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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
Superhost
Home in Anna Maria
The Palm
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
4–9 Aug
Home in Anna Maria
Luxury Home | 14 PPL | Pool & Hot Tub| Canal Views
New place to stay, 4 bedrooms, 8 beds, 6 bathrooms
19–24 Aug
Home in Anna Maria
Heart of Pine Ave | 6 En-Suites | Heated Pool
5.0 out of 5 average rating, 4 reviews, 6 bedrooms, 8 beds, 6.5 bathrooms
26–31 Aug
Home in Anna Maria
Pelican Point in Anna Maria
4.7 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 7 beds, 3 bathrooms
21–28 Aug
Top guest favourite
Home in Anna Maria
Steps to Beach | Anna Maria Island | Island Time
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
Home in Holmes Beach
Lůum at the Shore | Bali-Inspired Luxury Retreat
3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
Superhost
Home in Anna Maria
The Lady Fish by Duncan Real Estate
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–10 Aug
Guest favourite
Home in Holmes Beach
Cozy Cabana East – Pets, Pool & AMI Beach Stay
4.87 out of 5 average rating, 31 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–8 Aug
Top guest favourite
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 5 bathrooms
17–22 Aug
Top guest favourite
Home in Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
5.0 out of 5 average rating, 101 reviews, 3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Home in Holmes Beach
LivingGood by Duncan Real Estate
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–12 Aug
Guest favourite
Home in Holmes Beach
Black Pearl! NEW! Block and half to Beach!
4.91 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 4 bathrooms
29 Aug – 5 Sept
Top guest favourite
Home in Anna Maria
Manatee Manor by Beach Boutique Rentals
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Holmes Beach
Swell Life-Beach Front Home!
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 6 beds, 4 bathrooms
15–22 Aug
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
7–14 Aug