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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
Home in Holmes Beach
Sunshine Kiss VRC# VRC20-000328
2 bedrooms, 2 beds, 1.5 bathrooms
7–14 Aug
New place to stay
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
Home in Bradenton Beach
Bradenton Beach Getaway | Steps to Sand & Dining
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 4 reviews
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
Flat in Anna Maria
1BR | Patio | W/D | AC | Gas Grill | Beach Access
1 bedroom, 1 double bed, 1 bathroom
2–7 Aug
4.58 out of 5 average rating, 85 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
Apartment in Anna Maria
Anna Maria Pine-Time Sunsets Walk to Beach 2BR
2 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
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
Top guest favourite
Tiny home in Bradenton Beach
Paradise Found in our cozy home on Anna Maria
1 bedroom, 1 bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 9 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
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
16–23 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Anna Maria
Manatee Manor by Beach Boutique Rentals
3 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 29 reviews
Luxe
Home in Bradenton Beach
Just Pearly - 2 min walk to beach!
7 bedrooms, 8 beds, 7.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 37 reviews
Superhost
Apartment in Bradenton Beach
Pickleball/Tennis • Beach Access •Newly Rehabbed
2 bedrooms, 3 beds, 2 bathrooms
14–21 Aug
New place to stay
Top guest favourite
Flat in Treasure Island
Luxurious Oceanfront Gem | New Pool & Corner Unit
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 39 reviews
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 Holmes Beach
Seaside Beach House 203 · Top Floor · 14-Ft Balcon
1 bedroom, 2 beds, 1.5 bathrooms
1–8 Aug
Top guest favourite
Apartment in Treasure Island
*Shore Thing* Walk to Beach | Intercoastal Views
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 230 reviews