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
Apartment in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
20–27 Jan
Flat in Redington Shores
4.96 out of 5 average rating, 112 reviewsBeach Avenue #6-Steps from the Beach
10–17 Sep
Apartment in Madeira Beach
4.88 out of 5 average rating, 137 reviewsAwesome Madeira Beach Location Close To It all!!!
31 Jul – 7 Aug
Apartment in Redington Shores
4.83 out of 5 average rating, 186 reviewsBeachside 1 Bedroom Condo on Redington Beach!
17–24 Dec
Apartment in Redington Shores
4.82 out of 5 average rating, 146 reviewsBeach Studio 5
12–19 Oct
Flat in Bradenton Beach
4.84 out of 5 average rating, 125 reviewsTangerine Dreams at The Beach Dreams Resort
18–25 Dec
Bungalow in Indian Shores
4.89 out of 5 average rating, 167 reviewsPrivate Beach Bungalow 1BR *Heated POOL**PETS ok
9–16 Sep
Guest suite in Siesta Key
4.93 out of 5 average rating, 134 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
26 Sep – 3 Oct
Beachfront home rentals with a pool
Apartment in Longboat Key
4.97 out of 5 average rating, 148 reviewsSunset Views - Open May 13 & 14 - $175/nt!
6–13 Apr
Apartment in Madeira Beach
4.9 out of 5 average rating, 141 reviewsExperience the charm of Gulf Gardens. The Pelican.
28 Aug – 4 Sep
Apartment in Redington Beach
4.79 out of 5 average rating, 199 reviewsBeautiful Studio on the paradise white sand beach!
20–27 Nov
Apartment in Holmes Beach
4.91 out of 5 average rating, 158 reviewsAnna Maria Beach Place...footsteps to the sands
3–10 Apr
Apartment in St. Pete Beach
4.9 out of 5 average rating, 155 reviewsBeach-Goers Paradise Getaway! Pool! Sun! Fun!
16–23 Sep
Flat in Treasure Island
4.84 out of 5 average rating, 357 reviewsTreasure Island Beach Unit
1–8 Dec
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
11–18 Aug
Island in Sarasota
4.97 out of 5 average rating, 301 reviewsNEW MAY CX! last min SALE Sarasota #1 Luxury!
8–15 Jan
Private beachfront home rentals
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
6–13 Sep
Apartment in Bradenton Beach
4.99 out of 5 average rating, 91 reviews★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
14–21 Jan
Flat in Anna Maria
5.0 out of 5 average rating, 8 reviewsCanal front 1 BR on Pine Ave
10–17 Jan
Cottage in Holmes Beach
5.0 out of 5 average rating, 26 reviewsOleander Villa by Beach Boutique Rentals
9–16 Oct
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
7–14 Jan
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
1–8 Dec
Home in Anna Maria
4.93 out of 5 average rating, 43 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
28 Aug – 4 Sep
Apartment in Nokomis
5.0 out of 5 average rating, 16 reviewsPrivate Studio (entire space)
6–13 Aug
Destinations to explore
- St Petersburg Holiday rentals
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- Wheelchair-accessible rentals Anna Maria Island
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