Tortuga Inn
State licensed
Sarasota & Anna Maria Island · 2,772 licensed rentals
Anna Maria Island vacation rentals
Anna Maria Island is about seven miles of Gulf beach split between three small cities: Anna Maria at the north tip, Holmes Beach in the middle and Bradenton Beach to the south. There are no high-rise towers here. The island is mostly raised cottages, pastel beach houses and small condo buildings, and a free trolley runs the length of it so you can leave the car parked for the week.
Two causeways connect it to Bradenton: Manatee Avenue lands in Holmes Beach and Cortez Road lands in Bradenton Beach. Rentals range from one-bedroom units a block off the sand to big pool homes on the bayside canals. It is a family island, with gentle water most of the year and the sun setting over the Gulf every night.
Things to do near your rental
- Bean Point beach at the island's north tip, where the Gulf meets Tampa Bay
- Anna Maria City Pier and the Bridge Street Pier in Bradenton Beach
- Coquina Beach and Manatee Public Beach
- Cortez fishing village just across the Cortez Road bridge
Licensed by the state of Florida
2,772 Anna Maria Island vacation rentals
Every listing starts from an active state license. Owners who claim their listing add photos, rates and a direct booking link, and appear first.
Condo at Nautilus
State licensed
Anna Maria Island Dream Inn
State licensed
Condo at Runaway
State licensed
Island Getaway
State licensed
Condo buildings & complexes
Where the Anna Maria Island rentals are
Licensed rental units by building, from the state record. Search a building name above to see its listings.
- Runaway36 licensed units · 17 listings
- Nautilus27 licensed units · 3 listings
- Westbay Cove14 licensed units · 6 listings
- Sun Plaza10 licensed units · 7 listings
- Sunrays Anchor7 licensed units · 6 listings
- Coconut Bayou6 licensed units · 4 listings
- Gulf Watch4 licensed units · 2 listings
- Playa4 licensed units · 2 listings
- Hidden Pearl3 licensed units · 3 listings
- Runaway Bay3 licensed units · 3 listings
- Sea Pirate3 licensed units · 3 listings
Elsewhere in Sarasota
Compare other parts of Sarasota & Anna Maria Island
- Vacation rentals in Longboat Key 291 licensed · Quiet beach stays, couples, golf, longer winter stays
- Vacation rentals in Siesta Key 829 licensed · Beach lovers, families, walkable village nights
- Vacation rentals in Sarasota 1,252 licensed · Arts and dining, couples, beach plus city in one trip
- Vacation rentals in Venice 537 licensed · Shark-tooth hunting, quiet beaches, long winter stays
- Vacation rentals in Bradenton 1,852 licensed · Larger groups, longer stays, value close to the beaches
Anna Maria Island rental questions
Do I need a car on Anna Maria Island?
Not once you arrive. The free trolley runs from Anna Maria down to Coquina Beach, and most of the island is flat and easy to bike. Ask the owner how many parking spaces come with the rental, since many cottages have room for only one or two cars.