CONTACT US
Showing 24 of 163 properties



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

House

Carefree Cay

Carefree Cay

Highlights • Less than a 5-minute walk to the beach • Private pool with in-ground spa • Outdoor living space • Close to restaurants and shops • Shuffleboard Carefree Cay by Anna Maria Island Accommodations 217 Sycamore Ave Anna Maria, FL 34216 VR16-000412 Welcome to Carefree Cay, a vacation getaway located in the north end of Anna Maria Island. This spacious house offers three bedrooms and two and a half bathrooms, making it the perfect fit for families and groups seeking rest and relaxation. The backyard boasts a private pool and an in-ground spa, along with plenty of lounge chairs for soaking up the beautiful Florida sunshine. As you enter the spacious living area, you'll feel the laid-back island atmosphere with its vibrant decor and tropical accents. You can relax and enjoy a fun family movie night on any comfortable seating options available. And if you're not in the mood for a movie, head downstairs to the second living area, which features an incredible beach mural, cozy sofas, a table perfect for playing board games, and even a shuffleboard! In the kitchen, you'll find essential dishware, pots, pans, and a coffee maker. Guests can dine at the island bar, dining room table, or on the deck, your choice! The primary bedroom boasts a walk-in closet, a large television, and a spa-like ensuite bathroom with a walk-in shower and a lavish soaking tub. Each bedroom is designed with comfort in mind, and the two guest rooms have storage space and televisions as well. The hall bathroom has a fun colors and a shower and tub combination. Plus, there is a washer and dryer that can be found right off the kitchen and there is a half bath. Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower and soaking tub -Second Bedroom, 2nd floor: King bed -Third Bedroom, 2nd floor: Two twin beds The boutiques and restaurants located on Pine Avenues, along with the pristine Gulf of Mexico beaches, are just a short walk away. Additionally, a free island trolley stop is just a five-minute walk away, which can take you to explore all the beauty that Anna Maria Island has to offer. Book Carefree Cay today and enjoy all the wonderful attractions nearby! - The garage is not available for guest use 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 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 2.5 6
BOOK NOW

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
BOOK NOW

House

Silver King

Silver King

Silver King by Anna Maria Island Accommodations 316 Tarpon St Anna Maria, FL 34216 VR16-000118 Welcome to Silver King, a canal-front home with stunning views just four blocks from the beach! The putting green in the frontyard invites you to practice your short game or challenge your guests to a friendly competition. Your backyard oasis features a heated pool, tropical landscaping with synthetic turf, and the opportunity to dock your boat, kayak, or paddleboard so you can easily explore the bay. This four-bedroom, three-bathroom gem is on the island's north end, three blocks from the famous Pine Avenue, where you can enjoy local restaurants and boutiques like a local. Highlights • Canal-front with dock - 10,000 lbs lift • 15-minute walk to the Beach • Private Pool • Roof Top Deck • Air Hockey table The main floor boasts vibrant colors and cheerful beach decor. The kitchen has beautiful blue hues, a full suite of appliances, and island seating for two, and off to the right is the formal dining room with a coastal table. Upstairs has a TV room with a large sectional and a second area with a sofa and a desk, and downstairs is a spacious game room with seating, a TV, and an air hockey table! The living room and dining room have access to the main floor deck area and rooftop deck, where you can sit back and take in the island breeze, enjoy refreshments, or watch fellow guests swim. The primary bedroom features patio access, a walk-in closet, and an ensuite bathroom with two vanities, a shower, and a tub. The second bedroom has more of a Caribbean feel, with dark wood furnishings and an ensuite bathroom with a walk-in shower. The third and fourth bedrooms boast island vibes and have Tvs for late-night entertainment. The third bathroom has a walk-in shower, shelf space, and counter space to hold all necessities. Room Details -Primary Bedroom, 2nd floor: King bed, tv, and ensuite bathroom -Second Bedroom, 2nd floor: King bed and tv. -Third Bedroom, 2nd floor: Queen bed and tv. -Fourth Bedroom, 2nd floor: 2 Twin beds and tv. -Living Room, 2nd floor: Twin Sleeper Sofa Head downstairs to your backyard oasis with a turquoise pool surrounded by tropical landscaping including lush green synthetic turf and lounge seating, perfect for post-adventure relaxation. Grill up a divine meal on the outdoor BBQ grill and gather around the covered dining table to eat. Silver King is less than a mile away from Bayfront Park, AMI City Pier, and Palmetto Ave Beach. Stop by Pine Ave for some local treats and check out the local tour guides for some great private tours. 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. This lift can accommodate a boat of up to 20 feet or a maximum weight of 10,000 pounds. - *Please note, there is no heated spa or hot tub even though there appears to be in the photos* No pets of any kind are allowed in this home. 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.

4 3 8
BOOK NOW

House

Beachcombers

Beachcombers

Highlights • Less than a 10-minute walk to the beach • Private pool • Ping pong table • Outdoor shower • Washer and dryer Beachcombers by AMI Locals 317 Spring Ave Anna Maria, FL 34216 VR16-000284 Welcome to Beachcomber, a centrally located home on Spring Avenue where you can find activities in every direction to unwind and indulge in the local Anna Maria Island style. With easy access to Gulf Beaches, Bay Piers, shopping, and restaurants just a few short blocks away, your guests will find endless possibilities. Whether relaxing in the backyard pool, enjoying refreshments on the oversized front porch, or dipping your toes in the sandy beaches of Anna Maria Island Beach, you will find this home a perfect place for your guests to experience the best Anna Maria Island has to offer. Beachcomber is a three-bedroom and two-bathroom vacation home. As you enter, the open concept living space welcomes you with coastal décor that sets the tone. The living room has a stunning, wood-planked vaulted ceiling that maximizes the natural sunlight. It is a beautiful place to relax, catch up, watch a movie, or play a board game with friends and family. Prepare snacks and refreshments for hungry guests after a long day of beachcombing in the updated kitchen has beautiful granite countertops and stainless-steel appliances. Counter seating for two is perfect for a quick breakfast or late-night snack. Enjoy a family meal or bond over a board game at the dining table that seats six. Step out onto the balcony and enjoy the breeze in the oversized conversational seating. Relax and indulge in the primary bedroom while you enjoy the beach-themed décor and refresh in the updated ensuite bathroom with a walk-in shower and tub. The generous second bedroom has a private balcony where you can enjoy a quiet cup of coffee. Delightful ocean décor greets guests in the third bedroom, where they can dream of the day’s swim in comfort. The updated second bathroom has soothing tones and features a shower/tub combination and easy hall access. The living room sofa becomes a queen sleeper to provide a restful night’s sleep. Your backyard retreat is sure to please! The pool is nestled in a lovely paver deck surrounded by a tropical landscape. Enjoy relaxing on lounge chairs, and deck chairs, or share a meal under the patio umbrella and the table that seats six. The garage opens to the deck to reveal a second refrigerator for your backyard refreshments and a ping-pong table for some friendly competition. A quick walk to shops, restaurants, the Anna Maria City Pier, and the free Island Trolley makes this a perfect place to make your island dreams come true. Room Details -Primary Bedroom, 2nd floor: Queen bed, tv, and ensuite bathroom -Second Bedroom, 3rd floor: Queen bed and tv. -Third Bedroom, 3rd floor: Twin beds and tv. -Living Room: Queen Sleeper Sofa 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 property has an active Ring doorbell and additional video surveillance on the exterior public approach areas and the pool equipment. 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 8
BOOK NOW

House

North End Chic

North End Chic

North End Chic by Anna Maria Island Accommodations 260 Gladiolus St Anna Maria, FL 34216 VR16-000361 Welcome to North End Chic! This ground-level vacation home with four bedrooms and three bathrooms is perfect for friends and family getaways. It has an incredible backyard with plenty of lounge chairs and a private pool featuring a gorgeous waterfall that creates a truly relaxing atmosphere. There's even a putting green and cornhole for some fun family activities! Highlights • 10-minute walk to the beach • Private pool • Putting green • Corn hole • Less than a 5-minute walk to Bayfront Park • Washer and dryer As soon as you step inside, you will be greeted by an inviting open living space that boasts plush sofas and a large television where guests can stream their favorite shows. The kitchen is equipped with stainless steel appliances, granite countertops, and unique floor tiles that give it a modern and stylish look. You will find all the necessary pots, pans, and utensils to cook like a pro chef, and guests indulge in your culinary masterpieces at the dining room table with excellent views of the tropical backyard and pool. The main bedroom is a luxurious coastal retreat with high-end furnishings and doors that lead to the pool area. You'll feel pampered in the primary ensuite bathroom that has two vanities, a walk-in shower, and a soaking tub. The second bedroom also has access to the patio and an ensuite bathroom with a walk-in shower and can be used as another primary bedroom. The other two bedrooms have stylish decor and comfortable beds, ensuring a peaceful night's sleep. Just off the living room is a hall bathroom with an elegant vanity that caters to multiple people getting ready simultaneously. It has a walk-in shower, and the home's washer and dryer are also located here for convenience. Room Details -Primary Bedroom: King bed, TV, and ensuite bathroom with soaking tub and walk-in shower -Second Bedroom: King bed, TV, and ensuite bathroom with walk-in shower -Third Bedroom: King bed and TV -Fourth Bedroom: Two Twin beds and TV We're thrilled to offer you more than just incredible backyard games and a refreshing pool - there's also an outdoor shower waiting for you after a beautiful day at the beach! Plus, we've got you covered with an outdoor dining table and BBQ grill to make your stay all the more fantastic. Discover the delightful charm of Anna Maria Island with a complimentary trolley ride or a fun golf cart rental. Take your time exploring this seven-mile oasis and immerse yourself in its beauty, eateries, boutiques, piers, and beaches. Don't miss out on the chance to create unforgettable memories at North End Chic! - 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 Anna Maria Island Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4 3 8
BOOK NOW

House

Along for the Vibe

Along for the Vibe

Highlights • 2-minute walk to the beach • Rooftop deck • Putting green • Private pool with in-ground spa • Pet friendly Along for the Vibe by AMI Locals 2403 Avenue C Bradenton Beach, Florida Welcome to Along for the Vibe, a breathtaking three-story island home with seven bedrooms and seven and a half baths just steps from the sparkling, powdery white sandy Gulf of Mexico beaches. This Florida beach getaway offers all the amenities to ensure you have the best vacation ever, including a private pool, in-ground spa, putting green, and a rooftop deck with unbeatable water views. The fresh salty air and swaying palms put you in vacay mode the moment you arrive. Step inside to a bright, airy layout with large windows and glass doors that open to the balcony, and enjoy the relaxing seating area that features plush sofas and a large flat-panel smart TV for streaming. The gourmet kitchen is beautifully designed with custom coastal blue cabinets, quartz counters, state-of-the-art appliances, and a large island perfect for meal prepping or coffee talks along the breakfast bar. Wake up refreshed from the seven bedrooms that feature plush beds with crisp linens, ensuite bathrooms, ambient lighting, and storage for your luggage. Five of the bedrooms boast king beds, and your last two guest bedrooms are styled with two twins in one room and a full over full bunk with trundle great for kids in the seventh room. Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with double vanity and walk-in shower -Second Bedroom, 2nd floor: King bed and ensuite bathroom with a walk-in shower -Third Bedroom, 3rd floor: King bed and ensuite bathroom with a walk-in shower -Fourth Bedroom, 3rd floor: King bed and ensuite bathroom with a walk-in shower -Fifth Bedroom, 3rd floor: King bed and ensuite bathroom with a walk-in shower -Sixth Bedroom, 3rd floor: Two twin beds and ensuite bathroom with a walk-in shower -Seventh Bedroom, 3rd floor: Full over Full bunk with trundle and ensuite bathroom with a shower and tub combination Take a dip in the secluded pool that is surrounded by a lush, landscaped oasis and challenge your loved ones on the putting green! Unwind under the covered patio when taking a break from the Florida sunshine and get the gas grill going with a local catch. We are sure you will have an unforgettable stay here at Along for the Vibe, as you have endless water excursions for the whole family. Rent a bike to ride along the coast, indulge in the freshest seafood at the nearby restaurants, and hop on the free AMI Trolley, where you can navigate the gorgeous 7-mile barrier island. Discover nature and all that Anna Maria has to offer. - 4 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI 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 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.

7 7.5 17
BOOK NOW

Cottage

Gulf Breeze Villa B

Gulf Breeze Villa B

Highlights • 2-minute walk to the beach • Private pool • Outdoor living space • BBQ grill • Washer and dryer Gulf Breeze Villa B by Anna Maria Island Accommodations 204 65th St, Unit B (East Unit) Holmes Beach, FL 34217 VRC16-000146 Gulf Breeze Villa B, a one-bedroom, one-bath retreat, is perfect for a romantic escape or a small family vacation. Enjoy the tranquility of island life with its private backyard, complete with a sparkling pool, sun loungers, and outdoor dining. The front patio offers ample seating for serene gatherings, making it an ideal destination for relaxation and quality time with loved ones. Inside is a vibrant living space with a seating area, plush sofa, and television for your viewing pleasure. The updated kitchen has stainless steel appliances, a coffee maker, basic cookware, a convenient island bar, and a kitchen table for two. The main bedroom has a tropical vibe, with warm furnishings and a cozy bed adorned with fresh linens. The hall bathroom has a shower and tub combination, and the home’s washer and dryer are in the outside utility closet. Room Details -Primary Bedroom: King bed The white sands of Anna Maria Island are just 1 block away and the free island Trolley stop is across the street, offering easy access to adventure and culinary delights! Ensure every moment is filled with memories to cherish by booking Gulf Breeze Villa B for your next vacation! - There are no pets of any kind 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 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.

1 1 2
BOOK NOW

House

Orange Crush

Orange Crush

Highlights • Private pool • Less than a 10-minute walk to the beach • Game room • BBQ grill • Outdoor shower Orange Crush by Anna Maria Island Accommodations 312 61st St Unit B Holmes Beach, FL 34217 Welcome to Orange Crush! This recently updated three-bedroom and two-bath home has been thoughtfully decorated and has a game room you'll love! It features arcade games and a foosball table and is complete with a TV and a fridge, adding an extra level of excitement to your vacation. The location is unbeatable – just two blocks from the beach and near fantastic island shops and restaurants. With its fresh and delightful vibe, Orange Crush is the ultimate Anna Maria Island getaway destination. The living area located upstairs is well-designed and features a chic dining room table, as well as a comfortable seating area with a brand-new plush sectional and a TV. The kitchen is fully equipped with cooking essentials, stainless steel appliances, and a special Orange Crush drink recipe for you to try! Open the French doors and step out onto the charming balcony, where you can relax and soak up the invigorating breeze. After a fun-filled day, retreat to the primary bedroom that feels like a tropical oasis with coastal furnishings. This room has a walk-in closet and an ensuite bathroom with a beautiful walk-in shower, double vanity, and a soaking tub. The tropical theme follows in the second and third bedrooms. Each room has a TV and has easy access to the hall bathroom, which has a shower and tub combination. Room Details Primary Bedroom: King bed and ensuite bathroom with shower and standalone tub Second Bedroom: King bed Third Bedroom: Twin over Full bunk with twin trundle Head down the staircase to the serene backyard! Take a dip in the sparkling blue pool or bask in the warm Florida sunshine on one of the many loungers that surround the pool. A complete outdoor living space awaits you under the covered patio, featuring an outdoor dining table and a cozy wicker seating area, complete with an outdoor TV. For your convenience, we’ve included both an outdoor shower and a BBQ grill. We can’t wait for you to experience the fun at Orange Crush! - 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 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 2 6
BOOK NOW

House

Seahorse Paradise

Seahorse Paradise

Seahorse Paradise by Anna Maria Island Accommodations 311 68th St Holmes Beach VRC16-000108 Welcome to Seahorse Paradise, a beautiful vacation rental home just two and a half blocks from the beach! Pack your favorite beach toys and head to the warm sand and turquoise waters of the Gulf for the ultimate beach day. Then, hop on the Free Anna Maria Island Trolley to visit the locally owned restaurants for some delicious freshly caught seafood, and just a little further are some fun local bars and pubs. Afterward, retreat to your backyard paradise for a swim in the private pool surrounded by lush landscaping. Seahorse Paradise has plenty of space for friends and family to relax and enjoy themselves, with three bedrooms and two bathrooms that accommodate up to six guests and have a beachy feel accentuated by the tall, white-washed wood planked vaulted ceilings and coastal decor. The inviting living room has room to stretch with a sofa and two love seats where guests can gather to watch tv or share stories of the day’s adventures. The contemporary, fully equipped kitchen will delight your family chef with stainless steel appliances and generous counter space that makes food preparation a delight. There is counter seating for three, giving guests a casual option for breakfast and snacks. The dining table seats ten, so invite friends to share a meal or connect over a board game. The primary bedroom is decorated with coastal and Caribbean hues, and a private balcony provides a relaxing atmosphere for the ultimate vacation. The primary ensuite bathroom has a double vanity and a modern walk-in shower. The second bedroom will make your guests feel right at the beach, open the windows to let in the island breeze, and listen to the palm trees sway. The third bedroom is perfect for younger travelers and has a tv for late-night entertainment. The second and third bedrooms share the second bathroom, with plenty of cabinet space for all the necessities and a shower and tub combination. The backyard is your private retreat with a sparkling pool and a large, covered patio. Guests will relax on the sun shelf or take a refreshing swim after a day at the beach, and then come out of the sun into the outdoor living room set, poolside dining table, or small bistro table and watch a show on the wall-mounted flat-screen TV. This coastal beauty is in a quiet neighborhood, just a few short blocks to the beach access and a half block to the Free Island trolley, and can accommodate a boat trailer in the driveway. So whether you want to explore the island or refresh in the comfort of home, this stunning rental will make your Anna Maria Island dreams come true. Room Details Primary Bedroom, Floor 2: King with TV and Ensuite Bathroom Second Bedroom, Floor 2: Queen with TV Third Bedroom, on Floor 2: Twins with TV - There are no pets allowed in this home. Can accommodate a boat trailer in the driveway. The space available is 60ft x 18 ft, with plenty of room for loading and unloading. 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
BOOK NOW

House

Rest-A-Shore

Rest-A-Shore

Highlights • 4-minute walk from the beach • Roof Top Deck • Private Pool Rest-A-Shore by Anna Maria Island Accommodations 612 N Bay Blvd Anna Maria, FL 34216 VR16-000373 Welcome to Rest-A-Shore, a beautiful ground-level vacation home just a four-minute walk from the beach! This rental has two bedrooms and one bathroom. The light and airy living area invites guests to sit back and relax, connect over conversations, and watch the group’s favorite movie. The fully equipped kitchen has spacious cabinets to store all the needed ingredients to make a delicious island-inspired meal and quick snacks before a fun-filled day of adventures. Enjoy scrumptious homemade meals and local takeout at the indoor table or head outside to the outdoor table and feel the island breeze as you dig into meals. Additionally, there is a rooftop deck perfect for a refreshing cup of coffee in the morning and evening tropical drinks. The primary bedroom offers a calming atmosphere with light coastal décor and is a perfect place to catch up on much-needed sleep. The second bedroom is ideal for younger guests and has plenty of storage space for vacation attire and beach necessities. Both bedrooms share the hallway bathroom with a shower/tub combo. Additionally, there is a sleeper sofa in the living area. Enjoy a relaxing afternoon in the backyard oasis, where you and your guests can dip in the pool and bask in the sun on one of the lounge chairs. There is a BBQ grill for the chefs in the group to cook some favorites or fresh local seafood. Enjoy time together under the covered patio or on the rooftop deck and view the breathtaking Anna Maria Island sunsets and sunrises. Bean Point and Bayfront Park is just a four-minute walk away, 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. Rest-A-Shore, you and your guest will have a great vacation! Room Details -Primary Bedroom: Queen bed and tv -Second Bedroom: 2 twin beds -Living Room: Queen sleeper sofa There are no pets allowed in this home. *Please note: 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. 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. Please see our AMI Accommodations Rental Policies for complete 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 6
BOOK NOW

House

Beach You To It

Beach You To It

Highlights • 3-minute walk from Beach • Private pool and hot Tub • Outdoor shower • Washer and dryer Beach You To It by Anna Maria Accommodations 206 Palm Ave Anna Maria, FL 34216 VR18-000150 Welcome to Beach You To It, a stunning vacation rental home located just a block away from the beach! Grab your beach gear must-haves and check out the nearest beaches, Anna Maria Island Beach, and Palmetto Ave Beach. Surrounded by private lush landscaping, the beautiful pool is perfect for cooling off and the hot tub is ready to soothe your aching muscles after a long day of exploring the island. The lounge chairs situated around the pool provide the ultimate comfort on a sunny rest day. Make your vacation an experience of a lifetime by staying at Beach You To It. Beach You To It is a cool and breezy three bedrooms and two bathrooms vacation home. Relax and unwind on the inviting sectional in the living room where board games, conversations, music, or movies await. The beach theme carries into the fully equipped kitchen with bright colors and a peninsula that makes this space ideal for meal preparation and getting your cooler ready for a day at the beach. The dining room seats six while the balcony offers additional dining for four. Enjoy the breeze on the covered balcony lounge featuring seating. The luxurious primary bedroom with an ensuite bath is a dream come true. Relax on the private balcony to start your day and unwind after fun in the sun with a shower or, for ultimate comfort, indulge in the oversized jacuzzi bath. The second bedroom features warm beach hues and natural lighting. The third bedroom has a delightful nautical theme with boating flags. They share a hall bathroom bath with a shower/tub combination and playful décor. The outdoor pool space provides the perfect setting for family fun or visiting with friends. The covered patio features a fun bar that seats two, a standing ice chest to keep drinks cold, and a barbeque grill. Relax in the loungers or gather at the outdoor dining table for delicious meals. Check out the Anna Maria Island trolly that will take you to all the best locations that the island has to offer. You can take a quick walk to all the locals’ favorite restaurants and shops. If you are craving seafood you have come to the right place, walk across the street and you will find upscale dining or a sports bar. Whatever your heart desires you will be able to find it on Anna Maria Island. Sleeping Arrangements Primary Bedroom: King with Smart TV and Ensuite Bath on Floor 2 Second Bedroom: King with Smart TV on Floor 2 Third Bedroom: Twins with Smart TV on Floor 2 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 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 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 2 6
BOOK NOW

    Skip to content