Anna Maria Island, Florida


Properties Available 374 properties available
Make your vacation in Anna Maria unforgettable and stay in this charming two-bedroom beachfront home boasting spectacular views, close proximity to dining, space for two cars in the driveway, and easy access to the free trolley. You can also bring along the family dog. There's nothing between you and the soft, sandy beach, so head out for your Vita
Dolphin Watch (246197)
Anna Maria, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Look no further for your next home-away-from-home, as this coastal escape has everything you need to feel welcome and relaxed in no time mere blocks from the beach. Pack a picnic and walk to sugar-white sand as soon as the sun comes up. When you want to cool off a bit, return to home base and take a dip in the private pool with a favorite beverage
Mermaid Sunset (272835)
Holmes Beach, FL
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
This dog-friendly Holmes Beach home is designed to inspire the ultimate vacation with the family. Sunset Glow's high-end details and trendy touches make for a truly relaxing vacation with a private heated pool - you may never want to leave! The Gulf of Mexico is about a block and a half down the street, so sinking your toes in the famous sugar sand
Sunset Glow (246958)
Holmes Beach, FL
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Escape the everyday and experience the extraordinary when you book this fantastic vacation rental on the sunny shores of Holmes Beach, Florida. With Manatee Public Beach in walking distance, you won't find a better location for a dream beach vacation! After spending a day surfing, boating, fishing, or swimming in the ocean, tour the area and discov
Ocean View Suite (580226)
Holmes Beach, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Come enjoy this 4 bedroom/4 bath duplex that can sleep up to 12 people with the add-on of the sleeper sofas. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool, and an EV Charger. Upon entry in both units, you will find the open living area c
EV Charger, Blue Lagoon by SeaBreeze Vacation (424868)
Anna Maria, FL
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Treat yourself to a relaxing getaway at this gulf-front Anna Maria Island vacation! This gorgeous condominium offers a prime location close to local attractions, a shared pool, and a unique tropical feel! The stunning Gulf of Mexico is your playground, with the beach just a few steps away. Nap in the soft powder sand and endless Florida sunshine, o
Palm Gables 106 (250418)
Holmes Beach, FL
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Come to Holmes Beach and stay in this quaint two-bedroom beachfront rental with an ideal location and screened lanai. Bask in the sun and revel in the salty sea air every day, and enjoy immediate, unbeatable access to the warm beach sand
Playa Casanas North (246221)
Holmes Beach, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Step right outside onto white sand and the turquoise Gulf of Mexico at this two-bedroom Holmes Beach cottage, a beachfront escape with a private deck, incredible sunset views, and an ideal location within walking distance of restaurants and the free trolley. This darling Gulf-front cottage is located in the heart of Holmes Beach, just a few blocks
Sea La Vie (252945)
Holmes Beach, FL
House
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Spacious and sophisticated, this waterfront and dog-friendly Anna Maria Island home puts the best of everything at your fingertips. Featuring a private dock, pool, and amazing water views, you’ll experience the luxurious side of Anna Maria Island paradise during your stay. This canal front home offers sunrise views over the water and even a dock fo
Anna Maria's Finest (246201)
Anna Maria, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
This dog-friendly suite is located just one block from the Bimini Bay inlets and is only a five-minute walk from beach access, so it's the ideal place to spend a sunny vacation with friends and family! The living space is filled with bright, beachy décor, lots of comfortable furniture, and plenty of natural light throughout. The living room feature
21 Palms Unit A (257283)
Anna Maria, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Staying in the heart of Bradenton Beach puts island life at your fingertips! Spend your days lounging on the beach, or fishing in the bay! Enjoy a refreshing dip in the heated community pool, or take a short stroll to historic Bridge Street, where you’ll find restaurants, shopping, and entertainment! To explore the rest of this seven-mile stretch o
Nautical Nook at Bayview Inn (596701)
Bradenton Beach, FL
House
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Welcome to Gulf Shores Condominiums! This Holmes Beach condo sits right on the sand and features a number of desirable amenities including a furnished and screened balcony with panoramic beach views, a full kitchen, and plenty of space for a family. While you're likely to spend most of your time out on the adjacent sugar soft sand beach, or over at
Gulf Shores 205 (243796)
Holmes Beach, FL
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests

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