CONTACT US
Showing 12 of 18 properties



House

Nautical Situation

Nautical Situation

Nautical Situation by Anna Maria Island Accommodations 741 Jacaranda Rd Anna Maria, Florida Welcome to the Nautical Situation! This breathtaking eight-bedroom, eight-and-a-half bath home is a new construction home that boasts gorgeous beach views and luxury amenities throughout, perfect for large families and perfect for celebrating special occasions. Located on the prestigious north end of Anna Maria Island, this Anna Maria home is minutes from Bean Point Beach, Pine Ave, Anna Maria City Pier, and so much more! Highlights • 5-minute walk to the beach • Lazy-river pool with in-ground spa • Putting green • Rooftop deck • Beach Views • Shuffleboard and Chess • Outdoor dining table • Washer and dryer • Convenient location near dining and shopping • Dog friendly with approval and additional fee The main living floor exudes chicness, featuring a modern seating area with a Smart TV and an elegant dining area, providing a relaxing and sophisticated place for guests to gather. Your inner chef will be delighted by the gourmet kitchen, equipped with top-notch appliances and a broad island with seating. Slide open the doors to reveal a large deck with plush seating, where you can soak in the stunning beach and backyard views, savoring the fresh Gulf breeze. Nautical Situation’s backyard is a slice of paradise for every guest! Float around the lazy river pool, unwind in the spa, or challenge friends and family to a game on the putting green. The covered patio, with comfortable seating and a BBQ grill, along with the rooftop deck, are perfect places to relax after a fun-filled day. The primary bedroom is a breathtaking escape with gorgeous wood touches and a private balcony boasting beach views, plus a large ensuite bathroom with a double vanity, a walk-in shower, and a relaxing soaking tub. There are six additional King suites with ensuite bathrooms, one with a soaking tub and a walk-in shower, and five have splendid ensuites with walk-in showers. Designed for our young captains, the eighth bedroom has a bunk bed and an ensuite bathroom. Each bedroom is appointed with soft bedding, premium mattresses, and a television for your comfort and entertainment. Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower and soaking tub -Second Bedroom: King bed and ensuite bathroom with walk-in shower and soaking tub -Third Bedroom: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom: King bed and ensuite bathroom with walk-in shower -Sixth Bedroom: King bed and ensuite bathroom with walk-in shower -Seventh Bedroom: King bed and ensuite bathroom with walk-in shower -Eighth Bedroom: Twin over Twin bunk bed and ensuite bathroom with walk-in shower The luxurious amenities don’t end here! Alongside the lazy river, putting green, and stunning beach views, this exceptional retreat features a cozy reading room and a game room equipped with a chess board, TV, and indoor shuffleboard. Nautical Situation truly fulfills all your desires—don’t miss out! Check the interactive calendar or call our reservation team to plan your dream vacation today! - 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. Please see our Anna Maria Island Accommodations Rental Policies for full details 6 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.

8 9 8
BOOK NOW

House

Serenity Point

Serenity Point

Highlights • Private heated pool • 7-minute walk to the beach • Multiple balconies • Outdoor dining area • BBQ Grill • Washer and dryer • Dog friendly • 2-minute walk to Trolley stop Serenity Point by Anna Maria Island Accommodations 7700 Marina Dr. Holmes Beach, Florida Welcome to Serenity Point, nestled in the tranquil and luxurious town of Holmes Beach on Anna Maria Island. This elegant coastal retreat features three bedrooms and two baths, offering a perfect blend of comfort and sophistication for your stay. The Gulf of Mexico beaches are just a quick walk away, and the free Anna Maria Island trolley is only a 2-minute walk away, ready to whisk you and your loved ones across this charming 7-mile island, exploring local restaurants, unique shops, and notable landmarks. Serenity Point offers a bright, open living space adorned with chic furnishings, including a deluxe sectional and a smart TV for your entertainment needs. The fully-equipped kitchen boasts a full suite of appliances, utensils, and basic cookware, ensuring you feel right at home while preparing your favorite family meals. Start your day with a cup of coffee at the kitchen island or relax on one of the many balconies. For more formal meals, the dining room provides a comfortable setting with a table set for six, Each bedroom is equally appointed with plush, fresh bedding, dressers or closet space, and a television for late-night movie nights. The primary bedroom features a premium bedroom set and a private balcony with Adirondack chairs, offering a serene escape with calming island breezes. The ensuite bathroom in the primary bedroom is a gem, boasting two vanities, a walk-in shower, and a soaking tub. The two guest bedrooms, each with a comfortable queen bed, share the second bathroom, which includes a convenient shower and tub combination. Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with soaking tub and shower -Second Bedroom, 2nd floor: Queen bed -Third Bedroom, 2nd floor: Queen bed Take a refreshing dip in the sparkling pool, work on your tan in the loungers, or enjoy a good book and great company under the covered patio with plenty of outdoor seating. Fire up the BBQ grill for a delightful cookout and savor your meals at the outdoor dining table on the balcony, accessible via a spiral staircase. Additional amenities include a washer and dryer, a dedicated workspace on the top floor, and a family room on the ground floor with comfy sofas and a large TV. With these features, we guarantee a comfortable and convenient stay. Don’t miss out—secure your stay at Serenity Point by Anna Maria Island Accommodations today for an unforgettable experience! - 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. Please see our Anna Maria Island Accommodations Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2 6
BOOK NOW

House

Seaside Cottage

Seaside Cottage

Seaside Cottage by Anna Maria Island Accommodations 207 Bay Dr N Bradenton Beach, FL 34217 Welcome to Seaside Cottage, a charming one-bedroom, one-bath tropical bayfront oasis located in Bradenton Beach, Florida. Perfect for couples or solo travelers seeking a relaxing getaway, this lovely retreat offers stunning views of sailboats, dolphins, and beautiful sunrises. Just a 5-minute walk to the beach, and mere steps from the vibrant shops and restaurants on Bridge Street, Seaside Cottage is your ideal home base for an unforgettable coastal vacation. Highlights • Bayfront Vacation Rental • 5-minute walk to the Beach • Near Restaurants and Shops on Bridge St • Shared Dock • BBQ Grill • Shared Laundry Room With ample seating available, you can relax and soak in the sun while enjoying views of the bay. The BBQ grill is perfect for evenings spent grilling fresh seafood, while the shared dock offers fantastic opportunities for fishing or launching kayaks and paddleboards. Whether you're sipping coffee at sunrise or enjoying a sunset dinner, this outdoor space enhances your vacation experience. Step inside to discover an open living space adorned with a delightful nautical theme. The comfortable sofa, which converts to a full-size sleeper, invites relaxation during evenings with a movie or your favorite show. The well-equipped kitchen features a range, microwave, coffee maker, and pots and pans, perfect for preparing delicious meals. Enjoy a quick bite at the kitchen island or gather for a meal at the dining table set for two. The inviting primary bedroom is designed for comfort, featuring a plush Queen bed, a dresser for your belongings, and a television for your entertainment. The bathroom includes a shower and tub combination, allowing you to unwind with a soothing bath or refreshing shower after a day of adventure. If you require laundry facilities, a shared laundry room is available at a property located next door. Room Details -Primary Bedroom: Queen bed -Living Room: Full size sleeper sofa Get ready for the vacation of a lifetime at Seaside Cottage! With its perfect blend of comfort and tropical charm, this bayfront oasis is waiting for you. Book your stay today and experience everything Anna Maria Island has to offer! - The home does not have central air conditioning or heating but has window units to keep the interior cool and space heaters are also provided for use during colder weather. 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.

1 1 4
BOOK NOW

House

Shell We Dance

Shell We Dance

Shell We Dance by Anna Maria Island Accommodations 224 Chilson Ave Anna Maria, Florida This immaculate canal-front home is a true gem, with six lavish bedrooms and six and a half bathrooms. It comes with a host of amenities, including but not limited to a rooftop deck, an outdoor bar, and a sparkling pool. Whether you're seeking a glamorous getaway with friends or family, this is the perfect choice for sophisticated travelers looking to indulge in some serious luxury. Highlights • Brand new construction home • Canal-front property with water views • 6-minute walk to the beach • Private Pool and In-ground Spa • Designer luxury interiors • Rooftop deck • Outdoor living area with bar • Beach chairs and a beach cart • Dog friendly with approval and additional fee Follow the stairs or take the elevator to the extravagant main living floor that showcases a luxurious seating area adorned with high-end sofas, side chairs, and a large flat-screen television. The kitchen is designed to cater to any level of chef with premium appliances and essentials. Additionally, you'll find an expansive kitchen island with bar stools and a posh dining room table. The sliding doors leading to the covered balcony offer a seamless indoor-outdoor living experience, complete with lounge chairs and tables to soak up the sun. The six bedrooms are sure to impress guests, with high-quality bedding and linens, televisions, and some even featuring private balconies. The primary bedroom is a standout, with calming coastal colors and a large walk-in closet. Its ensuite bathroom boasts a double vanity, a walk-in shower, and a standalone tub. Each of the four King bedrooms has a modern beach vibe and ensuite bathrooms with walk-in showers. The sixth bedroom is designed with kids in mind, featuring a bunk bed and an ensuite bathroom with a shower and tub combination. Your guests will be so comfortable in these splendid spaces that they may never want to leave! And for added convenience, we offer a washer and dryer. Room Details -Primary Room: King bed and ensuite bathroom with walk-in shower and standalone tub -Second Bedroom: King bed and ensuite bathroom with walk-in shower -Third Bedroom: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom: King bed and ensuite bathroom with walk-in shower -Sixth Bedroom: Twin over Full bunk bed and ensuite bathroom with shower and tub combo This tropical backyard offers everything to complete the perfect island getaway! The large pool has a swim-up bar area and easy access to the spa, where you can let all your worries disappear. Underneath the patio is a fantastic outdoor entertaining space with a BBQ grill, outdoor television, and plenty of lounge space for all guests to have a peaceful retreat. Shell We Dance is near all the special attractions, including Pine Ave, Palmetto Ave Beach, AMI City Pier, and so much more. We are confident you and your guests will have an unforgettable vacation filled with fun and adventure. Come dance with us! - This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Anna Maria Island Accommodations Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

6 6.5 8
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

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

Villa

Salty Soul

Salty Soul

Salty Soul by Anna Maria Island Accommodations 26 Seaside Ct Holmes Beach, Florida Welcome to Salty Soul, the ideal family getaway on Anna Maria Island. This charming canal front vacation rental boasts 2 spacious bedrooms and 2 ensuite bathrooms, ensuring comfort and privacy for families looking to spend quality time together. Nestled just a short distance from the pristine Gulf of Mexico beaches, Salty Soul is perfect for families seeking fun-filled days at the beach and breathtaking sunset views. Explore nearby attractions, including delightful local dining, beautiful Holmes Beach parks, and boutique shopping, all contributing to the allure of this captivating island escape. Highlights • Private Dock • 12-minute walk to the Beach • Dog friendly with approval and additional fee • 2 Kayaks • Outdoor Dining and Seating • BBQ Grill • Washer and Dryer • Beach Chairs and Cart • 4-minute walk to Trolley Stop Enjoy the tranquil island life from the outdoor patio at Salty Soul, which is furnished with a cozy dining table and inviting wicker seating—an ideal setup for al fresco dining or enjoying family games. Water enthusiasts will appreciate the private dock, perfect for fishing and kayaking, allowing your family to immerse yourselves in the beautiful waters of Anna Maria Island. Plus, beach chairs and a beach cart are provided for your family excursions to the nearby sandy shores. The living room features a sumptuous leather sectional and is equipped with a TV, making it a wonderful spot for family movie nights or relaxing evenings together. The kitchen boasts a refrigerator, stove, dishwasher, oven, Keurig coffee maker, toaster, and microwave, allowing for effortless meal preparation. The adjacent dining area offers the perfect setting for enjoying meals together as a family. Salty Soul is ideal for families, featuring chic bedrooms with King beds and twin cot beds for kids. Each room has its own ensuite bathroom with a walk-in shower, ensuring both comfort and convenience. The spacious layout and serene decor create a relaxing atmosphere for everyone. Room Details -Primary Bedroom: King bed, Twin Cot, and ensuite bathroom with walk-in shower -Second Bedroom: King bed, Twin Cot, and ensuite bathroom with walk-in shower Experience the perfect family getaway at Salty Soul! Book your stay today and indulge in the joyful island lifestyle that awaits you on Anna Maria Island. Don’t miss your chance for a memorable vacation filled with stunning beaches, family-friendly adventures, and unforgettable memories! Your dream family getaway is just a reservation away! - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. This property has an active Ring doorbell at the main entrance. Bikes are for owner use only. 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 see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

2 2 4
BOOK NOW

Duplex

Emerald Shores West

Emerald Shores West

Emerald Shores West by Anna Maria Island Accommodations 214 Fir Ave Anna Maria, Florida Welcome to Emerald Shores West! This two-story three, three-bedroom, two-bath duplex offers a prime location just a minute's walk from the spectacular gulf beaches! Plus, Anna Maria Island’s famous Pine Ave is just a five-minute stroll away, featuring local bakeries, boutiques, a pier, historic landmarks, and fantastic restaurants. Get ready for a fun-filled vacation in paradise! Highlights • 1-minute walk to the beach • Shared pool • Beach views • Private suite • Private deck • Outdoor seating • BBQ grill • Washer and dryer • Convenient location near dining and shopping The main living space exudes a fun beach cottage vibe, featuring vibrant colors and a spacious seating area with cozy sofas and a TV, perfect for unwinding after a day at the beach. The kitchen is fully equipped with all the essentials, including a full suite of appliances and a dining table for four to enjoy family meals. Step outside to the private deck, where you can take in the gorgeous beach views, relax in one of the lounge chairs, and enjoy a BBQ with the provided grill and picnic table. On the main floor, you’ll find a King and Twin bedrooms, each featuring soft bedding, a TV, and ample storage space. The hall bath includes a shower and tub for your convenience. Accessible only from the exterior staircase, the ground-floor bedroom feels like a private suite with its comfortable bed, TV, mini fridge, and ensuite bathroom with a walk-in shower. Under the house is an enclosed laundry area with a washer and dryer. Room Details -Primary Bedroom, 2nd floor: King bed -Second Bedroom, 2nd floor: Two Twin beds -Private Suite, 1st floor: Queen bed and ensuite bathroom with walk-in shower As a guest at Emerald Shores West, you and your loved ones can dive into fun in the shared backyard oasis! Splash around in the sparkling turquoise pool, relax on the ample seating, and rinse off in the outdoor shower. Traveling with friends and family? Check out the neighboring unit, Emerald Shores East, offering the same fantastic floor plan. You can rent these homes separately or together under the name Emerald Shores for even more space and fun! Lock in your dates and start counting down to a relaxing stay with Anna Maria Island Accommodations! - 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. 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.

3 2 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

Meet Me at Sunset

Meet Me at Sunset

Highlights •On Beach Block with convenient beach access •Resort Style Pool and Spa •Fun Games such as Ping Pong Table •Outdoor Grill and Dining Area •Dog Friendly Rental •Walking Distance to Pine Avenue Shopping and Dining Exclusive Amenities: •6 Seat Club Car Cru Golf Cart for Guest Use •Luxury Beach Bikes for Guest Use •Luxury Beach Chairs and a Beach Cart for Guest Use •Upgraded Bed and Bath Linens and Toiletries •Portable Pack and Play Meet Me at Sunset by Anna Maria Island Accommodations 109 Palmetto Ave, Anna Maria, Florida Welcome to Meet me at Sunset, a brand new luxury island home built to perfection! This 4 bedroom, 4.5 bathroom villa, is designed with a modern beach-boho style, with private balconies and a heated pool w/ spa. Located in the heart of Anna Maria Island where you’re just minutes from the sparkling beaches and local eateries. Walk to the island’s best boutiques on Pine Ave, take a scenic ride on the AMI Trolley, or cruise the coast on bikes! Year round pristine, tropical weather and calm, warm water of the Gulf is the ultimate beach destination for your family’s next island getaway! This home is part of our Exclusive AMI Collection of homes. These luxury properties provide the ultimate vacation experience for guests and include exclusive amenities such as four luxury beach bikes, upgraded bed and bath linens, and a fabulous welcome packet. Arrive to paradise where swaying palm trees that dot along the island streets greet you as park in your private driveway. Once inside and up the stairs to the second level you have the main living space that is immaculate with an open layout, brightened by a glow of natural light. The open-air Chef’s Kitchen overlooks the living and dining areas. The kitchen is well equipped featuring sparkling quartz counters, custom cabinets to store your groceries, state of the art appliances, and a beautiful kitchen island complete with stools. While the foodie of the group prepares a home cooked meal, you can enjoy family time in the living room relaxing on the sofas, watching a movie, and gathering around the dining table at meal time. Open up the sliding doors for a nightly breeze! This level of the home has a 1/2 bathroom accessed from the hallway. Awaken refreshed each day from the 4 bedrooms that are simply, dreamy escapes. On the 2nd floor of the home you have 2 guest bedrooms both highlighting king beds and ensuite bathrooms w/ step-in showers. Your 3rd floor is home to the primary bedroom that features a king bed, flat panel smart tv, closet for your beach bags, beautiful views, and an ensuite bathroom. The spa-like bathroom is sure to refresh your senses from the soaking tub/ shower combo. Your guest bedroom on this floor is a popular choice by the younger crew that is styled with a full over full bunk and the ensuite bathroom has a tub/ shower combo. The gorgeous barrier island of Anna Maria stretches for 7 miles with endless excursions to choose from! From sunrise to sunset, you can soak up the sun by the beach and return to your private pool to plunge into or let the jetted spa soothe your muscles. Feast on a freshly grilled meal by the pool under the covered outdoor dining area and cheers to a memorable day on the island. Fish with the locals on a charter or at the Historic AMI City Pier, go birdwatching at the nearby preserves, kayak along the stunning bay, and sail away on a sunset cruise. Whatever you choose, you’re sure to have an incredible adventure. Set your clocks to island time, pack your bags, and experience Meet me at Sunset! Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Second Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower -Third Bedroom, 3rd floor: King bed and ensuite bathroom with shower and tub combo -Fourth Bedroom, 3rd floor: Full over Full Bunk bed and ensuite bathroom with shower and tub combo - This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Anna Maria Island Accommodations Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4 4.5 8
BOOK NOW

House

Marmalade Sky

Marmalade Sky

Marmalade Sky by Anna Maria Island Accommodations 243 S Harbor Dr, Holmes Beach, Florida Welcome to Marmalade Sky, an exquisite new construction home designed for luxury and comfort. This stunning property features four spacious bedrooms and four and a half pristine bathrooms, making it the perfect retreat for families or groups in search of a remarkable getaway. Just a short walk to the beach, Marmalade Sky stands as your gateway to unforgettable Florida adventures, whether you're creating cherished family memories or enjoying a fun-filled vacation with friends. Highlights • Brand New Luxury Home • 6-minute walk to the Beach • Private Pool with In-Ground Spa • Rooftop Deck • Corn Hole • Beach Chairs and Cart • Washer and Dryer • Dog friendly with approval and additional fee The outdoor space at Marmalade Sky is designed for relaxation and fun. Enjoy the private heated pool for a refreshing dip on warm Florida days or unwind in the luxurious in-ground spa after a day of exploring. The rooftop deck provides stunning views and is perfect for sunset gatherings. Convenient beach chairs and a beach cart await to make your trips to the beach effortless. Plus, play a game of corn hole in the yard, making outdoor activities enjoyable for the whole family. Step inside to discover a beautifully designed living room that perfectly complements the beach vibe, with comfortable seating and ample natural light. The modern kitchen is a chef’s dream, featuring gorgeous gold accents and a large island for meal prep or casual dining. Sharing meals with loved ones has never been easier with a formal indoor dining table and an adjacent outdoor dining table on the balcony. The primary bedroom features a luxurious king bed and an ensuite bathroom complete with a walk-in shower. There are two additional bedrooms, each with a king bed and their own ensuite bathrooms for added privacy. The fourth bedroom offers twin beds and an ensuite bathroom, perfect for kids or extra guests. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower - Second Bedroom: King bed and ensuite bathroom with walk-in shower -Third Bedroom: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom: Two Twin beds and ensuite bathroom with walk-in shower Don't miss your chance to stay at Marmalade Sky, where your dream family vacation or group getaway awaits! Book now to immerse yourself in ultimate comfort and luxury while creating unforgettable memories on Anna Maria Island. Secure your stay today and get ready for the coastal adventure of a lifetime! - 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. 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.

4 4.5 6
BOOK NOW

House

Coco Cottage

Coco Cottage

Coco Cottage by Anna Maria Island Accommodations 113 Los Cedros Dr. Anna Maria, Florida Welcome to Coco Cottage, the perfect family retreat on beautiful Anna Maria Island! Designed with families in mind, this canal front vacation rental is just a short, 4-minute stroll to the beach and a quick 2-minute walk to the shops and restaurants on Pine Avenue. Highlight • 4-minute walk to the beach • Private heated pool • BBQ grill • Easy access to Island trolley • Screened-in lanai • Beach chairs and cart The outdoor space features a heated pool where kids can splash and play, a spacious screened lanai for outdoor dining, and a sunny deck perfect for relaxing. The peaceful landlocked canal provides a safe backdrop for family fun, while a nearby launch site opens up exciting opportunities for kayaking and paddleboarding. Inside, the bright and airy living area is ideal for family gatherings with high ceilings and cozy furnishings. The fully equipped kitchen features high-end stainless steel appliances, including a wine fridge, perfect for elevating family meals and special occasions. Each bedroom at Coco Cottage is designed for comfort and includes a TV. The primary bedroom is a peaceful retreat, featuring lovely balcony views, two spacious walk-in closets, and an ensuite bathroom with a walk-in shower and a relaxing tub. The second bedroom offers a king bed and an ensuite bathroom with access to the lanai. The cozy third bedroom has a queen bed and shares a bathroom with a shower-tub combo. On the third floor, you'll find a bonus room with a queen bed and a desk, perfect for work or unwinding. Room Details - Primary Bedroom, 2nd floor: King bed, balcony access, 2 walk-in closets, and ensuite bathroom with walk-in shower and tub - Second Bedroom, 2nd floor: King bed, lanai access, and ensuite bathroom with walk-in shower -Third Bedroom, 2nd floor: Queen bed -Bonus Room, 3rd floor: Queen bed and desk area Book your unforgettable Anna Maria Island family getaway at Coco Cottage today, where cherished memories are made! - 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. 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. 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

    Skip to content