Waterfront vacation rentals in Anna Maria Island
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Top-rated waterfront rentals in Anna Maria Island
Guests agree: these waterfront rentals 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 waterfront rentals
Waterfront apartment rentals
Apartment in Bradenton Beach
4.92 out of 5 average rating, 263 reviewsLas Palmas Beach Rentals unit 3
Oct 17 – 24
Apartment in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
Oct 22 – 29
Apartment in Ruskin
4.85 out of 5 average rating, 104 reviewsSunset Del Mar (Studio with view of Tampa Bay)
Jul 26 – Aug 2
Apartment in Indian Rocks Beach
4.95 out of 5 average rating, 139 reviewsDirect Ocean View Top Floor Renovated. 2BR, 2 Bath
Sep 10 – 17
Apartment in Madeira Beach
4.81 out of 5 average rating, 329 reviewsBlue Octopus~Walk 2 beach & Johns Pass~King Bed
Jul 15 – 22
Apartment in Clearwater
4.91 out of 5 average rating, 108 reviewsAnchors UP #1, WALK to Beach, 1 bed/1 bath apt.
Sep 29 – Oct 6
Apartment in Indian Rocks Beach
4.81 out of 5 average rating, 263 reviewsOasis Getaway 103
Sep 8 – 15
Apartment in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
Nov 1 – 8
Waterfront house rentals
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Sep 18 – 25
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
Nov 11 – 18
Home in Indian Rocks Beach
5.0 out of 5 average rating, 138 reviewsPiece of paradise in Indian Rocks Beach.
Oct 22 – 29
Home in Treasure Island
4.82 out of 5 average rating, 134 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
Sep 1 – 8
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
Sep 5 – 12
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
5.0 out of 5 average rating, 33 reviewsami skyview
Jan 17 – 24
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
Jul 20 – 27
Waterfront condo rentals
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
Dec 29 – Jan 5
Condo in Treasure Island
4.95 out of 5 average rating, 135 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
Jul 24 – 31
Condo in Sarasota
4.8 out of 5 average rating, 199 reviewsNear beach. Pool view. King bed. Daily rentals
Jan 15 – 22
Condo in Treasure Island
4.99 out of 5 average rating, 153 reviewsSpectacular beach to bay views from this resort.
Sep 12 – 19
Condo in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
Jan 8 – 15
Condo in Bradenton
4.98 out of 5 average rating, 144 reviewsLuxury 3/3 Margaritaville Resort
Oct 29 – Nov 5
Condo in Treasure Island
4.97 out of 5 average rating, 119 reviewsFunshine Pointe Capri - Pool on the Intercoastal!
Oct 29 – Nov 5
Condo in Treasure Island
4.88 out of 5 average rating, 165 reviewsBeachfront Condo in Exclusive Resort
Nov 9 – 16
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- Family travel hub Tips and inspiration
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