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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 601 properties



Condo

A Twist of Lime

A Twist of Lime

A Twist of Lime by AMI Locals 113 10th St N Bradenton Beach TPL22-000045 Discover the ultimate beach getaway at A Twist of Lime, perfectly situated just steps from the beautiful Gulf of Mexico and the tranquil Bay in stunning Bradenton Beach! This vibrant, spacious condo features three bedrooms and two and a half bathrooms, making it an ideal retreat for families and friends alike. You’ll have easy access to pristine beaches and local attractions, including the lively Bridge St., where you can explore family-friendly shops, delightful restaurants, a scenic pier, and even mini golf! Highlights • 2-minute walk to the Beach • 1-minute walk to the Bay • Shared Pool • Foosball • Pop-a-Shot Basketball • Dog friendly with approval and additional fee • Screened-in Balcony • Washer and Dryer After soaking up the sun, enjoy a splash in the community pool or challenge your family and friends to fun games in the private game room, featuring foosball and pop-a-shot basketball. A Twist of Lime welcomes your pets, so no need to leave your furry companions behind during your vacation! Step inside the beautifully designed Key West-style condo, where the open main living area is bathed in natural light. The modern, fully equipped kitchen features island seating, perfect for casual dining or morning coffee. Gather in the inviting family room, complete with comfortable seating and a flat-screen TV. Enhance your dining experience with the custom wet bar, allowing for memorable family dinners, whether in the stylish indoor dining area, the outdoor screened-in lanai, or at the high-top table on the second balcony. At night, let your worries melt away in the serene primary bedroom, boasting stunning tropical views, a king bed, and an ensuite bathroom equipped with a relaxing soaking tub and walk-in shower. The second bedroom offers a queen bed for comfortable stays and shares a full hall bath with a shower-tub combination. The third bedroom is perfect for the kids, featuring two bunk beds for the ultimate sleepover experience. Each bedroom is thoughtfully appointed with ample storage and a TV for added convenience. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower and tub -Second Bedroom: Queen bed -Third Bedroom: Twin over Twin Bunk and Twin over Full Bunk Live the island dream at A Twist of Lime, where you can enjoy amazing Gulf beaches, explore scenic bays, and hop on the free island trolley to experience the vibrant life along Pine Ave. Don’t miss out—book your unforgettable beach vacation at A Twist of Lime today! - This home is managed by AMI Locals, an Anna Maria Island property management company. This home requires a minimum stay of 7 nights and a reservation notice of at least 14 days in advance. 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. 2 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. 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 respectful during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without a refund.

3 2.5 9
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Duplex

Stones Throw

Stones Throw

Highlights • 2-minute walk to the beach • Community pool access • Screened-in patio • Pet friendly • Near free Island Trolley stop Stones Throw by Anna Maria Island Accommodations 203 64th St Unit A Holmes Beach, FL 34217 Welcome to Stones Throw, a fantastic two bedrooms and one bathroom vacation home in the heart of Holmes Beach featuring access to a community pool. Hop on the free island trolley and explore the nearby restaurants, shops, and take a quick walk from the Gulf of Mexico! As you walk into your new home away from home, you’ll be welcomed into a bright and airy living area with coastal furnishings, a Tv, and opens to the galley kitchen. The kitchen is equipped with all the essential appliances and cookware for a delightful meal that can be shared inside or outside at the bistro table. Listen to the palm trees swaying as you drift off to sleep in the primary bedroom, and as you get ready for the day, enter outside through the sliding door to the patio for your morning cup of coffee. The second bedroom can be accessed through the kitchen and the screened-in lanai and has natural sunlight that will excite guests in the mornings for their daily vacation adventures. The full bathroom has a walk-in shower. Room Details -Primary Bedroom: King bed -Second Bedroom: Full bed and full futon. After making memories at the gorgeous Gulf of Mexico beaches, return to your beach vacation rental to relax on the patio. The North Beach Village community has a shared heated pool, BBQ grill and is close to the community boat ramp. Holmes Beach is a must-visit Florida vacation destination, close to the incredible Gulf of Mexico beaches. Discover the natural beauty and magnificence of the Gulf Coast that stretches for 7 miles on Anna Maria Island. Walk everywhere, rent a bike, or even a golf cart. 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. Book Stones Throw for your unforgettable vacation! - 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. 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.

2 1 4
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House

Castaway Cove

Castaway Cove

Highlights • Private Dock that can accommodate up to 25 ft boat • 4-minute walk to the beach • Private Pool and Hot Tub • Game room with Air Hockey, Foosball, and Pool table • Outdoor Entertainment Space • Dog Friendly Castaway Cove by AMI Locals 211 Willow Ave Anna Maria, Florida VR16-000471 Welcome to Castaway Cove, a canal-front home with a private dock where you can bring your own kayaks, paddle boards, or boat and a sparkling pool that is one of the largest on Anna Maria Island! With five bedrooms and three and a half baths, this home is a very short walk to the pristine Gulf of Mexico beaches and has a spectacular game room. There is something for everyone at this beach and bay getaway! The main living floor features bright coastal colors, and the living room has comfortable seating and a flat-screen television to relax after a day on the water. Natural sunlight brightens the fully equipped kitchen with stainless steel appliances, a wet bar, an island with seating, and added counter space that makes meal prep a breeze. The views of the pool deck and tropical landscape leading to the canal enhance the coastal dining table's ambiance. Get your best night's sleep in the beached-themed primary bedroom, with a King-size canopy bed, a private balcony, and a spa-like ensuite bathroom with dual vanities, a soaking tub, and a walk-in shower. Cheerful colors make the second bedroom joyful, as guests relax in the King bed with crisp linens, on the private balcony, and in the ensuite bathroom with a walk-in shower. This room has pocket-door access to the laundry area. Whimsical nautical decor that features paddles and seahorses make the third and fourth bedrooms, with king beds, perfect for vacation respite. Sail away to sleep in the fifth bedroom, whose nautical details complement the twin bunk bed and two twin beds with trundles. The roomy, shared third-floor bathroom has a double vanity, soaking tub, and walk-in shower and is easily accessible by each room from the Hallway. Room Details -Primary Bedroom, 2nd floor: King bed with private balcony, ensuite bathroom with dual vanity sinks, a soaking tub, and separate shower -Second Bedroom, 2nd floor: King bed with private balcony, ensuite bathroom with walk-in shower, pocket to the Laundry room and Hallway -Third Bedroom, 3rd floor: King Bed -Fourth Bedroom, 3rd floor: King Bed -Fifth Bedroom, 3rd floor: Twin-over-Twin Bunk bed and 2 Single Beds w/ 2 Single Trundles -Bonus, Living Room: Queen sleeper sofa Watch the stunning sunrise with your morning coffee from the Dock, where friendly dolphins and manatees often come and wave hello. Bring or rent your boat for extraordinary bay access with no bridges, Fish from your pier, ride jet skis and launch paddle boards for hours of fun on the water. Enjoy splashing in the private pool and relaxing in the hot tub with drinks from the tiki bar. For your convenience, there is a private bathroom and an outdoor shower adjacent to the pool area. The game room has air hockey, foosball, and a pool table for some friendly competition, a seating area with a television, and can open to the pool deck. Grab your chairs and build sandcastles at the beach, just seconds from your doorstep. Enjoy shops, restaurants, and treats at nearby Pine Avenue, a great place to find one-of-a-kind souvenirs and desserts. This perfect location gives you so many options to indulge in the best Anna Maria Island has to offer, so pack your bags and let Castaway Cove host your dream getaway. - 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 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.

5 3.5 14
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Cottage

Serendipity

Serendipity

Highlights • 3-minute walk from the Beach • Private Pool • Tiki Bar Serendipity by Anna Maria Island Accommodations 207 55th St Holmes Beach, FL 34217 VRC16-000107 Welcome to Serendipity, a gorgeous villa just one block from the white sands of Holmes Beach. This three-bedroom, two-bathroom single-level home sleeps up to six guests. Relax and enjoy conversation in the welcoming living room with comfortable seating and a large screen tv for watching your favorite movie. The upgraded kitchen is fully equipped with stainless steel appliances, ample counter space, and all the amenities to make snacks and meals a breeze. The dining table seats six for a cozy home-cooked meal or delightful local take-out. Get a great night’s sleep in the primary bedroom, with relaxing coral hues, and an ensuite bath with a walk-in shower. The second bedroom is bright and airy and has storage space. The third bedroom is perfect for younger guests or singles with its delightful ocean theme. The second bathroom has hallway access and features a shower/tub combination. The backyard is your private paradise featuring a sparkling pool with a sun shelf and a tropical Tiki Bar. Relax in a lounger, sip drinks at the bar, or enjoy dinner at the patio table as the sun sets. Head to the beautiful beaches where you can delight in the warm waters and floury white sand. Afterward, hop on the Anna Maria Island Trolley to the famous Pine Ave and visit the local restaurants, boutiques, cafes, and much more! Check out the many Anna Maria Island guided tours. Kayak or paddleboard the bay and the calm ocean, where you might even encounter some wildlife! Charter a boat for a great day of fishing. -Primary Bedroom: King with smart tv and ensuite bathroom -Second Bedroom: Queen with smart tv -Third Bedroom: Twins with smart tv 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.

3 2 6
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House

Nautical Tides

Nautical Tides

Highlights • 5-minute walk to the beach • Rooftop deck • Pool with In-ground spa • Putting green • BBQ grill Nautical Tides by AMI Locals 303 Church Ave Bradenton Beach, Florida TPL21-000101 Welcome to Nautical Tides, a beach-tastic home with six bedrooms and four and a half bathrooms just a quick stroll from the famous white sand beaches of Anna Maria Island. This getaway has a rooftop deck, where you can catch amazing bay views, sunrise, and sunset, and is packed with luxurious amenities to create an unparalleled vacation experience. The house's main living area features an open design meant to encourage the whole family to spend time together in the same room. There is a cozy seating area with comfortable seating, an HDTV, and a dining room that can seat six people at the dining table, with additional seats available at the kitchen island. The kitchen is equipped with stainless steel appliances and all the essentials, making it easy for chefs of all levels to cook up a storm! Our beach-inspired home features a primary bedroom, three guest rooms appointed with a comfortable King bed and TV, and two perfect guest rooms for kids. Ascend the stairs to the primary bedroom, a peaceful retreat boasting a premium bed, balcony access, and a stunning ensuite bathroom complete with a walk-in shower, double vanity, and a soaking tub that will help you rejuvenate after a fun-packed day. The five guest rooms have an ensuite bathroom, jack-n-jill, or easy access to the hall bath, and one of the children's rooms has an arcade game! Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower and soaking tub -Second Bedroom, 3rd floor: Two Twin over Twin bunk beds, shared Jack-and-Jill bathroom with tub/shower combination -Third Bedroom, 3rd floor: King bed, shared Jack-and-Jill bathroom with tub/shower combination -Fourth Bedroom, 3rd floor: King bed, shares hallway bathroom -Fifth Bedroom, 2nd floor: King bed, shared balcony, and ensuite bathroom with walk-in shower -Sixth Bedroom, 2nd floor: Twin over Twin bunk beds, twin trundle, shared balcony, shares hallway bathroom On to the outdoor area! Featuring an incredible outdoor area, complete with a private heated pool and spa. The covered seating area is perfect for entertaining, with an outdoor dining table, bar top, propane BBQ grill, and even a Foosball table and a putting green for some friendly competition. The lush tropical landscaping adds to the already stunning beauty of this space, making it an ideal spot to unwind and enjoy some well-deserved relaxation. The location of Nautical Tides is unreal! It is right by the bay and just a short walk from the beach. This home is also near Bridge Street, home to some of the best shopping, restaurants, bars, entertainment, nightlife, and family-friendly activities on the Island. There's truly something for everyone to relish while on vacation at Nautical Tides! - 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 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.

6 4.5 14
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House

Tropical Oasis (AMIL)

Tropical Oasis (AMIL)

Welcome to Tropical Oasis! If it weren’t for the beautiful beaches and a warm and welcoming community, there would be no reason to venture out from this gorgeous 8 bedroom, 5.5 bath Anna Maria Island luxury vacation rental home. Inside the home, the open and spacious living area has a large and comfy sectional couch, a love seat, and several armchairs. There is a dining table with seating for 8 as well as 6 seats at the bar surrounding the spacious chef’s kitchen. The 8 bedrooms are spaced out on two floors of living space, so everyone has plenty of room to spread out and relax. There 2 separate game areas, collectively featuring a ping-pong table, pool table, dartboard, and vintage video game table. Outdoors, there is a large pool with bright turquoise walk bridge traversing one end, shallow entry at the other end, and also a waterfall, hot tub, and swim-up Tiki hut, too! On the covered lanai, there are plenty of seats at the fully appointed wet bar with a flat-screen TV. A stainless steel propane grill and table for 6 round out the outdoor living accommodations downstairs. The icing on the cake is the rooftop deck - a perfect place to sip a drink and watch a spectacular Anna Maria sunset over the Gulf of Mexico! While there is plenty of space for your whole group to spend time together in the common spaces inside and out, there is room to have your own space while on vacation as well. The 8 bedrooms in this home are configured as such: 3 king beds, 3 queen beds, and 2 sets of twin bunk beds. On the first level, you will find two ensuite bedrooms; one is a King Master suite with a private bathroom and the other is a Queen ensuite with a private bath. Both have huge walk-in showers. There is also a half bath on the main floor which also houses the laundry room behind a separate door. On the upper level, there are 6 additional bedrooms; two feature twin-sized bunk beds, two are rooms with Queen size beds, and bedroom features King bed. The bedrooms on this upper floor share one of the two full bathrooms on this floor. The last bedroom is a Master King Suite with a private ensuite bathroom. When you do decide to venture away from your own private tropical oasis, anything you want to eat, drink, or do, is only a short walk or free Anna Maria Island trolley ride away! Come stay and play amongst the palm trees in this Tropical Oasis! Main level (2nd floor) • Bedroom 1 - King bed with ensuite bathroom • Bedroom 2 - Queen bed with ensuite bathroom Upper level (3rd floor) • Bedroom 3 - Twin over Twin bunk bed, shares hallway bathroom 1 • Bedroom 4 - Twin over Twin Bunk bed, shares hallway bathroom 1 • Bedroom 5 - Queen bed, shares Hallway bathroom 1 • Bedroom 6 - Queen bed, shares Hallway bathroom 2 • Bedroom 7 - King bed, shares Hallway bathroom 2 • Bedroom 8 - King bed with ensuite bathroom Tropical Oasis This property allows pets - there will be an additional pet fee associated. Please 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. VRC18-000061

8 5.5 16
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House

Blue Bay

Blue Bay

Blue Bay by Anna Maria Island Accommodations 205 S Bay Blvd Anna Maria, Florida VR16-000138 Welcome to Blue Bay – Your Luxurious Family and Large Group Escape! This stunning Anna Maria Island rental features a main house with six bedrooms and five bathrooms, along with a guest house offering two additional bedrooms and one bath. Blue Bay offers breathtaking views of Tampa Bay and close proximity to local hotspots like Pine Avenue's restaurants and boutiques. Blue Bay embodies beachside elegance, with breathtaking views of Tampa Bay right across the street and close proximity to local hotspots like Pine Avenue's restaurants and boutiques. Highlights • Across the Street from Bay Beaches • 2-minute Walk to Restaurants, AMI City Pier, and Shops • 13-minute Walk to Gulf Beaches • Group Accommodations • Private Pool with In-Ground Spa • Outdoor Dining Area with Grill • Ping Pong Table • Washer and Dryer The lush backyard is a true haven for families and groups, featuring a sparkling heated swimming pool complete with an in-pool tiki table, and a soothing spa. Whether you're planning a lively family BBQ feast, playing a game of ping pong, or unwinding with cocktails at the island bar, this backyard oasis provides everything you need to make lasting memories together! Inside the main home, you'll find an elegant living space that’s perfect for gatherings. The beautifully furnished chic seating area invites everyone to relax and enjoy a movie night on the TV, while the formal dining table offers ample space for family meals and game nights. The fully equipped kitchen is a delight for culinary enthusiasts, featuring deluxe appliances and a large kitchen island with additional bar seating, making mealtimes a joyful occasion where everyone can come together. The main home boasts a spacious primary suite featuring a plush king bed and a private balcony with stunning bay views—a perfect spot for morning coffee or evening sunsets. The ensuite bathroom is a luxurious retreat, complete with a soaking tub, walk-in shower, and double vanity for added convenience. This home comfortably accommodates large groups with two additional king bedrooms, each with their own ensuite bathrooms. Two more king bedrooms and a fun bunk room share two hall baths—one with a walk-in shower and another with a shower-tub combo. Across the yard, the guest house adds extra flexibility, featuring two king bedrooms that offer modern coastal vibes, generous storage, TVs for entertainment, and a full bathroom with a walk-in shower. Main House: Primary Bedroom, 3rd Floor: King bed, private balcony, and ensuite bathroom with dual vanity sinks, a walk-in shower, and soaking tub Second Bedroom, 3rd Floor: King bed and ensuite bathroom with dual vanity sinks and walk-in shower Third Bedroom, 3rd Floor: King bed Fourth Bedroom, 3rd Floor: King bed Fifth Bedroom, 2nd Floor: King bed and ensuite bathroom with dual vanity sinks and walk-in shower Sixth Bedroom, 2nd Floor: Full over Full bunk bed with twin trundle, Guest House: Seventh Bedroom: King Bed, shares Jack and Jill bathroom with walk-in shower Eighth Bedroom: King Bed, shares Jack and Jill bathroom with walk-in shower Don’t miss out on the chance to experience the ultimate coastal getaway at Blue Bay! Whether you’re planning a family reunion, a getaway with friends, or a relaxing beach holiday, this luxurious property has everything you need for an unforgettable stay. Contact us now to book your dream vacation at Blue Bay by Anna Maria Island Accommodations. Reserve your dates now! - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. 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. 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 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. 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.

8 6 18
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Cottage

Ocean's 77

Ocean's 77

Highlights • Less than a 5-minute walk from the beach • Private Pool • Ping Pong and Foosball • Near Island Trolley stop • Outdoor entertainment space Ocean's 77 by Anna Maria Island Accommodations 205 77th St, Unit B Holmes Beach, FL 34217 VRC19-000012 Welcome to Ocean's 77, a charming beach cottage with two bedrooms and two bathrooms, located just five houses away from the beautiful white sandy beaches of the Gulf of Mexico. This lovely home features a tropical backyard with a sparkling private pool, as well as a game room equipped with ping pong and foosball table. In the open living room, you'll find a comfortable sofa, coastal side chairs, and a flat-screen TV. The vibrant decor and balcony boast a tropical vibe that will make your watches turn to island time. The stunning kitchen is equipped with stainless steel appliances and all the essentials you need to prepare delicious family favorites, from pots and utensils to other cooking essentials. In the primary bedroom, you will find a cheerful and brightly decorated room with a king-sized bed and private balcony. The primary ensuite bathroom comes with a double vanity and a walk-in shower. The guest bedroom has a bunk bed and a cable and Roku streaming TV. Additionally, it provides easy access to the hall bath, which has a shower and tub combination. A washer and dryer are available for guest use. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: Queen over Queen Bunk bed When it's time to unwind, your oasis awaits in the backyard! The pool offers a serene environment, surrounded by verdant tropical landscaping. You'll love the outdoor living area beside the pool -it's furnished with a chic outdoor dining table, cozy wicker seating, and a mounted flat-screen TV with Roku streaming. You'll also find an outdoor shower and a BBQ grill, plus a Ping Pong and Foosball table can be found in the garage. Just a few minutes' walk straight down 77th Street will take you to the Gulf of Mexico, where warm waters and white sandy beaches await. The free island trolley is half a block away and will take you all over Anna Maria Island, including locally-owned boutiques and restaurants on Pine Ave. Start planning your beach getaway and make Ocean's 77 your annual tradition! - There are no pets allowed in this home. 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 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.

2 2 6
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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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House

Villa Sandpiper

Villa Sandpiper

Highlights • Canal front with private dock • Bring up to a 28' boat • Private pool • Less than a 5-minute walk from the beach • Screened-in lanai Villa Sandpiper by Anna Maria Vacations 211 North Harbor Dr. Holmes Beach, Fl 34217 VRC16-000743 Welcome to Villa Sandpiper, a three bedroom and two-and-a half bath canal front vacation home! This getaway offers a private dock that accommodates up to a 28’ ft boat and is a quick stroll to the powdery white sands of Manatee County Beach. So, pack your bags for the ultimate retreat for guests that love to fish, swim, and enjoy seeing wildlife. The relaxing living area offers guests a place to sit back, stream tv shows, and delight in the views of the canal. With stainless steel appliances, ample counter space, and countertop seating, the fully equipped kitchen will surely make you smile. This rental offers multiple places to enjoy family recipes or local take-out, inside or outside! Find yourself at the sunny kitchen table, formal dining table, the patio table by the pool, or the patio table on the large screened-in balcony with stunning pool and canal views. After magical days at the beach, refresh in the primary bedroom, with cheerful coastal colors and an ensuite bathroom with a walk-in shower and spacious vanity. The second bedroom is ocean-themed, offers guests a peaceful night’s rest, and has plenty of storage space. Perfect for young kids, the third bedroom is spacious with room for play. There is a hallway bathroom that features a shower and tub combination. Room Details -Primary Bedroom, 3rd floor: Queen bed and ensuite bathroom with walk-in shower. -Second Bedroom, 3rd floor: Queen bed -Third Bedroom, 3rd floor: Two twin beds Enjoy island living in the backyard’s sparkling pool and sunbathe in the lounge chairs. Bring your own or rent a boat, kayak, and paddleboard and explore the bay. Look for dolphins and manatees, or bring your rod, reel, and fish right off the private dock! The gas grill provided, is the perfect addition to your evenings. Holmes Beach on Anna Maria Island offers nature walks, birdwatching, and snorkeling, while Pine Avenue boasts delightful treats and boutiques. With Villa Sandpiper as your retreat, it's the perfect getaway for exploring Florida's natural beauty and indulging in island charm. - This property does not allow pets. 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 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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Siena Sky

Siena Sky

Highlights • 1-minute walk to the beach • Brand new luxury home • Beach views • Rooftop deck • Heated pool with spa • Elevator • Covered patio with seating • BBQ grill • Washer and dryer Siena Sky by Anna Maria Island Accommodations 10109 Gulf Drive Anna Maria, FL 34216 Siena Sky, a new four-bedroom, four-and-a-half-bath home, beckons you to unwind, explore, and create cherished memories in style. Just a minute's walk from the beach, imagine starting your day on the rooftop deck with breathtaking water views, then strolling down to the sandy shores. For relaxation, enjoy quality time in the premier backyard with a heated pool and spa, perfect for enjoying with loved ones. A gourmet kitchen with state-of-the-art appliances, culinary essentials, and a spacious counter island with seating awaits! The dining room features elegant table settings and seats eight guests. In the spacious living area, unwind in luxury with plush sofas or step out to the balcony, creating a seamless indoor-outdoor experience. Each of Siena Sky's four bedrooms offers luxurious comfort and privacy. The primary hosts a premium king-sized bed and an ensuite bathroom with a standalone tub and walk-in shower. Two bedrooms feature king-sized beds, providing ample space for relaxation, while the fourth bedroom is equipped with twin-over-twin bunk beds, perfect for children or additional guests. Some rooms boast balconies, allowing you to enjoy the surrounding views and fresh air. You'll find ample storage space for your belongings, a TV for entertainment, and a thermostat for personalized temperature control in each bedroom. Room Details -Primary Bedroom, 3rd floor: King bed and ensuite bathroom -Second Bedroom, 2nd floor: King bed -Third Bedroom, 2nd floor: King bed -Fourth Bedroom, 3rd floor: Two Twin over Twin bunk beds With its proximity to the beach, local restaurants, and attractions such as Pine Ave, AMI Pier, and Bean Point, along with stunning rooftop views and amenities like a heated pool, spa, BBQ grill, washer, and dryer, Siena Sky ensures every moment is filled with relaxation and enjoyment. You can easily book your stay online or call our reservation team and start envisioning your tranquil retreat or family bonding experience amidst comfort and style in this brand-new home. - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details. An Ecobee doorbell with a camera is at the front door of this home. This property does not allow pets of any kind. 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. 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.

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Meet Me at Sunset

Meet Me at Sunset

Highlights •On Beach Block with convenient beach access •Resort Style Pool and Spa •Fun Games such as Ping Pong Table •Outdoor Grill and Dining Area •Dog Friendly Rental •Walking Distance to Pine Avenue Shopping and Dining Exclusive Amenities: •Coming soon - 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 •Portable Pack and Play Meet Me at Sunset by Anna Maria Island Accommodations 109 Palmetto Ave, Anna Maria, Florida Welcome to Meet me at Sunset, a brand new luxury island home built to perfection! This 4 bedroom, 4.5 bathroom villa, is designed with a modern beach-boho style, with private balconies and a heated pool w/ spa. Located in the heart of Anna Maria Island where you’re just minutes from the sparkling beaches and local eateries. Walk to the island’s best boutiques on Pine Ave, take a scenic ride on the AMI Trolley, or cruise the coast on bikes! Year round pristine, tropical weather and calm, warm water of the Gulf is the ultimate beach destination for your family’s next island getaway! 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 four luxury beach bikes, upgraded bed and bath linens, and a fabulous welcome packet. Arrive to paradise where swaying palm trees that dot along the island streets greet you as park in your private driveway. Once inside and up the stairs to the second level you have the main living space that is immaculate with an open layout, brightened by a glow of natural light. The open-air Chef’s Kitchen overlooks the living and dining areas. The kitchen is well equipped featuring sparkling quartz counters, custom cabinets to store your groceries, state of the art appliances, and a beautiful kitchen island complete with stools. While the foodie of the group prepares a home cooked meal, you can enjoy family time in the living room relaxing on the sofas, watching a movie, and gathering around the dining table at meal time. Open up the sliding doors for a nightly breeze! This level of the home has a 1/2 bathroom accessed from the hallway. Awaken refreshed each day from the 4 bedrooms that are simply, dreamy escapes. On the 2nd floor of the home you have 2 guest bedrooms both highlighting king beds and ensuite bathrooms w/ step-in showers. Your 3rd floor is home to the primary bedroom that features a king bed, flat panel smart tv, closet for your beach bags, beautiful views, and an ensuite bathroom. The spa-like bathroom is sure to refresh your senses from the soaking tub/ shower combo. Your guest bedroom on this floor is a popular choice by the younger crew that is styled with a full over full bunk and the ensuite bathroom has a tub/ shower combo. The gorgeous barrier island of Anna Maria stretches for 7 miles with endless excursions to choose from! From sunrise to sunset, you can soak up the sun by the beach and return to your private pool to plunge into or let the jetted spa soothe your muscles. Feast on a freshly grilled meal by the pool under the covered outdoor dining area and cheers to a memorable day on the island. 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 sail away on a sunset cruise. Whatever you choose, you’re sure to have an incredible adventure. Set your clocks to island time, pack your bags, and experience Meet me at Sunset! Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Second Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: King bed and ensuite bathroom with shower and tub combo -Fourth Bedroom, 3rd floor: Full over Full Bunk bed and ensuite bathroom with shower and tub combo - 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. 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 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.

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