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Escape, retreat, and indulge with Anna Maria Island Accommodations Vacation Rental Properties. Take advantage of our exclusive offer for locals and save 10% off your dream getaway. Book now by calling 941-779-0733! *Offer valid for residents of Manatee, Sarasota, Pinellas, and Hillsborough counties.

Celebrate the holiday season with our deal of the year! Book any new Anna Maria Island Accommodations reservation with an arrival date now through December 31, 2024 and save 15% off the rental rate. Minimum night stay will vary by property and date of stay. Book now with promo code: BLACKFRIDAY2023
Offer ends at MIDNIGHT, November 26, 2023. Book your vacation directly on our website or call us now at 941-267-0297 to receive this promotion. 

*Subject to availability. Blackout dates may apply. This promotion cannot be applied to an existing reservation or combined with any other offers.

Showing 60 of 178 properties



House

Coastal Breeze

Coastal Breeze

Highlights • 2-minute walk to the beach • Private pool with in-ground spa • Tiki-bar • Outdoor shower • Washer and dryer Coastal Breeze by Anna Maria Island Accommodations 207 73rd St Holmes Beach, FL 34217 VRC17-000063 Welcome to Coastal Breeze! This four-bedroom, three-bathroom retreat features an outstanding backyard! You'll love the private pool with an in-ground spa, the comfy and colorful outdoor seating, and the unique tiki bar where you can enjoy tropical drinks and soak up the island lifestyle! The whole house has a delightful beach theme throughout, providing guests with cozy seating in the living room, family room, and screened lanai. The galley kitchen is fully equipped with stainless steel appliances, granite countertops, and cooking utensils, ensuring that every meal is a success. There's a kitchen table, indoor dining table, and an outdoor dining area with a grill that's perfect for cooking fresh-caught seafood. Experience ultimate relaxation in any of the four bedrooms, each appointed with crisp linens, televisions, and generous storage space. The primary and second bedrooms have bright decor to put a smile on guests' faces and have ensuite bathrooms. The third and fourth bedrooms are equally comfortable and share a hallway bathroom with a walk-in shower. Plus, a washer and dryer and a queen sleeper sofa are provided. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: King bed and ensuite bathroom with a walk-in shower -Third Bedroom: Queen bed -Fourth Bedroom: Twin over full bunk -Living Area: Queen sleeper sofa Whether you prefer lounging by the pool, soaking up some sun on the beach, or discovering the many treasures of Anna Maria Island (or perhaps a little bit of everything!), Coastal Breeze's convenient location near the beach and the free island trolley stop is sure to please. Get ready for the ultimate vacation experience! - There are no pets allowed in this home. 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 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 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.

4 3 8
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House

My Grand Floridian

My Grand Floridian

Highlights • Canal front with Private Dock • Private pool • Less than a 5-minute walk from the beach • Rooftop Deck • Putting Green My Grand Floridian by Anna Maria Island Accommodations 207 N Harbor Dr Holmes Beach, FL 34217 VRC16-000133 Welcome to My Grand Floridian! This stunning canal-front home comes complete with a 2x14 dock, a fishing table, an underwater fishing light, and a ladder for easy kayak launches. The house features five bedrooms and five bathrooms, and the ultimate backyard with a private pool and a putting green. Plus, it has a game room and is just a quick walk from the beach! Start packing for an unforgettable experience! Follow the stairs up to the main living room, which exudes luxury. You will find a lovely seating area with a large sectional and side chairs, as well as a mounted flatscreen. The kitchen is fully equipped with stainless steel appliances, pots, pans, and utensils. In addition to the seating area at the island, there is a round family dining table, and by the staircase, you will find a wet bar with a drink fridge! On this floor you will also find the home’s washer and dryer and a hall bathroom with a walk-in shower. After a long day of exploring the island, you can retreat to the primary bedroom. Here, you'll find a delightful seating area where you can watch TV, as well as a private balcony with seating. The primary ensuite bathroom boasts a stunning double vanity, walk-in shower, and a soaking tub. The second floor King bedrooms share a balcony and each have their own ensuite bathrooms with walk-in showers. If you're traveling with kids, the fourth and fifth bedrooms are perfect. These bedrooms share a Jack-n-Jill bathroom equipped with a shower and tub combination. There is an additional living area with a sofa, TV, and bar with fridge. The spiral staircase in the primary bedroom leads to the rooftop deck, where you can enjoy stunning views of the island. Room Details -Primary Bedroom, 3rd floor: King bed, private balcony, and ensuite bathroom with double vanity and tub -Second Bedroom, 2nd floor: King bed, walk-in closet, balcony access, and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom -Fourth Bedroom, 3rd floor: King bed and jack and jill bathroom with shower and tub combo -Fifth Bedroom, 3rd floor: Full bunk and jack and jill bathroom with shower and tub combo The backyard is a tropical paradise with multiple features that every guest will love. It includes a pool that is nestled in lush landscaping, complete with a built-in sun shelf and a bistro table to keep guests cool while enjoying the island sunshine. The lanai has conversational and dining seating for guests to relax and enjoy the breeze, or lounge in the sun on one of the comfortable lounge chairs. A great game room with a Ping Pong table is accessible through the patio sliding doors, while a putting green is located on the side of the house. The dock is equipped with underwater lighting to attract fish and a cleaning table that makes it convenient to prepare your catch, which can then be cooked to perfection on the patio grill. - The right-side garage is not available for guest use DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary. There are no pets allowed in this home. 5 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. These premises are monitored by video surveillance in select exterior areas. 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.

5 5 10
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House

Beach Retreat (AMIA)

Beach Retreat (AMIA)

Highlights • 2-minute walk from the beach • Private Pool • Elevator • Ping pong table Beach Retreat 208 72nd Street, Unit A Holmes Beach, FL 34217 VRC16-000857 Welcome to Beach Retreat, an amazing vacation home with a private pool that is just a two-minute walk from the white sugary sands of beautiful Holmes Beach! This four-bedroom, three-bathroom rental has three levels that accommodate up to eight guests and accommodate up to eight guests and has an elevator for effortlessly getting between floors. You and your guests will love the beachy décor while you gather in the living room for conversation, tv shows, and movies, or games and puzzles. The spacious fully equipped kitchen features generous counter space and an island for meal and snack preparation. The island seating allows guests to grab a quick snack and chat with the chef. You and your guests can enjoy meals at the dining table or gather at the outdoor dining table on the covered lanai for island casual dining. Retreat and unwind in the tropical primary bedroom which has comfortable seating, a private balcony for reading and enjoying morning coffee, ample storage space, and an ensuite bathroom with a walk-in shower. Guests can sleep well in the second bedroom, the coastal designs, seating, and furnishing keep them in the island state of mind. The third bedroom has a large closet and a private deck for peaceful solitude in the ocean breeze. The fourth bedroom is perfect for younger guests and has space for relaxing and interacting. The hall bathroom has a shower and tub combination perfect for refreshing after a fun day of Anna Maria Island adventures and amazing beach trips. You and your guests can splash in the large, private heated pool set in a tropical oasis-like backyard. There are lots of comfortable pool furniture from chaise lounges to a circular sunbed that creates your piece of paradise. After a swim in the pool, rinse off in the outdoor shower, head to the beach, or fire up the grill for a Florida-style cookout in the covered lanai. With a ping pong table, corn hole, plenty of pool and beach toys, fishing rods, bait buckets, beach wagon, and shade canopy for the beach, Beach Retreat has all that you need to relax and have fun. The free island trolley stop is steps away, making exploring the island and checking out the shops and boutiques on Pine Avenue a breeze. Sleeping Arrangements (Sleeps 8) -Primary Bedroom, 3rd floor: King bed, tv, and ensuite bathroom with walk-in shower. -Second Bedroom, 3rd floor: King bed and tv. -Third Bedroom, 2nd floor: Queen bed and tv. -Fourth Bedroom, 3rd floor: 2 twin beds and tv. There are no pets allowed in this home. *Please note: 5 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.

4 2.5 8
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Cottage

Ainsley Beach House

Ainsley Beach House

Highlights • Less than a 5-minute walk to the beach • Private pool • BBQ grill • Outdoor shower • Near restaurants and shops Ainsley Beach House by Anna Maria Island Accommodations 209 55th St Holmes Beach, FL 34217 VRC16-000185 Come and experience the ultimate island living at Ainsley Beach House! This beautiful three-bedroom and two-bathroom getaway is stunning both inside and out. You'll appreciate the convenience of being just a short walk away from the pristine Gulf of Mexico beach, and the backyard has an outdoor shower designed to rinse off the sugary sand and so much more to create unforgettable memories! Upon entering, you are greeted with a vibrant and lively coastal-themed living area, complete with a serene seating arrangement that overlooks the pool, as well as a fully equipped kitchen and a dining table. The kitchen boasts stunning countertops and cabinets, and comes equipped with all the necessary appliances and essentials, including dishware, pots, and pans, to ensure that every guest can prepare their favorite meals with ease. Enjoy a peaceful night's sleep in the primary oasis, which features a premium King bed, a television, and an ensuite bathroom with a step-in shower. The two guest rooms embody the essence of a charming beach vibe, and are furnished with dressers and a TV for your convenience. The hall bathroom is appointed with a spacious walk-in shower. Room Details - Primary Bedroom: King bed with tv and ensuite bathroom - Second Bedroom: Queen bed - Third Bedroom: Two Twin beds - Living Room: Queen Sleeper Sofa When you’re not at the beach, your backyard paradise awaits you. You’ll find a sparkling pool in the backyard with a sun shelf and even a built-in tiki table! Plus, we’ve included lounge chairs where you can catch a tan or read your favorite book. For those who love to cook, the provided grill is perfect for whipping up some delicious meals. And when you're ready to dine al fresco, gather around the outdoor dining table and enjoy a meal under the stars. At Ainsley Beach House, we're committed to making your Anna Maria Island vacation unforgettable, so why not let us help you plan your perfect getaway today! - 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. 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 byAnna 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.

3 2 6
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House

Octopus Cottage

Octopus Cottage

Octopus Cottage 209 69th St Holmes Beach, FL 34217 Less than 300 steps to the beach! Welcome to Octopus Cottage! This gorgeous, single-family home is the perfect place for your luxury vacation, nestled 300 steps from the white Gulf sands Anna Maria Island is famous for. And you won't be far from the restaurants, marinas, and shops the Island has to offer, including Beach Bistro, Duffy's Tavern, Egmont Key Adventures, and Sand Dollar Gift Shop. The northern and southern tips of the Island are easily accessible by the Island Trolley, with trolley stops only a short walk away. Converted to a single-family home in 2018 and completely renovated from the foundation up with the vacationer in mind, this home has you covered whether you want to soak up the sun by the pool or enjoy a game of ping pong or cornhole in the fresh Florida air. The heated pool features a swim-up table, so you can keep a refreshing drink close by, and a relaxing hot tub. The poolside recreation area features a six-seat bar with a dart board, a ping pong table, cornhole with beautifully custom painted boards, and a covered lounge area, complete with TV. Up on the balcony, you'll find a wet bar with a built-in grill! Inside you'll find a refreshing beach-chic décor, with custom art, furnishings and fixtures, including a driftwood banister and a glass bubble chandelier, evoking the image of bubbles drifting up though the water. Getting settled in is easy with the help of the elevator to get your belongings up to the main living floors. The open floorplan is perfect for entertaining. Seat seven comfortably around the large HDTV while preparing dinner in the spacious kitchen, fully equipped with high-end stainless-steel appliances. Prepare your dinner drinks at the beverage bar, complete with a wine cooler, as your group takes their seats at the eight-top dining table under the seashell chandelier. The bedrooms are just as gorgeously decorated as the rest of the home. King beds and TVs in all four bedrooms will allow everyone to relax to the fullest. The main master suite features an ensuite bath with separate tub and shower, double sink vanity with artistically framed mirrors and walk-in closet; French doors provide direct access to the balcony. The second master suite features an ensuite bath with double sink vanity and beautifully tiled shower. The third and fourth bedrooms are at once spacious and cozy, with their own unique feel. Snuggle into the luxury linens and rest peacefully before embarking on a new Island adventure in the morning! This lovely, luxury Island home accommodates up to 8 people. Bedroom 1: King with TV and Ensuite Bath on Main Living Level Bedroom 2: King with TV and Ensuite Bath on Main Living Level Bedroom 3: King with TV and Ensuite Bath on Main Living Level Bedroom 4: King with TV and Ensuite Bath on Main Living Level **Please note that left-side garage is not available for guest use** 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 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 VRC18-000139

4 4.5 8
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House

Coral Palms

Coral Palms

Highlights • 3-minute walk to the beach • Private pool and hot tub • 2 Outdoor showers • Near free island trolley stop • Pet Friendly Coral Palms by Anna Maria Island Accommodations 209 81st St Holmes Beach, FL 34217 VRC16-000157 Welcome to Coral Palms, a ground-level vacation home with a sparkling private pool just a quick walk from the Gulf of Mexico beaches! With three bedrooms and two bathrooms, this vacation getaway is the ultimate beach house. As you walk into this home away from home, you're immediately greeted into a warm and inviting living space with comfy seating. The refreshed fully equipped kitchen has stainless steel appliances and plenty of cabinet space for all the beach day snack and meal essentials. Guest can gather inside for a formal dining experience or delight in the island breeze at the two outdoor tables. Guests can also enjoy the Florida room that has gorgeous views of the pool and two sofas. Enjoy some much needed relaxation and enjoy your favorite shows on all of the smart TVs. Catch up on much-needed sleep in the primary bedroom and delight in some late-night tv before heading to bed. The primary ensuite bathroom features a walk-in shower perfect for rinsing off after a long day of island adventures. The second bedroom will make guests feel comfortable and right at the beach. The third bedroom is perfect for younger guests, making traveling with the family a breeze. The second and third bedrooms share the second bathroom with a shower and tub combination. A sleeper sofa in the living room is available for guest use. Room Details -Primary Bedroom: King bed, tv, and ensuite bathroom with walk-in shower. -Second Bedroom: Queen bed and tv. -Third Bedroom: Twin over Full Bunk and tv. -Bonus: Sleeper Sofa in sunroom Enjoy your private tropical oasis backyard, where friends and family can splash in the pool and relax in the hot tub. The sugary white sand beaches are just a three-minute walk away, and afterward, you and your guests can wash away all the sand in one of the two outdoor showers. Then, explore Anna Maria Island on the free trolley, check out Pine Avenue’s fantastic restaurants and boutiques, and book a fishing charter, dolphin and manatee tour, bike rental, kayak tour, and golf trip. This property allows pets - there will be an additional pet fee associated. AMI Accommodations 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 Anna Maria Island Accommodations.* Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. *Please note - the fireplace is not operable *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 take a look at 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 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 6
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House

Casa Allegria

Casa Allegria

Highlights • 5-minute walk to the beach • Private pool • Outdoor shower • Washer and dryer Casa Allegria 209 Archer Way Anna Maria, FL 34216 VR16-000015 Welcome to Casa Allegria, a vacation home with a stunning pool just a five-minute walk from the beach! This rental has three bedrooms and two bathrooms. There are two living areas for guests to choose from. Guests can sit back, have a movie night, and discuss Anna Maria Island activities and adventures with each other. The fully equipped modern kitchen has plenty of space for making homemade island-inspired meals and snacks for the beach. Guests can enjoy homemade meals and the best Anna Maria Island take-out at the dining table or at the dining table in the screened-in lanai. Additionally, there is a grill perfect for serving fresh-caught seafood, and guests can delight in the island breeze at the outdoor table while they dig into their meals. Find tranquility in the primary bedroom, with coastal decor, ample space for vacation outfits, beach necessities, a tv, and an ensuite bathroom with a walk-in shower. The second bedroom offers guests a great place to relax and listen to the palm trees sway as they fall asleep. The third bedroom is ideal for younger guests or single travelers, with plenty of space for rest and recreation. The hallway bathroom with a shower and tub combination is perfect for refreshing after a day of activities. After making memories at the gorgeous Gulf of Mexico beaches, head back to your backyard oasis. Rinse off in the outdoor shower, and then splash in the private pool. The group’s chef can cook delicious bbq, and freshly caught seafood on the grill, and guests can enjoy great conversation with each other at the outdoor dining area. The free Island trolley stop is a five-minute walk from your doorstep. Check out Rod and Reel Pier at secluded Bean Point, and the many Gulf beaches. Enhance your dream vacation by booking a manatee and dolphin tour, rent bikes, plan a golf trip, enjoy a spa day, rent kayaks and paddle boards, book a fishing charter, or take a sunset sail to make the most of your Anna Maria Island vacation! Book Casa Allegria for the best Anna Maria beach vacation. Room Details -Primary Bedroom: King bed, tv, and ensuite bathroom with walk-in shower. -Second Bedroom: King bed and tv. -Third Bedroom: Two twin beds. **Please note that the garage is not available for parking** There are no pets allowed in this home. *Please note: 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 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 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 8
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House

Jackie's Cottage

Jackie's Cottage

Highlights • Canal front home with a wet dock and dry dock • Private pool • Less than a 5-minute walk to the beach • Outdoor entertainment area • 1-block from nearest free island trolley stop Jackie's Cottage by Anna Maria Island Accommodations 209 N Harbor Dr Holmes Beach, FL 34217 VRC18-000190 Welcome to Jackie’s Cottage, a fabulous canal home with a private wet dock and dry dock perfect for boating, jet skiing, fishing, kayaking, or just sitting back and enjoying water views! This four-bedroom, three-bathroom vacation escape is just a block and a half from the pristine Gulf beaches and has a nearby trolley stop that will take you all over the serene 7-mile island. Pack your bags and get ready to stay at your new annual vacation retreat. As you walk in, you are instantly greeted with a seating area with a tv and bright wicker chairs. Through the hallway is the main living space with large windows showing off the beautiful canal. The kitchen has been recently updated with modern appliances, stunning countertops, a farm sink, and bar-top seating, and to the left is the dining room table, where you just might be too busy to eat as you’re looking at the water views. After a fun day on the water, unwind with a movie night and snuggle up on one of the sofas. Soak up the water views each morning from the comfort of the King bed in the primary bedroom. The primary has a tv, a walk-in closet, and an ensuite bathroom with a modern walk-in shower. The second bedroom is bright with luxury linens and shares a Jack and Jill bathroom with a walk-in shower, with the third bedroom boasting a nautical theme and two twin beds. The fourth bedroom has a comfy bed, a tv, and plenty of space for vacation necessities. A hallway bathroom with a shower and tub combination and a washer and dryer is available for guest use. Room Details -Primary Bedroom: King bed, tv, patio access, and an ensuite bathroom with a walk-in shower -Second Bedroom: King bed, tv, and Jack and Jack & Jill bathroom with a walk-in shower -Third Bedroom: Two twin beds and Jack and Jack & Jill bathroom with a walk-in shower -Fourth Bedroom: Queen bed and tv This spectacular vacation home has a wet dock and a newly installed dry dock that can hold up to two large jet skis! Bring along your favorite toys or rent locally and get ready to explore the beautiful waters. If lounging around is more your speed, splash around in the sparkling pool, read a book, and grab your favorite drink as your group’s chef to prepares a scrumptious meal on the BBQ grill. Grab your chairs and towels and head to the close by award-winning turquoise Gulf beaches at Manatee County Beach. Hop on the free island trolley, bike, or rent a golf cart and find new restaurants, shops, beaches, and nature trails. Book Jackie’s Cottage today! DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary. No pets are 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 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 7
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House

Rainbow Fish

Rainbow Fish

Highlights • Less than a 5-minute walk to the beach or bay • Private Pool and Hot Tub • Ping Pong Table • Outdoor Shower • Washer and Dryer Rainbow Fish by Anna Maria Island Accommodations 210 Archer Way Anna Maria FL, 34216 VR20-000048 Welcome to Rainbow Firsh, a bright, colorful ground-level vacation home with a private pool, hot tub, and game area a block and a half from Holmes Beach! This Anna Maria rental has three bedrooms and three bathrooms. Guests can catch up on their favorite tv shows or discuss Anna Maria Island activities in the open living area, which has ample space for all your guests to feel comfortable and have a relaxing place to unwind. The fully equipped kitchen has extended island seating and opens into the dining area, where you and your guests can delight in homemade meals or the best Anna Maria Island take-out. The poolside seating is perfect for enjoying the tropical breeze and freshly caught seafood on the grill. The primary bedroom offers a relaxing coastal feel with access to the pool area, a tv, and an ensuite bathroom with double vanity, a walk-in shower, and a tub. The second bedroom will surely make your guests smile and has an ensuite bathroom with double vanity and a modern walk-in shower. The third bedroom has plenty of space for vacation necessities and has a tv for late-night entertainment. There is a hallway bathroom with a walk-in shower and a washer and dryer to keep vacation outfits looking fresh. Rainbow Fish’s backyard has everything for your friends and family to have a wonderful time. After making beautiful memories at the Gulf of Mexico beaches, rinse off in the private outdoor shower and loosen up in the hot tub or the sparkling pool. Discover the seven-mile at your own pace by taking the free island trolly to Anna Maria Island’s unique restaurants and shops. For the ultimate Anna Maria Island vacation, check out our preferred vendors and enhance your vacation by booking a manatee and dolphin tour. Plan a golf trip, enjoy a spa day, rent kayaks and paddle boards, book a fishing charter, or take a sunset sail to view the breathtaking Gulf of Mexico sunsets. Complete your vacation by booking Rainbow Fish today! Room Details -Primary Bedroom: Queen bed, tv, and ensuite bathroom. -Second Bedroom: Queen bed, tv, and ensuite bathroom. -Third Bedroom: Queen bed and tv. There are no pets allowed in this home. *Please note: 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 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 3 6
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Condo

Captain Ron's Beach Pad

Captain Ron's Beach Pad

Highlights • Gulf front • Private Patio • Less than a 5-minute walk to the trolley stop. Captain Ron's Beach Pad by Anna Maria Island Accommodations 210 Gulf Dr S, Unit B Bradenton Beach, FL 34217 TPL18-000454 Welcome to Captain Ron's Beach Pad, an inviting Gulf front vacation home directly on Bradenton Beach. With two bedrooms and two bathrooms, this ground-level beach rental sleeps up to six guests. Friends and family can gather in the living area, watch tv, and discuss Anna Maria Island activities on the private patio, which is perfect for watching the best sunset in the country. The fully equipped kitchen has plenty of counter space for preparing island-inspired meals and beach snacks. Guests can delight in homemade meals or the best Anna Maria Island take-out at the dining table or the kitchen island. The primary bedroom has calming blue hues to ensure a peaceful Florida vacation. The primary ensuite bathroom has a shower perfect for refreshing after a long day at the beach. The second bedroom is ideal for younger guests or single travelers. There is a hallway bathroom with a shower and tub combination. Additionally, a sleeper sofa is available to ensure a relaxing stay for every guest. After making memories at the gorgeous Gulf of Mexico beaches, walk back to your private patio for some drinks with friends and watch the breathtaking Anna Maria Island sunset. The free island trolley is a quick walk out your front door and will take you to locally-owned restaurants and boutiques. Enhance your dream vacation by booking a manatee and dolphin tour, fishing charter, or a sunset sail. Check out rental establishments for bike rentals, kayaks, paddleboards, and much more! Book Captain Ron's Beach Pad today! Sleeping Arrangements (Sleeps 6) -Primary Bedroom: King bed, tv, and ensuite bathroom. -Second Bedroom: Two twin beds and tv. -Living Room: Queen sleeper sofa. There are no pets allowed in this home. *Please note: 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 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.

2 2 6
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House

Angelfish (AMIA)

Angelfish (AMIA)

Highlights • Less than a 5-minute walk to the beach • Private Pool • Screened-in lanai • Washer and Dryer • Dog friendly Angelfish by Anna Maria Island Accommodations 2109 Avenue B Bradenton Beach, FL 34217 TPL18-000468 Welcome to Angelfish! Dive into coastal bliss with three bedrooms, two baths, and a private backyard. Bask in sunshine alongside the pool, stroll along shops and restaurants, and make unforgettable memories with loved ones at the Gulf of Mexico beaches, which are just a quick walk away! Inside is a gorgeous nautical themed open living space with two sofas, side chairs, and a television for your watching desires. Seamlessly connected is the fully equipped kitchen, it has sparkling granite countertops, a breakfast bar, cooking essentials, and a dining table. Relax on the screened-in lanai, featuring a dining table and cozy seating area, with the added convenience of a washer and dryer discreetly tucked behind a half wall. The primary and secondary bedrooms boast soft, crisp bedding, dressers, and televisions. The third bedroom serves as a versatile den suite, featuring sliding barn doors for privacy, a Murphy bed, and an ensuite bathroom with a walk-in shower. Down the hall, the hall bath also offers a walk-in shower for convenience. Room Details Primary Bedroom: King Bed Second Bedroom: Queen Bed Third Bedroom: Queen Murphy Bed and ensuite bathroom with a walk-in shower Designed for ultimate relaxation, the tropical landscaped backyard of Angelfish boasts a private pool, sun loungers, and a BBQ grill. To enhance beach outings, beach chairs and a cart are provided for easy transport to nearby beaches. With these amenities, guests can truly unwind and enjoy their stay. So, pack up and embark on a memorable getaway to Angelfish! - 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. 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 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

Beach Cottage

Beach Cottage

Highlights • 2-minute walk from the beach • Private pool and hot tub Beach Cottage by Anna Maria Island Accommodations 211 71st St Holmes Beach, FL 34217 VRC16-000178 Welcome to Beach Cottage, a ground-level vacation home with a private heated pool and spa that is a two-minute walk from the sugary white sands of Holmes Beach! This centrally located home has four bedrooms and three bathrooms to accommodate up to eight beach-loving guests. Friends and family can enjoy gathering in the inviting living room and connecting over conversation or a favorite movie. The kitchen has stainless steel appliances and granite countertops that make meal preparations and snacks a breeze. The coastal theme and open floorplan include a dining area for guests to enjoy home-cooked meals, Anna Maria Island takeout, or play a fun board game with the option of moving the fun outside to the table on the covered lanai. The primary bedroom has a delightful seashore theme, access to the pool deck, and an ensuite bathroom with a walk-in shower to relax and refresh on your island getaway. Guests can retreat to the calming second bedroom, where they can recharge in the ensuite bathroom with a walk-in shower and enjoy access to the pool deck. The third bedroom has storage space and access to a shared bathroom with a walk-in shower that also has hall access. The fourth bedroom will attract younger guests and has space for playing games. Guests will love the backyard which features a private tropically landscaped oasis with a heated pool that has two large entries and an oversized hot tub and lounge chairs to enjoy the sun. The outdoor shower is great for a quick rinse after a day on the beach. Beach Cottage’s central location is close to the free trolley stop, perfect for exploring the island. Hop a ride to Pine Avenue where you can explore local boutiques and restaurants. Anna Maria Island offers boat, bike, and paddle-sport rentals, fishing charters, golf, and tours to help your guests explore the island. Sleeping Arrangements (Sleeps 8) -Primary Bedroom: Queen bed with tv and ensuite bathroom with walk-in shower. -Second Bedroom: Queen bed with tv and ensuite bathroom with walk-in shower. -Third Bedroom: Queen bed with tv and ensuite bathroom with walk-in shower. -Fourth Bedroom: Two twin beds and tv. 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 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 VRC16-000178

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