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Search results; Over 1,000 homes in Anna Maria

Superhost
Cottage in Anna Maria
Sea Wave-[BRAND NEW 2026] Waterfront Oasis
3 bedrooms, 3 beds, 2 private bathrooms
2–7 Aug
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4.7 out of 5 average rating, 115 reviews
Superhost
Home in Anna Maria
The Palm
5 bedrooms, 6 beds, 5.5 bathrooms
4–9 Aug
New place to stay
Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
4 bedrooms, 6 beds, 4.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 14 reviews
Home in Anna Maria
Pelican Point in Anna Maria
3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
4.7 out of 5 average rating, 10 reviews
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
4 bedrooms, 7 beds, 3 bathrooms
21–28 Aug
5.0 out of 5 average rating, 4 reviews
Home in Holmes Beach
Lůum at the Shore | Bali-Inspired Luxury Retreat
3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
3 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Anna Maria
The Lady Fish by Duncan Real Estate
3 bedrooms, 4 beds, 2 bathrooms
3–10 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Bradenton
NEW Canal Family Home - Pool, Kayaks, Game Room
4 bedrooms, 6 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds, 5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Anna Maria
Steps to Beach | Anna Maria Island | Island Time
3 bedrooms, 6 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Bradenton
85" TVs*GLOW in the dark Game Rm*Pool Table*POOL
3 bedrooms, 6 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Holmes Beach
Escape To Serenity A&B | Multiple Units
4 bedrooms, 8 beds, 2 bathrooms
22–29 Aug
Top guest favourite
Home in Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 101 reviews
Superhost
Home in Anna Maria
AMI Bay Breeze: Heated pool, outdoor bar
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Holmes Beach
Swell Life-Beach Front Home!
4 bedrooms, 6 beds, 4 bathrooms
15–22 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Holmes Beach
LivingGood by Duncan Real Estate
3 bedrooms, 4 beds, 2 bathrooms
5–12 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Anna Maria
Paradise Pointe by Beach Boutique Rentals
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 22 reviews
Superhost
Home in Clearwater
Providence Cove | Heated Salt Pool • Sleeps 12
3 bedrooms, 7 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 reviews