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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, 122 reviews
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Guest favourite
Home in Anna Maria
Beaches and Dreams: Luxury Beachfront Paradise
4 bedrooms, 7 beds, 4 bathrooms
12–17 Dec
4.92 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
4 bedrooms, 6 beds, 4.5 bathrooms
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, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 109 reviews
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Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
3 bedrooms, 6 beds, 2 bathrooms
6–11 Dec
5.0 out of 5 average rating, 24 reviews
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Luxe
Home in Anna Maria
Bridge and Bay Escape - Incredible Bay Views
4 bedrooms, 5 beds, 5 bathrooms
14–19 Oct
5.0 out of 5 average rating, 13 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, 1.5 bathrooms
6–13 Nov
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Home in Anna Maria
The Palm - BRAND NEW HOUSE!
5 bedrooms, 6 beds, 5.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Apartment in Holmes Beach
Luxury 2BR Oceanfront Condo + Rooftop Patio
2 bedrooms, 2 beds, 2 bathrooms
3–8 Oct
4.99 out of 5 average rating, 90 reviews
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Guest favourite
Home in Bradenton
Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
5 bedrooms, 6 beds, 3 bathrooms
27 Oct – 1 Nov
4.96 out of 5 average rating, 152 reviews
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Top guest favourite
Home in Anna Maria
Manatee Manor by Beach Boutique Rentals
3 bedrooms, 5 beds, 2 bathrooms
9–14 Oct
5.0 out of 5 average rating, 31 reviews
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Guest favourite
Flat in Holmes Beach
The Dolphin, Luxury Beach House, 1 Block to Beach!
2 bedrooms, 2 beds, 2 bathrooms
1–8 Oct
4.92 out of 5 average rating, 36 reviews
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Top guest favourite
Flat in Holmes Beach
Poolside Villa • Steps to beach • Heated Pool
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Holmes Beach
Make Beach Memories Luxury AMI House Steps to Sand
2 bedrooms, 3 beds, 2 bathrooms
12–19 Oct
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Top guest favourite
Home in Bradenton Beach
Walk to it all! Restaurants + Heated Pool +Beach!
3 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
4.98 out of 5 average rating, 114 reviews
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Superhost
Home in Anna Maria
The Salty Beach Cottage: Canal-front, Pool
3 bedrooms, 7 beds, 2 bathrooms
1–6 Oct
4.5 out of 5 average rating, 8 reviews
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Guest favourite
Home in Anna Maria
Anna Maria Beach House
4 bedrooms, 5 beds, 2.5 bathrooms
1–7 Oct
4.98 out of 5 average rating, 41 reviews
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Guest favourite
Home in Bradenton
Heated Pool, 5 miles to the Beach, Sleeps 8
3 bedrooms, 5 beds, 2 bathrooms
30 Nov – 5 Dec
4.95 out of 5 average rating, 74 reviews
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Top guest favourite
Home in Bradenton
My Sunny home on the Bay.
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Oct
4.98 out of 5 average rating, 276 reviews