List your Property

Anna Maria Island vacation rentals

We found 4,092 vacation rentals — enter your dates for availability

Discover a selection of 4,000 vacation rentals in Anna Maria Island, US 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 pool and private pool. Prices start at C$ 163 per night, and house rentals and cottage rentals are popular options for a stay in Anna Maria Island. Either way, you'll find a rental for everyone's needs.
DynamicDestinationRefinements
AsyncDestinationUrgency
Find spaces that suit your style

Houses

View 2,242 Houses

Cottages

View 169 Cottages

Condos/Apartments

View 1,670 Condos/Apartments

Resorts

View 23 Resorts

Villas

View 122 Villas

Bungalows

View 169 Bungalows

Cabins

View 169 Cabins

Studios

View 231 Studios

Townhouses

View 135 Townhouses

Hotels

View 101 Hotels

Find the best place to stay — Anna Maria Island

Contemporary Beachhouse, Very Private Backyard Pool - 1.5 Short Blocks to Beach

Sleeps 5 · 2 Bedrooms · 2 Bathrooms
C$ 297 avg/night
(79)

Unique beach house near Bean Point, heated pool and just 2 min to beach.

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
C$ 380 avg/night
(29)

Best location on the island. Private dock, steps to Anna Maria Beach and Pier

Sleeps 4 · 2 Bedrooms · 1 Bathroom
C$ 163 avg/night
(35)

Gorgeous Home Just Steps to Beach, Miles of White Sandy Beach ST lic DWE5105216

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
C$ 310 avg/night
(30)

Perfect view of Beach from deck, no need to rent car, Walk to all , free WIFI

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
C$ 253 avg/night
(95)

Beach Breezes: Heated Pool, Hot Tub, Tiki-Bar,Ping-Pong, Short Walk to Beach!!!

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
C$ 263 avg/night
(20)

Search 4,092 vacation rentals

AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

Can I find a vacation rental around Anna Maria Island?

Yes, our 2021 property listings offer a large selection of 4,092 vacation rentals near Anna Maria Island. From 2,242 house rentals to 169 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best places to stay near Anna Maria Island are on Vrbo.

Rental Ideas

People also search for

Top Filters