Search Vacation Homes in Anna Maria Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Anna Maria Island vacation homes

9.6 out of 10, Exceptional, (15)
"Clean, great communication, convenient location. "
United States
Teri
$555 nightly
The price is $619
Jan 16 - Jan 17, 2026
Total with taxes and fees
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Vacation Home in Anna Maria

Cute Cottage Near Beach and Shops
10.0 out of 10, Exceptional, (4)
"The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance "
United States
Justin B.
$509 nightly
The price is $569
Jan 13 - Jan 14, 2026
Total with taxes and fees
Cute Cottage Near Beach and Shops

Vacation Home in Bradenton Beach

Sunset View Pet Friendly w/Pool Beach Home
2.0 star property
10.0 out of 10, Exceptional, (27)
"The cutest little place! We loved how close it was to the beach and that it was pet friendly. Plenty of spots to sleep without feeling on top of each other. It was perfect for what we needed! "
United States
Ashley O.
$639 nightly
The price is $715
Jan 7 - Jan 8, 2026
Total with taxes and fees
Sunset View Pet Friendly w/Pool Beach Home
10.0 out of 10, Exceptional, (4)
"Great pool and short walk to bay and beach!"
United States
Eric S.
$613 nightly
The price is $686
Jan 8 - Jan 9, 2026
Total with taxes and fees
Feelin' Salty-Pool Modern Beach House w/Pool/Spa
9.8 out of 10, Exceptional, (14)
"Loved how the cottage is wqlking distance to the beach and also restaurants."
United States
Pamela
$584 nightly
The price is $652
Jan 13 - Jan 14, 2026
Total with taxes and fees
Adorable Cottage moments to beach w/ pool, beach gear, bikes
8.4 out of 10, Very Good, (34)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
$303 nightly
The price is $338
Dec 24 - Dec 25
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
8.6 out of 10, Excellent, (43)
"We had a great and comfortable stay!"
United States
tanya g.
$303 nightly
The price is $338
Dec 24 - Dec 25
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
10.0 out of 10, Exceptional, (11)
"We have stayed here multiple times and it is exactly as described and what we want. Great location and views. Close to restaurants, beaches and free shuttle."
United States
Mike C.
Bayfront Villa: Dock, Walk to Beach and Bridge Street
2.5 star property
9.0 out of 10, Wonderful, (2)
"We have stayed here over the years and have enjoyed the perfect location to the beach. The house is a bit dated and needs a few upgrades but overall the house was very clean and comfortable. Please note there were no beach umbrellas supplied but did have plenty of beach chairs. You may want to plan on alternate shade options once there as the sun is intense and can be challenging. We would stay there again as the price was very affordable. "
United States
Mark T.
$740 nightly
The price is $825
Dec 24 - Dec 25
Total with taxes and fees
Beachside Duplex w/ Pool and Private Suite
9.6 out of 10, Exceptional, (34)
"Great property and team to work with!"
United States
Ashlyn D.
$650 nightly
The price is $725
Jan 13 - Jan 14, 2026
Total with taxes and fees
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

Vacation Home in Anna Maria

Tiny Tides: Adorable Cozy House!
10.0 out of 10, Exceptional, (2)
"This place was amazing. It was very clean and had everything you needed. It’s not a huge place but perfect for singles, couples and small families. "
United States
Josh H.
$557 nightly
The price is $621
Dec 24 - Dec 25
Total with taxes and fees
Tiny Tides: Adorable Cozy House!
2.0 star property
$779 nightly
The price is $870
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Hideaway - Less than a block from beach!

Vacation Home in Bradenton Beach

Island Breeze! Direct walk to beach access!
10.0 out of 10, Exceptional, (2)
"Such a beautiful place. I would definitely recommend staying here. "
United States
Michelle s.
$613 nightly
The price is $666
Jan 19 - Jan 20, 2026
Total with taxes and fees
Island Breeze! Direct walk to beach access!
2.0 star property
$492 nightly
The price is $551
Dec 26 - Dec 27
Total with taxes and fees
Beachfront Complex! Heated Pool~Pool View! Updated
10.0 out of 10, Exceptional, (29)
"Amazing place and location "
United States
Evelyn C.
$708 nightly
The price is $789
Jan 6 - Jan 7, 2026
Total with taxes and fees
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!
8.8 out of 10, Excellent, (13)
"Everything was perfect. Check-in was easy. Communication lines open. Property is beautiful and clean. Close to everything; beach and bridge street so close!"
United States
nick h.
$677 nightly
The price is $757
Jan 11 - Jan 12, 2026
Total with taxes and fees
Coastal Hideaway—Island Vibes and Outdoor Dining!

Vacation Home in Bradenton Beach

Anna Maria Beach Condo 1/1
9.8 out of 10, Exceptional, (198)
"Excellent location, great condo, good local restaurants. "
United States
Lloyd
$312 nightly
The price is $348
Jan 4 - Jan 5, 2026
Total with taxes and fees
Anna Maria Beach Condo 1/1
9.4 out of 10, Exceptional, (10)
"Love the location. It was everything we were hoping and looking for. It was great ! Will def stay again ."
United States
Monica T.
$614 nightly
The price is $685
Dec 24 - Dec 25
Total with taxes and fees
Dog friendly cottage - One block to the Bay!
10.0 out of 10, Exceptional, (1)
"Beautiful house! It’s an older home that has been remodeled so it has lots of charm and character with all the modern conveniences of a new house. The backyard is the highlight! We loved the pool and hot tub (just be sure to start the heater in the hot tub an hour prior to use it because it takes time to warm up). The location is absolutely perfect! It’s a short walk to the beach, and the hostess provides nice pool chairs, umbrella and a wagon. Lots of restaurants and stores that are walking...
United States
Ana Cynthia P.
$987 nightly
The price is $1,101
Jan 5 - Jan 6, 2026
Total with taxes and fees
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
3.0 star property
$788 nightly
The price is $879
Jan 7 - Jan 8, 2026
Total with taxes and fees
Mermaid’s Purse~Private Pool! 40 steps to beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna Maria Island Hotel Reviews

Find out more about Anna Maria Island

Anna Maria Island Vacation Homes information

Number of reviews
397
Accommodation
1462 Vacation Homes
Lowest Price
$338
Highest Price
$1,101

Explore a world of travel with Expedia