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Search results; Over 1,000 homes in Anna Maria

Top guest favourite
Home in Anna Maria
༄ Sunset Shore on Anna Maria Island ༄
4 bedrooms, 7 beds, 3 private bathrooms
29 Sept – 4 Oct
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4.99 out of 5 average rating, 67 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
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 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
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 Holmes Beach
Bayfront Home:Dock, Heated Pool, Manatees
4 bedrooms, 6 beds, 3 bathrooms
26 Sept – 3 Oct
5.0 out of 5 average rating, 7 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
Home in Holmes Beach
Seaquel A Tropical Retreat - Private Pool Home
3 bedrooms, 3 beds, 2 bathrooms
29 Sept – 6 Oct
5.0 out of 5 average rating, 9 reviews
Villa in Holmes Beach
Adorable 2BR Oceanfront | Patio |
2 bedrooms, 3 beds, 1 bathroom
17–24 Oct
4.3 out of 5 average rating, 23 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
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
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
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
2 bedrooms, 3 beds, 2 bathrooms
15–22 Sept
5.0 out of 5 average rating, 9 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
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
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
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
Home in Cortez
Luxury Pet Friendly Waterfront Home in Resort Comm
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Sept
New place to stay
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