Home Vacation Rentals By Owner In Anna Maria, FL

Showing 440 Of 792 Vacation Rentals
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Exceptional(19)

$796.45

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Private Vacation Home

Luxury Home with Pool and Dock for Fishing!

Anna Maria, Florida, United States

Pelican’s Nest by AMI Locals brVR20-000006 brbrWelcome to Pelican’s Nest, a breathtaking three bedroom, three bath canal-front luxury home perfectly situated in the heart of Anna Maria Island. Offering panoramic canal views, a private pool, and stylish modern interiors, this home provides the ideal blend of relaxation and adventure. Just a 13-minute walk to Bean Point Beach, a 5-minute stroll to Bayfront Park, and close to local dining and shopping, Pelican’s Nest is your gateway to the ultimate coastal escape. brbrHighlights br• 13-minute walk to Bean Point Beach br• 5-minute walk to Bayfront Park br• 3 Bedrooms / 3 Bathrooms br• 2 King beds, 2 Twin beds, 1 Queen sleeper sofa br• Private Pool br• Fishing Dock with Canal Views br• Screened-in Porch br• Ping Pong and Foosball br• 10-minute walk to Pine Avenue shops and restaurants br• 4 Parking Spaces brbrStep outside and experience your own private island oasis. The sparkling pool invites you to cool off under the sun, while the screened-in porch provides the perfect shaded retreat to enjoy your morning coffee or evening cocktails with tranquil canal views. Cast a line from the fishing dock, grill a fresh seafood dinner, or relax in the comfortable outdoor lounge area as you take in both sunrise and sunset over the water. With beach wagons provided, your beach adventures are effortless and fun. brbrInside, the great room features vaulted ceilings, chic coastal decor, and comfortable seating for the whole family. The fully equipped kitchen includes modern stainless-steel appliances, quartz countertops, and a large island with bar seating; perfect for meal prep or casual dining. The dining area is ideal for family gatherings and game nights, while the living room offers cozy seating and large windows framing the picturesque canal. brbrThe primary suite is a luxurious retreat featuring a king bed, private water views, and an ensuite bathroom with dual vanities and a spacious walk-in shower. The second bedroom also includes a king bed and an ensuite bathroom with dual sinks and a walk-in shower. The third bedroom features two twin beds and access to a shared hallway bathroom with a shower-tub combo. The den offers a queen sleeper sofa, providing additional flexibility for families or small groups. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with dual vanities and walk-in shower br-Second Bedroom: King bed, ensuite bathroom with dual vanities and walk-in shower br-Third Bedroom: Two XL Twin beds, shared hallway bathroom with shower and tub combo br-Den: Queen Sleeper Sofa brbrGuests can enjoy easy access to Anna Maria Island’s trolley, perfect for exploring Pine Avenue’s shops and restaurants, Holmes Beach, and Bradenton Beach. The home’s canal-front setting makes it ideal for fishing or simply soaking in the serene water views. brbrWith its luxury finishes, private pool, and peaceful canal views, Pelican’s Nest by AMI Locals is the perfect retreat for families and groups seeking a relaxing yet refined Anna Maria Island vacation. From morning coffee on the screened-in porch to sunset swims in the pool, this home offers the ultimate balance of comfort and coastal beauty. brbr brBook your stay today with AMI Locals and experience your own slice of paradise at Pelican’s Nest! brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThere is no boat parking available at the dock. brbrThis home does not allow pets of any kind. brbrThese premises are monitored by video surveillance in select exterior areas. 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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Bath 3

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Exceptional(12)

$1180.93

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Private Vacation Home

Dockside Dream: Luxury canal front home, dock, pool, spa and more!

Anna Maria, Florida, United States

Dockside Dream is a luxurious canal-front retreat on beautiful Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom beach house offers the perfect blend of relaxation and elegance, designed for those seeking the ultimate island getaway. Each spacious bedroom comes with its own ensuite bathroom, providing privacy and comfort for all guests.brbrStep outside to enjoy expansive decks overlooking the serene canal, where you can unwind in style or watch the breathtaking sunset. The large heated pool with a hot tub invites you to soak in the sun or enjoy a refreshing dip, while the outdoor kitchen and sitting room/lanai are perfect for al fresco dining and entertaining. With 20 feet of private dock space, water lovers can easily explore the island by boat or kayak.brThe heart of the home is the fully stocked chef’s kitchen, featuring high-end appliances and everything you need to prepare gourmet meals. The five-zone Sonos system allows for music throughout the house, and the outdoor TV adds to the entertainment options. For those needing to work remotely, the private office offers a peaceful canal view, ensuring you can stay productive while enjoying paradise. The convenience of an elevator makes every level of the house easily accessible.brbrLess than a 10-minute walk to the beach or Pine Street, Dockside Dream is perfectly situated for relaxation or exploration. Whether you're here to relax, explore, or both, this home offers the perfect backdrop for an unforgettable Anna Maria Island vacation.brbrFloor 2 (main living level)brOfficebrHalf BathbrBedroom 1: Queen with TV and ensuite bathroom with walk-in showerbrBedroom 2: Queen with TV and ensuite bathroom with walk-in showerbrLaundry RoombrbrFloor 3brBedroom 3: King master with TV, ensuite bathroom with walk-in shower and direct balcony accessbrBedroom 4: King master with TV, ensuite bathroom with walk-in shower and direct balcony accessbrbrOF NOTE:brThe fire pits are not operational due to local fire code. brbrDOCK/BOATS: Dock is approximately 20ft. There are low bridges to reach the main waterways with only about 6ft of clearance depending on the tides.brbr--DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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Bath 4

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Exceptional(3)

$914.03

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Private Vacation Home

H2O 360 by Beach Boutique Rentals

Anna Maria, Florida, United States

Water abounds at this awesome 3 bedroom/2 bath Anna Maria Island gem with pool, hot tub and dock! brbr*Features include* brbr* Huge backyard with private pool and hot tub br* Canal front with dockbr* 3 bedrooms, 2 full bathrooms br* Fun bunk bedroom for the family br* Gourmet kitchen with island and dining area br* Washer and dryer br* Massive outdoor space with loungers and Adirondack chairs br* Gas grill and picnic table br* Patio dining table for 6 br* 2 blocks to the beach br* Dog Friendly! brbrH2O 360 is situated on a deep water canal in the north end of the island with easy access to Bimini Bay, Tampa Bay and the Gulf! And the water doesn't stop there. You will also marvel at the breathtaking heated pool with sun shelf and hot tub in the expansive backyard. brbrWhen you enter the main area of the home you will be greeted by the open concept floor plan featuring a wall of windows in the living room with a gorgeous view of all that the backyard has to offer. There is a bonus sunroom off the living room that also provides a great view. You will fall in love with the colorful coastal feel and plank tile floors throughout, including the large screened lanai for indoor/outdoor living. brbrH2O 360 sleeps plenty of guests in one of the three tropical bedrooms. Relax in one of the two king bedrooms which each provides a convenient desk for the occasional work from home necessity. Kids will love the nautical themed custom bunk beds in the third bedroom with twin trundles offering a choice for everyone. This room even includes its own cable TV for movie night. brbrH2O 360 is located only two blocks from the gorgeous white sand beach and beach towels are provided. There is room for up to a 21 ft boat at the dock (behind the lift) so feel free to rent one or bring your own!brbr*Please note that the boat lift and any onsite motorized watercraft are not available for guest use* brbrPET POLICY: brbrWe are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing. brbr2 pets maximum unless granted an exception. Weight limit of 75 lbs maximum per pet. brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL 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.
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Exceptional(5)

$999.64

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Private Vacation Home

My Mistress by Beach Boutique Rentals

Anna Maria, Florida, United States

This 3 bedroom/3 bath ground level canal home in Anna Maria is a hidden gem and walkable to all the best spots in Anna Maria! brbr*Features include* brbr* Huge backyard with private pool and hot tub br* Canal front br* 3 bedrooms, 3 full bathrooms br* 2 master king suites br* Fun bunk bedroom for the family br* Washer and dryer br* Massive outdoor space with loungers and Adirondack chairs br* Gas grill and gazebo br* Patio dining table for 6 br* Walkable to beach and bay br* Dog Friendly! brbrMy mistress is a completely renovated and charming ground floor home in the heart of Anna Maria. With its amazing location on Magnolia Ave, this home is an easy walk to shopping and restaurants on Pine Avenue, the white sand Gulf beaches and more!brbrStep through the double entry doors and you will be welcomed by the warm and inviting living room with plenty of comfortable seating. Cook up a great meal in the fully equipped kitchen or grill out on the patio. Dine indoors or out at the patio table for 6 with umbrella - the choice is yours. The living room is open to the beautiful dining room with table for 6-8 and French doors that open out to the amazing backyard!brbrVenture out onto the amazing back patio where your dream vacation truly begins. The amazing pool and hot tub will make you feel as if you are in a private blue grotto. There is a gazebo, an expansive patio with chaise loungers and a dock overlooking the canal. Relax on the dock as the sun sets or try your hand at some fishing. My Mistress has a little something for everyone and is sure to please! brbr*Please note the boat lift and any on-site watercraft is not for guest use. Additional boats may not be docked.* brbrPET POLICY: brbrWe are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing. brbr3 pets maximum unless granted an exception. Weight limit of 75 lbs maximum per pet. brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL 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.
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Bath 3

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$1063.14

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Private Vacation Home

Tuxedo Sands - On Block to Beach! Pool Spa Luxury by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Tuxedo Sands by Anna Maria Life Vacation Rentalsbr120 White Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! On the Block to Beach!br5 Bedrooms / 4 Bathroomsbr3 Kings, 1 Queen, XL Twin over Twin BunkBeds, Two XL Twin Beds, TrundlebrPrivate Heated Salt Water Pool and SpabrIn Pool Seating & TablebrPool LoungersbrCovered Poolside Lounge with Outdoor Dining and TVs with All Top Sports ChannelsbrGas GrillbrElevator (all floors)brCovered Verandas & SwingsbrArcade GamebrAuto Drip Coffee MakerbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrDriveway Parking for 2 CarsbrbrDetails:brWelcome to Tuxedo Sands, your Anna Maria Island escape — a luxury retreat designed for effortless gathering, relaxation, and sun‑soaked days by the water. With five beautifully appointed bedrooms and four full bathrooms, this elevated home offers room for everyone to unwind in comfort.brbrAt the heart of the home, you'll find bright, open living spaces and seamless access to multiple covered verandas with cozy swings, perfect for morning coffee, afternoon reading, or breezy evenings overlooking the tropical surroundings. An elevator services all floors, making every level easily accessible.brbrThe home offers five thoughtfully designed bedrooms spread across the second and third floors, each space created for comfort, privacy, and a relaxed island feel. On the second level, two king suites provide a serene retreat, both with ensuite bathrooms and TVs, while one features a charming Juliet balcony that opens to soft island breezes. Upstairs, the third floor hosts another king suite with its own ensuite bathroom, TV, and a shared outdoor patio perfect for quiet morning coffee. A queen bedroom on this level also opens to the shared outdoor patio and includes a TV for winding down at night. The final bedroom is ideal for families, offering an XL twin‑over‑twin bunkbed along with two additional XL twin beds and a twin trundle, giving little ones their own cozy corner of the home.brbrStep outside to your private resort‑style oasis. The heated saltwater pool and spa invite long, lazy days in the sun, complete with in‑pool seating and a built‑in table for drinks or snacks without ever leaving the water. Plush pool loungers line the deck, while the expansive covered poolside lounge offers shaded comfort with outdoor dining, TVs with all top sports channels, and a gas grill for effortless al fresco meals.brbrInside, families will love the added touches that make vacations easy and fun, including an arcade game, auto‑drip coffee maker, complimentary WiFi, and professional linen service. A washer and dryer are provided for your convenience, and beach days are a breeze with beach towels, chairs, and a beach wagon ready for your use.brbrWith driveway parking for two cars and all the essentials for a perfect island stay, this home blends luxury, comfort, and coastal charm—creating the ideal backdrop for unforgettable memories on Anna Maria Island.brbrTuxedo Sands 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, Juliet Balcony, TV - Floor 2brBedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 3 - King Bed, Ensuite Bathroom, TV, Outdoor Patio - Floor 3brBedroom 4 - Queen Bed, TV, Outdoor Patio - Floor 3brBedroom 5 - Twin over Twin Bunkbed, 2 XL Twins & Twin Trundle - Floor 3brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking is available for 2 cars. Parking for additional vehicles is not available.br VR26-000028brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrIMPORTANT INFORMATION: brYour 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(5)

$574.83

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Private Vacation Home

Big Seader in Anna Maria

Anna Maria, Florida, United States

**ASK ABOUT LAST-MINUTE DEALS!brbrWelcome to Big Seader, a spacious vacation rental in Anna Maria Island just steps from the beach path and only two houses from the Gulf shoreline. Located on a quiet, low-traffic street west of Gulf Drive, this Old Florida beach home offers the perfect blend of relaxation, walkability, and island charm.brbrThe SpacebrbrThis combined duplex rental gives you double the spaceideal for families, groups, or multi-generational travel. With 4 bedrooms and 2.5 bathrooms total, the layout includes:brbr2 King bedroomsbrbr2 bedrooms with twin bedsbrbr2 updated, fully equipped kitchensbrbrComfortable living spaces on both sides of the duplexbrbrPerfect for guests looking for a large group vacation rental in Anna Maria Island.brbrLocation Steps to the BeachbrbrEnjoy one of the best locations on the islandjust a short stroll down a private beach path to the sugar-white sands of the Gulf of Mexico. No busy roads, no stressjust peaceful beach access.brbrYou're also close to:brbrPine Avenue shops and restaurantsbrbrGulf Drive dining and cafesbrbrBike and golf cart-friendly island roadsbrbrOutdoor LivingbrbrScreened-in shared front porchbrbrGas grill for outdoor cookingbrbrOutdoor shower for easy beach cleanupbrbrShell-lined parking area with 4 parking spaces (great for groups and golf carts)brbrWhy Guests Love ItbrbrTrue walk-to-beach vacation rental in Anna Maria IslandbrbrQuiet, residential street ending at the beachbrbrFlexible space for large families or groupsbrbrClassic Old Florida charm with modern updates
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Exceptional(36)

$1580.62

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Private Vacation Home

Steps from the Beach! Walk to Bean Point! Pool/spa! Golf Cart

Anna Maria, Florida, United States

Have the best of both worlds with the bay & the gulf beaches at this new 4 bed/3.5 bath luxury home. Enjoy the quiet, laid back way of life on the north end of the island being only steps to the gorgeous bayside beach with city park or a 5 minute walk to the world renowned Bean Point! You are also located between Rod & Reel Pier and The City of Anna Maria Pier. brbrYou will first notice the large corner lot with ample parking and fencing completely around the home. Everyone will gravitate to the large heated saltwater pool with spa surrounded by beautiful landscaping and low maintenance turf. The outdoor entertaining space is second to none with an outdoor media area, dining table with seating for 10, grill, your own putting green and lawn games such as Connect 4 & corn hole boards. There is also an outdoor shower!brbrUpon entering the house you will be wowed by the open floor plan, walls of windows & attention to detail throughout the home. The kitchen is a chef's dream with quartz countertops, high end stainless steel appliances and bar seating for 4. The kitchen is fully stocked for all your cooking needs! The dining room is open to the kitchen & features a dining table for 8, gas fireplace & views of the bay! The living area is surrounded by windows, sliders leading out to spacious decks and a covered porch with peeks of The Tampa Bay and of course a flat screen TV with plenty of seating.brbrThe home features 2 master suites both with stunning full baths. One master and guest bedroom have access to the front balcony with table & chairs. The other 2 bedrooms share a full bath and an additional half bath is also available. Each bedroom has its own flat screen TV and desk. brbrOur home truly has all you need to enjoy a relaxing vacation including bikes and your own 6 person golf cart so you can travel the island like the locals do! We invite you to make magical memories with your family and friends in beautiful Anna Maria!
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Exceptional(3)

$620.8

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Private Vacation Home

Maritime Memories by Duncan Real Estate

Anna Maria, Florida, United States

Welcome to the newly 2025 renovated and updated Maritime Memories! This north-end 3 bedroom plus den multi level home is just a flip flop walk away from the white, sandy beaches by the prestigeous North end. Enjoy your next vacation on Anna Maria Island at Maritime Memories which offers plenty of room for a large family featuring two living areas and 4 sleeping rooms. There are 2 bedrooms with king and queen on the ground level sharing the hall bathroom and another king bedroom plus a den with a full size bed. The house comfortably sleeps 8 people. br Relax by the pool and spa surrounded by tropical landscaped for well deserved privacy.br br HIGHLIGHTSbr br 1900 sq. ft. br Private Pool (27x12 ft)br Outdoor Showerbr Dog Friendlybr Anna Maria - North-endbr 0.3 mile from bay access br 0.2 miles from beach accessbr br BEDROOMSbr br Sleeps 8br Primary Bedroom: Kingbr Second Bedroom: Kingbr Third Bedroom: Queenbr Denbr br BATHROOMbr br Primary Bathroom: Walk-in Showerbr Second Bathroom: Shower/Tub Combobr br EXTERIORbr br After a long day at the beach, head back to Maritime Memories and take advantage of its beautiful outdoor scape. Enjoy the outdoor shower to rinse off any sand and then take a dip in the crystal-clear private heated pool! There is a gas grill and multiple outdoor dining spots to enjoy a bite to eat in a beautiful, tropical landscape. Take in sunset on Bean Point, a short walk from Maritime Memories.br br The Maritime Memories is a dog friendly property. The non-refundable pet fee is $150.00 per reservation. Short stays are not pro-rated. The pet fee does not cover any damage caused by the pet. br br The pool heat is $150.00 a week. Pool heaters in private homes are 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 which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. 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 and require heat at the additional cost. 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 There are parking spaces for three cars available at Maritime Memories.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 Kingbr - Bedroom 2 Kingbr - Bedroom 3 Queenbr - Den Fullbr - Bathroom 1 Walk-in Showerbr - Bathroom 2 Shower/Tubbr - Hot Waterbr - Beach Access 0.2 milesbr - Bay Access 0.4 milesbr - Central A Cbr - Cental Heatbr - Free Parkingbr - Parking Spots 3br - Dogs Any Size Ybr - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Stovebr - Cookwarebr - Toasterbr - Blenderbr - Keurigbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Dining Tablebr - High Speed WIFIbr - TVbr - 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 27x12br - Spa Ybr - Pool Alarmsbr - Sun Loungersbr - Outdoor Showerbr - Propane Grillbr - Duncan Emerald Club
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$1161.83

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Private Vacation Home

Grand Island Retreat: Private Heated Pool | Games

Anna Maria, Florida, United States

✨ The VibebrbrEscape to a sun-drenched, three-story paradise designed for ultimate relaxation and effortless coastal entertaining. Situated just steps from pristine sands, this luxury coastal haven delivers the quintessential beach vacation with an uncompromised `wow` factor. Seamlessly blending upscale, resort-style amenities with the warm comforts of home, it is the ultimate playground for families and friend groups looking to curate memories that will last a lifetime.brbr What Guests Are Sayingbrbr`An amazing stay! The backyard provided endless fun with life-size chess and pool tournaments. The proximity to Sandbar Seafood and Bean Point Beach is unbeatable. — Sophiabrbr`This layout is a dream for large groups. Having king beds in every single bedroom with private en-suite bathrooms gave everyone total privacy, while the massive covered patio was our favorite spot for group dinners. Highly recommend!`br— Loganbrbr`We`ve stayed at many luxury rentals, but this one stands out. The detached casita was a perfect private retreat for my parents, and the main house was spotless and fully stocked. Watching the sunset and walking down to City Pier was magical.`br— Emmabrbr Bedroom & Bathroom Tourbrbr The BedroomsbrbrBedroom 1- Master Suite br• 1 King Bed | EnsuitebrThis master retreat includes a Smart TV and luxury linens for ultimate rest.brbrBedroom 2 - Detached Casita Suite br• 1 King Bed | Ensuite brThis private, detached luxury retreat features a wet bar, wine fridge, flat-screen TV, and chic coastal decor for ultimate privacy.brbrBedroom 3 br• 1 King Bed | Ensuitebr• Showcases a stylish custom `Relax` sign over the bed, a flat-screen TV, generous closet space, and scenic neighborhood views.brbrBedroom 4 br• 1 King Bed | Ensuitebr A spacious, sunlit sanctuary perfect for families, equipped with premium bedding, a flat-screen TV, and plenty of room to stretch out and unpack.brbr The BathroomsbrbrMaster En-Suite br• Private en-suite strictly dedicated to the Master Suite.br• Indulge in a spa-like experience featuring a deep, free-standing soaking bathtub, a massive walk-in shower equipped with dual showerheads, and an expansive double-sink vanity.brbrCasita En-Suitebr• Private en-suite strictly dedicated to the Casita Suite.br• Features a sleek, modern stand-up shower, a single-sink vanity with designer fixtures, and premium lighting.brbrEn-Suite 3 br• Private en-suite strictly dedicated to Bedroom 3.br• Professionally designed with a spacious stand-up glass shower and a convenient double-sink vanity perfect for getting ready for a night out.brbrEn-Suite 4br• Private en-suite strictly dedicated to Guest Bedroom 4.br• Clean and bright, offering a modern stand-up shower and a stylized single-sink vanity.brbrPowder Roombr• Convenient half-bath located just off the main living space.br• Perfect for quick access from the kitchen, living room, and dining room without entering private bedrooms.brbr All bathrooms are stocked with complimentary amenities including shampoo, conditioner, body wash, cotton balls, Q-Tips, Tampons, etc. We have you covered!brbr ️ Entertainment and Shared Spacesbrbr✨The Backyard Oasisbrbr•The estate`s crown jewel is a private resort featuring a pool and an in-ground spa br•Relax at the full outdoor bar and TV; the remote is stored inside the bar.br•Enjoy competitive games with tournament-ready Ping Pong and professional Pool tables.br•Play Life-Size Chess, Life-Size Jenga (located in the bar), and Cornhole.br•Unwind in the hammock, on premium sun loungers, or by the propane fire pit in Adirondack chairs.brbr✨The Covered Patio brbr•Host guests on the expansive, covered living deck, featuring a ceiling fan and ambient string lights.brbr•Dine at the 10-seat outdoor table, showcasing a unique built-in propane fire pit.brbr•Enjoy the propane BBQ grill and outdoor patio TV for game days.brbr✨The Main Living Room brbr•Bright, open-concept space designed for high-end lounging and social connection.brbr•Features a queen size pull-out sofabed, Smart TV, Shuffleboard and a built-in wet bar for effortless entertaining.brbr✨The Upper Living Room brbr•Features queen size pull-out sofa, a large TV,a stationary bike, yoga mats and a convenient secondary wet bar.brbr✨The Kitchen & Diningbrbr•Prepare meals in a gourmet kitchen equipped with high-end stainless appliances, stone countertops, and a spacious center island.brbr•The kitchen is fully stocked with premium cookware, small appliances, and elegant service for any occasion, from beach breakfasts to large family feasts.brbr•Enjoy dining at the 8-person table or utilize the additional 4 seating available at the kitchen island.brbr Guest Favorites (Property Highlights)brbr• Prime Walkability: Leave the car behind! You are an incredibly short stroll from local icons like Sandbar Seafood + Spirits (0.2 miles), Bean Point Beach (0.9 miles), and the City Pier (0.4 miles).brbr• Wet Bars Everywhere: Refreshments are always within reach with custom wet bars located in both living rooms as well as the private Casita.brbr• Blazing Fast Wi-Fi: Easily stream your favorite 4K movies, host video calls, or tackle remote work from any floor.brbr• Family-Friendly Touches: Designed with multi-generational groups in mind, offering plenty of space to gather together or find a quiet nook to escape. Pack n play, high chair, baby bath, baby monitor, 2x baby gates, outlet covers are also available in the amenities.brbr• Ample On-Site Parking: Driveway space easily accommodates multiple vehicles for your entire group.brbr Laundry and Conveniencebrbr• Full Laundry Room: Centrally located on the second floor, featuring a high-capacity washer and dryer, iron, and ironing board.brbr• Fully Stocked Essentials: Skip the heavy packing. We provide complimentary laundry detergent, plenty of extra trash bags, paper towels, and dish soap.brbr• Plush Linens & Towels: Enjoy resort-grade bath towels, crisp bedroom linens, and dedicated beach towels provided for your stay.brbr Enhanced Cleaning Standardsbrbr•We partner with dedicated professional cleaning teams and enforce strict quality control through photo-verified checklists. Your comfort is our priority—if anything isn`t perfect upon arrival, we will gladly send a team back to make it right.brbr Safety & Securitybrbr• Smart Lock Technology: Enjoy secure, keyless entry with a personalized code that activates at check-in and expires exactly at check-out.brbr• Exterior Security Cameras: For your safety and the protection of the property, discreet exterior cameras monitor the perimeter and entry points. No cameras are placed indoors or in private areas.brbr RENTAL TERMS brbr➡️Check-in Paperwork: We want to get you settled as quickly as possible! To help with that, please keep an eye out for our Rental Agreement in your inbox. Please sign and return it, along with the required $150 security deposit against any potential damage or loss of items, prior to your arrival.brbr➡️For stays of 30 nights or more: Guests are required to carry renter’s insurance and list the property owner as an Additional Interest. Proof of active coverage must be provided prior to check in, in order to receive access to the home. Failure to provide coverage may result in cancellation of stay without refund. brbr➡️Pet Policy brbrWe’d love to host your furry friends! Just a few quick reminders to keep our home wonderful for everyone:brbr Registration: Please let us know ahead, if you`re bringing a pet, there is a $100 per stay fee.br Pet Care: We ask that pets stay with you at all times and are not left unattended on the property.br Cleanup: Guests are responsible for cleaning up after their pets, including hair and waste. br Pets must be taken outside for bathroom breaks.brbrDates are filling up fast for this coastal resort-style oasis—secure your reservation today and start counting down the days to paradise!brHOUSE RULES & RENTAL AGREEMENTbrbr1️⃣ GENERAL CONDUCTbrbrRespect the Propertybr• Treat the home, furniture, and community areas with care.br• Clean up after yourself, indoors and outdoors.brbrBe Mindful of Noisebr• Observe quiet hours from 9:00 PM – 9:00 AM (local ordinance).br• No events, parties, gatherings, or visitors allowed without prior written permission.br• Noise complaints are taken seriously and may cause immediate termination of your stay.br• Violation of noise or code enforcement policies will cause a $1000 fine.brbrReport Any Issues Promptlybr• Report any cleaning concerns, damages, or malfunctioning amenities within the first 12 hours of check-in. We want the opportunity to correct any issues to ensure a comfortable stay. If we are not notified in a timely manner, we may be unable to address your concerns or offer remediation after your stay.br• Guests are responsible for any and all damages, lost or stolen items, decor, furnishings, etc that occur during their stay. The host will charge guests via AirBnB Resolution Center, AirCover, and/or security deposit in order to collect for these items. brNew Damages: If damage occurs during your stay, please be transparent and notify us immediately. We understand accidents happen and will work with you to find a fair solution.brbrbr2️⃣ RENTAL TERMSbrbrRental Agreementbr• The primary guest must sign our Rental Agreement and is responsible for all individuals in the rental party.br• Its terms will bind all individuals in the rental party.br• Rental Agreement is sent via secure link to our “Guest Portal” via OTA messaging platform or email.brbrSecurity Depositbr• A $150 Security Deposit is required to cover potential damages or lost items.br• Payment method must be entered into our “Guest Portal” sent via secure link via OTA messaging platform or email, in order to schedule the deposit. Payment method must be entered more than 2 hours prior to check-in time in order to avoid delays at check-in.br• As software-connected hosts, we are approved by the OTA platform to collect rental agreements and security deposit payment methods outside of the OTA platform, using our secure guest portal.brbrInsurance Requirement (30+ Night Stays):
Bed 4

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Bath 4

Bath

Sleep 12

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Exceptional(26)

$621.63

/ Nightly
Private Vacation Home

5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life

Anna Maria, Florida, United States

5 O'Clock Somewhere by Anna Maria Life Vacation Rentalsbr216 Chilson, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2 Blocks to the Beach & On a Canal!br4 Bedrooms / 2 Bathroomsbr1 King, 2 Queens, Queen over Queen BunkbedsbrPrivate Heated Pool & SpabrPool Loungers & UmbrellasbrPoolside Cabana Room with Lounge Furniture, Dining Table & TVbrOutdoor ShowerbrGas GrillbrElevator (see notes about deposit)brPrivate Boat Dock (boat lift is not available)brPing Pong TablebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly - with pet fee - see info belowbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brLocated two blocks from the beach and on a canal with a boat dock, 5 O'Clock Somewhere offers the ultimate relaxation amongst the natural beauty of Anna Maria Island!brbrThe main living area on the second level features an open kitchen with a wine fridge and breakfast nook providing plenty of space to make your favorite meals. The dining table seats eight with additional seating at the kitchen island. Patio doors to a furnished verandah fill the rooms with sunshine. Unwind on one of the cushy sofas or flip on the TV while you cook breakfast in the morning.brbrThree of the bedrooms are located on this level; two with queen beds and the third with a set of queen over queen bunkbeds. The third floor is home to the master bedroom which features a king size bed, ensuite bathroom and private deck overlooking the pool and canal. Each bedroom has a TV and guests will enjoy crisp sheets and fluffy towels from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe pool level features an indoor cabana room, furnished with lounge seating, TV and dining table for six. Guests will enjoy the ping pong table. Step outside into the lush backyard with a private heated pool and jacuzzi. Other highlights include a grill, pool loungers, and canal views. An outdoor shower with hot and cold water allows you to rinse the sand from your suit before entering the pool.brbrBring the boat! The boat dock is available for your boat and you're just minutes away from the open waters of Bimini and Tampa Bay! (Please note the boat lift is not available.)brbrIf you would like use of the elevator, please contact our office A $500 fully refundable security deposit is required.brbr5 O'Clock Somewhere 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 limitbrbr5 O'Clock Somewhere 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, TV - Floor 3brBedroom 2 - Queen Bed, TV - Floor 2brBedroom 3 - Queen Bed, TV - Floor 2brBedroom 4 - Queen over Queen Bunkbeds, TV - Floor 2brbrPlease note:brElevator is available with a $500 fully refundable security deposit. Please contact our office.brBoat Lift is not for guest use.brAmenities are subject to change.brbrDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.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. brbrVR18-000132brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(33)

$357.01

/ Nightly
Private Vacation Home

Dreamscape: North End Pool Home, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Dreamscape by Anna Maria Life Vacation Rentalsbr773 Jacaranda Rd, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2 Blocks from the Beach! Near Bean Point!br2 Bedrooms / 2 Bathroomsbr1 King, 2 TwinsbrPrivate PoolbrOutdoor ShowerbrPatio Dining with UmbrellabrScreened Balcony with Dining TablebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 2 CarsbrbrDetails:brDreamscape is located on the North end of Anna Maria and a quick walk to Bean Point and Pine Ave. The sugar sand beach and sparkling water of the Gulf of Mexico is three blocks away!brbrOur elevated beach house features a bright kitchen, living, and dining room on the second floor. Step outside onto the large screened balcony and enjoy the island breezes while enjoying your morning coffee or a meal at the dining table for six.brbrThe master bedroom includes a King Bed with an ensuite bathroom and TV. The guest room has two twin beds. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe private heated pool highlights the backyard and the outdoor shower allows you to rinse the sand from your suit before entering the pool. Relax poolside in deck chairs or around the patio table.brbrDreamscape is easy walking distance to Bean Point and the restaurants and shops of Pine Ave and the free island trolley which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - Two Twin Beds - Floor 2brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR18-000123brbrGolf 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.
Bed 2

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Bath 2

Bath

Sleep 4

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$1904.74

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Private Vacation Home

Casa Azul by Beach Boutique Rentals

Anna Maria, Florida, United States

Welcome to Casa Azul, your luxury island escape just steps from the sugar sand beaches of Anna Maria Island’s coveted North End.brbr*Features include* brbr* Heated saltwater pool and spabr* Outdoor bar, and entertainment areabr* Putting green br* Multiple covered balconies with Gulf viewsbr* 4 bedrooms plus sleeper sofa loungebr* 4 and a half bathrooms, including 3 ensuite br* Gourmet kitchen with oversized island and Thermador stovebr* Wet bar with wine fridgebr* Dedicated office workspacebr* Walk to the beach, Sandbar Restaurant, and Bean Pointbr* Beach chairs, umbrella and cartbr* 3 houses to the beach!brbrPerfectly positioned west of Gulf Drive on an oversized deep lot, Casa Azul is only three houses from the Gulf and offers the ideal blend of elevated coastal design, resort-style outdoor living, and one of the most desirable locations on Anna Maria Island. Spend your days walking to the beach, grabbing sunset cocktails at the Sandbar, or biking through the quiet North End streets before retreating back to your private island oasis.brbrInside, the home feels bright, airy, and inviting, with soaring ceilings, expansive windows, and beautiful coastal finishes throughout. The open-concept living space flows seamlessly into the chef’s kitchen and dining area, creating the perfect gathering space for family and friends. Whether you're preparing fresh seafood dinners, mixing cocktails at the wet bar, or opening the sliders for indoor-outdoor living, every detail was designed for effortless entertaining.brbrEach king bedroom offers its own private ensuite bathroom for comfort and privacy, while the bunk room and additional lounge space with sleeper sofa provide flexible accommodations for larger groups and families. There’s even a dedicated office area with a desk and chair for guests mixing work with island time.brbrBedroom 1: King bed, private ensuite bathroom with walk-in showerbrBedroom 2: King bed, private ensuite bathroom with walk-in showerbrBedroom 3: King bed with private ensuite bathroom with walk-in showerbrBedroom 4: Twin over full bunk bed with twin trundle, plus separate twin bed - hall bathroom featuring a shower and tub combobrBonus Room: Second floor lounge with queen sleeper sofabrbrOutside is where Casa Azul truly shines. Lounge beside the sparkling heated saltwater pool and spa, challenge the family to a putting competition or fire up the gas grill for an evening cookout. When it's time to relax, catch the game from the outdoor bar or unwind beneath the glow of café lights after a sunset beach walk. With multiple covered balconies and partial Gulf views, there’s always a perfect spot to relax and soak in the Gulf breeze.brbrFrom beach mornings to poolside afternoons and unforgettable sunsets, Casa Azul delivers the ultimate Anna Maria Island getaway.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 5 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 4

Bed

Bath 4

Bath

Sleep 8

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Exceptional(32)

$1303.05

/ Nightly
Private Vacation Home

Bikini Bottom: 5 Hole Mini Golft, Games,3 Blocks to Beach, Dog Friendly, Pool, by Anna Maria Life

Anna Maria, Florida, United States

Bikini Bottom by Anna Maria Life Vacation Rentalsbr302 Spring Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 5 Min Walk to Gulf! 5 Min Walk to Bay!br4 Bedrooms / 4.5 BathroomsbrHeated Pool & SpabrPool LoungersbrOutdoor ShowerbrPoolside Lounge Area with Swings & FurniturebrPool Level Indoor Living Room & Game Room with Foos Ball & Ping Pong TablebrCornholebr5 Hole Mini Golf CoursebrOutdoor Patio Dining (4 Top)brGas GrillbrFurnished Roof Top Deck with Amazing Views of Gulf & Bay!brKeurig & Drip Coffee MakersbrDog Friendly (with fee - see notes below)brFenced YardbrBeach Towels, Beach Chairs & Beach WagonbrDriveway Parking for 4 CarsbrbrDetails:brWelcome to Bikini Bottom, your dream vacation retreat in the heart of Anna Maria Island! Perfectly situated just a block from Pine Avenue, you'll enjoy being close to shops, dining, and the beach. A quick stroll down Spring Avenue brings you to the sparkling waters of the Gulf of Mexico — paradise is just steps away.brbrOur three-level beach retreat provides guests with lovely gathering places inside and out. The main living level on floor two consists of the spacious kitchen with island bar seating for six, dining room with a table for eight and living room. Oversized windows allow the sunshine to flood the living space and patio doors provide access to a furnished deck.brbrThe second floor is also home to two bedrooms, one with a king bed and the other with two sets of twin over queen bunkbeds. Each of these rooms have an ensuite bathroom. Two additional king bedrooms with ensuite bathrooms are on level three. 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 washer and dryer.brbrEnd your day on the furnished rooftop deck, the ideal spot to take in a breathtaking Anna Maria Island sunset while gazing out at the Gulf and Bay.brbrThe fun continues downstairs with an indoor game room featuring foosball, ping pong, and a cozy seating area with a TV. Step outside to the heated pool and spa, surrounded by lounge chairs, a shaded lounge area with swings, and a gas grill for easy outdoor dining. Challenge your group to a friendly round of cornhole or try out the private 5-hole mini golf course — perfect for guests of all ages!brbrBikini Bottom is dog friendly with a pet fee of $150 plus tax per dog. If you have added a pet to your reservation, the fee including tax ($168) has been included in your total.brbrBikini Bottom is easy walking distance to many shops and restaurants, and less than a block to 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, Ensuite Bathroom, TV on Floor 2brBedroom 2: Twin over Queen Bunkbeds (2 Sets), Ensuite Bathroom, TV on Floor 2brBedroom 3: King, Ensuite Bathroom, TV on Floor 3brBedroom 4: King, Ensuite Bathroom, TV on Floor 3brQueen Sofa Bed in 3rd Floor LoftbrbrPlease note:brAmenities are subject to change.brDriveway parking is available for a maximum of four cars. Parking for additional vehicles is not available.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbrVR20-000056brbrIMPORTANT 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.brbrVRC20-000139 br brGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719
Bed 4

Bed

Bath 4

Bath

Sleep 8

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Exceptional(11)

$484.54

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Private Vacation Home

Beach Cottage! Pool, Porch and 2-Min Walk to Gulf!

Anna Maria, Florida, United States

Gulf Shore Cottage by Anna Maria Island AccommodationsbrVR16-000101 brbrYour dream beach vacation begins at Gulf Shore Cottage, a newly renovated four-bedroom, two-bathroom coastal retreat located just six houses from the pristine sands of the Gulf. With a private pool, foosball table, and pet-friendly policy, this charming cottage blends Old Florida character with modern updates, making it the perfect getaway for families and friends looking to enjoy Anna Maria Island’s laid-back lifestyle. brbrHighlights br-2-minute walk to the beach br-4 Bedrooms / 2 Bathrooms br-2 King beds, 1 Twin-over-Full bunk, 2 Twin beds br-Private pool, foosball table, and corn hole br-Screened-in front porch br-Across the street from Anna Maria Island trolley stop br-BBQ grill and outdoor shower br-Dog friendly with host approval br-Washer and dryer br-4 Parking Spaces brbrThe fenced backyard is your private oasis, featuring a sparkling pool surrounded by lounge chairs and corn hole for endless fun. After a day at the beach, rinse off in the outdoor shower, fire up the BBQ grill, and enjoy meals together at the high-top covered patio. The screened-in front porch adds another relaxing spot, perfect for sipping morning coffee. brbrInside, Gulf Shore Cottage offers an open and inviting layout with coastal-chic décor. The living room includes two plush sofas and a TV, while the dining area has ample space for group meals. The modern kitchen features new appliances, plenty of cabinet storage, and a spacious island with stool seating, making meal prep a breeze. brbrThe primary bedroom is designed for comfort, with a king bed, nightstands, ambient lighting, and a spa-like ensuite bathroom featuring a double vanity and walk-in shower. The second and third bedrooms are connected by a Jack and Jill bathroom with a walk-in shower; the third bedroom even includes a foosball table for extra fun. The fourth bedroom has two twin beds, perfect for kids or additional guests. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with double vanity and walk-in shower br-Second Bedroom: King bed, shares Jack-and-Jill bathroom with walk-in shower br-Third Bedroom: Twin-over-Full bunk, shares Jack-and-Jill bathroom with walk-in shower br-Fourth Bedroom: Two Twin beds brbrThis home also includes a washer and dryer, Wi-Fi, and a pet-friendly policy with host approval. With a trolley stop across the street, you can easily explore Anna Maria’s shops, waterfront dining, historic sites, and best Gulf Coast attractions without needing a car. brbrGulf Shore Cottage is the ideal vacation rental for creating lasting memories. Whether you’re swimming in the pool, strolling to the beach, or hopping on the trolley to explore, this cottage offers the perfect balance of relaxation and adventure. brbrBook your stay today and experience the charm of Anna Maria Island at Gulf Shore Cottage! br br- br*Please note: 4 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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 Anna Maria Island Accommodations Rental Policies for full details. brbrThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. 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

Bed

Bath 2

Bath

Sleep 8

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Exceptional(4)

$2381.19

/ Nightly
Private Vacation Home

NEW! Meet Me At Sunset! 3 Homes from the Beach!

Anna Maria, Florida, United States

Summary:brbr Meet Me at Sunset is a 4BR/4.5BA beach-boho villa just 3 homes from the Gulf . Enjoy a heated pool & spa, private balconies, ping pong , outdoor grill ️, and dog-friendly stays . Walk to Pine Avenue shops & dining ️, hop on the AMI trolley , or bike the island . Beach chairs & cart provided ️. Perfect for families or friends seeking the ultimate Anna Maria Island getaway ☀️ .brbrbrbrThe Space:brbr Welcome to Meet Me at Sunset brbr109 Palmetto Ave | Anna Maria Island, FLbrbrbrbrEscape to Meet Me at Sunset, a stunning 4BR / 4.5BA beach-boho villa just three homes from the Gulf—no busy roads to cross! Enjoy private balconies, a heated pool with spa, ping pong, and outdoor grilling, plus dog-friendly stays with prior approval . Walk to Pine Avenue’s shops and dining, hop on the free AMI trolley, or explore the island by bike .brbrbrbr✨ Highlightsbrbr• Just 3 homes from the beach brbr• Private heated pool & spa brbr• Ping pong table for family fun brbr• Outdoor grill & covered dining area ️brbr• Dog-friendly with approval and fee brbr• Walk to Pine Avenue shops & restaurants ️ brbr• Beach chairs and cart provided ️brbrbrbr Island Comfort & StylebrbrStep inside to airy, light-filled interiors featuring a chef’s kitchen with quartz countertops and high-end appliances, open living and dining areas, and seamless indoor-outdoor flow . Relax on the balcony, enjoy movie nights, or gather for family meals .brbrbrbr ️ Bedrooms & Bathsbrbr• Primary Suite (3rd Floor): King bed, smart TV, ensuite with soaking tub + shower brbr• 2nd & 3rd Bedrooms: King beds with ensuite walk-in showersbrbr• 4th Bedroom: Full-over-full bunk with ensuite bath—perfect for kidsbrbrbrbr Outdoor OasisbrbrSoak up the sun in your resort-style heated pool and spa, dine alfresco under the covered patio, or play ping pong with family and friends . Beach chairs and a cart make trips to the Gulf easy.brbrbrbr The Island ExperiencebrbrFrom fishing at Historic City Pier, kayaking in the bay, birdwatching, or sunset cruises, Anna Maria Island offers endless activities. With calm Gulf waters, tropical breezes, and a prime location, Meet Me at Sunset is your ultimate island getaway ☀️ ️.brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.brbrbrbrThe Neighborhood:brbrMeet Me at Sunset is nestled in a peaceful, quiet neighborhood jbrbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 6 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!
Bed 4

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Bath 4

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Sleep 8

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Exceptional(4)

$2171.08

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Private Vacation Home

Gorgeous canal front home on Anna Maria!

Anna Maria, Florida, United States

Shell We Dance is a charming coastal retreat located on Anna Maria Island, perfect for those seeking a relaxing getaway. This beautifully designed home features an inviting open-concept living area, adorned with coastal decor that creates a warm and welcoming atmosphere. Large windows allow natural light to fill the space, offering stunning views of the surrounding landscape.brbr224 Chilson Ave, Anna Maria, FloridabrbrExperience the pinnacle of luxury on Anna Maria Island at Shell We Dance, a brand-new, canal-front estate boasting six lavish bedrooms and six and a half bathrooms! This stunning home features a private pool, spa, rooftop deck with sweeping water views, and an outdoor bar, perfect for sophisticated gatherings, family reunions, or friends’ escapes. Located minutes from Pine Avenue shops and restaurants, Palmetto Avenue Beach, and the Anna Maria City Pier. Shell We Dance offers the perfect blend of elegance, outdoor fun, and island adventure!brbrHighlightsbr-Canal front Homebr-6-minute walk to Anna Maria Beachbr-6 Bedroom / 6.5 Bathbr-5 King beds, 1 twin-over-full bunkbr-Private saltwater pool and spa br-Rooftop deckbr-Outdoor entertainment area br-Located near Pine Avenue’s shops, waterfront dining, parks, and local attractions brbrExclusive Amenitiesbr• Luxury Beach Chairs and a Beach Cart for Guest Usebr• Upgraded Bed and Bath Linens and Toiletriesbr• Portable Pack and PlaybrbrInside, the home exudes sophistication with a luxurious seating area adorned with high-end sofas, side chairs, and a large TV, ideal for relaxing or game nights. The fully equipped kitchen is designed to impress the chef, with premium appliances, an expansive island with bar stools, and a formal dining table for memorable island dinners. Sliding doors lead from the living area to the covered balcony and outdoor lounge, seamlessly blending indoor comfort with outdoor island vibes.brbrEach of the six bedrooms is styled for relaxation and comfort, with luxurious bedding, TVs, and some with private balconies. The primary bedroom offers a king bed, a large walk-in closet, and an ensuite bathroom with a walk-in shower and a spacious standalone tub, perfect for unwinding after a day of adventure. The other four king bedrooms each come with modern decor and ensuite walk-in showers. The bunk room, designed with kid or guests in mind, features a twin-over-full bunk bed and an ensuite bathroom with a shower/tub combo. For added ease, there is a washer and dryer included.brbrRoom Detailsbr-Primary Bedroom: King bed, ensuite with walk-in shower and tub br-Second Bedroom: King bed, ensuite bathroombr-Third Bedroom: King bed, ensuite bathroombr-Fourth Bedroom: King bed, ensuite bathroombr-Fifth Bedroom: King bed, ensuite bathroombr-Sixth Room: Twin-over-full bunk bed, ensuite with shower/tub combobrbrRelax outdoors in your tropical backyard oasis, featuring a private saltwater pool with a swim-up bar and spa. The large patio offers a BBQ grill, outdoor TV, and plenty of lounge chairs, perfect for sunset cocktails, outdoor dinners, or peaceful daytime relaxation. Stroll in just a few minutes to the beach and use the provided beach gear, chairs, and portable pack and play or explore Pine Avenue’s shops and restaurants, or rent kayaks, paddle boards, and enjoy fun water adventures right in your backyard. Plus, the rooftop deck provides breathtaking water views ideal for finishing your day with spectacular sunsets.brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrBook Shell We Dance today and immerse yourself in a luxurious, fun-filled island retreat. With stunning water vistas, outdoor amenities, and a prime location near beaches, shops, and dining, this estate provides everything for an unforgettable Anna Maria Island experience. Reserve now and start creating lifelong memories in paradise!brbr-brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will applybrbrThe modern kitchen is fully equipped, making it ideal for preparing delightful meals, while the spacious dining area is perfect for gathering with family and friends. Each bedroom is thoughtfully appointed, ensuring comfort and tranquility for a restful night's sleep.brbrStep outside to discover a private outdoor space that includes a refreshing pool, ideal for soaking up the sun or enjoying a dip after a day at the beach. The home is just a short walk from the white sandy shores and turquoise waters, allowing guests to easily immerse themselves in the island's natural beauty.brbrWith its perfect blend of comfort and style, Shell We Dance is the ultimate destination for a memorable vacation on Anna Maria Island.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!
Bed 6

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Exceptional(49)

$385.26

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Private Vacation Home

Hav'Anna Holiday: 2 Blocks to Beach! North End! Private Pool by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Hav'Anna Holiday by Anna Maria Life Vacation Rentalsbr211 Periwinkle, Anna Maria, FL 34217brbrWhat You'll Love About This Home:brLocation! 1.5 Blocks to the Beach!br3 Bedrooms / 2 Bathroomsbr2 King Beds, 3 Twin BedsbrPrivate, Heated PoolbrHuge Tropical Landscaped BackyardbrGas Grill - Flat Cooktop (Griddle)brSunny Florida RoombrSingle Level Ranch Style HomebrProfessional Linen Service, Complimentary WIFI, Washer & DryerbrBeach Towels. Beach Chairs & Beach WagonbrDriveway Parking for 4 CarsbrbrDetails:brHav'Anna Holiday is ready for your vacation! Located on the North End of Anna Maria and 1.5 blocks to the beach, you couldn't ask for a more delightful area to call home.brbrOur one-story home features 2 king bedrooms and a bedroom with three twin beds. Each bedroom includes a TV and crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrTake relaxation to the next level in the tropical backyard with the sparkling pool as the centerpiece. Surrounded by pool loungers, deck chairs and patio dining options, you won't want to leave! But when the sugary sand of the beach calls, you are a four-minute walk to the shimmering water of the Gulf of Mexico. Beach chairs and beach towels are provided.brbrHav'Anna Holiday 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 with TVbrBedroom 2: King with TVbrBedroom 3: Three Twins, Ensuite Bathroom, TVbrbrPlease note:brPets are not allowed 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.br​​​​​​​brVR16-000404brbrGolf 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(49)

$1241.75

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Private Vacation Home

Vitamin Sea managed by Beach Retreats FL Anna Maria Island

Anna Maria, Florida, United States

☀️ Vitamin Sea by Beach Retreats Vacation Rentalsbr 146 Crescent Dr, Anna Maria, FL 34216brbrWelcome to Vitamin Sea, a stunning 5-bedroom, 5-bath luxury retreat located on the coveted north end of Anna Maria Island, just a 10-minute stroll to Bean Point Beach. With a private dock, heated saltwater pool and spa, elevator, and multiple balconies, this home has everything you need for the ultimate coastal getaway.brbrPerfect for families and groups of up to 12 guests, Vitamin Sea combines modern comforts with laid-back island charm. Whether you're relaxing by the pool, biking through the island, or watching the sunset at Bean Point, this home delivers the perfect blend of relaxation and adventure.brbr Highlightsbrbr 10-minute walk to Bean Point Beachbrbr Private heated saltwater pool + spa + sun shelfbrbr Semi-Private boat dock + 2 kayaks includedbrbr 2 adult cruiser bikesbrbr Huge outdoor living area with dining, lounge seating & big-screen outdoor TVbrbr 5 bedrooms, 5 bathrooms — sleeps 12 comfortablybrbr Elevator for easy access to all levelsbrbr Family-friendly: pack & play, highchair, toys, and beach gear providedbrbr Inside Your Retreatbrbr Backyard Tiki bar + propane BBQ grillbrbr Outdoor dining deck with island breezesbrbr Pet-friendly (max 2 pups, $250 fee each)brbr Parking for 4 vehiclesbrbr Free high-speed Wi-FibrbrThe professionally decorated interiors are bright, spacious, and welcoming. The open concept living area is perfect for gathering, with plush seating, Smart TVs, and direct access to the deck overlooking the pool and tropical backyard.brbrThe chef's kitchen boasts top-of-the-line appliances, a 36” gas stove, Keurig + drip coffeemakers, an ice machine, blender, crockpot, and all the cookware you'll need. A large dining table and bar seating make it easy to share meals together.brbr Room DetailsbrbrPrimary Suite: King bed, ensuite w/ shower & vanity, balcony, Smart TVbrbrBedroom 2: King bed, ensuite w/ double vanity & shower, balcony, Smart TVbrbrBedroom 3: King bed, ensuite w/ shower & vanity, Smart TVbrbrBedroom 4: King bed, ensuite w/ shower & vanity, Smart TVbrbrBedroom 5: Two bunk beds (4 twins), Smart TV, access to full bath with shower/tub combobrbrEach bedroom is designed for comfort and privacy, featuring luxury linens and fresh coastal décor.brbr Outdoor LivingbrbrStep into your private backyard oasis complete with a heated pool, spa, sun shelf, outdoor dining, propane grill, lounge seating, and a large covered area for shade. Enjoy watching the game on the big-screen outdoor TV or sip cocktails under the stars.brbrWith a private boat dock, kayaks, and bikes, adventure is always at your doorstep.brbr Location & Things to Dobrbr Hop on the free Anna Maria Island trolley for island exploringbrbr Walk or bike to favorites like Chateau Anna Maria, Beach Bistro, and Skinny'sbrbr Stroll to Bean Point Beach for breathtaking sunsetsbrbr Nearby shops, markets, and island essentials (Publix, CVS, Walgreens)brbrFrom paddleboarding and fishing to fine dining and casual beach bites, Vitamin Sea puts you close to everything.brbr✅ Important InfobrbrMax occupancy: 12 guestsbrbrParking: -2car garage (one side is owner occupied + driveway parking for 3 vehiclesbrbrPool heating included (85° Oct–May)brbrLinens & towels provided (premium linen service)brbrGuests must be 25+ to book (or accompanied by parent/guardian)brbrCancellation Policy:brbrNo cancellation fees!brbrCancel 60+ days before arrival → Full refundbrbrCancel within 60 days → No refundbrbrExtended stays & large bookings → Payment due 90 days prior, non-refundablebrbr$500 deposit due at booking; balance due 60 days before arrivalbrbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. brbr​​​​​​​Third party travel insurance cost is due at time of purchase brbrGuests must be 25+ to book (or accompanied by a parent/guardian)brbr2 parking spaces available; no overnight street parkingbrbrPet Friendly: Max 2 dogs allowed, $250 non-refundable fee per petbrbrRentals typically run Saturday–Saturday; inquire for alternative staysbrbrQuiet hours apply 10pm - 8 am— please respect the neighborhoodbrbr Book your stay at Vitamin Sea today and experience the best of Anna Maria Island living — luxury amenities, unbeatable location, and endless opportunities for relaxation and fun.brbrTraveling with a large group Ask us about renting the home next door: Casa Amiga— a 4-bedroom, 4.5-bath retreat that sleeps 10. 1293349
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Exceptional(1)

$1038.61

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Private Vacation Home

Mermaid’s Purse~Private Pool! 40 steps to beach!

Anna Maria, Florida, United States

Summary:brbr ‍♀️ Mermaid’s Purse is a charming 2BR/2BA north-end retreat just 40 steps from Palmetto Beach—no roads to cross . Enjoy a private heated pool, dog-friendly comfort, and a prime location less than a 5-minute walk to Pine Avenue’s shops and dining. With a fully equipped kitchen, cozy living space, and free island trolley nearby, this home is perfect for a relaxing Anna Maria Island getaway ☀️ ️ brbrbrbrThe Space:brbr ‍♀️ Mermaid’s Purse – Private Pool | Just Steps to the Beach! brbrOnly 40 steps to the sand with no roads to cross!brbrbrbrWelcome to Mermaid’s Purse, a charming north-end island retreat perfectly located just two homes from Palmetto Beach and less than a 5-minute walk to Pine Avenue’s shops and restaurants ️ . This owner-managed, dog-friendly vacation home features 2 bedrooms, 2 bathrooms, and a private heated pool—everything you need for a relaxing Anna Maria Island escape.brbrbrbr✨ Island Comfort & Easy LivingbrbrGather with family and friends in the cozy living area to plan your island adventures or relax with your favorite shows . The fully equipped kitchen offers ample counter space and everything needed to prepare delicious island-inspired meals ️. Enjoy quick bites at the kitchen island, morning coffee on the balcony ☕, or al fresco BBQ dinners under the covered patio .brbrbrbr ️ Restful Sleeping Spacesbrbr• Primary Bedroom: King bed & TV—bright, colorful, and relaxing brbr• Second Bedroom: Two twin beds & TV with ensuite bathbrbr• Living Area: Queen sleeper sofa for additional guestsbrbrbrbrAfter sun-filled beach days, refresh in the modern bathrooms featuring walk-in showers .brbrbrbr Outdoor Fun & Prime LocationbrbrSpend your days lounging by the sparkling private pool, or take a short stroll to the sugar-white sands of the Gulf to enjoy warm turquoise waters and unforgettable sunsets . Walk to Pine Avenue for shopping, dining, ice cream, bike rentals, and hop on the free island trolley to explore the island with ease .brbrbrbr Make It an AdventurebrbrBook fishing charters, dolphin and manatee tours, kayaking, boating, biking, or golfing—all just minutes away!brbrbrbr Pack your bags and complete your dream island getaway at Mermaid’s Purse!brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 2 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!
Bed 2

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Bath 2

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Sleep 6

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$530.78

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Private Vacation Home

Canal Front, Bay Breeze Bungalow by SeaBreeze Vacation

Anna Maria, Florida, United States

A few things that make Bay Breeze Bungalow special:br- North end of Anna Maria - private home on cul-de-sacbr- Pool (not heated)br- Canal front with 15 ft dock (6 ft clearance)br- Enclosed screened-in patiobr- Grill (propane included)br- Professional Linen Servicesbr- Complimentary WiFibr- Beach chairs, beach wagon, & beach umbrellabrbrTucked away on a quiet cul-de-sac at the desirable north end of Anna Maria, Bay Breeze Bungalow is a charming two-story canal-front home offering the perfect blend of comfort, space, and coastal living. Featuring 3 bedrooms and 2 bathrooms, the layout is ideal for families or small groups. The spacious primary suite includes a king bed and a private ensuite bathroom. Bedrooms two and three, each with a queen bed and a shared Jack-and-Jill bathroom.brbrThe updated kitchen is fully equipped for preparing meals at home, while the open living area flows seamlessly onto a screened-in balcony, perfect for enjoying morning coffee or evening breezes without the bugs. Downstairs, an additional screened-in lounge area with a TV provides a relaxed space to unwind after a day in the sun.brbrStep outside to enjoy canal views and direct water access, complete with a 15-foot boat dock—great for kayaking, fishing, or simply soaking in the waterfront setting. Please note: canal access includes low bridges, and clearance may be as low as approximately 6 feet depending on tide levels.brbrThe private pool offers a refreshing escape (note: it is not heated), and there is parking for up to 3 vehicles. The peaceful, low-traffic location enhances the home's laid-back island appeal. Whether you're looking to relax poolside, explore the waterways, or enjoy the tranquility of Anna Maria's north end, Bay Breeze Bungalow is a comfortable and inviting home for your stay.brbrProperty Cancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. brbrSeaBreeze Linen & Amenity Packs - With all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen Towels 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.brbrCity of Anna MariabrMax Occupancy: 6 Guests | Max Vehicles: 3brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.
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Bath 2

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Home Most popular vacation rentals in Anna Maria

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$2162.54

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Private vacation home

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

Anna Maria, Florida, United States

Bed 7

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Bath 7

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Sleep 14

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$2397.49

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Apartment

Cloud 9 - BeachFront Splendor

Anna Maria, Florida, United States

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Bath 6

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Sleep 8

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$2381.19

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NEW! Meet Me At Sunset! 3 Homes from the Beach!

Anna Maria, Florida, United States

Bed 4

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Bath 4

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Sleep 8

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$2367.68

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Beachfront Home | Pool + Spa | Games | Ocean Views

Anna Maria, Florida, United States

Bed 4

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Bath 4

Bath

Sleep 8

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$2337.14

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Palmetto Paradise~Heated Pool/Spa, Steps to the Beach!

Anna Maria, Florida, United States

Bed 4

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Bath 5

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Sleep 8

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$1926.55

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Sundowner Beach: Luxury Gulf-front, stunning views

Anna Maria, Florida, United States

Bed 5

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Bath 5

Bath

Sleep 14

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$1888.73

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Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak, SUPs & MORE

Anna Maria, Florida, United States

Bed 5

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Bath 5

Bath

Sleep 14

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$1896.38

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Private vacation home

Snook Lookout: Canal Home, Pool, Game Room, Putting Green by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed 5

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Bath 5

Bath

Sleep 8

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$2431.03

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NEW! Blue Crush! Steps to the beach! Heated Pool!

Anna Maria, Florida, United States

Bed 4

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Bath 3

Bath

Sleep 8

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$1989.44

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Private vacation home

Summer Strand Resort like pool, close to beach, kayak w/ manatees, Rooftop Deck

Anna Maria, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

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