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
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Anna Maria Island
Pet-friendly beachfront home rentals
Guest suite in Siesta Key
4.93 out of 5 average rating, 134 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
Bungalow in Indian Shores
4.89 out of 5 average rating, 168 reviewsPrivate Beach Bungalow 1BR *Heated POOL**PETS ok
Apartment in St. Petersburg
4.97 out of 5 average rating, 145 reviewsSea La Vie- Studio by the bay!
Apartment in Treasure Island
4.88 out of 5 average rating, 184 reviewsBeachfront Condo in Exclusive Resort
Apartment in Madeira Beach
4.88 out of 5 average rating, 138 reviewsAwesome Madeira Beach Location Close To It all!!!
Bungalow in Indian Shores
4.81 out of 5 average rating, 280 reviewsCozy Unit #1 of a Two Unit Beach Bungalow
Flat in Redington Shores
4.94 out of 5 average rating, 115 reviewsBeach Avenue #3-Steps from the Beach
Flat in Bradenton Beach
4.84 out of 5 average rating, 126 reviewsTangerine Dreams at The Beach Dreams Resort
Beachfront home rentals with a pool
Home in Indian Rocks Beach
4.98 out of 5 average rating, 99 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Apartment in Longboat Key
4.8 out of 5 average rating, 213 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Island in Sarasota
4.97 out of 5 average rating, 303 reviews*NEW May 17 CX 30% OFF! Sarasota #1 Luxury Villa*
Apartment in Madeira Beach
4.9 out of 5 average rating, 141 reviewsExperience the charm of Gulf Gardens. The Pelican.
Apartment in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
Guest house in Anna Maria
5.0 out of 5 average rating, 3 reviewsThe Boathouse
Campervan/Motorhome in Cortez
5.0 out of 5 average rating, 29 reviewsCortez Village Caravan sleeps 2
Flat in Holmes Beach
5.0 out of 5 average rating, 14 reviewsBeach Views! Pool & Pickleball! Kid Friendly!
Private beachfront home rentals
Flat in Anna Maria
5.0 out of 5 average rating, 9 reviewsCanal front 1 BR on Pine Ave
Home in Bradenton Beach
5.0 out of 5 average rating, 14 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
Home in Anna Maria
5.0 out of 5 average rating, 34 reviewsami skyview
Home in Anna Maria
5.0 out of 5 average rating, 14 reviewsShore Beats Work, Bean Point Beauty on Anna Maria
Apartment in Anna Maria
5.0 out of 5 average rating, 8 reviewsBarefoot Mermaid 4
Flat in Bradenton Beach
4.92 out of 5 average rating, 37 reviewsUpstairs. 500 steps to the beach
Home in Holmes Beach
4.95 out of 5 average rating, 37 reviewsTrue beach front home - 3 beds/2 bath, heated pool
Destinations to explore
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- Rentals with pools Anna Maria Island
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