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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 624 properties



House

Bayshore Charmer

Bayshore Charmer

Highlights • Pet Friendly • Private Pool • Across the street from Hillsborough Bay • Less than 2-miles from Tampa Riverwalk • Less than 2-miles from The Florida Aquarium Bayshore Charmer by AMI Locals 829 Bayshore Blvd Tampa, Florida BTR1008067 Welcome to Bayshore Charmer, a four bedroom and three and a half bath home nestled in the historical district of Hyde Park located in Tampa. This classic home is one of the original properties situated along Bayshore Boulevard with glistening waterfront views from the expansive porch. Newly modern touches have been updated throughout the home while still maintaining the timeless charm! Surrounded by all that South Tampa offers with proximity to upscale shopping, excellent dining, and one of the best spots to enjoy the famous Gasparilla! The two-story historic home welcomes you with classic architecture from the moment you step inside where you will find all the comforts of the living space that is filtered with an abundance of natural sunlight from the large frame windows. Cozy up with a book by the wood burning fireplace on those occasional cool Florida nights! Around the corner past the exquisite dining room which is meant to be enjoyed entertaining guests, you will discover the beautifully remodeled kitchen combing an all too-rare bounty of cabinet space and two original butler’s pantries with upscale stainless steel appliances plus a gorgeous farmhouse sink. A half bathroom and laundry room are located just off the kitchen. As you meander upstairs you will find all the bedrooms and remaining bathrooms that are updated to maintain the charm and integrity with fine detail in every corner. The primary bedroom features stunning views of the bay and has an ensuite bathroom. The second room features a queen bed with an ensuite classic bathroom. Bedroom three boasts a twin bed with a twin trundle and the last bedroom features a full sofa sleeper with an entertainment system to enjoy a nightly movie, brightened by lots of natural sunlight in the day. The guest bathroom with dual sinks and a soaking tub and shower combo is located down the hall from the bedrooms. Room Details -Primary Bedroom: King Bed and ensuite bathroom. -Second Bedroom: Queen Bed and ensuite bathroom -Third Bedroom: Twin Bed w/ Twin Trundle, shares guest bathroom w/ hallway access -Fourth Bedroom: Full sleeper sofa, shares guest bathroom w/ hallway access Enjoy your day basking in the sun in your secluded backyard oasis. With a heated pool and gazebo lounging area you will drift away in pure bliss. The lush landscaping enhances the natural beauty of outdoor space. With the waterfront at your doorstep, it is easy to enjoy biking, running, paddle boarding and boating along Bayshore. Experience the ultimate Tampa lifestyle with this unique home as your retreat. Create the unforgettable memories with your family and friends here at Bayshore Charmer! *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 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 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our AMI Locals Rental Policies for full details. This property 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.

4 3.5 8
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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

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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

Hunky Dory

Hunky Dory

Highlights • Private pool and in-ground spa • Near Pine Ave. Restaurants and Boutiques • Outdoor living space • Dog friendly • 5-minute walk to the Bay Beach Hunky Dory by AMI Locals 228 Gladiolus St Anna Maria, Florida Relax with friends and family at Hunky Dory, a true piece of paradise located at the north end of Anna Maria Island near fabulous restaurants, boutiques, AMI city pier, and close to Bay and Gulf of Mexico beaches. Nicely appointed with three bedrooms and two bathrooms, this vacation home has a serene backyard with a private pool, hot tub, and plenty of entertainment space. Pack your bags for a beach escape! When you arrive, you will feel the island breeze and the soothing, swaying palms as you pull into your private driveway with a carport and then walk up the stairs and enter the heart of the home on the second floor. The open living area with beautiful views of the tropically landscaped backyard will surely delight you and your guests. Cozy up on the couch with a book or have a family movie night after an exciting day in the sunshine. The fully equipped kitchen has quartz counters, an island with comfortable seating, and a chic dining table. Down the hall, you will find three serene bedrooms, all designed with king beds, luxury linens, TVs, and stunning ensuite bathrooms with plenty of space for necessities and gorgeous walk-in showers. Room Details -Primary Bedroom: King bed, TV, and ensuite bathroom with walk-in shower -Second Bedroom: King bed, TV, and ensuite bathroom with walk-in shower -Third Bedroom: King bed, TV, and ensuite bathroom with walk-in shower Step out to your private yard for a peaceful space to relax on one of the loungers, refresh in the pool and let the grill master of the group prepare your catch of the day so that you can have a memorable meal with your family on the deck. With a wide range of activities like biking, golf cart rides, and the complimentary AMI Trolley, you are sure to find the perfect way to explore the 7-mile island. What's more, this home offers ample parking space for a boat trailer (with approval prior to guest check in), so you can bring your own boat, kayaks or paddleboards and enjoy fishing and exploring the bay with ease. - 2 cars maximum and a boat trailer (with approval prior to guest check in) 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 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. 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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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

Highlights • Shared pool • Less than a 15-minute walk to Gulf beach • Across the street from Bay beach • Shared BBQ area • Near restaurants and boutiques 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. 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. 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. 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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Duplex

Hawaiian Tide

Hawaiian Tide

Highlights • Less than a 5-minute walk to the beach • Private Pool • Close to Anna Maria Island Trolley stop • BBQ grill and Outdoor Seating • Near restaurants Hawaiian Tide by Anna Maria Vacations 206 81st Street Unit B Holmes Beach, Fl 34217 VRC17-000059 Welcome to Hawaiian Tide, a tropical escape just minutes from the beach with three bedrooms and two bathrooms. This home has a fabulous backyard featuring a private pool with built-in seating, a BBQ grill, and plenty of outdoor seating for friends, family, and pets to relax and soak up the Florida sunshine! Walking inside, you're welcomed into a bright, open living space with an updated, fully equipped kitchen, a full suite of stainless-steel appliances, and a chic dining table. There are plush sofas, a side chair, and TV ideal for family movies and game nights, and a sliding glass door leading to the pool. The primary bedroom boasts coastal vibes. It has a TV, closet space, and an ensuite bathroom with a granite vanity and a walk-in shower. The second bedroom boasts a King bed, and the third bedroom is ideal for young guests with two twin beds. Both rooms have TVs and share the hall bathroom with a walk-in shower. A washer and dryer are in the hallway. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: King bed -Third Bedroom: Two twin beds Discover the beauty of Anna Maria by hopping on the free trolley that navigates the gorgeous 7-mile island that runs from 6 a.m. to 9 p.m. Hang out with the locals on the historic City Pier, dine under the stars at beachfront restaurants, visit the shops along Pine Ave., and create endless memories at the dreamy beaches. If you’re traveling with a large group or multiple families, Hawaiian Tide’s neighbor is Hawaiian Hideaway is available for rent and has four bedrooms and two bathrooms, totaling seven bedrooms and four bathrooms. - Please note: 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. This property requires a 7-night minimum stay as set forth by Holmes Beach’s Land Development Code. Occupancy may not exceed 6.

3 2 6
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House

The Black Pearl

The Black Pearl

Highlights •Steps from the Beach with Convenient Beach Access •Resort Style 360 Infinity Edge Pool and Spa •Rooftop Deck and Panoramic Gulf Views •Outdoor Grill and Dining Area •Fun Games such as Corn Hole and Ping Pong •Walking Distance to Downtown Holmes Beach Shopping and Dining Exclusive Amenities: •6 Seat Club Car Cru Golf Cart for Guest Use •Luxury Beach Bikes for Guest Use •Luxury Beach Chairs and a Beach Cart for Guest Use •Upgraded Bed and Bath Linens and Toiletries The Black Pearl by AMI Locals 5612 Guava St, Holmes Beach, FL Welcome to The Black Pearl, an immaculate black and white designed luxury beach home with a gorgeous black-bottom pool and a rooftop deck! This unforgettable vacation home is within walking distance of the pristine Gulf beaches and has four bedrooms and five and a half bathrooms. The Black Pearl defines opulence and is your new annual tradition! This home is part of our Exclusive AMI Collection of homes. These luxury properties provide the ultimate vacation experience for guests and include exclusive amenities such as a golf cart, four beach bikes, upgraded bed and bath linens, and a fabulous welcome packet. Every detail of this property was designed for comfort and elegance, which you will notice as you enter the naturally bright open living space. The chic living room offers a peaceful place to unwind after a day on the Gulf with inviting sofas and modern artwork. The gourmet kitchen, custom cabinets, stainless steel appliances, sparkling countertops, and a spacious island with countertop seating will wow your inner chef. Dine with guests in the formal dining room and enjoy views of the lush tropical landscape and afterward, head up the spiral staircase for a refreshing evening on the rooftop deck. Get your best night's sleep in the deluxe primary bedroom, with a plush King bed, crisp linens, and a spa-like ensuite bathroom with a walk-in shower. The second, third, and fourth bedrooms are appointed with King beds for ultimate comfort after a day at the beach, and each have ensuite bathrooms with walk-in showers. On the third floor is an additional bathroom with a shower and tub combination and on the main floor is a half bath. For more accommodation, there is a queen sleeper sofa in the den. A washer and dryer are also available for guest use. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: King bed and ensuite bathroom with walk-in shower -Third Bedroom: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom: King bed and ensuite bathroom with walk-in shower -Bonus, Den: Queen sofa bed The black-bottomed pool with 360 waterfall edge is the highlight of the outdoor oasis. Guests can utilize outdoor shower and outdoor seating area while your group's chef prepare the day's fresh catch on the provided grill. Explore all 7 miles of paradise on the free island trolly, with a stop steps from this home. From Bean Point on the north end to Coquina Beach at the south tip, AMI has many treasures waiting to be found. Enjoy shopping and restaurants at Pine Avenue and try the unique desserts and beach treats. Sports fishing charters, sunset sails, dolphin and manatee sight-seeing tours, or paddle the mangroves for an elevated experience. When the beach calls, The Black Pearl is your perfect destination, so pack your sunglasses and flip-flops and be our guest! - This property does not allow pets. 4 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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.

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House

AMI Beachside Bungalow

AMI Beachside Bungalow

Highlights • 2-minute walk to the beach • Private pool • Upstairs and downstairs unit • Near Trolley stop • BBQ grill AMI Beachside Bungalow by Anna Maria Vacations 107 81st St Holmes Beach, Florida VRC21-000132 and VRC21-000133 Welcome to AMI Beachside Bungalow! This luxurious vacation home is perfect for families or groups of friends looking to travel together while still having their own space. The upstairs unit has two bedrooms and one bath, and the ground-level unit boasts two bedrooms and one and a half baths – totaling four bedrooms and two and a half baths. You’ll love the backyard oasis that boasts a sparkling pool and resort-style seating, creating the perfect hangout spot. The beautiful beach-inspired decorations and comfortable furnishings in every room beckon guests to unwind and take a deep breath. Each floor has a cozy living area, a dining table, and a fully equipped kitchen. While our two units are not connected internally, rest assured that both are accessible through the convenient front doors. This two-story home features a primary bedroom and a guest bedroom on each level, along with a guest bedroom and a hall bathroom that has a shower and tub combination. The upstairs unit has French doors that lead to a pergola, where guests can dine al fresco and enjoy the island breeze. The washer and dryer are located on the upper floor, and there is also a half bath downstairs. The downstairs primary bedroom has access to the backyard, offering a lovely outdoor space for guests to relax. Room Details Side A: - Primary Bedroom, second floor -King bed -Second Bedroom, second floor -King bed Side B: -Primary Bedroom, second floor – King bed -Second Bedroom, first floor -Queen bed At AMI Beachside Bungalow, you’re close to Anna Maria Island’s premier shopping and restaurants on Pine Avenue. Enjoy sunrise and sunset walks on the beach that is about 300 steps from this wonderful home, or rent a bike and enjoy Florida’s natural life and breathtaking sites. - This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

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