Beachfront holiday rentals in Anna Maria Island
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Top-rated beachfront rentals in Anna Maria Island
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for beachfront rentals in Anna Maria Island
Pet-friendly beachfront home rentals
Flat in Redington Shores
4.96 out of 5 average rating, 113 reviewsBeach Avenue #6-Steps from the Beach
15–22 Sep
Bungalow in Indian Shores
4.82 out of 5 average rating, 317 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
12–19 Jul
Apartment in Madeira Beach
4.88 out of 5 average rating, 137 reviewsAwesome Madeira Beach Location Close To It all!!!
4–11 Jan
Apartment in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
8–15 Jan
Apartment in Treasure Island
4.88 out of 5 average rating, 165 reviewsBeachfront Condo in Exclusive Resort
9–16 Nov
Bungalow in Indian Shores
4.99 out of 5 average rating, 169 reviewsQuiet Beachfront Bungalow on Florida’s Gulf Coast
8–15 Feb
Flat in Bradenton Beach
4.84 out of 5 average rating, 126 reviewsTangerine Dreams at The Beach Dreams Resort
6–13 Sep
Bungalow in Indian Shores
4.89 out of 5 average rating, 167 reviewsPrivate Beach Bungalow 1BR *Heated POOL**PETS ok
2–9 Dec
Beachfront home rentals with a pool
Home in Indian Rocks Beach
4.98 out of 5 average rating, 98 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
14–21 Jan
Island in Sarasota
4.97 out of 5 average rating, 303 reviews*NEW May 17 CX 30% OFF! Sarasota #1 Luxury Villa*
17–24 Aug
Apartment in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
29 Dec – 5 Jan
Apartment in Madeira Beach
4.9 out of 5 average rating, 141 reviewsExperience the charm of Gulf Gardens. The Pelican.
9–16 Sep
Apartment in Treasure Island
4.95 out of 5 average rating, 135 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
24–31 Jul
Apartment in Holmes Beach
5.0 out of 5 average rating, 27 reviewsLovely Beach View Condo on Anna Maria Island
30 Nov – 7 Dec
Apartment in Bradenton Beach
5.0 out of 5 average rating, 17 reviewsAMI Perfect Experience
11–18 Dec
Apartment in Holmes Beach
4.93 out of 5 average rating, 55 reviewsCoconuts Resort Direct Beachfront Bungalow!
2–9 Nov
Private beachfront home rentals
Apartment in Bradenton Beach
4.99 out of 5 average rating, 91 reviews★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
28 Aug – 4 Sep
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
12–19 Sep
Home in Holmes Beach
4.89 out of 5 average rating, 9 reviewsAnna Maria Island 2-bed/2 bath (side A of duplex)
9–16 Oct
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
21–28 Sep
Home in Anna Maria
4.93 out of 5 average rating, 44 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
20–27 Aug
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
17–24 Jan
Home in Anna Maria
5.0 out of 5 average rating, 28 reviewsAmie House Chef’s kitchen Fun pool - walk to beach
20–27 Oct
Home in Anna Maria
5.0 out of 5 average rating, 10 reviews༄ Sunset Shore on Anna Maria Island ༄
22–29 Aug
Destinations to explore
- St Petersburg Holiday rentals
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