing boardbr- Beach towels + premium linensbr- Beach gear rental credit included (chairs, umbrellas, bikes, and more)brbrFeaturesbr- Peloton Plus Bikebr- Guests can bring their own Peloton shoes or use the pedal clip on and ride in their own shoesbr- Dumbbell rack holds 5lb, 10 lb, 15lb, 20lb, 25lb, and 30lb dumbbellsbr- Bench and Pilates MatbrbrParkingbr- One-car garage + driveway parking for 2–3 vehiclesbr- Dedicated EV charging outlet (guest garage)brbrStart your story at The Curated Palm — where elevated design meets effortless island living.brbrPoliciesbrbrPlease 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.brbrNO SMOKING. NO PETS.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrNotebrElevator available. Not wheelchair accessible. If inoperable, repair times cannot be guaranteed and stairs will be required.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Anna Maria Vacation Rental License: VR25-000026brMax Occupancy: 8 Guests | Max Vehicles: 4brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.
Bed 4

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Bath 4

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Sleep 10

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Exceptional(5)

$970.48

/ Nightly
Private Vacation Home

A Sea Star by Beach Boutique Rentals

Anna Maria, Florida, United States

Ideally located just steps from the beach, A Sea Star offers a unique 3 bedroom vacation home with carriage house for a perfect family getaway.brbr*Features include* brbr* Private yard with sparkling heated pool br* Gourmet kitchen br* 3 bedrooms, 3 luxurious full bathrooms br* 2 master suites, one located in the carriage housebr* Sleeper sofa in the main house plus daybeds in the carriage housebr* Fun bunk bedroom for the kidsbr* Washer and dryer br* Expansive patio with loungers and covered recreational areabr* Outdoor dining and gas grillbr* Ping-pong and cornholebr* Beach chairs, umbrellas, beach toys br* Steps to Bayfront Park and the bay beachbrbrNestled in the heart of Anna Maria, A Sea Star awaits. This beachside sanctuary offers the perfect blend of comfort, style, and convenience, with direct beach access to Bayfront Park.brbrA Sea Star is a unique 3 bedroom, 3 bathroom home. The entire house is elevated, providing a huge outdoor covered area below for playing games or taking in some shade by the pool. Upstairs, you will find a main 2 bedroom 2 bath home, combined with a separate 1 bedroom carriage house. This layout offers the ideal space and amenities for a perfect family and friends getaway. brbrFirst, step into a sunlit haven in the main house where the spacious, open living area provides the hub for connection and relaxation. The fully equipped kitchen features gleaming stainless-steel appliances, ample cabinet and counter space, plus a breakfast bar overlooking the dining room - perfect for preparing meals together while discussing the day’s island adventures. The dining room table is large enough to seat up to 10 people.brbrThis portion of the home also offers a cozy living room with sliding glass doors leading to the covered balcony. Relax on the balcony with a coffee or a cocktail and take in the sights and sounds of nature. The master bedroom features cable TV, desk space, a king bed and luxurious ensuite bath. Down the hall you will find a second full bathroom and the guest bedroom which features a twin over full bunk bed and pullout trundle. brbrYou will find the sleeping arrangements are endless when you step outside and walk over to the fabulous carriage house. The carriage house offers another private retreat with a queen bed and beautiful tile bathroom, as well as a separate living area with 2 twin daybeds and pullout trundles. For added convenience this adorable space also offers a small kitchenette with breakfast bar, sink, mini fridge and microwave.brbrThe spacious yard is your personal paradise, where days can be spent basking in the sun or floating in the private pool. Everyone will enjoy taking turns with the ping-pong table and cornhole set. Embrace outdoor living on the covered patio decked out with a sectional sofa, loungers for soaking up the sun, and an outdoor dining area - perfect for poolside grilling on the BBQ.brbrLocated on a quiet section of popular Gladiolus St, this home offers convenient access to the gulf beach and stunning Bean Point. But, even better yet, the property line shares a direct beach path to Bayfront Park so that you can walk to the sandy shore of Tampa bay in less than one minute. With something for every member of your group, A Sea Star promises to be the star of your dream vacation memories. brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 3 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
Bed 3

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Bath 3

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Sleep 8

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Exceptional(27)

$518.85

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Private Vacation Home

Willow Cottage: Steps to the beach, heated pool, perfect location!

Anna Maria, Florida, United States

***Photos Updated April 2025***brWelcome to Willow Cottage, a charming sunny cottage just steps to the white sandy beaches on the north end of Anna Maria Island. Come bury your feet in the sand or lounge by your private pool. This pristine ground floor island cottage has all the luxuries and charm you’ll come to expect from staying at a Sato Vacation Rental. brbrWillow Cottage is just a few flip flop steps away from the beach with no busy roads to cross. Leave your car parked the town is very walkable and our island’s free trolley is only a few steps away. Willow Cottage offers 3 bedrooms and 2 baths and is tastefully designed to create a warm and inviting atmosphere. Take a swim in your own private pool or light the gas grill for a barbecue with family and spend your evening relaxing in your private backyard. Your family will enjoy get-togethers with all the outdoor space.brbrThis home offers a split plan with two spacious guest rooms and a bath on one side and the master with ensuite nestled at the back of the house. You will also find a queen sleeper sofa for extra sleeping space. The pool and paver patio create a beautiful backyard oasis. This cottage has a Wonderful location just two houses from the beach and short stroll to Pine Avenue boutique shopping, dining and gorgeous beach sunsets.brbrJust off of the living room you will find a King bedroom and full beds bedroom. These bedrooms have access to a shared walk-in shower bathroom found in the adjacent hallway. Cook family dinner to enjoy poolside in the fully equipped kitchen! The master BR with ensuite is in the rear of the house with direct pool access.brbrAs always, we make sure you have the ability to stay connected on our free high-speed wireless internet! Kick back relax turn on the Flat screen and catch that flick you always wanted to see or that must-see sports game.brbrCome experience for yourself why so many guests return year after year to the enchanting Willow Cottage!brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 25lbs. A $150 non-refundable pet fee applies per pet.brbr*Please note: 2 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.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(4)

$1281.2

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Private Vacation Home

Compass Rose- Luxury 9 bedroom close to beach with rooftop, pool and spa

Anna Maria, Florida, United States

Compass Rose 9407 Gulf Drive, Anna Maria, FL 34216 What you will love about this property: • Luxury home with luxury finishes • Private balcony and roof top deck with stunning views • Private pool and spa • Private Elevator • NEW huge putting green • Coffee bar • Fully equipped gourmet kitchen • Pet friendly • Beach items- Beach chairs, wagon and umbrella • 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 Compass Rose. A captivating residence offering deluxe amenities including a lazy-river-style pool with a hot tub, a game room, an elevator and a rooftop deck boasting amazing views of the Gulf of Mexico. This 9-bedroom, 8.5 bathroom, pet-friendly abode is an ideal beach retreat suitable for multiple families or large groups vacationing together. Embark on a culinary adventure in the dream kitchen, complete with a spacious quartz island, upgraded appliances, and ample room for everyone to indulge in cooking delights. Following dinner, treat yourself to a beverage from the wet bar, then ascend to the multiple balconies or rooftop deck to savor the breathtaking sunsets. Awaken feeling rejuvenated each morning in the serene bedrooms, setting the perfect tone for another beach adventure. Enjoy your sleep in one of the 9 bedrooms. Located on the third floor, the remarkable primary bedroom exudes a fresh beach ambiance, featuring a private balcony, an ensuite bathroom with a double vanity, and an enclosed shower with a standalone tub. Among the bedrooms, five are adorned with king-size beds, ensuite bathrooms, and some with balconies! Additionally, two bedrooms offer king-size beds, flat panel TVs, and share a hallway bathroom equipped with a walk-in shower. The ninth bedroom showcases a full over full bunk bed, perfect for the younger crew, along with an ensuite bathroom featuring a shower and tub combo. Be sure to start your day heading to the rooftop deck for a little sunrise yoga. Step outside to this backyard oasis. Float in the pool, relax in the hot tub or try a game of ping pong, there’s something for everyone. With a great location, amazing views, and an abundance of rooms in this home, you’ll enjoy making great memories. Get everyone together in comfort and style at Compass Rose. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, 3rd floor: King bed, private balcony, and ensuite bathroom with an enclosed shower and tub • 2nd Bedroom, 3rd floor: King bed and ensuite bathroom with a double vanity and walk-in shower • 3rd Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower • 4th Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower • 5th Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower • 6th Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower • Bedroom 6 - King bed, ensuite bathroom with shower/tub combo • 7th Bedroom, 2nd floor: King bed and balcony access • 9th Bedroom, 3rd floor: Full over full bunk bed and ensuite bathroom with shower and tub combo 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: 5 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.
Bed 9

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Bath 8

Bath

Sleep 18

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Exceptional(1)

$2467.7

/ Nightly
Private Vacation Home

Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!!

Anna Maria, Florida, United States

Winding Waves 9403 Gulf Dr, Anna Maria, FL 34216 What you will love about this property: • Luxury home with luxury finishes • Canal front property with dock • Private balcony and roof top deck with stunning views • Private pool and spa • Private Elevator • Fully equipped gourmet kitchen • Pet friendly • Beach items- Beach chairs, wagon and umbrella • 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 Winding Waves. Get ready to be swept off your feet by the charm and luxury of Winding Waves, your dream vacation spot right on the beautiful Anna Maria Island. This dazzling nine-bedroom, eight-and-a-half-bathroom beachfront home is all about fun in the sun and upscale relaxation! Splash and Play Outdoors: Dive into our whimsical lazy river-inspired private pool or show off your skills on the putting green. Want to catch some breathtaking views Head up to our rooftop deck and bask in the stunning vistas of the water. It’s the ultimate playground for everyone! Chic and Cozy Living Spaces: Step inside to a vibrant living area with a plush, curved sectional and stylish side chairs—perfect for popcorn and movie nights or just chilling out with friends and family. The deck is just a slide away, decked out with comfy sofas for that al-Fresco vibe. Love to cook Our kitchen is a foodie’s dream, equipped with top-notch cookware, all the best appliances, and a fun island where everyone likes to gather. Don’t miss the bar area with its handy wine fridge—cheers to that! Dreamy Bedrooms for Sweet Dreams: Drift off in the tropical bliss of the primary bedroom, complete with a private deck for soaking up those ocean views. The ensuite is like stepping into a spa, featuring a luxe step-in shower and a soaking tub encased just for you. Each of the seven King bedrooms is a haven of style, with some boasting balconies and their own ensuites. Got kids They’ll go wild for the shark-themed bunk bed room, complete with its own bath! Extra Perks Upstairs: Up on the second floor, you’ll find everything you need to keep things smooth, including a full bathroom with a walk-in shower, a laundry room ready to tackle beach towels, and a handy half bath. This fantastic rental not only boasts spacious living areas and modern amenities but also features the convenience of an elevator, making everyday living a breeze. Ready, Set, Vacation! At Winding Waves, every detail pops with fun and flair, setting the scene for a vacation you’ll want to relive year after year. Pack your bags and let Winding Waves be your next home away from home—where every day feels like the best beach party ever! Get everyone together in comfort and style at Winding Waves. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, (3rd Floor): Kick back like royalty in this king-sized sanctuary, boasting its own private balcony overlooking the beach. Wake up to stunning views and then pamper yourself in the ensuite bathroom complete with dual vanity sinks, a luxurious walk-in shower, and a separate water closet for utmost privacy. • Second Bedroom, (3rd Floor): Dream easily in another king bed, where comfort meets style. This room also features an elegant ensuite bathroom with dual vanity sinks and a spacious walk-in shower, making getting ready a breeze. • Third Bedroom, (3rd Floor): King bed bliss! Unwind in style and enjoy the convenience of an ensuite bathroom with a sleek walk-in shower. • Fourth Bedroom, (3rd Floor): Perfect for buddies or kids, this room sports built-in Full over Full bunk beds and a charming ensuite bathroom with a shower/tub combo. It's a cozy retreat after a day of sun and fun! • Fifth Bedroom, (2nd Floor): Step out onto the front balcony from this splendid room with a king bed and breathe in the ocean air. It's your own slice of paradise with an ensuite bathroom that includes a walk-in shower. • Sixth Bedroom, (2nd Floor): Another front-balcony access room with a king bed, designed for both comfort and style. The ensuite bathroom with a walk-in shower adds a touch of luxury to your stay. • Seventh Bedroom, (2nd Floor): Simplicity and elegance come together in this king-bedded room, featuring an ensuite bathroom with a walk-in shower for a refreshing start or end to your day. • Eighth Bedroom, (2nd Floor): This king-bedded room opens to a balcony with views of the backyard and pool area. It shares a chic hallway bathroom with a walk-in shower, perfect for a quick rinse after a swim. • Ninth Bedroom, (2nd Floor): Completing our grand tour is this king-bedded room with direct access to the poolside balcony. It shares a modern hallway bathroom with a walk-in shower, ensuring a cool, comfy escape from the sunny days. 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. You are not allowed to use the boat lift or the firepit. The hammock is no longer at the property. 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.
Bed 9

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Bath 8

Bath

Sleep 18

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Exceptional(5)

$917.03

/ Nightly
Private Vacation Home

Anna Maria Beach House- 5 bedrooms close to beach- Private pool and spa

Anna Maria, Florida, United States

Anna Maria Beach House 212 Spring Avenue, Anna Maria, FL 34216 What you will love about this property: • Luxury home with luxury finishes • Private pool and spa • Private balconies and rooftop deck with stunning views • Fully equipped gourmet kitchen • EV charger • Pet friendly • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to Anna Maria Beach House. Anna Maria Beach House offers a 5 bedroom and 6.5-bathroom, pet-friendly property, making it a perfect vacation retreat for your whole family. Situated close to the beach, shops, and restaurants, this property is an ideal choice. Just a brief stroll away from the beach, the house boasts a pool and hot tub for your enjoyment. Cap off your day by heading to the rooftop deck to marvel at breathtaking sunsets. The kitchen, fully equipped with stainless steel appliances and a wine fridge, offers ample space for gatherings. The spacious open living room provides comfortable seating for large groups and offers stunning views through its windows. The primary bedroom, with a king-size bed, opens onto a private balcony and includes an ensuite bathroom. Bedrooms 2, 3, 4, and 5 are tastefully furnished with king-size beds, each featuring its own ensuite bathroom with walk-in showers. Additionally, there's a bathroom with a shower and tub combo off the third level living room. The den features a queen sleeper sofa. Step into the backyard oasis, complete with a private pool, hot tub, a putting green to hone your putting skills and plenty of seating. For indoor entertainment, there's a game room on the bottom floor featuring a foosball table. Come and experience Anna Maria Beach House for your dream vacation! Get everyone together in comfort and style at Anna Maria Beach House. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, King bed, ensuite bathroom with dual vanity sinks and walk-in shower, private balcony access • 2nd Bedroom, King bed, ensuite bathroom with walk-in shower • 3rd Bedroom, King bed, ensuite bathroom, with walk-in shower • 4th Bedroom, King bed, ensuite bathroom, with walk-in shower • 2 Twin beds, ensuite bathroom with walk-in shower • Den: Queen sleeper sofa 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 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.
Bed 5

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Bath 6

Bath

Sleep 10

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Exceptional(1)

$909.1

/ Nightly
Private Vacation Home

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

Anna Maria, Florida, United States

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.
Bed 5

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Bath 5

Bath

Sleep 10

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Exceptional(5)

$1014.72

/ Nightly
Private Vacation Home

Costa Bella: 4-Bedroom Home with Private Pool and Spa / Close to Beach and Pine

Anna Maria, Florida, United States

Costa Bella by Anna Maria Island Accommodations brbrWelcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and groups looking to relax, explore, and create unforgettable memories on Anna Maria Island. brbrHighlights br• 1-minute walk to Anna Maria Beach br• 4 Bedrooms / 4.5 Bathrooms br• 3 King beds, 2 Twin-over-Twin bunk beds br• Private pool with spa br• Outdoor dining area with grill br• Balcony for fresh island breezes br• Pet-friendly with approval and fee br• 4 parking spaces br• Walking distance to Pine Avenue shops and dining brbrCosta Bella’s backyard is designed for fun and relaxation, featuring a sparkling pool, spa, and plenty of lounge space. Fire up the grill for family meals, gather around the outdoor dining table, or enjoy a peaceful evening under the stars. With a prime location near the beach and Pine Avenue, everything you need for an effortless island escape is right at your doorstep. brbrInside, the open concept design is bright and airy, with a spacious living area perfect for movie nights or family game time. The modern kitchen is fully equipped with stainless steel appliances, custom cabinetry, and ample counter space for meal prep. Whether you’re cooking a family dinner or enjoying takeout, the dining table comfortably seats everyone for shared meals and celebrations. brbrAll four bedrooms at Costa Bella feature ensuite bathrooms for ultimate privacy and convenience. The primary suite includes a king bed and a spa-like ensuite with a soaking tub. Two additional bedrooms also feature king beds and walk-in showers, while the fourth bedroom offers twin-over-twin bunk beds with its own ensuite bathroom, a favorite for kids. With four bathrooms in total, every guest has their own retreat. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with 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: Two Twin-over-Twin bunk beds, ensuite bathroom with walk-in shower brbrLocated just one minute from the Gulf beaches and Anna Maria’s popular Pine Avenue, Costa Bella puts you close to boutique shopping, local dining, and historic attractions. Hop on the AMI trolley to explore Holmes Beach and Bradenton Beach, book a fishing charter, or spend the day kayaking on the bay. Traveling with a larger group Siena Sky, Costa Bella’s neighboring home, is also available to rent for an unforgettable multi-family stay. brbrCosta Bella by Anna Maria Island Accommodations combines luxury, comfort, and unbeatable location for the ultimate island getaway. With a private pool, spacious design, and steps to both the beach and Pine Avenue, this home is the perfect choice for families and groups. Book your stay today and start making memories at Costa Bella! brbr- brThis home is managed by Anna Maria Island Accommodations, 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. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Anna Maria Island Accommodations 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. 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 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.
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(22)

$926.03

/ Nightly
Private Vacation Home

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

Anna Maria, Florida, United States

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.
Bed 5

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Bath 4

Bath

Sleep 12

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Exceptional(12)

$1097.09

/ Nightly
Private Vacation Home

Our Great Escape by Duncan Real Estate

Anna Maria, Florida, United States

This beautiful luxury pool home is one of a kind in a secluded prestigious North end location directly on the canal with 100 feet of waterfront and is just a short walk from Pine Avenue's shops and restaurants. It is a short straight shot bike ride (2 minutes by golf cart) to the beautiful beach at Bean Point. Escape into this home's backyard oasis which includes a gorgeous pool, spa, and pool bar. Play corn hole or just chill out by the fire pit and take in the canal breezes.br Enjoy 1 gigabyte speed Wi-Fi throughout the house. Spoil yourself vacationing at this magnificent 4 bedroom, 4.5 bath coastal contemporary pool home with views of nature and canal waterfront. This new home is loaded with impressive details and rich finishes throughout. The entire back side of the ground floor area offers an incredible indoor/outdoor living space. The upstairs (main floor) features an open floor plan that will amaze you with custom details throughout and canal views from the main living area. The natural light that shines through the home is so calming and relaxing.br The ground level features a large bonus area (not under a/c). There is a sitting/dining area and the game room with ping pong and foosball. br br HIGHLIGHTSbr br Luxury Vacation Rental Propertybr Private dock accessbr Fire pit br Private pool/spa/pool bar (25x9 ft.)br Game room with ping pong and foosballbr Grayco Playard and Grayco Outdoor Playpen includedbr Waterfrontbr Centrally located near Pine Avenuebr br br LIVING SPACEbr br 2800 sq. ft. br Smart TVs in every bedroombr Rooftop Deckbr Washer/Dryer located in the unitbr Fully equipped kitchenbr br BEDROOMSbr br Sleeps 8br Primary Bedroom: Ensuite King br Second Bedroom: Ensuite Queenbr Third Bedroom: Ensuite Queenbr Fourth Bedroom: Ensuite Twin Bunk Bedsbr br BATHROOMSbr br Primary Bathroom: Walk-in Showerbr Second Bathroom: Walk-in Showerbr Third Bathroom: Walk-in Showerbr Fourth Bathroom: Walk-in Showerbr Fifth Bathroom: Half Bathroombr br EXTERIORbr br The backyard of this property is beautifully landscaped and very private with an outdoor undercover seating area. Relax in the 25 ft. x 9 ft. pool as you listen to the breeze through the Australian Pines. Bring your paddle boards and kayaks or go fishing off the dock. The boat lift is not for guest use, but you can dock a small boat with low clearance (about 7-8 ft.) along the dock up to 20 ft. long. There is also a floating dock at the property for your easy access for canoes and paddleboards. If you are interested in fishing off the dock during your visit, a saltwater fishing license would be required if you are over 16 or under 65. To obtain a Fishing License, you may go to local bait and tackle shops, some marinas, or any tax collector office (3340 East Bay Dr Holmes Beach, FL 34217). br br The property includes the use of the two-car garage. In addition to the garage, there are four exterior parking spots available for use. br br Pool heat is $150.00 per week. The heater is locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting when the heat is turned on. Pool temperatures might not always reach 86 F. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities.br br This property welcomes any day arrival for the months mid-August-January except holiday weeks. Please contact us for approval.br br Please 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.br Amenities Include:br - Bedroom 1 King Ensuitebr - Bedroom 2 Queen Ensuitebr - Bedroom 3 Queen Ensuitebr - Bedroom 4 Twin Bunk Beds Ensuitebr - Pack N Playbr - Bathroom 1 Walk-in Showerbr - Bathroom 2 Walk-in Showerbr - Bathroom 3 Walk-in Showerbr - Bathroom 4 Walk-in Showerbr - Half Bathbr - Hot Waterbr - Water View Ybr - Canal Viewbr - Canal Accessbr - Bay Access 0.4 milesbr - Elevatedbr - Elevator Ybr - Central A Cbr - Cental Heatbr - Sqft under a c 2800br - Free Parkingbr - Parking Spots 4br - Garagebr - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Ice Makerbr - Wine Fridgebr - Stovebr - Cookwarebr - Toasterbr - Blenderbr - Keurigbr - Butler's Pantrybr - Dishwasherbr - Microwavebr - Dining Tablebr - Breakfast Barbr - High Speed WIFIbr - TV 7br - TV Streaming Onlybr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Carbon Monoxide Alarmbr - Private Pool Ybr - Pool Dimensions 25x9br - Spabr - Pool Alarmsbr - Sun Loungersbr - Patiobr - Outdoor Diningbr - Deckbr - Boat Dockbr - Floating Dockbr - Outdoor Showerbr - Propane Grillbr - Fire Pitbr - Beach Amenitiesbr - Game Roombr - Ping Pongbr - Foosballbr - Exterior Outletbr - Mold Free Certificatebr - Duncan Emerald Club
Bed 4

Bed

Bath 4

Bath

Sleep 8

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Exceptional(7)

$1339.78

/ Nightly
Private Vacation Home

Blue Osprey: 2 Blocks to Beach, Pool, Spa, Dog Friendly by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Blue Osprey by Anna Maria Life Vacation Rentalsbr111 Los Cedros, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2 Blocks to the Beach!br4 Bedrooms / 3 Bathroomsbr3 Kings, 2 Twins, Queen Sofa BedbrPrivate Heated Pool & SpabrOutdoor ShowerbrPool Tablebr5 Hole Putt Putt GolfbrGas GrillbrDrip & Keurig Coffee MakersbrDog Friendly! With a Fee (see info below)brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 6 CarsbrbrDetails:brWelcome to Blue Osprey, your perfect Anna Maria Island getaway! Located just 2 blocks from the sugar sand beach of the Gulf of Mexico, our beautifully appointed 4-bedroom, 3-bathroom home offers everything you need for a relaxing and fun-filled beach vacation.brbrWith four beautifully furnished bedrooms and a queen sofa bed in the living room, there's plenty of room for everyone to relax and recharge. The primary bedroom features a king bed, ensuite bathroom, and a flat-screen TV, creating a peaceful retreat after a day at the beach. The second king bedroom also includes a private ensuite bath and TV, perfect for couples or guests who appreciate a little extra space and convenience. The third bedroom offers another king bed and TV, while the fourth bedroom is ideal for kids or additional guests, with two twin beds and a TV of its own. With cozy furnishings and soft linens in every room, everyone can enjoy their own private space and unwind in comfort.brbrWhether you're traveling with family or friends, this spacious retreat makes it easy to settle in and feel right at home on the island. Whether you're lounging in the private heated pool and spa, rinsing off in the outdoor shower, or grilling up dinner on the gas grill, you'll love the blend of comfort and island charm.brbrExtra fun includes a pool table and even your own 5-hole putt putt golf course right in the backyard!brbrBlue Osprey is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 2 dog limit.brbrBlue Osprey 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 - Two Twin Beds, TVbrLiving Room - Queen Sofa BedbrbrPlease note:brAmenities are subject to change.brKayaks are not included at the home.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.brbrVR25-000017
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Exceptional(4)

$520.6

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Private Vacation Home

Charming 3-bedroom house in Anna Maria with Private Pool & Spa

Anna Maria, Florida, United States

Escape to this lovely house in picturesque Anna Maria. With 3 bedrooms including 2 king beds and 2 twin beds, this cozy retreat is perfect for families or friends looking for a relaxing getaway. The 2 bathrooms come equipped with a hair dryer and shower for your convenience. Kickback, relax, and enjoy everything Anna Maria and our house has to offer.
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$2757.2

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Private Vacation Home

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

Anna Maria, Florida, United States

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!
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Exceptional(2)

$617.14

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Private Vacation Home

Luxury Coastal Retreat with Pool and Rooftop Deck!

Anna Maria, Florida, United States

North End Escape by AMI Locals brbrWelcome to North End Escape, a stylish three-bedroom, two-bath custom built home in one of Anna Maria Island’s most desirable neighborhoods. Just a two minute walk from Bean Point Beach and steps to Pine Avenue’s shops and dining, this upscale retreat features designer interiors, a private heated pool, and a rooftop deck with a covered gazebo for unforgettable sunsets. brbrHighlights br-2-minute walk to Bean Point Beach br-3 Bedrooms / 2 Bathrooms br-King bed, Queen bed, 2 Twin beds br-Rooftop deck with gazebo and lounge seating br-Heated private pool br-Outdoor kitchen and TV lounge br-Ping pong table br-Elevator access br-Washer and dryer br-3 Parking places (2 outside – 1 garage) br-Near Pine Avenue boutiques and restaurants brbrEnjoy stunning island breezes from the rooftop deck, a perfect spot for morning coffee or golden-hour cocktails under the covered gazebo. Downstairs, the backyard oasis includes a heated pool, covered lounge with a TV, outdoor kitchen, outside dining area, and ping pong for hours of family fun. brbrInside, the home features a bright, open concept layout with a coastal modern aesthetic. The living room is equipped with a TV and Roku, and the spacious kitchen includes appliances, a large island with seating, and all the cookware and utensils needed for every meal. Gather around the elegant dining table indoors or enjoy breezy meals outdoors under the shaded pergola. brbrAll bedrooms include plush linens, TVs, and ample storage, offering a comfortable and stylish retreat after sunny days on the beach. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with walk-in glass shower br-Second Bedroom: Queen bed, ensuite bathroom with walk-in glass shower br-Third Bedroom: Two Twin beds brbrThis elevated home also features an elevator, washer and dryer, and garage parking for up to three vehicles. Guests will love being within walking distance of Bean Point Beach, Bayfront Park, and the charming boutiques and eateries of Pine Avenue. Whether you're lounging poolside, playing ping pong, or exploring the island via the nearby trolley stop, North End Escape offers the perfect blend of relaxation and adventure. brbrWith unbeatable location, designer details, and high end amenities, this property is ideal for families or small groups seeking a stylish retreat on Anna Maria Island. Book your island dream stay today at North End Escape! brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. brbr3 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 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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$791.35

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Private Vacation Home

Blue Sky Day Beach Cottage

Anna Maria, Florida, United States

Location Highlightsbr • 105 steps to the beachbr • Across Gulf Drive from the Gulf of Americabr • Short walk to Pine Avenue shops, restaurants, and treatsbr • Easy access to local tour guides for exploring Anna Maria Island by land or seabrbrBlue Sky Day by Reel Coastal Propertiesbr12103 Gulf DrivebrAnna Maria, FL 34216brbrWelcome to Blue Sky Day, a freshly renovated 1950’s-inspired beach cottage just 105 steps from the sugar-white sands of Anna Maria Island. Designed by the talented team at Shoreview Designs, this three-bedroom, three-bath retreat blends nostalgic coastal charm with modern comfort. Located at the north end of the island, you’ll be perfectly situated across Gulf Drive from the Gulf of America and only a short stroll to Pine Avenue’s boutiques, ice cream shops, and locally loved restaurants.brbrStep inside and you’ll be greeted by cheerful retro décor, breezy open living spaces, and thoughtful touches that make this cottage feel both stylish and welcoming. The living area invites conversation and relaxation, with cozy seating and vibrant accents that nod to the home’s mid-century roots. Large windows let in plenty of natural light, creating a bright and airy atmosphere that sets the tone for your island getaway.brbrThe fully equipped kitchen is designed for both function and fun, with bold retro finishes, ample counter space, and modern appliances that make meal preparation a breeze. Whether you’re whipping up a quick breakfast before heading to the beach or preparing a family feast, this kitchen has everything you need.brbrBedrooms & Bathroomsbr • Primary Bedroom: King bed, TV, and ensuite bathroom with walk-in shower.br • Second Bedroom: King bed, TV, and bathroom (across hall) with shower/tub combo.br • Third Bedroom: Twin over Full bunk beds, an additional twin bed, TV, and access to a hallway bathroom with shower/tub combo.brEach bedroom is thoughtfully decorated with playful coastal flair, offering a comfortable retreat after a day of sun and sand.brbrOutdoor LivingbrBlue Sky Day’s backyard is designed for relaxation and entertainment. Beginning Summer 2026, guests will enjoy a private pool surrounded by lounge chairs and tropical landscaping. Until then, the spacious patio already offers plenty of ways to unwind: fire up the grill, catch a game or movie on the outdoor TV, or gather around the dining table for alfresco meals under the stars. An outdoor shower makes it easy to rinse off after the beach, and the lounge area is perfect for morning coffee or evening cocktails while soaking in the island breeze.brbrWhether you’re here for a week or longer, Blue Sky Day offers the perfect blend of retro charm, modern amenities, and unbeatable location. From lazy, poolside afternoons to walks on the beach at sunset, this cottage is your invitation to experience Anna Maria Island at its most relaxing and delightful.brbrPets are allowed in this home for a fee.brbr*Please note: 3 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.brbrPlease Remember:brYou 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.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 3

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Exceptional(2)

$607.04

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Private Vacation Home

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

Anna Maria, Florida, United States

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.
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Exceptional(24)

$1013.5

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Private Vacation Home

Deja Blu:1 Block to Beach! Tropical Oasis, Poolside Lounge, Pool & Spa by Anna Maria Life

Anna Maria, Florida, United States

Deja Blu by Anna Maria Life Vacation Rentalsbr208 Palm Ave, Anna Maria, FL 34217brbrWhat You'll Love About This Home:brLocation! 1 Block to the Beach!br3 Bedrooms / 3 Bathroomsbr2 King Beds, Twin over Queen Bunkbed & Twin Day Bed, Queen Sofa SleeperbrPrivate, Heated Pool & SpabrIn Pool Sun Shelf with Patio UmbrellabrPool Loungers and Adirondack ChairsbrOutdoor ShowerbrPoolside Lounge Area with Patio Lounge Furniture, TV & Bar with Seating for 5brBBQ GrillbrPing Pong & Pool Table & CornholebrBalcony with Patio Dining for 6brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels & Beach Chairs & Beach WagonbrParking for 4 CarsbrDetails:brLocated 1 block to the sparkling waters of the Gulf of Mexico, Deja Blu is a beach inspired retreat perfect for your vacation. Our warm and inviting beach home welcomes you to sit back and relax.brbrDecorated in beachy chic with touches of the sea and reminders that you are at the beach, the main level is full of light from oversized patio doors. The kitchen is open to a dining area with a table for six and the living room with access to the patio furnished with a table for 4 and Adirondack chairs.brbrTwo of the bedrooms feature a king-sized bed, ensuite bathroom and access to a second balcony which overlooks the pool. The third bedroom has a set of bunkbeds with a twin over queen and a twin day bed. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. A queen sized sofa bed is provided in the living room.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a full-sized washer and dryer.brbrThe highlight of the tropical oasis backyard is the sparkling pool and spa with a sun shelf under a patio umbrella. Pool loungers, Adirondack chairs, and the outdoor shower make for a relaxing day basking in the island breeze. The covered pool side lounge area features patio sofa seating, a gas grill, TV and bar with seating for five. A ping pong table, pool table and cornhole provide extra fun for all.brbrLocated in the city of Anna Maria, Deja Blu is close to everything the island has to offer. The free trolley stops nearby 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.brbrBedroom 1: King, EnSuite Bathroom, TV & Balcony Access on Floor 2brBedroom 2: King, EnSuite Bathroom, TV & Balcony Access on Floor 2brBedroom 3: Twin over Queen Bunkbeds & Twin Day Bed, TV on Floor 2brLiving Room: Queen Sized Sofa BedbrbrPlease note:brPets are not permitted in this home.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. brbrVR20-000027brbrGolf 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.
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Exceptional(40)

$601.99

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Private Vacation Home

Meant to Be:1 Block to Beach! North End! Pool & Spa,Loaded Game Room by Anna Maria Life

Anna Maria, Florida, United States

Meant to Be by Anna Maria Life Vacation Rentalsbr804 Jacaranda Rd, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 1 Block to the Beach! AMI North End!br3 Bedrooms / 2 Bathroomsbr2 Kings, 1 QueenbrPrivate Heated Pool & SpabrPool LoungersbrOutdoor ShowerbrPoolside Covered Entertaiment Lounge with Sofa, Bar Table for 4, TVbrFoosball, Ping Pong, Dart Board, Arcade Game, Basketball Game, Connect4brScreened Lanai with Adirondack ChairsbrOpen Air Balcony with Patio Umbrella & Dining for 6 & Gas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach Wagon, Beach CoolerbrParking for 2 CarsbrbrDetails:brTucked away behind lush tropical landscaping, Meant to Be is a block to the sugar sand beach. Located on the coveted north end of Anna Maria, this elevated beach house is a quick walk to the sparkling waters of the Gulf of Mexico.brbrThe main level features the living room, kitchen and dining area with table seating for 8 and 5 bar stools at the island. Step outside from the living room to the open air patio with a gas grill, table, umbrella and seating for 6. The dining area leads to a screened in lanai with Adirondack chairs.brbrThe master bedroom includes a king bed and en-suite bathroom, and the guest rooms feature a king bed and queen bed. Each bedroom has a TV and includes 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 laundry room with a full-sized washer and dryer.brbrThe ground level features a poolside covered entertainment lounge area with a sectional sofa, bar table for four, TV, foosball, ping pong, dart board, arcade game, basketball game and Connect4. Steps from all of the fun is the heated pool and spa complete with an outdoor shower and pool loungers.brbrMeant to Be is located on the North End of Anna Maria and one block to the beach. The free trolley stops nearby 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.brbrBedroom 1: King bed with en-suite bathroom, and TV on Floor 2brBedroom 2: King bed and TV on Floor 2brBedroom 3: Queen bed and TV on Floor 2brbrPlease note: brPets are not allowed in this homebrAmenities 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.brbrVR16-000367brbrGolf 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.
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Bath 2

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Exceptional(40)

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Exceptional(40)

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