Vacation Rentals By Owner In Anna Maria, FL

Tahiti Bay by AMI Locals brVR16-000466brbrWelcome to Tahiti Bay, a luxury beach vacation home just a short walk from Anna Maria Island’s dazzling beach! This five-bedroom, four-bath retreat offers multiple outdoor decks, a rooftop balcony, a private pool, hot tub, putting green, games, and amenities, all designed for fun, relaxation, and lifelong memories. Located near Pine Avenue’s boutique shops, waterfront restaurants, and scenic parks, Tahiti Bay invites you to experience the perfect island getaway filled with sunrises, sunsets, and water adventures!brbrHighlights br• 4-minute walk to Anna Maria Beach br• 5 Bedroom / 4 Bathbr• 4 King Beds, 2 Twin-over-twin Bunks br• Rooftop deck br• Private pool and in-ground spabr• Putting green, foosball, and corn hole br• Multiple balconies br• Dog friendlybr• 4-minute walk to shops, waterfront dining, parks, and the Pine Avenue district br• 4 Parking SpacesbrbrEnjoy your outdoor paradise, lounge in the lush backyard with a private pool, hot tub, putting green, and outdoor game sets including foosball and corn hole. The spacious decks offer breathtaking water views, perfect for sipping cocktails, enjoying meals, or relaxing with family. Stroll to the beach for sunbathing and water fun, or explore the nearby shops, waterfront restaurants, kayaks, and scenic parks by bike or trolley. Every day on Anna Maria Island becomes a memorable adventure!brbrInside, the home offers a stylish nautical theme with large windows and open spaces. The main living area features three plush sofas, a TV, and sliding glass doors that open to decks with stunning water views. The fully equipped kitchen boasts stainless steel appliances, a large island with seating, and a chic formal dining table, ideal for family meals or gathering with friends. Large outdoor decks extend living space and showcase spectacular Gulf and bay scenery.br brThe primary bedroom, on the second floor, boasts a king bed, a private balcony, and an ensuite bathroom with a walk-in shower. The second bedroom, also on the second floor, features a king bed and shares a hall bathroom with a walk-in shower. The third bedroom has two twin/twin bunk beds, perfect for kids or young guests, with access to the hall bath containing a shower/tub combo. The fourth bedroom, upstairs, offers a king bed and its own ensuite with a walk-in shower. The fifth bedroom provides a king bed, with access to the hall bathroom, ensuring everyone has a relaxing retreat. A washer and dryer are also provided.brbrRoom Details br• Primary Bedroom (2nd floor): King bed, ensuite with walk-in showerbr• Second Bedroom (2nd floor): King bed, br• Third Bedroom (both floors): Two twin/twin bunk bedsbr• Fourth Bedroom (3rd floor): King bed, ensuite with walk-in shower br• Fifth Bedroom (3rd floor): King bedbrbrBook Tahiti Bay today for a luxurious and fun-filled island vacation! With its stunning water views, outdoor amenities, and prime location near beaches, shops, and dining, this home is your perfect island retreat. Reserve now and start living your island dream in style!brbrbr-br*Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1097.09

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

Our Great Escape by Duncan Real Estate

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1339.78

Blue Osprey by Anna Maria Life Vacation Rentalsbr111 Los Cedros, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2 Blocks to the Beach!br4 Bedrooms / 3 Bathroomsbr3 Kings, 2 Twins, Queen Sofa BedbrPrivate Heated Pool & SpabrOutdoor ShowerbrPool Tablebr5 Hole Putt Putt GolfbrGas GrillbrDrip & Keurig Coffee MakersbrDog Friendly! With a Fee (see info below)brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 6 CarsbrbrDetails:brWelcome to Blue Osprey, your perfect Anna Maria Island getaway! Located just 2 blocks from the sugar sand beach of the Gulf of Mexico, our beautifully appointed 4-bedroom, 3-bathroom home offers everything you need for a relaxing and fun-filled beach vacation.brbrWith four beautifully furnished bedrooms and a queen sofa bed in the living room, there's plenty of room for everyone to relax and recharge. The primary bedroom features a king bed, ensuite bathroom, and a flat-screen TV, creating a peaceful retreat after a day at the beach. The second king bedroom also includes a private ensuite bath and TV, perfect for couples or guests who appreciate a little extra space and convenience. The third bedroom offers another king bed and TV, while the fourth bedroom is ideal for kids or additional guests, with two twin beds and a TV of its own. With cozy furnishings and soft linens in every room, everyone can enjoy their own private space and unwind in comfort.brbrWhether you're traveling with family or friends, this spacious retreat makes it easy to settle in and feel right at home on the island. Whether you're lounging in the private heated pool and spa, rinsing off in the outdoor shower, or grilling up dinner on the gas grill, you'll love the blend of comfort and island charm.brbrExtra fun includes a pool table and even your own 5-hole putt putt golf course right in the backyard!brbrBlue Osprey is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 2 dog limit.brbrBlue Osprey is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TVbrBedroom 2 - King Bed, Ensuite Bathroom, TVbrBedroom 3 - King Bed, TVbrBedroom 4 - Two Twin Beds, TVbrLiving Room - Queen Sofa BedbrbrPlease note:brAmenities are subject to change.brKayaks are not included at the home.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVR25-000017

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$520.6

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

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

Anna Maria, Florida, United States

3

Bed

2

Bath

6

Sleeps

$2757.2

A chic, upscale 5-bedroom, 4.5-bath oasis just steps from the white sands of AMI. Lovingly designed for large families and groups, it features a heated pool, spa, and game area with ping-pong and darts. Relax on spacious verandas under swaying palms or enjoy alfresco dining with a BBQ and covered seating. Inside, the gourmet kitchen offers marble counters and high-end appliances. With king suites, bunk rooms, and generous living space, this retreat blends coastal elegance with modern comfort. Coastal Couture br103 Park Ave, Anna Maria, FL 34216brVR21-000085brbrWelcome to Coastal Couture, a coastal chic 5 bedroom, 4.5 bath luxury beach home on the north end of Anna Maria Island. You are about a 1-minute walk to Anna Maria Beach and close to Pine Avenue for boutiques, cafes, bike paths, and golf cart rentals. Designed for stylish getaways and multi-family stays, this modern retreat features a private heated pool, spa and fun game amenities for effortless island days.brbrHighlightsbr-1-minute walk to Anna Maria Beachbr-5 Bedrooms / 4.5 Bathroomsbr-3 Kings, 2 Full-over-Full bunk, 1 Twin Day bed with Twin trundlebr-Private pool and in-ground spabr-Covered outdoor seatingbr-Ping pong and dartsbr-Gourmet kitchen with large island and butler’s pantrybr-BBQ grillbr-Washer and dryerbr-Dog friendlybr-4 Parking spotsbrbrRoom Detailsbr-Primary Bedroom: King bed, ensuite bathroom with walk-in shower, and a private balconybr-Second Bedroom: King bed and ensuite bathroom with walk-in showerbr-Third Bedroom: King bed and ensuite bathroom with walk-in showerbr-Fourth Bedroom: Full over full bunk bedbr-Fifth Bedroom: Twin Day bed with twin trundlebr-Bonus room: Full over full bunk bedbrbrEnjoy in-home laundry, parking for four vehicles, and easy access to the island trolley. Stroll to Pine Avenue for coffee, ice cream, and local boutiques, or head a block to Anna Maria Beach for sugar-white sand and sunset walks. Nearby outfitters offer beach gear, bike rentals, and golf carts to make your Anna Maria Island vacation rental experience truly carefree.brbr*Please note: fireplaces are not operational / not available for guest use.brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$617.14

North End Escape by AMI Locals brbrWelcome to North End Escape, a stylish three-bedroom, two-bath custom built home in one of Anna Maria Island’s most desirable neighborhoods. Just a two minute walk from Bean Point Beach and steps to Pine Avenue’s shops and dining, this upscale retreat features designer interiors, a private heated pool, and a rooftop deck with a covered gazebo for unforgettable sunsets. brbrHighlights br-2-minute walk to Bean Point Beach br-3 Bedrooms / 2 Bathrooms br-King bed, Queen bed, 2 Twin beds br-Rooftop deck with gazebo and lounge seating br-Heated private pool br-Outdoor kitchen and TV lounge br-Ping pong table br-Elevator access br-Washer and dryer br-3 Parking places (2 outside – 1 garage) br-Near Pine Avenue boutiques and restaurants brbrEnjoy stunning island breezes from the rooftop deck, a perfect spot for morning coffee or golden-hour cocktails under the covered gazebo. Downstairs, the backyard oasis includes a heated pool, covered lounge with a TV, outdoor kitchen, outside dining area, and ping pong for hours of family fun. brbrInside, the home features a bright, open concept layout with a coastal modern aesthetic. The living room is equipped with a TV and Roku, and the spacious kitchen includes appliances, a large island with seating, and all the cookware and utensils needed for every meal. Gather around the elegant dining table indoors or enjoy breezy meals outdoors under the shaded pergola. brbrAll bedrooms include plush linens, TVs, and ample storage, offering a comfortable and stylish retreat after sunny days on the beach. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with walk-in glass shower br-Second Bedroom: Queen bed, ensuite bathroom with walk-in glass shower br-Third Bedroom: Two Twin beds brbrThis elevated home also features an elevator, washer and dryer, and garage parking for up to three vehicles. Guests will love being within walking distance of Bean Point Beach, Bayfront Park, and the charming boutiques and eateries of Pine Avenue. Whether you're lounging poolside, playing ping pong, or exploring the island via the nearby trolley stop, North End Escape offers the perfect blend of relaxation and adventure. brbrWith unbeatable location, designer details, and high end amenities, this property is ideal for families or small groups seeking a stylish retreat on Anna Maria Island. Book your island dream stay today at North End Escape! brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. brbr3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Coastal Retreat with Pool and Rooftop Deck!

Anna Maria, Florida, United States

3

Bed

2

Bath

6

Sleeps

$791.35

Location Highlightsbr • 105 steps to the beachbr • Across Gulf Drive from the Gulf of Americabr • Short walk to Pine Avenue shops, restaurants, and treatsbr • Easy access to local tour guides for exploring Anna Maria Island by land or seabrbrBlue Sky Day by Reel Coastal Propertiesbr12103 Gulf DrivebrAnna Maria, FL 34216brbrWelcome to Blue Sky Day, a freshly renovated 1950’s-inspired beach cottage just 105 steps from the sugar-white sands of Anna Maria Island. Designed by the talented team at Shoreview Designs, this three-bedroom, three-bath retreat blends nostalgic coastal charm with modern comfort. Located at the north end of the island, you’ll be perfectly situated across Gulf Drive from the Gulf of America and only a short stroll to Pine Avenue’s boutiques, ice cream shops, and locally loved restaurants.brbrStep inside and you’ll be greeted by cheerful retro décor, breezy open living spaces, and thoughtful touches that make this cottage feel both stylish and welcoming. The living area invites conversation and relaxation, with cozy seating and vibrant accents that nod to the home’s mid-century roots. Large windows let in plenty of natural light, creating a bright and airy atmosphere that sets the tone for your island getaway.brbrThe fully equipped kitchen is designed for both function and fun, with bold retro finishes, ample counter space, and modern appliances that make meal preparation a breeze. Whether you’re whipping up a quick breakfast before heading to the beach or preparing a family feast, this kitchen has everything you need.brbrBedrooms & Bathroomsbr • Primary Bedroom: King bed, TV, and ensuite bathroom with walk-in shower.br • Second Bedroom: King bed, TV, and bathroom (across hall) with shower/tub combo.br • Third Bedroom: Twin over Full bunk beds, an additional twin bed, TV, and access to a hallway bathroom with shower/tub combo.brEach bedroom is thoughtfully decorated with playful coastal flair, offering a comfortable retreat after a day of sun and sand.brbrOutdoor LivingbrBlue Sky Day’s backyard is designed for relaxation and entertainment. Beginning Summer 2026, guests will enjoy a private pool surrounded by lounge chairs and tropical landscaping. Until then, the spacious patio already offers plenty of ways to unwind: fire up the grill, catch a game or movie on the outdoor TV, or gather around the dining table for alfresco meals under the stars. An outdoor shower makes it easy to rinse off after the beach, and the lounge area is perfect for morning coffee or evening cocktails while soaking in the island breeze.brbrWhether you’re here for a week or longer, Blue Sky Day offers the perfect blend of retro charm, modern amenities, and unbeatable location. From lazy, poolside afternoons to walks on the beach at sunset, this cottage is your invitation to experience Anna Maria Island at its most relaxing and delightful.brbrPets are allowed in this home for a fee.brbr*Please note: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrPlease Remember:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Blue Sky Day Beach Cottage

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$607.04

C-View Florida by Anna Maria Island AccommodationsbrbrWelcome to C-View Florida, a recently refreshed five-bedroom, three and a half bath, ground floor vacation home located in the heart of Anna Maria. Designed for families and group getaways, this upscale island retreat offers a private pool, canal front living, and a walkable location near the beach and local favorites. Just minutes from the white sand shoreline and the shops and restaurants along Pine Avenue Shopping District, this home delivers the perfect blend of relaxation and island adventure.brbrWith spacious indoor living, multiple bedroom suites, and a backyard built for outdoor enjoyment, C-View Florida is an ideal choice for guests looking to experience the laid back charm of Anna Maria while enjoying the comforts of a private home.brbrHighlightsbr• Short walk to the beachbr• 5 Bedrooms / 3.5 Bathroomsbr• 3 King beds, 1 Queen bed, 2 Full bedsbr• Ground Floorbr• Private poolbr• Canal front home with dockbr• Additional half bath near the poolbr• Washer and dryerbr• Beach cart and beach equipmentbr• Walkable location near dining and shoppingbr• Parking for up to five vehiclesbrbrStep outside to your private backyard oasis featuring a sparkling pool and plenty of seating for lounging or outdoor dining. The canal front setting includes a dock, perfect for guests bringing kayaks or paddleboards to explore the surrounding waterways. A convenient half bathroom near the pool adds comfort for long days spent enjoying the Florida sunshine.brbrInside, C-View Florida features an open concept living space designed for gathering and relaxing together. The living room offers comfortable seating and a welcoming atmosphere for movie nights or downtime after the beach. The fully equipped kitchen includes everything needed for group meals and family favorites, with ample counter space and easy flow into the dining area for shared meals and memories.brbrThe primary bedroom is a private retreat with a king bed and an ensuite bathroom featuring a walk-in shower and a separate soaking tub. Beyond the primary suite, the home is thoughtfully designed with two semi-private sleeping wings, each separated by a door for added privacy.brbrOne mini-suite includes a king bedroom and a queen bedroom that share a full bathroom with a shower and tub combination. The second mini-suite features a king bedroom and a bedroom with two full beds, also sharing a full bathroom with a shower and tub combination. This layout is ideal for families or groups who want shared space while maintaining privacy between sleeping areas. A convenient half bathroom near the pool adds extra comfort for outdoor living.brbrUpdated Room Detailsbr-Primary Bedroom: King bed with ensuite bathroom, walk-in shower, and separate soaking tubbr-Second Bedroom: King bed, located in mini-suite with shared bathroom (shower and tub combination)br-Third Bedroom: Queen bed, located in mini-suite with shared bathroom (shower and tub combination)br-Fourth Bedroom: King bed, located in mini-suite with shared bathroom (shower and tub combination)br-Fifth Bedroom: Two Full beds, located in mini-suite with shared bathroom (shower and tub combination)br-Half Bathroom: Located near the poolbrbrThis home also includes a full size washer and dryer, beach cart with beach gear, WiFi throughout the home, and parking for up to four vehicles.brbrWhether you are planning a family vacation or a multi family island escape, C-View Florida by Anna Maria Island Accommodations offers space, comfort, and an unbeatable location. From relaxing pool days to easy walks to the beach and Pine Avenue, this home sets the stage for unforgettable Anna Maria Island memories. Reserve your stay today and start counting down to island time.brbr-brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. brbr5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1013.5

Deja Blu by Anna Maria Life Vacation Rentalsbr208 Palm Ave, Anna Maria, FL 34217brbrWhat You'll Love About This Home:brLocation! 1 Block to the Beach!br3 Bedrooms / 3 Bathroomsbr2 King Beds, Twin over Queen Bunkbed & Twin Day Bed, Queen Sofa SleeperbrPrivate, Heated Pool & SpabrIn Pool Sun Shelf with Patio UmbrellabrPool Loungers and Adirondack ChairsbrOutdoor ShowerbrPoolside Lounge Area with Patio Lounge Furniture, TV & Bar with Seating for 5brBBQ GrillbrPing Pong & Pool Table & CornholebrBalcony with Patio Dining for 6brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels & Beach Chairs & Beach WagonbrParking for 4 CarsbrDetails:brLocated 1 block to the sparkling waters of the Gulf of Mexico, Deja Blu is a beach inspired retreat perfect for your vacation. Our warm and inviting beach home welcomes you to sit back and relax.brbrDecorated in beachy chic with touches of the sea and reminders that you are at the beach, the main level is full of light from oversized patio doors. The kitchen is open to a dining area with a table for six and the living room with access to the patio furnished with a table for 4 and Adirondack chairs.brbrTwo of the bedrooms feature a king-sized bed, ensuite bathroom and access to a second balcony which overlooks the pool. The third bedroom has a set of bunkbeds with a twin over queen and a twin day bed. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. A queen sized sofa bed is provided in the living room.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a full-sized washer and dryer.brbrThe highlight of the tropical oasis backyard is the sparkling pool and spa with a sun shelf under a patio umbrella. Pool loungers, Adirondack chairs, and the outdoor shower make for a relaxing day basking in the island breeze. The covered pool side lounge area features patio sofa seating, a gas grill, TV and bar with seating for five. A ping pong table, pool table and cornhole provide extra fun for all.brbrLocated in the city of Anna Maria, Deja Blu is close to everything the island has to offer. The free trolley stops nearby and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches.brbrBedroom 1: King, EnSuite Bathroom, TV & Balcony Access on Floor 2brBedroom 2: King, EnSuite Bathroom, TV & Balcony Access on Floor 2brBedroom 3: Twin over Queen Bunkbeds & Twin Day Bed, TV on Floor 2brLiving Room: Queen Sized Sofa BedbrbrPlease note:brPets are not permitted in this home.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbrVR20-000027brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$601.99

Meant to Be by Anna Maria Life Vacation Rentalsbr804 Jacaranda Rd, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 1 Block to the Beach! AMI North End!br3 Bedrooms / 2 Bathroomsbr2 Kings, 1 QueenbrPrivate Heated Pool & SpabrPool LoungersbrOutdoor ShowerbrPoolside Covered Entertaiment Lounge with Sofa, Bar Table for 4, TVbrFoosball, Ping Pong, Dart Board, Arcade Game, Basketball Game, Connect4brScreened Lanai with Adirondack ChairsbrOpen Air Balcony with Patio Umbrella & Dining for 6 & Gas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach Wagon, Beach CoolerbrParking for 2 CarsbrbrDetails:brTucked away behind lush tropical landscaping, Meant to Be is a block to the sugar sand beach. Located on the coveted north end of Anna Maria, this elevated beach house is a quick walk to the sparkling waters of the Gulf of Mexico.brbrThe main level features the living room, kitchen and dining area with table seating for 8 and 5 bar stools at the island. Step outside from the living room to the open air patio with a gas grill, table, umbrella and seating for 6. The dining area leads to a screened in lanai with Adirondack chairs.brbrThe master bedroom includes a king bed and en-suite bathroom, and the guest rooms feature a king bed and queen bed. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a laundry room with a full-sized washer and dryer.brbrThe ground level features a poolside covered entertainment lounge area with a sectional sofa, bar table for four, TV, foosball, ping pong, dart board, arcade game, basketball game and Connect4. Steps from all of the fun is the heated pool and spa complete with an outdoor shower and pool loungers.brbrMeant to Be is located on the North End of Anna Maria and one block to the beach. The free trolley stops nearby and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches.brbrBedroom 1: King bed with en-suite bathroom, and TV on Floor 2brBedroom 2: King bed and TV on Floor 2brBedroom 3: Queen bed and TV on Floor 2brbrPlease note: brPets are not allowed in this homebrAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR16-000367brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$391.63

Bayside Cutie at Bayside Bungalow by AMI Locals brVR18-000088brbrWelcome to Bayside Cutie, a charming bayside retreat on Anna Maria Island! This one-bedroom, one-bath condo offers a cozy and stylish escape just across the street from the breathtaking Bay beaches. Enjoy your own private patio where you can sip coffee or cocktails while soaking up the Florida sunshine. Located within walking distance of local restaurants, boutique shops, and the iconic ice cream and coffee shops, Bayside Cutie is your perfect island getaway!brbrHighlights br• Across the street from scenic Bay beachbr• 1 Bedroom / 1 Bathbr• 1 Queen bed, 1 Queen sleeper sofabr• Shared heated pool br• Outdoor cabana and BBQ grillbr• 13-minute walk to Anna Maria beach br• Located just two minutes from Pine Avenue restaurants, shops, and boutiques br• 2 Shared Stackable Washer and Dryer Sets Available On-Site br• Dog friendly with approval (additional fee) br• 1 Parking SpacebrbrStep into a warm, inviting interior with a laid-back beach vibe. The comfortable sofa and large flat-screen TV make for perfect movie nights or relaxing after a day at the water. The sleek kitchen includes all essentials, with dishware, pots, pans, and a rustic chic dining table for a delightful meal with family or friends in a tropical setting.brbrThe primary bedroom is a relaxing haven with a queen bed, smart TV, and premium bedding, creating a restful oasis. The ensuite bathroom features a walk-in shower and ample storage for your vacation attire. The living room sofa quickly converts into a queen sleeper sofa, providing extra sleeping space for additional guests or family members.brbrRoom Details br• Primary Bedroom: Queen bedbr• Living Room: Queen sleeper sofa brbrEnjoy your outdoor living space on the private patio, perfect for morning coffee, evening cocktails, or simply soaking up the sunshine. Take a dip in the resort-style heated pool, relax in the lush landscaping, or gather at the outdoor bar and BBQ area for casual family gatherings. Explore nearby beaches, shops, and waterfront dining, or visit the charming boutiques and ice cream shops just short walk away.brbrBook Bayside Cutie today for an unforgettable Anna Maria Island experience. Whether lounging poolside, exploring the local hotspots, or enjoying sunset views from the bay, this cozy retreat offers everything you need for a relaxing, fun-filled getaway!brbrbr-br1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$507.31

Bay Breezes at Bayside Bungalow by AMI Locals brVR18-000088brbrWelcome to Bay Breezes at Bayside Bungalow, a charming Anna Maria Island vacation rental offering two bedrooms, one bathroom, and a resort-style experience just steps from the beautiful bay and minutes to Anna Maria beaches! This delightful coastal retreat features a lush shared heated pool, outdoor grilling areas, and a prime location near vibrant shops, dining options, and ice cream parlors. Perfect for couples, families, or friends, this home combines relaxing surroundings with island convenience in Anna Maria!brbrHighlights br• Across the street from the bay br• 2 Bedroom / 1 Bathbr• 2 King beds, 1 Queen sleeper sofabr• Outdoor Cabanabr• Shared Heated Pool and Grillbr• 13-minute walk to Anna Maria beach br• One block to Pine Avenue’s local restaurants, cafes, and shops br• Dog-friendlybr• 2 Shared Stackable Washer and Dryer Sets Available On-Site br• 1 Parking SpacebrbrEnjoy the best of outdoor island living with access to a lush, resort-style shared heated pool, complete with poolside loungers and a cabana. The outdoor dining area with BBQ grills allows for delicious outdoor meals. Relax with a good book, enjoy sunset cocktails, or gather with loved ones while taking in the serene surroundings. Located just steps from the bay, beach, shops, and eateries, this condo is your ideal home base for exploring Anna Maria Island!brbrStep inside this cozy Bayside bungalow and find a relaxing living area decorated with soothing neutral tones and lively blue accents. The space features a large TV, a comfy sofa, and ample seating. The fully equipped kitchen includes dishware, a coffee maker, and pots and pans, making meal preparation simple and enjoyable. Whether you dine at the stylish kitchen island or the elegant dining table, you’ll have everything you need to indulge in island-inspired cuisine.br brRest peacefully in the primary bedroom with a plush king-sized bed, dresser, and a TV for late-night entertainment. The second bedroom also offers a king bed and TV, making it perfect for a restful night’s sleep. The main bathroom boasts a shower and tub combo, ideal for unwinding after a day of adventures. The living room’s sofa easily converts into a queen sleeper sofa to accommodate additional guests comfortably.brbrRoom Details br• Primary Bedroom: King bedbr• Second Bedroom: King bed br• Living Room: Queen sleeper sofabrbrBook Bay Breezes at Bayside Bungalow today and enjoy a relaxing, fun-filled vacation on Anna Maria Island. Whether lounging by the pool, exploring local hotspots, or taking in breathtaking bay views, this bungalow offers everything you need for an unforgettable seaside retreat!brbrbr-br1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Resort-Style Pool Steps from the Bay and Pine Ave!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$630.87

Bay Vista at Bayside Bungalow by AMI Locals brVR18-000088 brbrWelcome to Bay Vista at Bayside Bungalow, a three bedroom, two bath condo located in Anna Maria. With panoramic 180° water views, this coastal retreat offers front-row seats to dolphins, sailboats, and spectacular sunrises. Just steps from the Bayside beach and a short walk to Pine Avenue and the Gulfs, Bay Vista blends modern comfort with an unbeatable north-end location. brbrHighlights br-Across the street from Bay beach br-3 Bedrooms / 2 Bathrooms and Queen Sleeper Sofa br-2 Kings, Twin-over-Full Bunk with Trundle br-Shared heated pool br-BBQ grill br-15-minute walk to Anna Maria beach br-Walk to Pine Avenue shops or Bayfront Park br-Pet-friendly with host approval br-2 Shared Stackable Washer and Dryer Sets Available On-Site br-1 Parking Space brbrGuests enjoy living at Bayside Bungalow, a small resort complex with a heated pool, plenty of lounge seating, shaded cabana, and BBQ grill. Start your day with coffee overlooking the bay, then return for evening cocktails with stunning water views. brbrThe condo features an open concept layout filled with natural light and sweeping bay views. The living area offers plush seating, TV, and a queen sleeper sofa. The modern kitchen has stainless steel appliances, island seating, and a rustic dining table for family meals or game nights. brbrThe primary suite includes a king bed, TV, and ensuite bathroom with a walk-in shower. The second bedroom also features a king bed, while the third bedroom has a twin-over-full bunk with a twin trundle, perfect for families or children. A second bathroom with double vanity and walk-in shower provides added convenience. brbrRoom Details br-Primary Bedroom: King bed, TV, ensuite with walk-in shower br-Second Bedroom: King bed br-Third Bedroom: Twin-over-Full bunk with Twin trundle br-Living Room: Queen sleeper sofa brbrThis unit includes Wi-Fi and parking. Two shared stackable washer and dryer sets are available on-site for guest use. Bay Vista is one of five unique condos in the Bayside Bungalow complex, making it easy for families or larger groups to book multiple units while still enjoying private space. brbrWith sweeping bayfront views, resort-style amenities, and a prime location near Pine Avenue and both bay and Gulf beaches, Bay Vista at Bayside Bungalow is the ultimate Anna Maria vacation rental. Book your stay today and experience the best of Anna Maria Island living! brbr- br1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bayfront Bliss! Pool, BBQ and Dolphin Views!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1105.45

Under the Sun by AMI Locals brVR22-000075 brbrWelcome to Under the Sun! This five bedroom, four and a half bath Anna Maria Island vacation rental blends modern luxury with laid-back island charm. Just a two-minute walk from the white sandy shores of Anna Maria Beach, this home invites you to relax in style with a rooftop deck, private pool with spa, and multiple balconies, perfect for enjoying Gulf breezes! brbrHighlights br-2-minute walk to Anna Maria Beach br-5 Bedrooms / 4.5 Bathrooms br-4 King beds, Full over Queen bunk br-Rooftop deck br-Private pool with in-ground spa br-Balconies with outdoor seating br-BBQ grill br-Outdoor dining br-Washer and dryer br-4 Parking Spaces brbrFrom sunrise to sunset, Under the Sun offers endless ways to enjoy Florida’s Gulf Coast. Start your morning with coffee on a private balcony, lounge by the heated pool, or gather on the rooftop deck for panoramic views of Anna Maria Island’s unforgettable sunsets. The covered patio with dining space and BBQ grill makes outdoor living a breeze, while the spa ensures relaxation after days spent on the beach. brbrInside, the open concept living area greets you with plush seating, TV, and coastal décor. The gourmet kitchen features appliances, ample counter space, and all the cookware you’ll need for homemade meals. Whether dining at the large indoor table or alfresco on the balcony, you’ll find plenty of space to gather with family and friends. brbrThe primary suite is a tranquil escape with a canopy King bed, ensuite bathroom, double vanity, walk-in shower, and a private balcony. Three additional King guest rooms feature stylish décor, TVs, and two with ensuite baths. The fifth bedroom offers a bunk with a Full-over-Queen setup and its own ensuite bathroom with a shower/tub combo. A half bath and laundry add convenience for longer stays. brbrRoom Details br-Primary Bedroom: King bed, balcony, ensuite bathroom with double vanity and walk-in shower br-Second Bedroom: King bed, balcony, ensuite bathroom with walk-in shower br-Third Bedroom: King bed, ensuite bathroom with walk-in shower br-Fourth Bedroom: King bed br-Fifth Bedroom: Full over Queen bunk, ensuite bathroom with shower/tub combo brbrUnder the Sun offers the ultimate Anna Maria Island luxury experience, just steps from the Gulf. Spend your days swimming, sunbathing, or exploring Pine Avenue’s boutique shops and restaurants, then retreat to your private oasis for evening cocktails on the rooftop deck. Whether you’re planning a family reunion, couples’ getaway, or friends’ vacation, this home delivers an unforgettable blend of comfort and coastal elegance. brbrReserve your stay at Under the Sun today and start making lifelong memories on Anna Maria Island! brbr- brThis property does not allow pets. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Under the Sun! Rooftop Deck, Pool and Spa!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$629.13

311 Pine Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! On Pine Ave! 2 Blocks to Beach! 3 Blocks to AMI Pier!br3 Bedrooms / 3 Bathroomsbr2 Kings, 1 QueenbrPrivate Heated Pool & SpabrPool LoungersbrCovered Poolside Lounge Area with Ping Pong TablebrGas GrillbrOutdoor Poolside Patio Dining Table for 5brFurnished Balcony with Dining for 6 Overlooking Backyard & PoolbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 4 Cars (3 in Driveway & 1 in Garage)brbrDetails:brYou've got a friend in Mon Ami! With an ideal location on Pine Ave, the gulf beach is two blocks and the AMI Piert is three blocks with shops & dining outside your front door.brbrStep inside and experience the chill vibes and island decor of your beach retreat with an open and bright living, kitchen and dining area. Family and friends will have plenty of options for dining at the kitchen island or dining table. A lovely verandah is available for outside dining overlooking the tropical backyard.brbrThe main living level features three bedrooms and includes a king bedroom with ensuite bathroom, a queen bedroom with an ensuite bathroom and a second king bedroom. 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.brbrThe sparkling, heated pool and spa highlight the tropically landscaped backyard. Pool loungers, a patio dining table for 5, gas grill, and ping pong table are the perfect ingredients for a day poolside.brbrMon Ami 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, TVbrBedroom 2: King, TVbrBedroom 3: Queen, Ensuite Bathroom, TVbrbrPlease note:brThis home does not allow pets.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.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.brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Mon Ami: Pine Ave Location! Pool! 3 Blocks to Gulf or Bay by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$555.94

Blissful Bay at Bayside Bungalow by AMI Locals brVR18-000088 brbrWelcome to Blissful Bay at Bayside Bungalow, a bright and beachy three bedroom, two bath condo perfectly located on the north end of Anna Maria Island! Just across the street from the Tampa Bay and near the islands pristine white-sand beaches, this retreat blends coastal charm with unbeatable convenience. Steps away, you’ll find Pine Avenue’s restaurants, and shopping center with local boutiques, coffee and ice cream shops, and chic boutiques. brbrHighlights br-Across the street from Bay beach br-10-minute walk to Anna Maria beach br-3 Bedrooms / 2 Bathrooms br-1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa br-Shared heated pool br-Shaded cabana br-Shared BBQ area br-Dog friendly (With host approval) br-2 Shared Stackable Washer and Dryer Sets Available On-Site br-Near Pine Avenue shops and restaurants br-1 Parking Space brbrGuests of Blissful Bay enjoy access to the Bayside Bungalow’s sparkling heated pool, surrounded by loungers and a breezy cabana for shade. A BBQ grill and outdoor dining tables make it easy to gather for meals under the Florida sun. With its bayside setting and walkable proximity to both the Gulf and Bay, this location delivers the best of Anna Maria Island living. brbrInside, you’ll find a light and airy open floor plan. The living room offers plush seating, a TV, and a sleeper sofa, while the rustic dining table is perfect for family meals. The fully equipped kitchen includes cookware, dishware, and appliances like a dishwasher, toaster, and coffee maker to keep vacation cooking simple and fun. brbrThe peaceful primary bedroom features a king bed, coastal decor, and an ensuite bathroom with a walk-in shower. Both guest bedrooms boast water views, one with a queen bed and one with two twin beds overlooking the bay. A beautifully updated hallway bathroom provides double vanity and a shower/tub combination, great for families and friends. brbrRoom Details br- Primary Bedroom: King bed, ensuite with walk-in shower br- Second Bedroom: Queen bed br- Third Bedroom: Two twin beds br- Living Room: Sleeper sofa brbrPlanning a group getaway Bayside Bungalow is home to five total condos, and you can reserve multiple units under “Bayside Bungalows” to keep everyone close while still enjoying private spaces. brBook your stay at Blissful Bay at Bayside Bungalow today and experience the perfect blend of bayside relaxation, Gulf beach proximity, and easy access to dining and shopping on Anna Maria Island! brbr- br1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$409.59

Barefoot by the Bay at Bayside Bungalow by AMI Locals brVR18-000088brbrWelcome to Barefoot by the Bay, a luxury ground-level villa offering one bedroom, two bathrooms, and a cozy den in a picturesque bayside setting! Located just across the street from beautiful Bay and within walking distance of the beach, restaurants and boutique shops, this charming villa combines laid-back coastal style with modern convenience. Relax by the shared pool, enjoy outdoor gatherings, or explore Anna Maria Island’s scenic waterfront all within easy reach!brbrHighlights br• Across the street from the baybr• 1 Bedroom / 2 Bathbr• 1 King, 1 Queen sleeper sofa, 1 Twin daybed with trundlebr• 12-minute walk to Anna Maria beachesbr• Shared heated pool and cabanabr• BBQ Grillbr• Dog friendly br• 1 Parking Spacebr• 2 Shared Stackable Washer and Dryer Sets Available On-Sitebr• One block to Pine Avenue’s restaurants and shops brbrDiscover your perfect tropical escape at this Anna Maria Island vacation villa, where a stunning backyard oasis awaits! Relax outdoors by the large, shared pool, surrounded by ample seating for sun-soaked days under the Florida sun. Dine under the shaded cabana with outdoor tables or fire up the BBQ grill for a delightful family meal. Just a short block from Pine Avenue, explore charming boutique shops, waterfront restaurants, and local attractions. This villa offers the ideal blend of blissful relaxation and island adventure for an unforgettable Florida getaway. brbrStep inside your tropical retreat and be charmed by the delightful beach decor and thoughtful details. The inviting living area features two comfortable seating zones, one ideal for conversations or reading and the other with a large flat-screen TV and cozy sofa for relaxing or movie nights. The fully equipped kitchen offers plenty of counter space, modern appliances, and a breakfast bar or dining table for enjoying island-inspired meals.br brThe primary bedroom on the villa’s main level is a restful sanctuary with a king-sized bed, a TV, and an ensuite bathroom with a walk-in shower. The den features a twin daybed with a twin trundle, providing additional sleeping options. The living room sofa converts into a queen sleeper sofa, accommodating extra guests. An additional bathroom with a shower/tub combo is conveniently located for use by all guests.brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower br• Den: Twin daybed, twin trundle br• Living Area: Queen sleeper sofabrbrThe lush landscaping, proximity to the bay, and Anna Maria beaches, shops, and water activities, makes this the perfect spot for laid-back coastal living. If traveling with a larger group, there are additional units available at Bayside Bungalow, offering privacy and space for everyone.brbrBook Barefoot by the Bay today and start your unforgettable Anna Maria Island vacation! Whether relaxing poolside, exploring local dining and shopping, or enjoying scenic bay views, this villa offers relaxation, fun, and comfort in the heart of Anna Maria. Reserve your dates now and make lifelong memories of this coastal paradise!brbrbr-br1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Beautiful Bungalow with Pool and Bay Views!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$622.76

Rainbow Fish by Anna Maria Life Vacation Rentalsbr210 Archer Way, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 1.5 Blocks to the Beach!br3 Bedrooms / 3 Bathroomsbr1 King, 2 QueensbrPrivate, Heated Pool & SpabrPool Loungers, Adirondack Chairs & UmbrellasbrOutdoor Shower with Privacy WallsbrGas GrillbrPool Patio DiningbrPoolside Game Room with Ping Pong Table, TV, Sonos Sound SystembrWine FridgebrDrip Coffee MakerbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach ChairsbrParking for 2 cars in driveway.brbrDetails:brRainbow Fish is a bright and colorful single level pool home located 1.5 blocks from the sparkling clear waters of the Gulf of Mexico.brbrWith modern touches and beachy decor, the kitchen features a wine fridge and a corner dining area with seating for six with additional stools at the extra-long counter. The living area is a comfortable spot for the family to gather and enjoy the pool view from the patio doors. The extended living room includes a loveseat and desk.brbrThe master suite includes a king-sized bed, ensuite bathroom and access to the pool. The other two bedrooms feature queen beds with an ensuite jack n jill bathroom. One of these bedrooms has access to the pool. 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 lush and tropical backyard features a private heated pool and spa. Relax in a pool lounger or Adirondack chair and enjoy the island breezes of paradise. The outdoor shower has privacy walls and benches and allows you to rinse the sand from the beach before entering the pool.brbrMultiple poolside seating and a patio table for six allow al fresco dining to enjoy a meal from the grill. Open the pool patio doors to the game room and vibe with the Sonos music system, TV, and ping pong table.brbrRainbow Fish 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, Patio Door Access to PoolbrBedroom 2 - Queen Bed, Jack n Jill Bathroom, TVbrBedroom 3 - Queen Bed, Ensuite Bathroom, TV, Patio Door Access to PoolbrbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brParking for 2 cars in driveway. Parking for additional vehicles is not available. brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The maximum occupancy is six.brbrVR20-000048 brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Rainbow Fish: 1.5 blocks to beach! Pool, Spa & Game Room

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1213.69