Anna Maria Island Vacation Rentals


Properties Available 226 properties available
Bay View Beauty by Exclusive Vacations 881 N Shore Dr, Anna Maria, FL 34216 VR18-000097 Welcome to Bay View Beauty, part of our Exclusive Collection. This luxurious seven-bedroom, seven and a half bath beachfront home with direct beach access and unobstructed bay views. Ideally located along Anna Maria’s North Shore Drive, this luxury retreat place
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Bay View Beauty
Anna Maria Pet Friendly
Bedrooms 7 BR
Bathrooms 7 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (61)
Aggie’s Treasure by Anna Maria Island Accommodations 203 70th St, Unit A (West Unit), Holmes Beach, FL 34217 VRC16-000187 Experience a true island escape at Aggie’s Treasure, a beautiful two-bedroom, two-bathroom ground-level home located just one block from the pristine shoreline of Holmes Beach. This inviting retreat features a private heated poo
Hot HOT 34
Aggies Treasure
Holmes Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (9)
Hammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd, Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Dreams! Escape to the peaceful island lifestyle at Hammock Dreams, a stunning canal-front home nestled in the heart of Anna Maria. With three bedrooms, two bathrooms, and a private pool, this tropical retreat is ideal for families
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Hammock Dreams
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (8)
A Wave From It All by Anna Maria Island Accommodations 404 Spring Ave, Anna Maria, FL, 34216 VR19-000058 / DWE5105449 Welcome to A Wave From It All, a luxurious five-bedroom, six-and-a-half-bath vacation rental in the heart of Anna Maria Island. Just a short seven-minute walk to the island’s white-sand beaches and steps from the boutiques and eate
Hot HOT 41
A Wave From It All
Anna Maria Pet Friendly
Bedrooms 5 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 14 guests
Rating 5 (26)
Sand and Sea 111 B by Anna Maria Island Accommodations 111 Magnolia Ave, Unit B, Anna Maria, FL 34216 VR16-000423 Welcome to Sand and Sea 111 B, a charming two-bedroom, one-bath ground-level condo just one minute from the white sands of Anna Maria Beach. Perfect for small families or a friends’ island escape, this Anna Maria Island accommodation of
Hot HOT 13
Sand And Sea 111 B
Anna Maria
Bedrooms 2 BR
Bathrooms 1 BA
Guests 6 guests
Rating 5 (21)
Silver King by Anna Maria Island Accommodations 316 Tarpon Street, Anna Maria, FL 34216 VR16-000118 Welcome to Silver King, a stunning four-bedroom, three-bathroom canal-front vacation home with a bonus bunk room, rooftop deck, and a backyard designed for endless fun. Located just four blocks from the Gulf beaches and three blocks from the charming
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Silver King
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (17)
Villa #7 AMI Lime Fish by AMI Locals 3602 Gulf Dr, Unit #1, Holmes Beach, FL 34217 Welcome to Villa #7 AMI Lime Fish, a beautifully designed two-bedroom, two-bath beach villa located at the Islands West Resort! Just a two-minute walk to the white sandy beaches of Holmes Beach, this villa combines coastal charm with resort-style amenities including
Hot HOT 11
Villa #7 AMI Lime Fish
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (38)
Coral Palms by Anna Maria Island Accommodations 209 81st St, Holmes Beach, FL 34217VRC16-000157Welcome to Coral Palms, a beautiful ground-level vacation home featuring three bedrooms and 2 bathrooms, perfect for families or groups seeking a relaxing escape on Anna Maria Island! Just a four-minute walk to the sparkling beaches of Holmes Beach, this
Hot HOT 178
Coral Palms
Holmes Beach Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (17)
Boundless Waves by Exclusive Vacations 408 Magnolia Ave, Anna Maria, FL VR24-000005 Welcome to Boundless Waves, part of our Exclusive Collection. Offering a curated luxury experience with elevated amenities, personalized services, and refined island living. This six-bedroom, six-and-a-half-bath coastal retreat features a rooftop deck with panorami
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Boundless Waves
Anna Maria Pet Friendly
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (6)
Seahorse Paradise by Anna Maria Island Accommodations 311 68th St, Holmes Beach, FL 34217 VRC16-000108 Welcome to Seahorse Paradise by Anna Maria Island Accommodations, a charming three-bedroom, two-bathroom vacation home located just two and a half blocks from the soft white sands of Holmes Beach. This inviting island getaway blends Old Florida ch
Hot HOT 22
Seahorse Paradise
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (19)
Salty Seagull at Hunter’s Point by AMI Locals4321 Marina View Way, Cortez, FL 34215Enjoy an unforgettable island escape at Salty Seagull at Hunter’s Point, a brand-new canal-front vacation home just one mile from Anna Maria Island’s iconic beaches. This three bedroom, two and a half bath residence is located in an exclusive new sustainable communit
Hot HOT 24
Salty Seagull at Hunter's Point
Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Bathrooms 1 Half Bath
Guests 9 guests
Rating 5 (26)
Meet Me at Sunset by Anna Maria Island Accommodations 109 Palmetto Ave, Anna Maria, FL 34216 Welcome to Meet Me at Sunset, part of our Exclusive Collection. This modern four-bedroom, four and a half bath home is designed with chic beach style and premium amenities. Located just steps from Anna Maria’s white sand shoreline and within walking distanc
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EXCLUSIVE COLLECTION
Meet Me at Sunset
Anna Maria Pet Friendly
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (6)

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