Anna Maria Island Vacation Rentals

Compare 136 vacation rentals.
Home > USA > Florida > Anna Maria Island

Make Anna Maria Island your next getaway

Nestled on Florida’s Gulf Coast, Anna Maria Island is a hidden gem where Old Florida charm meets stunning natural beauty. With no high-rises, a relaxed island vibe, and miles of pristine beaches, it’s the perfect destination for a laid-back getaway. Whether you're strolling along historic piers, indulging in fresh seafood, or simply soaking up the sun, Anna Maria Island offers an escape like no other.

Top Anna Maria Island property types

housing_type_condo.jpg

Condo rentals

View 49 Condo rentals
housing_type_house.jpg

House rentals

View 31 House rentals
housing_type_duplex.jpg

Duplexes

View 22 Duplexes

Popular amenities for Anna Maria Island vacation rentals

Popular
Dog-friendly Hot tub Internet
Sunrise Garden #8
2 Bedroom | 1 Bath | Sleeps 6

Sunrise Garden #8 - Anna Maria, FL

$260 avg / night
(excludes fees and taxes)
4.48 (73)
Sunrise Garden #15
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #15 - Anna Maria, FL

$206 avg / night
(excludes fees and taxes)
3.67 (61)
Sunrise Garden #7
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #7 - Anna Maria, FL

$224 avg / night
(excludes fees and taxes)
4.03 (70)
Sunrise Garden #11
0 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #11 - Anna Maria, FL

$212 avg / night
(excludes fees and taxes)
4.25 (57)
Sunrise Garden #10
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #10 - Anna Maria, FL

$217 avg / night
(excludes fees and taxes)
4.13 (63)

View 131 more homes

Browse more vacation rental amenities in Anna Maria Island

Pool | Lake view | Ocean view | Oceanfront | Sound view | Soundfront | Water view | Waterfront | A/C | Elevator

Recent Anna Maria Island guest reviews

Super close to the beach and the pool.Although a little warm was right outside your back door
Liz H. | May 2026
The noise from the air conditioning system is very loud; we practically had to turn it off at night to get any restful sleep. Additionally, the hot water runs out very quickly from the boiler. To make matters worse, the street where the house is located functions as a public parking area, so strangers are constantly parking in front of the property and, unfortunately, leaving their trash behind on the grass when they depart
Boglarka P. | May 2026
We got and Uber from the Tampa airport and walked to most places around the area and had great restaurants, the beach was a 20 min walk over a beautiful bridge. Then we took the trolly all over Anna Marie Island and its was easy to navigate. During the time we were not out at the beach, the house was perfect for swimming. It is right on the canal as well, saw Manatees and many different species of birds, reptiles and fish. This place was clean, spacious and the location was perfect . We will be back next year ! Thank you!
Danielle D. | May 2026
Anna Maria Island vacation rental FAQ

Yes, 40 of our Anna Maria Island homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 136 of our Anna Maria Island vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Anna Maria Island vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Anna Maria Island team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Anna Maria Island, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Why choose Anna Maria Island?


Book an Anna Maria Island vacation rental

Whether you're lounging under swaying palm trees, exploring quirky shops and gourmet eateries, or soaking in the laid-back island vibes, Anna Maria Island offers the peaceful escape you've been dreaming of. From cozy beachfront cottages to spacious, family-friendly homes, we have the ideal vacation rental for your next island getaway!

Anna Maria Island travel inspiration

The best beach towns near Tampa for every traveler Charming Anna Maria beach cottages for a seaside retreat Unique weekend getaways in Florida

Nearby destinations

Gulf Coast   |   Florida Gulf Coast   |   Manatee County   |   Sunrise Garden Resort - Anna Maria Island   |   The Bayview Inn   |   Waters Edge Condos - Holmes Beach, FL   |   North Beach Village - Holmes Beach   |   Hidden Cove Condominiums - Holmes Beach   |   Runaway Bay Condos - Bradenton Beach   |   Sea Pirate - Holmes Beach   |   La Casa Costiera - Anna Maria Island   |   Holmes Beach   |   Bradenton Beach   |   Anna Maria   |   Cortez   |   Bradenton   |   Florida
Show more