House
The Palace
The Palace by Anna Maria Island Accommodations 303 56th St Holmes Beach, Florida Welcome to The Palace! This extraordinary seven-bedroom, seven-and-a-half-bath, multi-level vacation rental is designed for the ultimate luxury getaway. Nestled in the heart of Holmes Beach, this stunning home is just a short walk from the Gulf of Mexico, local restaurants, and parks. Experience a perfect blend of relaxation and adventure for all ages at The Palace! Discover a resort-style oasis featuring a sparkling pool with a sun shelf complete with lounge chairs and built-in bar stool seating by the in-ground spa, all surrounded by lush landscaping. Relax in shaded seating areas or dine alfresco at the spacious outdoor dining table. Highlights • Brand New Luxury Home • 4-minute walk to the beach • Pool with in-ground spa • Indoor Bar • Rooftop Deck • Beach Views • Arcade Room • Convenient location near dining and shopping • Dog friendly with approval and additional fee The main living floor effortlessly combines elegance and modern convenience for an unparalleled experience. You’ll find a chic family room with plush seating and state-of-the-art entertainment. The fully equipped kitchen is a chef's dream, boasting top-of-the-line appliances, sleek countertops, and cookware essentials. The sophisticated dining space sets the stage for memorable meals and intimate gatherings. Step into the ultimate entertainment hub on the first floor with our exciting arcade room. Challenge your friends and family to a game of ice ball, race against the clock on the arcade racing game, or shoot some hoops on the basketball machine. On the second floor, unwind in the sophisticated den featuring a pool table and a wet bar. Each bedroom at The Palace has been professionally decorated and is fit for royalty, featuring premium mattresses, ample storage space, and a smart TV. The primary bedroom is truly magnificent, boasting a luxurious ambiance and an ensuite bathroom with a stunning soaking tub, walk-in shower, and double vanity. The additional six guest suites include five king rooms, four with ensuite bathrooms and walk-in showers, and a well-designed queen-over-queen bunk room. The final bedroom is versatile, serving as a comfortable sleeping space or a functional office. For added convenience, a washer and dryer are located in the hallway, and three and a half baths are spread throughout the house. Room Details -Primary Bedroom, 1st floor: King bed and ensuite bathroom with standalone tub and 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: King bed and ensuite bathroom with walk-in shower -Fifth Bedroom: King bed -Sixth Bedroom: Queen over Queen bunk bed -Seventh Bedroom: King bed and ensuite bathroom with walk-in shower -Bonus Room: Office with Full Murphy Bed With top-notch amenities, including a rooftop deck with beach views, and a prime location just minutes from the beach, this extraordinary vacation rental is perfect for creating unforgettable memories with family and friends. Don’t miss your chance to experience this stunning home—book your stay today and indulge in the ultimate getaway! - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. This property is equipped with an active doorbell camera, exterior cameras monitoring public approach areas, and surveillance at the back of the stairs. 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. 5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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.
House
Siena Sky
Highlights • 1-minute walk to the beach • Brand new luxury home • Beach views • Rooftop deck • Heated pool with spa • Elevator • Covered patio with seating • BBQ grill • Washer and dryer Siena Sky by Anna Maria Island Accommodations 10109 Gulf Drive Anna Maria, FL 34216 Siena Sky, a new four-bedroom, four-and-a-half-bath home, beckons you to unwind, explore, and create cherished memories in style. Just a minute's walk from the beach, imagine starting your day on the rooftop deck with breathtaking water views, then strolling down to the sandy shores. For relaxation, enjoy quality time in the premier backyard with a heated pool and spa, perfect for enjoying with loved ones. A gourmet kitchen with state-of-the-art appliances, culinary essentials, and a spacious counter island with seating awaits! The dining room features elegant table settings and seats eight guests. In the spacious living area, unwind in luxury with plush sofas or step out to the balcony, creating a seamless indoor-outdoor experience. Each of Siena Sky's four bedrooms offers luxurious comfort and privacy. The primary hosts a premium king-sized bed and an ensuite bathroom with a standalone tub and walk-in shower. Two bedrooms feature king-sized beds, providing ample space for relaxation, while the fourth bedroom is equipped with twin-over-twin bunk beds, perfect for children or additional guests. Some rooms boast balconies, allowing you to enjoy the surrounding views and fresh air. You'll find ample storage space for your belongings, a TV for entertainment, and a thermostat for personalized temperature control in each bedroom. Room Details -Primary Bedroom, 3rd floor: King bed and ensuite bathroom -Second Bedroom, 2nd floor: King bed -Third Bedroom, 2nd floor: King bed -Fourth Bedroom, 3rd floor: Two Twin over Twin bunk beds With its proximity to the beach, local restaurants, and attractions such as Pine Ave, AMI Pier, and Bean Point, along with stunning rooftop views and amenities like a heated pool, spa, BBQ grill, washer, and dryer, Siena Sky ensures every moment is filled with relaxation and enjoyment. You can easily book your stay online or call our reservation team and start envisioning your tranquil retreat or family bonding experience amidst comfort and style in this brand-new home. - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details. An Ecobee doorbell with a camera is at the front door of this home. This property does not allow pets of any kind. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
House
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.
House
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.
Condo
The Twins Hideaway at Sun Plaza West
The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations 5608 Gulf Drive Unit 108 Holmes Beach, Florida Discover Your Anna Maria Island Paradise at The Twins Hideaway! The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations is your ideal beach escape. This beautifully appointed two-bedroom, two-bath beach condo is just steps away from the stunning Gulf beaches. Enjoy a getaway filled with sunbathing, swimming, and picturesque beach walks, complemented by the charm of the friendly beach town of Anna Maria Island. Highlights • Beachfront Complex • Easy Beach Access • Community Pool • Community Tennis Court (Equipment provided) • Private Washer and Dryer • Beach Chairs and Cart for guest use • Near Restaurants • 4-minute walk to Anna Maria Island trolley stop The Sun Plaza West Condominium sits right on the beach, allowing you to savor the coastal lifestyle just steps from your doorstep. Enjoy the shared pool and tennis court, and make use of our complimentary tennis and pickleball equipment, as well as beach supplies for your convenience. It’s the perfect setting for active afternoons under the Florida sun. Inside The Twins Hideaway, you'll discover a perfect blend of relaxation and entertainment. The beautifully updated kitchen boasts sleek stainless steel appliances, including a refrigerator, stove, and oven, complemented by island seating for two and a stylish dining table that comfortably accommodates four. The lanai seamlessly merges with the living room, expanding your entertaining options and providing a cozy seating area complete with a TV, ideal for unwinding after a day of fun in the sun. The primary bedroom has a tranquil atmosphere and an ensuite bathroom with a walk-in shower, while the second bedroom has access to the hallway bath with a shower and tub combo, and you’ll also find a convenient washer and dryer. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: Queen bed and Twin-over-Twin Bunk bed, shares hall bath with shower and tub combo Don’t miss out on the chance to experience the beauty and charm of Anna Maria Island. Book your stay at The Twins Hideaway for the perfect beach vacation filled with memories! - This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. This condo requires a completed application, which includes an additional fee. For more information, please call us. This property does not allow pets of any kind. 2 cars maximum are able to park at this home, a designated spot will be provided. 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.
House
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.
House
Coconut Breeze Estate
Coconut Breeze Estate by Anna Maria Island Accommodations 703 N Bay Blvd. Anna Maria, FL 34216 Welcome to Coconut Breeze Estate, your ultimate 4-bedroom, 4-bathroom vacation rental on Anna Maria Island! This stunning retreat is perfect for families and friends seeking a memorable getaway. Located on the desirable northern end of Anna Maria Island, Coconut Breeze Estate is just a 3-minute walk from the pristine beaches at Bean Point. Nearby, Pine Avenue offers a delightful variety of locally owned restaurants and charming shops, providing you with everything you need for a perfect beach vacation. Highlights • 3-minute walk to the Beach • Rooftop Deck • Private Pool • Outdoor Kitchen • Beach Chairs and Cart • Washer and Dryer The private outdoor space at Coconut Breeze is perfect for relaxing and entertaining. Enjoy the sun in the heated saltwater pool or unwind in the in-ground spa. The rooftop deck offers panoramic views ideal for sunset cocktails, while the full summer kitchen and outdoor dining area provide the perfect setting for family gatherings. Inside, the home boasts a spacious living room seamlessly connecting to a modern kitchen outfitted with high-end appliances, a refrigerator, stove, oven, dishwasher, and microwave. The nearby dining area comfortably seats over 10, making it perfect for gatherings. Your comfort is prioritized with luxurious sleeping arrangements. The primary bedroom serves as a private retreat, featuring a plush king bed and an ensuite bathroom. Each of the three additional bedrooms also offers ensuite bathrooms for convenience. Two bedrooms come with king beds, while the fourth features two twin over twin bunks, perfect for children. Additionally, a bonus daybed provides extra sleeping space for larger groups. 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: Two Twin over Twin Bunk -Bonus: Daybed Book your stay at Coconut Breeze Estate through Anna Maria Island Accommodations today for the perfect Anna Maria Island rental experience. Create cherished memories with family and friends in this exquisite coastal retreat! - 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. 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.
House
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 cottage 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 • 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. 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 -Bonus, Sleeper sofa 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.
House
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.
House
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.
House
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. This property has a Google Nest camera at the front door facing the street. 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.
House
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.
