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Search results; Over 1,000 rooms

Guest favorite
Home in Holmes Beach
A Villa Paradise by Beach Boutique Rentals
4 beds
Apr 6 – 13
5.0 out of 5 average rating, 14 reviews
Bungalow in Holmes Beach
Beachside Paradise....just 469 feet from the Gulf
1 bed
Apr 1 – 8
4.66 out of 5 average rating, 164 reviews
Superhost
Condo in Bradenton Beach
Cute 1Bedroom Beach condo, only steps from beach!
1 queen bed
Aug 6 – 11
4.77 out of 5 average rating, 79 reviews
Bungalow in Holmes Beach
Island hideaway! Cozy place steps from the beach!
2 beds
Apr 25 – May 2
4.79 out of 5 average rating, 14 reviews
Home in Holmes Beach
Pineapple Paradise Island Life
5 beds
Apr 4 – 11
New place to stay
Superhost
Guesthouse in Anna Maria
The Boathouse
1 king bed
Jun 29 – Jul 4
Guest favorite
Cottage in Holmes Beach
Calypso-an Anna Maria Island Oasis+Private Pool
3 beds
Apr 20 – 27
4.98 out of 5 average rating, 49 reviews
Bungalow in Anna Maria
Bay Breeze Cottages #1 (The Mahi-Mahi)
2 beds
Apr 28 – May 3
4.76 out of 5 average rating, 83 reviews
Bungalow in Anna Maria
Bay Breeze Cottages #3
4 beds
Apr 27 – May 2
4.83 out of 5 average rating, 109 reviews
Guest favorite
Home in Anna Maria
Serendipity - Beach Front 4/3
4 king beds
Jul 15 – 20
4.89 out of 5 average rating, 19 reviews
Guest favorite
Home in Anna Maria
Lamantin- 2 bed/2bath North End, beach 2 min walk
2 beds
May 11 – 16
5.0 out of 5 average rating, 11 reviews
Guest favorite
Cottage in Anna Maria
Snail's Pace: On Canal, Kayaks & Dog Friendly
1 queen bed
Apr 13 – 18
4.95 out of 5 average rating, 22 reviews
Guest favorite
Cottage in Anna Maria
Turtle Cottage - Anna Maria Island
2 beds
Jun 15 – 20
4.98 out of 5 average rating, 203 reviews
Guest favorite
Home in Bradenton Beach
New! Gulf Views/Sunsets/Anna Maria Island Beaches
5 beds
Jun 24 – 29
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Anna Maria
Anna Maria Chateau. Private Pool home
6 beds
Apr 14 – 19
4.96 out of 5 average rating, 24 reviews
Guest favorite
Home in Holmes Beach
Key Lime Cottage by Beach Boutique Rentals
4 beds
Apr 27 – May 4
5.0 out of 5 average rating, 16 reviews
Guest favorite
Home in Bradenton Beach
Pool/Beach Views/Next to Trolley/Restaurants/Shops
6 beds
Apr 6 – 11
5.0 out of 5 average rating, 9 reviews
Home in Longboat Key
Longboat Key Beach Bliss Retreat
Jan 24 – 31
5.0 out of 5 average rating, 4 reviews