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Vacation rentals in Anna Maria Island

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Top-rated holiday rentals in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Condo in Bradenton Beach
Beachfront condo in paradise
Relax, you made it, you’re at the beach now. No fighting traffic for 90 minutes to get over the drawbridge to Anna Maria Island and driving around looking for a spot to park. You only have to go down 14 stairs from this second floor condo to have your toes in the powder soft sand. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway whether it be an anniversary, birthday, or some overdue R&R. Or bring the kids for a fun stay at the beach.
Superhost
Cottage in Bradenton Beach
Bradenton Beach Sunsets 2, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.
Superhost
Apartment in Bradenton Beach
A Cozy Bungalow on the bay.
A comfortable efficiency with a queen size bed, a full kitchen, a private bath, a great location and a lovely view. We are a two minute walk to Cortez beach & ten minute walk to beautiful Coquina beach. We supply beach chairs, umbrellas, wagons, towels and coolers. Restaurants, shopping and nightlife are just a 2 minute walk away. The free trolley will take you all around the island where there are many more great restaurants and stores.

Other great holiday rentals in Anna Maria Island

Superhost
Apartment in Bradenton Beach
Ohana Beachside 1 Bedroom B - 150 feet from beach
Superhost
Cottage in Anna Maria
Turtle Cottage - Anna Maria Island
Superhost
Condo in Longboat Key
Oceanfront Getaway - Open Christmas Eve and Day!
Superhost
Apartment in Bradenton Beach
(1SC) Studio directly on the beach - Free Parking
Superhost
Condo in Holmes Beach
Anna Maria Beach Place...footsteps to the sands
Superhost
Condo in Bradenton Beach
★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
Superhost
Holiday home in Holmes Beach
AMI Ohana Beach Resort C with fabulous salt pool!
Superhost
Home in Anna Maria
Charming house w/heated pool,steps to beach-Unit A
Superhost
Condo in Holmes Beach
Beach Haven #204
Superhost
Home in Anna Maria
Beach House w/Private Pool & Hot Tub by Bean Point
Superhost
Home in Holmes Beach
Breezy Harbor AMI pool retreat near the Beach
Superhost
Home in Holmes Beach
The Peachy Beach House, steps to the gulf

Destinations to explore