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Anna Maria Island, Florida

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Luxury Anna Maria Island Hotels & Vacation Rentals

Known for its sandy shoreline, phenomenal dining and shopping, and a wide variety of water-based adventures, Anna Maria Island, Florida, is the ideal destination for anyone looking to enjoy ‘island life’ for a while. Make your vacation memorable by reserving a stunning beachfront hotel room or a perfectly appointed vacation rental home from PRIME VACATIONS. From spacious beachfront homes to luxurious hotel rooms, our Florida Gulf Coast rentals inventory has it all.
Showing 12 of 640 properties



House

Coastal Couture

Coastal Couture

Welcome to Coastal Couture! A luxury coastal home where you can indulge with pure relaxation on your next island escape here in Anna Maria Island. Located in an exclusive location, this 5 bedroom, 4.5 bath multi-level estate is one of a kind with premium amenities featuring a secluded heated pool w/ spa, ping pong table, a pathway to the sugar sanded beaches just steps from the house, multiple verandas to enjoy with a fresh beverage, and a spacious modern layout! Walk to the nearby Pine Ave., where you’ll find island boutiques and cafes dotted along the way, cruise the bike paths, or rent a golf cart to explore the gorgeous 7 mile island. Living the island lifestyle at it’s finest! Swaying palms from the lush, native landscaped exterior along with a 2 car garage and an extended driveway makes your arrival a breeze. The second level of the home is where the main great room comes to life with a custom designed kitchen, cozy cushy seating in the living space, and a large dining area to entertain your friends nightly. The kitchen is absolutely gorgeous, a chef’s dream! Marble countertops, a butler’s pantry, 2 sinks, a large marble island, top tier stainless steel appliances, and is well stocked with everything you need for preparing a gourmet meal. Cozy up in the living room for those at-home nights and open up the sliding glass doors from the terrace to take in the fresh Gulf air. The bedrooms are well spaced out with one side of the home having more of a private suite styled feel of a space with an additional kitchenette and ensuite bath, great for multiple families vacationing together. The 5 bedrooms with spa-inspired ensuite bathrooms are designed with pure comfort in mind with 3 featuring king beds, one room has a full over full bunk, and your last bedroom boasts a twin daybed with trundle that's perfect for your younger crew in tow. There is also a bonus full over full bunk bed in an open loft area. Two bedrooms are located on the 3rd level with one of them being the master suite w/ an ensuite bath, and an additional seating area to curl up with your favorite book! After a full day of sun and fun on the beaches, take a quick rinse from your outdoor shower, then plunge into the deluxe secluded pool. The therapeutic jetted tub will soothe any aches after a morning beach jog! Most days will easily be spent in your backyard oasis from the covered lounge area where you can kick back and unwind or play a challenging game of ping pong or darts. Fire up the grill and feast on a catch of the day with the fam! From sunrise to the legendary sunsets you can have a blast with endless water adventures on AMI or set the clocks to island time to sunbathe the day away. Whatever you choose you will have an unforgettable island experience. We look forward to you taking your next family beach vacation here at Coastal Couture!! Room Detail -Primary Bedroom: King bed, ensuite bathroom with walk-in shower, and a private balcony -Second Bedroom: King bed and ensuite bathroom with walk-in shower -Third Bedroom: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom: Full over full bunk bed Fifth Bedroom: Twin over twin bunk bed with twin trundle Bonus room: Full over full bunk bed *Please note: fireplaces are not operational / not available for guest use. *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. This home is managed by AMI Locals , an Anna Maria Island property management company. This property allows pets - there will be an additional pet fee associated. AMI Locals Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by AMI Locals. * Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. VR21-000085

5 4.5 12
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Duplex

Stormalong Bay

Stormalong Bay

Highlights • 5-minute walk from the beach • Private pool • Putting green, pool table, and ping pong table • Near restaurants and shops • Outdoor shower Stormalong Bay by Anna Maria Island Accommodations 308 56th St Unit A Holmes Beach, FL 34217 Welcome to Stormalong Bay, a beautiful two-bedroom, two-bath vacation home with a bonus room just a quick walk from the pristine Gulf of Mexico beaches! The stunning backyard has activities for all ages, including a private pool, putting green, a ping pong table, connect four, and a pool table. Stormalong Bay's neighbor Palma Royale is also available for rent, perfect for multiple groups or families traveling together. The beach vacation spirit comes to life as soon as you walk in. On the second floor is the main living space with a stunning vaulted ceiling and natural lighting from the large sliding glass doors that lead to the balcony. The fully equipped kitchen will make anyone want to cook with stainless steel appliances, an island for easy food preparation, countertop seating, and a wine refrigerator. Rattan chairs and the gorgeous chandelier give the dining room table a seaside feel, and on the balcony, you'll find a picnic table that overlooks the pool. After dinner or a great day at the beach, guests can wind down with a family movie night in the elegant living area.  Beach meets spa vacation in the primary bedroom, with a luxury bed, an ensuite bathroom with a modern double vanity, and a stunning enclosed shower with a soaking tub. The second King bedroom has calming ocean colors and a tv. The second bathroom has a refreshing walk-in shower with bright tiling. The bonus room is right off the kitchen and provides extra accommodation. A washer and dryer are available for guest use.  Room Details  -Primary Bedroom: King bed and an ensuite bathroom with an enclosed shower, standalone tub, and a double vanity  -Second Bedroom: King bed  -Bonus Room: Triple queen bunk bed The backyard oasis provides lavish outdoor living with an island flare. Rinse off using the outdoor shower and then cool off in the private pool with entry steps along the entire shallow end, giving you a place to sit and enjoy the afternoon sun. There are galore backyard games and a covered patio with a dining table, conversational seating, and a tv.  Take a leisurely stroll to some of the Island's most popular restaurants and shops, such as Duffy's, Hurricane Hanks, The Ugly Grouper, and more! Catch the free island trolley to explore all 7 miles of paradise or cross the causeway to enjoy the cultural opportunities in Bradenton.  There are no pets allowed in this home. *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. This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

2 2.5 6
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House

Caribbean Reef

Caribbean Reef

Welcome to Caribbean Reef! This gorgeous vacation rental property is a private and quaint villa. It has its own private heated pool, private patio space, and private parking. Nothing is shared with the adjacent villa except one common wall that is concrete block and well insulated to eliminate sound travel. This cute as a button 3 bedroom and 2 bathroom home is centrally located on the Island and is just a short 2-minute walk from the white sand beaches! This home was re-designed by one of the best interior designers on Anna Maria Island, with new couches, artwork, décor, linens, and comforters, and patio furniture. The kitchen is fully stocked and includes stainless steel appliances and granite countertops. Each bedroom is furnished with flat-screen TVs and charming tropical-themed decor. The private and tropically landscaped backyard is a fantastic spot to spend quality time with your loved ones! Relax and lounge around by the pool, enjoy a family BBQ or simply indulge in some quiet time on the elevated covered deck - this home offers it all! Caribbean Reef has 3 bedrooms. The first bedroom is a Master bedroom, located to the left when you enter the hallway, and has a King size bed and a TV. Located next to the Master bedroom is the second bedroom which also has a King size bed. Lastly, the third bedroom, which is located to the right when you enter the hallway, has two Twin beds. In addition, you will find 1 sleeper sofa. This unit comfortably accommodates a group of 6. There are two bathrooms at this property. There is a Master bathroom connected to the Master bedroom with double sinks and a walk-in shower. The second bathroom is a separate bathroom with a shower/tub comnbination and is located right by the second and third bedrooms. Ideally located on the Island this lovely home is close to the popular Pine Avenue on the Northern end and the Holmes Beach - Island Shopping Center just south of the property. It is also a quick trolley ride or an easy bike ride to the popular area of Bridge Street on Bradenton Beach. Spend your days exploring the 7-mile stretch of white sand beaches, tasting the local cuisine or shopping the quaint shops of the Island - there is something to do for everyone! Come explore beautiful Anna Maria Island on your next beach vacation! Home Layout Main level (2nd floor) • Bedroom 1: King bed with ensuite bathroom • Bedroom 2: King bed, shares hallway bathroom with shower/tub combination • Bedroom 3: 2 Twin beds, shares hallway bathroom with shower/tub combination There is also a sleeper sofa in the living room Caribbean Reef • VRC18-000084 This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. This property allows pets - there will be an additional pet fee associated. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. VRC#18-000084

3 2 6
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House

Sunset and Sands

Sunset and Sands

Highlights • 5-minute walk to the beach • Private pool with in-ground spa • BBQ grill • Dog friendly • Washer and dryer Sunset and Sands by Anna Maria Island Accommodations 200 81st Street Holmes Beach, FL 34217 VRC17-000117 Welcome to Sunset and Sands, your ultimate fun-filled retreat! Gather your crew for unforgettable memories in this four-bedroom, three-bath paradise. You’ll love the private backyard boasting a sparkling pool, in-ground spa, and backyard essentials including sun loungers, a BBQ grill, and an outdoor dining table. Let the good times roll at Sunset and Sands! Stepping into your new island retreat, you're greeted by a sunlit open living area. Sit back into the cozy sofas in the family room, where a Smart TV awaits for movie nights. Adjacent, the dining area sets the scene for shared meals, with views of the pool from the adjoining deck. The sleek kitchen boasts stainless steel appliances, ample cookware, and an island with barstool seating for casual gatherings. Indulge in luxury and comfort with three primary-worthy bedrooms, each boasting premium King beds and televisions. One features an ensuite bathroom with a walk-in shower, while another offers a private balcony. The fourth bedroom is adorned with crisp linens and vibrant color, and the adjacent loft hosts bunk beds for additional accommodation. Downstairs, a bathroom with a shower-tub combo awaits, while upstairs, revel in the convenience of a walk-in shower. And with a washer and dryer on hand, keeping your retreat pristine is a breeze! Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Second Bedroom, 1st floor: King bed -Third Bedroom, 2nd floor: King bed and balcony -Fourth Bedroom, 2nd floor: Full bed -Loft, 2nd floor: Twin bunk bed Take a two-minute walk to the free Anna Maria Island trolley stop and jaunt to the vibrant boutiques and restaurants on Pine Ave. And when it's time to unwind, a leisurely stroll brings you to the pristine sands and shimmering waters of the beach, just moments away. Book today and embrace the laid-back island lifestyle! - This property only allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Anna Maria Island Accommodations Rental Policies for full details. 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4 3 8
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House

Sideways

Sideways

Sideways by Anna Maria Island Accommodations 113 8th St S Bradenton Beach, Florida Welcome to Sideways! This inviting two-bedroom, two-bath vacation retreat for families is just steps away from the stunning Gulf beaches and one house from the serene Sarasota Bay. With a ten-minute walk to the charming Bridge St., you can easily explore Anna Maria Island and enjoy seafood feasts, leisurely beach walks, shopping sprees, and exciting pier adventures. Highlights • 1-minute walk to the beach • Rooftop deck • Water views • Private pool with in-ground spa • Covered patio • BBQ grill • Near dining and shopping • Dog friendly with approval and additional fee Soak up the Florida sunshine from dawn till dusk on the rooftop deck, where you can witness breathtaking sunrises and sunsets. Descend the stairs to your backyard oasis, featuring a sparkling pool with an in-ground spa, surrounded by plenty of lounge chairs perfect for relaxing. Fire up the BBQ grill for a delightful outdoor meal and relax under the peaceful covered patio that boasts plush seating and a large fan, ensuring you and your loved ones stay cool and comfortable throughout the day. The open living space at Sideways is designed to promote togetherness, adorned with vibrant beach decor that enhances your vacation experience. You'll find plenty of comfortable seating and a large smart TV for all your entertainment needs. The fully equipped kitchen features essential appliances and cookware, perfect for crafting family favorites. Start your mornings with a cup of coffee at the breakfast bar, and enjoy more formal meals at the charming dining table set for four. Each bedroom offers pure comfort with luxury linens, mounted flat-panel T Roku TVs, ambient bedside lighting, and ample space to stow your luggage and essentials. The primary bedroom exudes a cheerful vibe with a luxurious king bed, a spacious closet, and a stunning ensuite bathroom featuring a walk-in shower and vanity. The guest bedroom, adorned with chic wicker furnishings, provides easy access to the hall bath, which includes a convenient shower and tub combination. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: Queen bed -Bonus: Sleeper Sofa Additional amenities at Sideways by Anna Maria Island Accommodations include a washer and dryer, an outdoor shower for convenient rinsing off after a day at the beach, and a sleeper sofa, ensuring all the comforts of home during your stay. Ready to experience the magic of Anna Maria Island? Book your stay at Sideways today and immerse yourself in the ultimate vacation. Don’t miss out on lounging by the pool, perfect views from the rooftop deck, and the close proximity to restaurants, the beach, and local attractions. Input your desired dates and start counting down to your dream vacation! - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Anna Maria Island Accommodations Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

2 2.5 6
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House

The Fish House

The Fish House

Highlights • Canal front with dock • Less than a 10-minute walk to the beach • Private pool and in-ground spa • Near restaurants and shops • Spacious backyard The Fish House by AMI Locals 231 Oak Drive Anna Maria, Florida VR19-000056 Welcome to The Fish House, a modern canal front paradise with a private dock where you can drop your own (or rent locally) kayaks and paddleboards and set out to explore! This three-bedroom and three-bath home is a leisurely stroll to the Gulf of Mexico beaches or a quick trolley ride to Anna Maria Island’s best restaurants and shops. Start planning your vacation today! As you walk into the home, you will love the big windows that show off the tropical backyard and bring in natural sunlight. The open floor plan is perfect for entertaining. There are two side chairs and a large sectional that can easily fit every guest, and behind the couch is the chic dining room table. In the kitchen is a full suite of high-end appliances, essential cookware and utensils, and a large kitchen island. The bedrooms are set up in a ranch-type split floor plan, and each room features high-end linens, comforters, and mattresses. The primary bedroom has French doors leading to the pool, custom cabinets for storage, and an ensuite bathroom with a gorgeous tiled walk-in shower. Off the kitchen is the second bedroom with beautiful built-ins and an ensuite bathroom with a vibrant vanity and a walk-in shower. The third bedroom is perfect if you’re traveling with a family with multiple kids or is a fun slumber party room with two built-in bunk beds and a queen bed! The hallway bathroom has a shower and tub combination and a door with outdoor access. Room Details –Primary Bedroom: Queen bed and ensuite bathroom -Second Bedroom: Queen bed and ensuite bathroom. -Third Bedroom: 2 twin bunk beds, plus Queen bed shares hallway bathroom -Living Area: Queen sleeper sofa The Fish House has the ultimate backyard with a pool, an in-ground spa, and a grass area for friends and family to play backyard games. For the easygoing guests, there are lounge chairs that sit by the pool, a plush outdoor seating area, and a bistro table where you can enjoy yummy meals prepared on the provided grill. City Park/Palmetto Ave beach is just a short walk away, where you can enjoy the warm waters, powdery white sands, and unforgettable sunsets. Additionally, down the street is a free AMI trolley stop that will take you and your guests around the entire 7-mile island, including the unique restaurants and island boutiques along Pine Ave or to the other end to Bridge Street, where you can fish with the locals and find local treasures to take home. Book The Fish House today! *Please note the pool is not heated No pets are allowed in this property. *Please note - This house does not allow usage of the boat lift. *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. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 3 8
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Villa

Blissful Bay at Bayside Bungalow

Blissful Bay at Bayside Bungalow

Blissful Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #4 Bradenton Beach, FL 34217 VR18-000088 Welcome to Blissful Bay at Bayside Bungalow! This three-bedroom and two-bathroom condo is beautifully decorated, with a beachy theme that will make your stay a perfect getaway. It is located just across the street from the beautiful Bay beach, as well as a restaurant and shopping center, complete with an ice cream shop, coffee house, and chic clothing stores. Highlights • Across the street from Bay beach • Shared pool • Less than a 15-minute walk to Gulf beaches • Shared BBQ area • Laundry facility onsite • Dog friendly with approval and additional fee • Convenient location near dining and shopping Bayside Bungalow is a unique bayside duplex with five units, an exquisite resort-style heated swimming pool, and a laundry room. The pool area is designed to provide ample space for lounging and relaxing on comfortable chairs while enjoying the beautiful surroundings. Plus, tables, two BBQ grills, and a stunning cabana offer an exceptional outdoor living experience. Take the stairs up to your new favorite vacation spot, where you’ll find an open living space with plenty of comfortable seating for your loved ones and a rustic dining room table. The kitchen has essential dishware, pots and pans, and appliances including a toaster, dishwasher, and a coffee maker to ensure every meal is a hit! The tranquil primary bedroom features a cozy king-sized bed, calming coastal hues, and an ensuite bathroom with a walk-in shower. Both guest rooms offer picturesque water views, including a view of the Anna Maria Island Pier! The hallway bathroom is beautifully updated and features a double vanity, and a shower and tub combination. Moreover, this lovely home has a TV in every room and a pull-out sofa bed in the living room. If you are traveling with a large group and seeking individual spaces while still being in proximity, you can find the other four units under the name "Bayside Bungalows" on our location search page. Book your stay today! - 1 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. This 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. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2 6
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House

Margarita-Ville

Margarita-Ville

Margarita-Ville 121 46th St Holmes Beach, FL 34217 1 Block to the Beach Welcome to the ultimate in large family luxury vacation homes, with peeks of the Gulf of Mexico from the balconies! This 6 bedroom/4.5 bath beauty features a large, private, tropically landscaped backyard with heated pool and hot tub, gas grill, swim up tiki, and covered tiki bar area with flat screen TV. Margarita-Ville is west of Gulf Drive less than a block from Anna Maria's beautiful white sand beaches with no busy streets to cross! In addition to the superb backyard and proximity to the beach, this handsome Holmes Beach hideaway is just steps from the free island trolley. Inside Margarita-Ville are 10' ceilings, granite counter-tops, stainless steel appliances, a large flat screen HDTV with DVD player, and wireless internet. There are 2 king bedrooms with en-suite bathrooms, 2 king bedrooms with a Jack and Jill bath in between them, a queen bed in the 5th bedroom, and a twin trundle in the 6th bedroom. Each bedroom has its own TV. Margarita-Ville sleeps up to 12 people. Bedroom 1: King with TV, DVD Player and Ensuite Bath on Floor 3 Bedroom 2: King with TV, DVD Player and Ensuite Bath on Floor 3 Bedroom 3: Queen with TV on Floor 3 Bedroom 4: King with TV, DVD Player and Jack & Jill Bath on Floor 2 Bedroom 5: King with TV and Jack & Jill Bath on Floor 2 Bedroom 6: Twin Bed and Twin Trundle with TV on Floor 3 Living Room: Queen Sleeper Sofa There are no pets allowed in this home. *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. This home is managed by AMI Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. Vacation Rental Certificate VRC16-000136

6 4.5 12
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House

Arts and Vines

Arts and Vines

Highlights • Private pool with in-ground spa • Less than 1-mile to the beach • Rooftop Deck • Foosball table • Monthly minimum stay Arts and Vines by Anna Maria Island Accommodations 6836 Pine St Longboat Key, FL 34228 Welcome to Arts and Vines, a tropical oasis with lush landscaping, a private pool, and an in-ground spa for ultimate relaxation. Inside, enjoy a curated art gallery with three bedrooms, two and a half baths. This getaway blends nature's beauty with artistic inspiration, creating the perfect retreat for rejuvenation and tranquility. As you make your way past the stone archway to the front of the home, you'll enter the main living floor. Here, you'll find a spacious seating area adorned with vibrant, coastal prints, and a TV that caters to all your streaming desires. The kitchen exudes an upscale vibe with its stainless-steel appliances and a large kitchen island equipped with bar seating. Moving on to the dining area, you'll come across a wet bar with a wine fridge, a table set for six, and a seamless flow to the deck, where you'll find a second dining table and plush seating area. The primary bedroom is a bright, airy retreat with balcony access, luscious tropical views, and a spa-inspired ensuite bath with a walk-in shower. The second and third bedrooms have a fun and playful theme, and they are conveniently located near the hall bathroom, which has a shower and tub combination, and a half bath. Additionally, you'll find a laundry room and a sleeper sofa in the living room for your convenience. Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Second Bedroom, 2nd floor: Queen bed -Third Bedroom, 2nd floor: Two twin beds and tv -Living Room, 2nd floor: Full sleeper sofa Complete your fun-filled days with a relaxing evening on the rooftop deck; here, you can relax under the pergola or catch some sun from a lounger in the tranquil atmosphere of the trees. Look out through the canopy, and you'll see the Intracoastal Waterway. Situated on Longboat Key's north end, Arts and Vines provides easy access to iconic destinations. The beach is less than a fifteen-minute walk away, and you'll find an array of shops and restaurants; plus, Anna Maria Island is just a short drive away! - 5 cars maximum are able to park at this home. The 3-bay garage is not available for guest use. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Island Accommodations , an Anna Maria Island property management company. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Anna Maria Island Accommodations Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2.5 6
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House

Lighthouse Lagoon

Lighthouse Lagoon

Lighthouse Lagoon by Anna Maria Vacations 508 Spring Avenue Anna Maria, Fl. 34216 VR16-000453 Welcome to Lighthouse Lagoon, a fantastic three-level vacation home with a private backyard featuring a pool, vibrant Adirondack seating, and a ping pong and foosball table! Located in one of the most prestigious areas on Anna Maria Island, this home is within walking distance of Pine Avenue with its adorable shops, wonderful restaurants, and the famous Anna Maria Pier. It is only a short stroll to the Bayside and the Gulf side beach. Highlights • Private Pool • 10-minute walk to the beach • Ping Pong Table and Foosball table • Near AMI City Pier, Pine Ave, and Bayfront Park • Dog Friendly Perfect for family and friends getaway, Lighthouse Lagoon offers an expansive living area with a large sectional and TV, and the kitchen has every appliance and dishware to prepare delicious homemade meals. There is island seating, a chic dining table, plush seating on the main-floor balcony, and a dining table for dining al fresco. Upstairs is an additional living space with a sofa, side chairs, a TV, and a second screened-in balcony! The primary bedroom is a coastal paradise with a fantastic ensuite bathroom with a double vanity, a walk-in shower, and a soaking tub, and this room has access to the second-floor balcony. On each living floor is a King bedroom and a Bunk bedroom. The first-floor King bedroom has an ensuite bathroom with a walk-in shower, and on each floor is a hall bathroom with a shower and tub combination. Room Details -Primary Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom with soaking tub and walk-in shower -Second Bedroom, 1st floor: King bed and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: King Bed -Fourth Bedroom, 2nd floor: Twin Bunk bed and Twin bed -Fifth Bedroom, 1st floor: Twin Bunk bed and Twin bed The backyard is beautifully landscaped with coconut palms and native species. The heated lagoon pool has a built-in dining table, and there are plenty of Adirondack chairs and a BBQ grill on the pool deck. Adjacent to the pool area is a recreation room with a Flat Panel LED TV, Foosball Table, Ping Pong Table, and a comfortable large sitting area. This home is equipped with wireless Internet, a XBOX gaming system, and assorted beach items. - This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Anna Maria Island Accommodations Rental Policies for full details. 6 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. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

5 4 12
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House

Sandpiper Villa

Sandpiper Villa

Highlights • 2-minute walk to the beach • Private Heated Pool • Multiple Patios • Near Restaurants • Outdoor Seating and BBQ grill Sandpiper Villa by AMI Locals 5621 Gulf Dr Holmes Beach, Florida Welcome to Sandpiper Villa, a coastal paradise across the street to the Gulf of Mexico with three bedrooms and two bathrooms. This home has a fantastic backyard where you can cool off in the pool, lay out in the sun, have a BBQ, and relax with a cold drink on the connecting covered patio. As you arrive at your new favorite annual tradition, you will enter through the screened-in porch with wicker chairs, plush cushions, and an outdoor dining table. Inside is a stunning living space with bright furnishings, including a comfy seating area with a TV and a chic modern dining table with seating for six guests. The kitchen offers a full suite of stainless-steel appliances, including a farmhouse sink, and in the cabinets, you will find cookware essentials and utensils. The spacious primary bedroom is designed like a private suite on the second floor. The primary features a balcony with Adirondack chairs, a work desk, a walk-in closet, and a bathroom with a double vanity and a walk-in shower. The downstairs bedrooms have delightful beach decor, TVs, crisp linens, and share a hall bath with an updated walk-in shower. For your convenience, there is a washer and dryer right off the kitchen by the backyard; never have a cold beach towel! Room Details -Primary Bedroom, 2nd floor: King bed, balcony, and bathroom with walk-in shower -Second Bedroom, 1st floor: Queen bed -Third Bedroom, 1st floor: Two twin beds The location is fantastic, right across the street from the incredible Gulf Beaches of Anna Maria Island. There are several nearby restaurants and parks that you can walk to, bike to, or even take a golf cart to. Fish with the locals on a charter or at the Historic AMI City Pier, go birdwatching at the nearby preserves, kayak along the stunning bay, and even take a sunset cruise. The possibilities are endless at Sandpiper Villa! *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. This home is managed by AMI Locals, an Anna Maria Island property management company. This property does not allow pets. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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Duplex

Amari Joy

Amari Joy

Highlights • Less than a 5-minute walk to the beach • Screened-in Lanai • BBQ grill • Washer and dryer • Close to restaurants and shops Amari Joy by Anna Maria Vacations 207 78th St, West Unit Holmes Beach, 34217 VRC22-000228 Welcome to Amari Joy! This two-bedroom, one-bath home features modern tropical-inspired hues. Enjoy the screened-in porch, a perfect spot for unwinding with loved ones, and take advantage of the BBQ grill to enhance your experience. With the sparkling emerald Gulf of Mexico just a quick walk away, we're confident you'll have a fantastic stay! Step inside and instantly feel at home with all the cozy comforts designed for a relaxing stay. You'll love the vibrant colors that fill the living space, as well as the comfy seating and television. The kitchen features stainless steel appliances and quartz counters. It is well-equipped with culinary utensils and a kitchen table that comfortably seats four. The bedrooms offer premium, crisp linens, storage for your beach bags, and bedside tables with lighting. Your first bedroom highlights a king bed, and the second bedroom has a twin daybed with a trundle. The spacious guest bathroom can be accessed from the hallway, providing a soothing tub, shower combo, and a large vanity. Room Details - Primary Bedroom: King - Second Bedroom: Twin Daybed with Twin Trundle Your shared backyard oasis has this quaint green space surrounded by large palm trees that's perfect for laying on a beach blanket with your favorite book. Hop on the free AMI trolley with stops along Gulf Drive, where you can take a scenic ride around the island. Indulge in fresh seafood and cocktails at some of the island's most popular restaurants that offer dining directly on the beach, visit the upscale boutiques along Pine Ave., and end your day gazing at the golden sunsets. Experience an island vacation of a lifetime where you can escape from it all here at Amari Joy! - This property does not allow pets. 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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