Beachfront holiday houses in Anna Maria Island
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Top-rated beachfront accommodation 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 Anna Maria Island beachfront rentals
Pet-friendly beachfront home rentals
Condo in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
25 Oct – 1 Nov
Apartment in Redington Shores
4.96 out of 5 average rating, 113 reviewsBeach Avenue #6-Steps from the Beach
26 Sept – 3 Oct
Bungalow in Indian Shores
4.81 out of 5 average rating, 279 reviewsCozy Unit #1 of a Two Unit Beach Bungalow
11 – 18 Sept
Condo in Madeira Beach
4.88 out of 5 average rating, 137 reviewsAwesome Madeira Beach Location Close To It all!!!
5 – 12 Apr
Apartment in Bradenton Beach
4.84 out of 5 average rating, 125 reviewsTangerine Dreams at The Beach Dreams Resort
28 Jan – 4 Feb
Condo in Treasure Island
4.88 out of 5 average rating, 159 reviewsBeachfront Condo in Exclusive Resort
10 – 17 Mar
Bungalow in Indian Shores
4.89 out of 5 average rating, 167 reviewsPrivate Beach Bungalow 1BR *Heated POOL**PETS ok
9 – 16 Sept
Condo in Redington Shores
4.82 out of 5 average rating, 147 reviewsBeach Studio 5
9 – 16 Oct
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
Apartment in Treasure Island
4.84 out of 5 average rating, 358 reviewsTreasure Island Beach Unit
13 – 20 Nov
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
14 – 21 Apr
Island in Sarasota
4.97 out of 5 average rating, 303 reviews*NEW May 17 CX 30% OFF! Sarasota #1 Luxury Villa*
26 Dec – 2 Jan
Condo in Madeira Beach
4.9 out of 5 average rating, 141 reviewsExperience the charm of Gulf Gardens. The Pelican.
29 July – 5 Aug
Condo in Bradenton Beach
5.0 out of 5 average rating, 17 reviewsAMI Perfect Experience
9 – 16 Dec
Guesthouse in Anna Maria
5.0 out of 5 average rating, 3 reviewsThe Boathouse
13 – 20 Dec
Condo in Holmes Beach
5.0 out of 5 average rating, 27 reviewsLovely Beach View Condo on Anna Maria Island
22 – 29 Nov
Private beachfront home rentals
Apartment in Anna Maria
5.0 out of 5 average rating, 8 reviewsCanal front 1 BR on Pine Ave
1 – 8 June
Condo in Bradenton Beach
4.99 out of 5 average rating, 91 reviews★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
18 – 25 Jan
Cottage in Holmes Beach
5.0 out of 5 average rating, 26 reviewsOleander Villa by Beach Boutique Rentals
9 – 16 Oct
Apartment in Bradenton Beach
4.92 out of 5 average rating, 36 reviewsUpstairs. 500 steps to the beach
12 – 19 Sept
Holiday home in Anna Maria
5.0 out of 5 average rating, 12 reviewsLamantin 2 bed/1 bath North End, beach 2 min walk
31 Oct – 7 Nov
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
24 Sept – 1 Oct
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
27 Jan – 3 Feb
Home in Anna Maria
4.92 out of 5 average rating, 49 reviewsWhite Pearl-New Premier AMI Home with Sunset Views
14 – 21 Sept
Destinations to explore
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