Waterfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Anna Maria Island
Waterfront apartment rentals
Flat in Bradenton Beach
4.88 out of 5 average rating, 204 reviewsLas Palmas Beach Rentals Unit 1
23–30 Jan
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
23–30 Aug
Flat in Indian Shores
4.95 out of 5 average rating, 171 reviewsBarefoot Beach Resort Indian Shores
6–13 Oct
Flat in Indian Rocks Beach
4.95 out of 5 average rating, 139 reviewsDirect Ocean View Top Floor Renovated. 2BR, 2 Bath
21–28 Sep
Flat in Ruskin
4.84 out of 5 average rating, 102 reviewsSunset Del Mar (Studio with view of Tampa Bay)
25 Oct – 1 Nov
Flat in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
30 Dec – 6 Jan
Flat in St. Pete Beach
4.87 out of 5 average rating, 110 reviewsLivin' Poolside Steps to Upham Beach Condo Sleep 6
10–17 Sep
Flat in Clearwater
4.91 out of 5 average rating, 108 reviewsAnchors UP #1, WALK to Beach, 1 bed/1 bath apt.
10–17 Nov
Waterfront house rentals
Home in Bradenton
4.98 out of 5 average rating, 197 reviewsMy Sunny home on the Bay.
18–25 Jul
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
2–9 Apr
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
14–21 Jul
Home in Treasure Island
4.82 out of 5 average rating, 134 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
29 Apr – 6 May
Home in Holmes Beach
4.9 out of 5 average rating, 21 reviewsSeaside Sunset- 3 beds, boat slip & sunset views
4–11 Oct
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
24 Sep – 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
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
4–11 Dec
Waterfront apartment rentals
Apartment in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
25 Oct – 1 Nov
Apartment in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
14–21 Apr
Apartment in Treasure Island
4.95 out of 5 average rating, 135 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
20–27 Nov
Apartment in Treasure Island
4.99 out of 5 average rating, 153 reviewsSpectacular beach to bay views from this resort.
12–19 Sep
Apartment in North Redington Beach
4.81 out of 5 average rating, 273 reviewsBeachside Mini-Condo on North Redington Beach!
15–22 Dec
Apartment in Bradenton
4.98 out of 5 average rating, 144 reviewsLuxury 3/3 Margaritaville Resort
19–26 Aug
Apartment in Siesta Key
4.9 out of 5 average rating, 204 reviewsSea Club 2 Condo Siesta Key
2–9 Aug
Apartment in Treasure Island
4.97 out of 5 average rating, 119 reviewsFunshine Pointe Capri - Pool on the Intercoastal!
30 Aug – 6 Sep
Destinations to explore
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