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Search results; Over 1,000 homes in Anna Maria

Top guest favourite
Cottage in Anna Maria
Blue Heron Cottage - Anna Maria Island
1 bedroom, 2 beds, 1 private bathroom
4–9 Nov
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4.93 out of 5 average rating, 210 reviews
Superhost
Home in Anna Maria
The Palm - BRAND NEW HOUSE!
5 bedrooms, 6 beds, 5.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Bradenton Beach
New! Pool + Rooftop+ 2 Min Walk to Beach & Bay!
3 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Holmes Beach
Sea You Soon AMI
3 bedrooms, 6 beds, 2.5 bathrooms
19–26 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Bradenton
Heated Pool, Bay Views & Kayak Launch — 6 Guests
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 55 reviews
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds, 2 bathrooms
15–22 Sept
4.88 out of 5 average rating, 112 reviews
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, 12 reviews
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
19–26 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Anna Maria
Manatee Manor by Beach Boutique Rentals
3 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 31 reviews
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
Top guest favourite
Home in Holmes Beach
Beach access + 2 min walk to Sand + Heated Pool!
4 bedrooms, 6 beds, 3 bathrooms
15–22 Sept
5.0 out of 5 average rating, 22 reviews
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
Top guest favourite
Home in Holmes Beach
Heated Pool | 1.5 Blocks to Sand | Bikes Included
4 bedrooms, 7 beds, 3 bathrooms
26 Sept – 3 Oct
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 bedrooms, 2 beds, 1.5 bathrooms
15–22 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Cortez
Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!
4 bedrooms, 6 beds, 3 bathrooms
14–19 Sept
4.94 out of 5 average rating, 33 reviews
Guest favourite
Home in Holmes Beach
Black Pearl! NEW! Block and half to Beach!
4 bedrooms, 5 beds, 4 bathrooms
20–27 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Bradenton Beach
Steps to Beach on Anna Maria | 2 Pools & Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
7–12 Nov
4.95 out of 5 average rating, 21 reviews
Superhost
Home in Anna Maria
The Oasis at Palmetto!
4 bedrooms, 6 beds, 3.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Holmes Beach
Best Deal Ever starts 9/16~Pool, Steps to beach!
3 bedrooms, 4 beds, 3 bathrooms
16–23 Sept
5.0 out of 5 average rating, 65 reviews