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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
23–28 Aug
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4.71 out of 5 average rating, 117 reviews
Luxe
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds, 5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Anna Maria
The Palm
5 bedrooms, 6 beds, 5.5 bathrooms
17–22 Aug
New place to stay
Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
4 bedrooms, 6 beds, 4.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Holmes Beach
Private pool home on Anna Maria Island, Florida
3 bedrooms, 3 beds, 2.5 bathrooms
17–24 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Holmes Beach
Holmes Beach 5BR | Steps to Beach, Pool + Hot Tub
5 bedrooms, 5 beds, 3.5 bathrooms
22–29 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.96 out of 5 average rating, 45 reviews
Home in Tampa
Resort Backyard - Pool, Pickleball & Putting Green
4 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
New place to stay
Superhost
Home in Bradenton
Pool, Spa & Fire Pit! Near AMI Beaches, Sleeps 8
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
16–23 Aug
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Anna Maria
Sea Spray 5: *Heated Pool *Steps to beach
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Home in Holmes Beach
2-Min Walk to Beach• Heated Pool & Spa • No Stairs
4 bedrooms, 5 beds, 3 bathrooms
28 Aug – 4 Sept
New place to stay
Guest favourite
Home in Anna Maria
Maritime Memories by Duncan Real Estate
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.79 out of 5 average rating, 14 reviews
Top guest favourite
Home in Anna Maria
Manatee Manor by Beach Boutique Rentals
3 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Holmes Beach
The Pink House - Short Walk to the Beach
4 bedrooms, 5 beds, 4 bathrooms
18–25 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Townhouse in Holmes Beach
Townhouse 200 Steps to the Beach
2 bedrooms, 3 beds, 1.5 bathrooms
17–24 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Bradenton
Castaway Cottage: Near IMG and Beaches
4 bedrooms, 7 beds, 2 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 55 reviews
Top guest favourite
Home in Anna Maria
Magnolia Palms: Family Retreat w/ Backyard Oasis
3 bedrooms, 6 beds, 2 bathrooms
14–19 Nov
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Bradenton Beach
Walk to it all! Restaurants + Heated Pool +Beach!
3 bedrooms, 7 beds, 3 bathrooms
23–28 Aug
4.98 out of 5 average rating, 111 reviews