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Search results; Over 1,000 homes in Anna Maria

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Superhost
Cottage in Anna Maria
Sea Wave-[BRAND NEW 2026] Waterfront Oasis
3 bedrooms, 3 beds, 2 private bathrooms
4–9 Oct
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4.71 out of 5 average rating, 121 reviews
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Guest favourite
Home in Anna Maria
Anna Maria Beach House
4 bedrooms, 5 beds
29 Sept – 5 Oct
4.98 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
4 bedrooms, 6 beds
24–29 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
3 bedrooms, 6 beds
4–9 Oct
5.0 out of 5 average rating, 109 reviews
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Luxe
Home in Anna Maria
Bridge and Bay Escape - Incredible Bay Views
4 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Anna Maria
Beaches and Dreams: Luxury Beachfront Paradise
4 bedrooms, 7 beds
12–17 Dec
4.92 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 bedrooms, 2 beds
21–28 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Holmes Beach
Best Location! Heated Pool~Steps to Beach/Shops!
1 bedroom, 1 king bed
1–6 Dec
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Bradenton
3BR/3BA • Heated Pool & Jacuzzi • 10 Mins to Beach
3 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 128 reviews
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Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds
22–29 Sept
4.88 out of 5 average rating, 112 reviews
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Top guest favourite
Apartment in Bradenton Beach
Beachy Chic! 1st Floor Condo-Pool-Close to Beach
2 bedrooms, 3 beds
26–31 Oct
4.92 out of 5 average rating, 128 reviews
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Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
3 bedrooms, 6 beds
6–11 Dec
5.0 out of 5 average rating, 24 reviews
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Home in Anna Maria
Rainbow Fish: 1.5 blocks to beach! Pool, Spa
3 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
2 bedrooms, 5 beds
21–28 Sept
4.94 out of 5 average rating, 72 reviews
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Top guest favourite
Home in Anna Maria
Manatee Manor by Beach Boutique Rentals
3 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 1 on AMI
1 bedroom, 2 beds
21–26 Sept
5.0 out of 5 average rating, 12 reviews
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Superhost
Home in Holmes Beach
The Sunny Palm Retreat
3 bedrooms, 4 beds
7–14 Nov
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Holmes Beach
Wonderful 3/2 close to beach! Heated pool!
3 bedrooms
24–31 Oct
5.0 out of 5 average rating, 19 reviews