Anna Maria Island Vacation Rentals
225 properties available
Pineapple Palms by Anna Maria Island Accommodations 308 64th St, Holmes Beach, FL 34217VRC17-000041Welcome to Pineapple Palms, the ultimate ocean-loving getaway just two-and-a-half blocks from the stunning beaches of Holmes Beach! Perfect for a small family or friends, this charming two-bedroom, two-bathroom home offers a private heated pool, lush,
Sea Swept by Exclusive Vacations 2516 Gulf Dr N, Bradenton Beach, FL 34217 TPL22-000035 Welcome to Sea Swept, part of our Exclusive Collection. This beachfront luxury home boasts ten-bedrooms, eight-and-a-half-baths with breathtaking Gulf views, private beach access, and resort-style amenities. Located just steps from the pristine beaches, this h
The Royal by Exclusive Vacations 3015 Avenue E, Holmes Beach, FL 34217 VRC23-000111 Experience luxury and island paradise at The Royal, part of our Exclusive Collection. This designer four-bedroom, five-and-a-half-bath beachfront home is just steps from the soft powder sands of Anna Maria Island! This three-level estate boasts a spectacular roofto
Turtle Crawl by Anna Maria Island Accommodations 763 Jacaranda Rd, Unit B, Anna Maria, FL 34216VR16-000350Welcome to Turtle Trax, a cozy ground-level duplex tucked away in the peaceful north end of Anna Maria Island. Just a five-minute walk to the beach, this two-bedroom, two-bath vacation rental offers a shared backyard pool surrounded by lush lan
Coral Kai by Anna Maria Island Accommodations 117 Maple Avenue, Anna Maria, FL 34216 VR20-000067 Welcome to Coral Kai, a three-bedroom, three-and-a-half-bath vacation home just six houses from the white sand beaches of the Gulf and a short half-mile stroll to Pine Avenue’s boutiques and restaurants. With a private pool and spa, multiple balconies,
Siena Sky by Anna Maria Island Accommodations 10109 Gulf Drive, Anna Maria, FL 34216 Welcome to Siena Sky, a four-bedroom, four-bath luxury vacation home just steps from the beach. This stunning island getaway combines modern elegance with relaxed coastal comfort, featuring a rooftop deck with Gulf views, a heated pool and spa, and a prime location
Barefoot by the Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #3, Anna Maria, FL 34216VR18-000088Welcome to Barefoot by the Bay, a luxury ground-level villa offering one bedroom, two bathrooms, and a cozy den in a picturesque bayside setting! Located just across the street from beautiful Bay and within walking distance of the beach, re
Lavender Lagoon by Anna Maria Island Accommodations 123 Crescent Dr, Anna Maria, FL 34216VR22-000006Welcome to Lavender Lagoon, a beautiful canal front three-bedroom, two-bath vacation home tucked in the heart of Anna Maria. This waterfront retreat offers a private pool and spa, screened lanai, a backyard putting green, and a private dock ideal fo
Majestic Summer by Anna Maria Island Accommodations 2213 Avenue C, Bradenton Beach, FL 34217Experience the ultimate luxury vacation at Majestic Summer, a seven-bedroom, seven and a half bath estate nestled just minutes from the pristine beaches of Anna Maria Island! Boasting a private pool with an in-ground spa, a spacious rooftop deck with Gulf vi
Seagrass Sunsets by Anna Maria Island Accommodations101 25th St N Unit 4 Bradenton Beach, FL 34217Welcome to Seagrass Sunsets, a charming 2-bedroom, 2-bathroom coastal condo located just steps from the white-sand shores of Bradenton Beach. Nestled in a modest, low-key building along a quiet street, this relaxing retreat offers a peaceful place to u
Orange Crush by Anna Maria Island Accommodations 312 61st St Unit B, Holmes Beach, FL 34217Welcome to Orange Crush, a beautifully updated and thoughtfully decorated three bedrooms, two bath home just two blocks from the gorgeous beaches of Anna Maria Island! This vibrant retreat offers a perfect blend of relaxation and fun, featuring a game room w
Queen Palm by Anna Maria Island Accommodations 5701 Holmes Blvd, Unit B (North), Holmes Beach, FL 34217 VRC19-000042 Welcome to Queen Palm by Anna Maria Island Accommodations, a cozy two-bedroom, one-bath ground-level retreat located less than a five-minute walk from the white-sand shores of Holmes Beach. Perfect for couples, small families, or fri
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