We found 3,639 vacation rentals — enter your dates for availability
Discover a selection of 3,500 vacation rentals in Anna Maria, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $130 per night, and houses and cottages are popular options for a stay in Anna Maria. Either way, you'll find a rental for everyone's needs.
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Find the best place to stay — Anna Maria
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Things to do
Immerse yourself in the Anna Maria experience
The beaches are just one reason to book an Anna Maria vacation rental. The island boasts museums as well as restaurants serving everything from fresh seafood to specialty cupcakes and donuts. Take a stroll on the pier—or down Pine Avenue with its colorful, eclectic shops. It’s not every day you get to soar hundreds of feet over the ocean, so if you’re feeling brave, try parasailing. If staying in the water is more your speed, check out Bean Point, and keep an eye open for manatees, which are known to mingle with human swimmers.
Activities
Pack the sunscreen—there’s lots to do in Anna Maria
Anna Maria vacation rentals are perfect if you love the beach. There are endless entertainment options for those who love the sun, sand, and water. Rent Segways for the family and tour the island in style. Go on a sightseeing dolphin cruise, or have some high-powered fun on a jet ski. Spend hours relaxing on the beach, or keep things active and sign up for a kayak lesson or tour. Paddleboard rentals, boat trips, fishing excursions and more are yours for the taking when you book a vacation rental in Anna Maria.
Weather
Expect pleasant weather any time of the year
Anna Maria has sun, sand, beautiful beaches, and exceptional weather. The climate is warm and temperate with plentiful rainfall, and when it does rain, it’s often short-lived before the clear blue skies return. Most of the year sees abundant sunshine, and in the heart of summer, the average high is a pleasant 88 degrees. Winter is mild with an average January low of 52. The best time to book a vacation rental in Anna Maria depends on what you’d like to do, but even winter is typically comfortable enough for outdoor activities.
Natural features
Diverse wildlife and island beauty in Anna Maria
Anna Maria is a bird sanctuary. Cranes, pelicans, herons, sandpipers, parrots, seagulls, vultures, and crows all call the island home. Marine life includes bottlenose dolphins, snapper, redfish, mackerel, and amberjack. Anna Maria lies adjacent to the isle of Key Royale, which was uninhabited until 1960 when a new bridge joined it to Anna Maria. At the southern edge of Anna Maria lies Longboat Key, and Jewfish Key is situated just to the east of the connecting drawbridge. Book your vacation rental in Anna Maria to see for yourself all this beautiful island offers.
How to get there
Transportation options to and around Anna Maria
Fly into Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), the closest airport, located 14.7 mi (23.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into St. Petersburg, FL (SPG-Albert Whitted), which is 17.4 mi (28 km) away.
How many vacation rentals are available around Anna Maria, FL?
Our 2021 property listings offer a large selection of 3,639 vacation rentals around Anna Maria. From 2,123 house rentals to 170 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.
Can I rent Houses in Anna Maria?
Yes, of course. Vrbo has 2,123 Houses in Anna Maria. Our other popular types of vacation rentals in Anna Maria include:
- Cottages: 170 rentals available
- Bungalows: 170 rentals available
- Villas: 123 rentals available
But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.
Can I find a vacation rental with pool in Anna Maria?
Yes, you can select your preferred vacation rental with pool among our 2,833 vacation rentals with pool available in Anna Maria. Please use our search bar to access the selection of vacation rentals available.