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Search results; Over 1,000 homes in Anna Maria

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Top guest favourite
Home in Anna Maria
Key Lime Cottage | Hot Tub | Steps to Beach
3 bedrooms, 4 beds, 2 private bathrooms
8–13 Sept
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5.0 out of 5 average rating, 48 reviews
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Top guest favourite
Home in Bradenton
Heated Pool, Bay Views & Kayak Launch — 6 Guests
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 54 reviews
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Top guest favourite
Home in Holmes Beach
Beach access + 2 min walk to Sand + Heated Pool!
4 bedrooms, 6 beds, 3 bathrooms
1–8 Sept
5.0 out of 5 average rating, 22 reviews
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Superhost
Home in Anna Maria
The Palm - BRAND NEW HOUSE!
5 bedrooms, 6 beds, 5.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds, 2 bathrooms
29 Nov – 4 Dec
4.96 out of 5 average rating, 48 reviews
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Luxe
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds, 5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Anna Maria
Manatee Manor by Beach Boutique Rentals
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 30 reviews
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Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
5–12 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Holmes Beach
Location! 1 Block to Gulf Beach + Restaurants!
6 bedrooms, 8 beds, 6.5 bathrooms
8–15 Sept
5.0 out of 5 average rating, 36 reviews
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Top guest favourite
Flat in Holmes Beach
2BR Family Condo • Heated Pool • Steps to Sand
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Bradenton Beach
New! Pool + Rooftop+ 2 Min Walk to Beach & Bay!
3 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Apartment in Bradenton Beach
Steps to Beach on Anna Maria | 2 Pools & Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 20 reviews
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Guest favourite
Apartment in Bradenton Beach
Charming Coastal Stay on Anna Maria Island
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 9 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, 108 reviews
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Top guest favourite
Home in Holmes Beach
Wonderful 3/2 close to beach! Heated pool!
3 bedrooms, 5 beds, 2 bathrooms
24–31 Oct
5.0 out of 5 average rating, 19 reviews
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Home in Holmes Beach
Lakefront · Fishing ·Heated Pool ·Walk to Beach
3 bedrooms, 3 beds, 3 bathrooms
19–26 Sept
New place to stay
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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 Nov
4.97 out of 5 average rating, 35 reviews
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Guest favourite
Home in Holmes Beach
Under the Foxtails by Beach Boutique Rentals
3 bedrooms, 4 beds, 3 bathrooms
1–8 Sept
5.0 out of 5 average rating, 10 reviews