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Search results; Over 1,000 homes in Anna Maria

Top guest favourite
Home in Anna Maria
1 block to Pine Ave + Shopping + Beach + Dining!
3 bedrooms, 6 beds, 3 private bathrooms
17–22 Sept
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4.98 out of 5 average rating, 52 reviews
Superhost
Home in Anna Maria
The Palm - BRAND NEW HOUSE!
5 bedrooms, 6 beds, 5.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Holmes Beach
Salty Harbor AMI pool retreat near the Beach
2 bedrooms, 4 beds, 1.5 bathrooms
26 Sept – 2 Oct
4.97 out of 5 average rating, 111 reviews
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds, 2 bathrooms
11–18 Sept
4.88 out of 5 average rating, 112 reviews
Top guest favourite
Home in Holmes Beach
Beach cottage
2 bedrooms, 5 beds, 2 bathrooms
21–26 Nov
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
3 bedrooms, 6 beds, 2 bathrooms
30 Nov – 5 Dec
5.0 out of 5 average rating, 23 reviews
Guest favourite
Apartment in Bradenton Beach
AMI Condo: Private Patio with Direct Beach Access!
3 bedrooms, 4 beds, 2 bathrooms
12–17 Dec
5.0 out of 5 average rating, 7 reviews
Guest favourite
Apartment in Bradenton Beach
Sea Glass Cottage on Anna Maria Island
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 bedrooms, 2 beds, 1.5 bathrooms
11–18 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Holmes Beach
Beach access + 2 min walk to Sand + Heated Pool!
4 bedrooms, 6 beds, 3 bathrooms
11–18 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Holmes Beach
Sea You Soon AMI
3 bedrooms, 6 beds, 2.5 bathrooms
12–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Anna Maria
Paradise Pointe by Beach Boutique Rentals
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 26 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 Bradenton Beach
Gorgeous 4BR w/Htd Pool | Walk 2 Beach | Boat Dock
4 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 44 reviews
Guest favourite
Home in Cortez
Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!
4 bedrooms, 6 beds, 3 bathrooms
10–15 Sept
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Bradenton Beach
Largest Pool • Private Beach Access • Pickleball
2 bedrooms, 3 beds, 2 bathrooms
12–19 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Holmes Beach
2BR Family Condo • Heated Pool • Steps to Sand
2 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 7 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, 11 reviews
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, 49 reviews