CONTACT US
Showing 31 of 31 properties



House

Yacht Sea

Yacht Sea

Highlights • 5-minute walk to the beach • Private Pool and Hot Tub • Elevator • Canal front home with Boat Dock • Putting Green, Pool table, and Ping Pong! Yacht Sea by Anna Maria Accommodations 50 N Shore Dr Anna Maria, FL 34216 VR21-000021 Welcome to Yacht Sea! An island retreat set within the heart of Anna Maria Island surrounded by natural beauty. This canal front, multi-level home has 4 suites, 4.5 bathrooms, all the amenities you desire including a game room, heated pool w/ spa, putting green, boat slip with a dock, outdoor living space, and sensational views from the balcony. The home is centrally located to the award winning emerald Gulf Coast, island boutiques along Pine Ave., restaurants, and so much more. You can walk or ride a bike everywhere! Live the island dream with your family and friends on your next beach getaway! You know you’ve arrived to paradise when you pull up to your private driveway greeted by a tropical landscaped exterior and beautiful swaying palms. You will instantly feel all the comforts the home offers once you step inside. You’ll fall in love with the modern, spacious layout that’s full of natural light and designed with chic, coastal decor. The great room provides a relaxing space to kick back on the plush sofas where you can stream your favorite shows or sports team from the large flat screen smart TV. The state-of-the-art chef’s kitchen is well stocked with all the essentials when cooking a gourmet meal for those at home nights. Stainless steel appliances, a wine cooler, quartz counters that provide ample space, and a large kitchen island that seats 8 complete with bar stools. A dining table that also seats 8 is where you can dine with a water view all while enjoying a meal with family and friends. Open up the French sliding glass doors to feel the island breezes from the balcony or to sit back on the Adirondack chairs with a fresh drink in hand while taking in the serene atmosphere. The home comes beautifully appointed with 4 master suites, all with spa-inspired ensuite bathrooms with two of the bathrooms featuring soaking tubs and all have glass walled step in showers. Awaken refreshed from the king beds designed with pure comfort, premium bedding, storage for your belongings, flat panel tv’s, and plenty of space to stretch out. An additional half bath provided for guest use, along with a laundry room on the second floor are available for your convenience. The outdoor living area on the ground level is where you’ll find yourself enjoying most of your day when not out on the beach or boating to nearby islands. The covered area provides a ping pong table, pool table, multiple seating/dining areas, two flat screen TV’s, and two large fans to help you stay cool in the shade. After a sunny day by the surf and sand, take a dip in your secluded, heated pool, sink into the jetted spa after sunset, soak up the Florida sunshine on a lounge chair, and challenge the golf expert in your group on the putting green. Next to the pool/ outdoor space is an additional Rec room that’s enclosed with a pool table. Cast a line from your private dock and get the gas grill ready for your catch of the day. This property is very accommodating for boaters with a place to park your vessel for up to a 28’ when parked parallel to the 16’ dock. There is also a 12’ wide and 35’ long boat slip available. *Please note the depth at the lowest tide is 4 feet. Right around the corner from the home is Galati’s Marina where you can conveniently fuel up your boat before heading out to the turquoise waters of the Gulf. Boat around the Tampa Bay, anchor down at the sandbars close to Bean Point, and set sail with the legendary sunsets as your backdrop! Discover the local gems of Anna Maria that make this island a magical place to vacay and to return to year after year. The barrier island stretches for 7 miles and the best part is you can explore the whole area by hopping on the free AMI trolley or cruise along with a golf cart rental or bike. So what are you waiting for? Grab your flip flops and beach hat and make way to our slice of paradise here at Yacht Sea! Your tropical home away from home where your guaranteed to have an unforgettable island experience! Room Details -Primary Bedroom: King bed and ensuite bathroom -Second Bedroom: King bed and ensuite bathroom -Third Bedroom: King bed and ensuite bathroom -Fourth Bedroom: King bed and ensuite bathroom There are no pets allowed in this home. These premises are monitored by video surveillance in select exterior areas. *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.

4 4.5 8
BOOK NOW

House

Honeywood House

Honeywood House

Honeywood House by Anna Maria Island Accommodations 243 Willow Ave Anna Maria, Florida Relaxation and adventure await you at Honeywood House, a canal-front vacation home with a private dock and a beautiful backyard with a pool, spa, and plenty of space for entertaining friends and family. This three-bedroom, four-bath home is located on Bimini Bay, providing quick access to Tampa Bay, and is just a short stroll from the Gulf of Mexico beaches! Highlights • Canal-front vacation home • Private dock • Less than a 10-minute walk to the beach • Private pool with in-ground spa • Guest suite • Dog friendly • Screened-in lanai As you arrive to this inviting home, you will love the signature architectural elements, including a covered entryway, cove lighting, and aquarium windows that bring in the natural sunlight and provide peaceful canal views. In the living room, there are two seating areas, one casual with comfy sofas and a TV, and the second designed with conversational seating and tropical views. The kitchen has stainless steel appliances, a breakfast table, and tall ceilings with skylight windows brightening your mood as you prepare a tasty meal. Share dinners with guests at the unique formal dining table or take outdoor living to its fullest by cooking your meals on the grill and dining poolside or even at the table in the screened-in lanai. In the primary bedroom, guests have access to the pool area through the sliding glass doors and can listen to the palm trees sway while they sleep. This room features bright coastal wicker furnishings and a modern ensuite bathroom with a chic vanity and walk-in shower. The second bedroom has been decorated with island décor to amplify the vacation vibe and has an ensuite bathroom with a beautifully tiled walk-in shower. The third bedroom opens directly to the sunlit den via sliding doors that can be closed and covered with curtains for privacy and has an ensuite bathroom with a double vanity, a walk-in shower, and here you’ll also find the home’s washer and dryer. Additionally, there is a bonus room with a twin trundle bed and access to a shower and tub combination bathroom. A living room sofa converts to a full sleeper sofa for even more accommodation. Room Details -Primary Bedroom: King bed, TV, private entrance, and ensuite bathroom with walk-in shower -Second Bedroom: King bed, TV, and ensuite bathroom with walk-in shower -Third Bedroom: King bed, den access, washer and dryer, and ensuite bathroom with a walk-in shower -Bonus Room: Twin Bed with Twin Trundle -Living Room: Full Sleeper Sofa This backyard is a true paradise for guests and pets! Beautiful and spacious, the patio area has plenty of loungers and chairs for guests to soak up the sun, a sparkling pool, a hot tub, and a dining table. Grab a seat on one of the Adirondack chairs on the dock, wave to the fellow boaters passing by, and relish in the tranquil surroundings with a drink in hand. Honeywood House is a perfect Anna Maria Island home, offering access to the Bay, a short walk to the beach, and is close to unique restaurants and island boutiques along Pine Ave and Gulf Dr. Pack your bags for paradise! - 3 cars maximum are able to park at this home, 1 garage space and 2 in the driveway. 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. Anna Maria Island 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. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. 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.

3 3 8
BOOK NOW

Condo

Bradenton Beach Club 224 - Blue Skies

Bradenton Beach Club 224 - Blue Skies

Bradenton Beach Club 224 - Blue Skies by Anna Maria Island Accommodations 224 17th St N Bradenton Beach, Florida TPL21-000141 Welcome to Bradenton Beach Club 224 - Blue Skies! This immaculate modern beach condo features 3 bedrooms and 2 bathrooms, making it perfect for families looking for a relaxing getaway on Anna Maria Island. Located in the highly desirable Bradenton Beach Club community, this unit provides effortless access to the breathtaking Gulf of Mexico beaches and nearby attractions. Highlights • Beachfront with Beach Access • Screened-in Lanai • Beach Views • 2 Community Pools and Spa • Community Fishing Dock and Kayak Launch • Assigned Parking Spot • Beach Chairs and Cart • Washer and Dryer The remarkable Bradenton Beach Club is a one-of-a-kind complex that stretches from beach to bay. Enjoy convenient deeded beach access just steps from your doorstep, as well as a picturesque bayside boardwalk that leads to a covered pavilion, offering stunning open bay views—ideal for dolphin and manatee watching. After a day of sun and sand, unwind in the Gulfside pool or relax in the heated pool and spa on the bayside, ensuring a perfect end to your beach day! Inside, the condo boasts a spacious open-concept living area adorned with coastal blue ceilings, creating an inviting beach atmosphere. The well-equipped kitchen features gorgeous granite countertops and ample seating, making it ideal for cooking and gathering with family and friends. Directly off the living room, you'll find a screened-in covered lanai, the perfect spot to savor your morning coffee while enjoying the gentle Gulf breezes. This beautiful beach condo’s primary bedroom features a luxurious king bed, while the second bedroom includes two double beds, ensuring plenty of sleeping options for everyone. For added flexibility, the bonus bunk room has a twin-over-full bed, providing cozy accommodations for children or extra guests. The two bathrooms are designed for convenience, enhancing your comfort during your stay. Room Details -Primary Bedroom: King bed, balcony access, and ensuite bathroom with walk-in shower -Second Bedroom: Two Double beds -Third Bedroom: Twin over Full bunk Don’t miss out on the chance to experience Blue Skies at Bradenton Beach Club 224—your perfect Anna Maria Island rental! Book today and enjoy easy access to the stunning beaches of the Gulf of Mexico, along with modern comforts and local attractions right at your fingertips! - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. This property does not allow pets of any kind. 1 car maximum able to park at this home. Spot #224 is located under unit with covered parking. Additional parking located up front based on availability. We ask our guests to please plan accordingly and coordinate with your group. 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
BOOK NOW

House

Rollin' with the Waves

Rollin' with the Waves

Rollin' with the Waves by Anna Maria Island Accommodations 4607 2nd Ave. Holmes Beach, Florida Welcome to Rollin' with the Waves, a vibrant 3-bedroom, 2-bathroom retreat that captures the essence of island life with soothing beach tones and relaxing amenities, just steps from stunning beaches. Enjoy sunbathing, swimming, and savoring fresh seafood at charming cafes, while also exploring unique shops and seeking adventure through kayaking, jet skiing, and fishing. Highlights • 2-minute walk to the beach • Private Pool with In-ground Spa • Ping Pong Table and Cornhole • Pac Man Arcade Game • Washer and Dryer • BBQ Grill, Outdoor Dining Table, and Outdoor TV • 2-minute walk to Anna Maria Island Trolley Stop At Rollin' with the Waves, guests can indulge in a refreshing dip in the heated pool or unwind in the spa after a day of beachside adventures. Around the patio is plenty of lounge chairs for sunbathing, an outdoor dining table for enjoying meals cooked on the provided grill, and a TV so you never have to miss a game. The open-concept living space blends relaxation and functionality, featuring a comfy lounge area with stunning nautical touches, perfect for movie nights. The kitchen is a culinary delight, complete with modern appliances and a wine fridge is available downstairs, ideal for elevating your meals at the dining table. Right out the glass doors is a balcony, providing an additional relaxing space with two adirondack chairs. Thoughtfully decorated to ensure you feel the beach vibe, each bedroom has beautiful coastal hues, plush bedding, and storage space. The primary suite boasts a private balcony with rocking chairs and a spacious ensuite bathroom with a walk-in shower. The two guest rooms share a hall bath and to improve your experience with Anna Maria Island Accommodations a washer and dryer can be found in a hall closet. Room Details -Primary Bedroom: King bed, balcony, and ensuite bathroom with a double vanity and walk-in shower -Second Bedroom: Queen bed -Third Bedroom: Two Twin beds -Bonus: Two Sleeper Sofas Immerse yourself in the excitement of our downstairs game room, where family-friendly competition and laughter await. You’ll find a ping pong table, Pac Man game, cornhole, an array of beach supplies, and a second fridge to keep additional snacks and drinks cool. Create cherished family memories at Rollin' with the Waves, where the fun never stops. Book your stay today and get ready for a family vacation filled with relaxation, play, and exploration on Anna Maria Island! - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. 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 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
BOOK NOW

Townhouse

Bradenton Beach Club 301

Bradenton Beach Club 301

Highlights • Less than a 5-minute walk to the beach • Screened-in balcony • 2 community pools and in-ground spas • Community fishing dock and kayak launch • Elevator Bradenton Beach Club 301 by Anna Maria Accommodations 301 17th St N Bradenton Beach, FL 34217 TPL18-000451 Welcome to Bradenton Beach Club 301, a beautiful two-bedroom, two-and-a-half-bathroom condo that boasts island life and is just a quick walk to the pristine Gulf beaches! The Bradenton Beach Club is a tropically landscaped complex that runs Beach to Bay, providing beach access directly across the street and a bayside boardwalk. Take in the beauty of the Bay from the covered pavilion, cast a line from the fishing dock, and launch your kayaks. Featuring two community pools and in-ground spas, one Gulf side and the other is bayside. Upon entering, you and your guests are welcomed into a warm living space with a modern sofa couch, TV, and a fully equipped kitchen. The kitchen has stainless steel appliances, ample counter space, and essential cooking tools. There are two places you can enjoy your meal: the indoor table, which has quick access to the wine fridge, and the outdoor table on the balcony, which embraces guests in the island life. The primary bedroom features a private deck perfect for winding down before bed or watching the sunrise in the morning. The primary bathroom has a double vanity, a walk-in shower, and a spacious closet. The second bedroom has a lovely sitting nook perfect for reading a book, watching a show on the tv, and most importantly, relaxing. Additionally, there is a den with a sleep sofa. The second bathroom has a shower/tub combo on the third floor. All bedrooms are on the third floor, and a half bath is on the second floor. Room Details -Primary Bedroom, 3rd Floor: King Bed and ensuite bathroom with walk-in shower. -Second Bedroom, 3rd Floor: Queen with TV. -Den, 3rd Floor: Queen Sleeper Sofa. This location offers something for everyone! Guests can relax in the community pool and hot tub, fish off the dock, launch kayaks and paddleboards, and take a quick walk to the spectacular Gulf of Mexico beaches. - There are no pets allowed in this home. 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 2.5 6
BOOK NOW

House

Emerald Shores

Emerald Shores

Emerald Shores by Anna Maria Island Accommodations 214 Fir Ave Anna Maria, Florida Embark on your paradise getaway at Emerald Shores! This entire duplex features two vacation rental units, each boasting an identical floor plan with three bedrooms and two baths, totaling six bedrooms and four baths. Just steps from the beach, you and your loved ones can indulge in sun-filled days and explore further to Anna Maria Island's vibrant Pine Ave with bakeries, boutiques, historic landmarks, and delectable dining options. Highlights • 1-minute walk to the beach • Private pool • Whole duplex with two units • Two private suites • Beach views • Decks with outdoor seating and BBQ grills • Two washer and dryers • Outdoor shower • Convenient location near dining and shopping Each unit is adorned with vibrant, beach-themed living spaces that include fully equipped kitchens, dining tables, and cozy seating areas complete with TVs. Plus, adjacent back decks with outdoor seating, BBQ grills, and breathtaking gulf views. The backyard oasis beckons with a sparkling turquoise pool, ample seating, and an outdoor shower, creating the perfect setting for cherished family moments. In each unit of this duplex, the main floor welcomes you with a serene King bedroom and a comfortable Twin bedroom, both featuring plush bedding, a TV, and ample storage space. The shared hall baths have a shower and tub combination. Accessible via an exterior staircase, the ground-floor bedrooms both have one Queen bed, a TV, mini fridge, and an ensuite bathroom. There are two enclosed laundry areas with full washer and dryers available making vacay washes a breeze. Room Details -Primary Bedroom, 2nd floor: King bed -Second Bedroom, 2nd floor: Two Twin beds -Third, 1st floor: Queen bed and ensuite bathroom -Fourth Bedroom, 2nd floor: King bed -Fifth Bedroom, 2nd floor: Two Twin beds -Sixth, 1st floor: Queen bed and ensuite bathroom Ideal for groups traveling together, Emerald Shores offers the perfect blend of comfort, convenience, and coastal charm. Your vacation adventure begins here with Anna Maria Island Accommodations – book today! - 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. 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.

6 4 8
BOOK NOW

House

Santorini

Santorini

Santorini by Anna Maria Island Accommodations 111 9th St. N Bradenton Beach, Florida Immerse yourself in island living at Santorini! This two-bedroom, one-and-a-half-bath bungalow blends Greek-inspired elegance with the vibrant charm of Florida's Bradenton Beach. Just a short stroll from the breathtaking Gulf beaches, Santorini places you steps away from delightful restaurants and a mere two-minute walk from the trolley stop, ready to whisk you and your loved ones to Anna Maria island's must-see attractions. Highlights • 3-minute walk to the beach • 2-minute walk to trolley stop • Convenient location near dining and shopping • Private deck • Hot tub • Washer and dryer • Dog friendly with approval and additional fee Kick back and relax with friends on the expansive wraparound deck, your ultimate hangout spot! Start at the front with a cozy outdoor dining table and chairs, perfect for sharing laughs over a meal. Head to the middle section to use the outdoor shower to rinse off sand from the beach. In the back, melt your stress away in the hot tub or enjoy a second dining area for more fun under the stars. Step inside and be transported to a nautical dream! The vibrant blue decor and comfy sofa create a cozy atmosphere, while the dining table for four is perfect for shared meals. The kitchen features stainless steel appliances, essential cookware, island seating for two, and a drink bar with a coffee maker and wine fridge. Both bedrooms feature plush queen beds, tv’s, and beach-inspired decor, creating a serene and inviting atmosphere. The main bathroom boasts a walk-in shower, while a convenient half bath is located in the hallway as well as a washer and dryer. Room Details -Primary Bedroom: Queen bed -Second Bedroom: Queen bed Book your stay at Santorini with Anna Maria Island Accommodations today and get ready for the ultimate friends' getaway! Enjoy sun-soaked adventures, cozy nights, and bring your furry friends along for the fun! - 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. 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. 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 1.5 4
BOOK NOW

    Skip to content