Beachfront vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Anna Maria Island beachfront rentals
Pet-friendly beachfront home rentals
Apartment in Redington Shores
4.96 out of 5 average rating, 112 reviewsBeach Avenue #6-Steps from the Beach
Dec 10 – 17
Condo in Madeira Beach
4.88 out of 5 average rating, 136 reviewsAwesome Madeira Beach Location Close To It all!!!
Dec 31 – Jan 7
Condo in Redington Shores
4.83 out of 5 average rating, 186 reviewsBeachside 1 Bedroom Condo on Redington Beach!
Dec 7 – 14
Guest suite in Siesta Key
4.92 out of 5 average rating, 133 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
Aug 10 – 17
Condo in Redington Shores
4.82 out of 5 average rating, 146 reviewsBeach Studio 5
Oct 12 – 19
Condo in Treasure Island
4.89 out of 5 average rating, 148 reviewsBeachfront Condo in Exclusive Resort
Jan 11 – 18
Bungalow in Indian Shores
4.89 out of 5 average rating, 166 reviewsPrivate Beach Bungalow 1BR *Heated POOL**PETS ok
Nov 4 – 11
Bungalow in Indian Shores
4.82 out of 5 average rating, 317 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
Mar 19 – 26
Beachfront home rentals with a pool
Condo in Longboat Key
4.97 out of 5 average rating, 147 reviewsDirect Oceanview - Open May 13th & 14th, $199/nt!
Dec 18 – 25
Condo in Holmes Beach
4.91 out of 5 average rating, 158 reviewsAnna Maria Beach Place...footsteps to the sands
Apr 3 – 10
Island in Sarasota
4.97 out of 5 average rating, 301 reviewsNEW MAY CX! last min SALE Sarasota #1 Luxury!
Dec 1 – 8
Apartment in Treasure Island
4.84 out of 5 average rating, 357 reviewsTreasure Island Beach Unit
Nov 24 – Dec 1
Condo in Redington Beach
4.79 out of 5 average rating, 199 reviewsBeautiful Studio on the paradise white sand beach!
Nov 19 – 26
Condo in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Dec 10 – 17
Apartment in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
Aug 25 – Sep 1
Apartment in Saint Pete Beach
4.8 out of 5 average rating, 189 reviewsUpham Beach! 1st Floor Fun Chic Ocean Condo w/Pool
Sep 19 – 26
Private beachfront home rentals
Home in Holmes Beach
4.89 out of 5 average rating, 9 reviewsAnna Maria Island 2-bed/2 bath (side A of duplex)
Nov 12 – 19
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Sep 21 – 28
Home in Anna Maria
4.93 out of 5 average rating, 43 reviewsBeach House w/Private Pool & Hot Tub by Bean Point
Aug 22 – 29
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
Dec 29 – Jan 5
Home in Anna Maria
4.94 out of 5 average rating, 47 reviewsWhite Pearl-New Premier AMI Home with Sunset Views
Aug 24 – 31
Home in Anna Maria
5.0 out of 5 average rating, 31 reviewsami skyview
Nov 19 – 26
Camper/RV in Cortez
5.0 out of 5 average rating, 29 reviewsCortez Village Caravan sleeps 2
Apr 21 – 28
Home in Treasure Island
5.0 out of 5 average rating, 3 reviewsBeachfront Private Duplex Home
Sep 14 – 21
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