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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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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
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
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 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 Holmes Beach
Holmes Beach 5BR | Steps to Beach, Pool + Hot Tub
5 bedrooms, 5 beds, 3.5 bathrooms
24–31 Oct
5.0 out of 5 average rating, 23 reviews
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Home in Holmes Beach
Lůum at the Shore | Bali-Inspired Luxury Retreat
3 bedrooms, 5 beds, 2 bathrooms
11–18 Oct
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Superhost
Home in Anna Maria
AMI Bay Breeze: Heated pool, outdoor bar
3 bedrooms, 4 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Home in Holmes Beach
Black Pearl! NEW! Block and half to Beach!
4 bedrooms, 5 beds, 4 bathrooms
9–16 Nov
4.93 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Holmes Beach
Heated Pool | 1.5 Blocks to Sand | Bikes Included
4 bedrooms, 7 beds, 3 bathrooms
1–8 Oct
4.98 out of 5 average rating, 57 reviews
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Superhost
Home in Anna Maria
Beachfront Bliss by Beach Boutique Rentals
5 bedrooms, 9 beds, 5.5 bathrooms
16–21 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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Top guest favourite
Home in Anna Maria
Paradise Pointe by Beach Boutique Rentals
3 bedrooms, 4 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 26 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
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds, 1 bathroom
17–22 Oct
4.98 out of 5 average rating, 128 reviews
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Top guest favourite
Home in Anna Maria
Amie House Mod BEACH Getaway
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 44 reviews
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Guest favourite
Home in Holmes Beach
A Villa Paradise by Beach Boutique Rentals
3 bedrooms, 4 beds, 2 bathrooms
25 Oct – 1 Nov
4.98 out of 5 average rating, 42 reviews