Waterfront holiday rentals in Anna Maria Island
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Top-rated waterfront accommodation in Anna Maria Island
Guests agree: These waterfront accommodation options 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 Anna Maria Island waterfront rentals
Waterfront apartment accommodation
Apartment in Bradenton Beach
4.92 out of 5 average rating, 263 reviewsLas Palmas Beach Rentals unit 3
22 – 29 Nov
Apartment in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
19 – 26 Aug
Apartment in Indian Shores
4.95 out of 5 average rating, 171 reviewsBarefoot Beach Resort Indian Shores
6 – 13 Oct
Apartment in Madeira Beach
4.81 out of 5 average rating, 329 reviewsBlue Octopus~Walk 2 beach & Johns Pass~King Bed
15 – 22 July
Apartment in Indian Rocks Beach
4.95 out of 5 average rating, 139 reviewsDirect Ocean View Top Floor Renovated. 2BR, 2 Bath
7 – 14 Nov
Apartment in Ruskin
4.84 out of 5 average rating, 103 reviewsSunset Del Mar (Studio with view of Tampa Bay)
25 Oct – 1 Nov
Apartment in Clearwater
4.88 out of 5 average rating, 110 reviewsStylish Studio 2 blocks to Beach
13 – 20 Oct
Apartment in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
30 Dec – 6 Jan
Waterfront house rentals
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
16 – 23 Dec
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
10 – 17 Aug
Home in Treasure Island
4.82 out of 5 average rating, 134 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
14 – 21 Nov
Home in Gulfport
4.89 out of 5 average rating, 118 reviewsThe Brenda Ann/Pet Friendly/Walk to downtown!
19 – 26 Sept
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
23 – 30 Oct
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
14 – 21 Aug
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
16 – 23 Jan
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
11 – 18 Apr
Waterfront condo accommodation
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
13 – 20 Nov
Condo in St. Pete Beach
4.93 out of 5 average rating, 120 reviewsBeachside studio only steps to the beach
23 – 30 Aug
Condo in Treasure Island
4.97 out of 5 average rating, 119 reviewsFunshine Pointe Capri - Pool on the Intercoastal!
15 – 22 Sept
Condo in Sarasota
4.8 out of 5 average rating, 199 reviewsNear beach. Pool view. King bed. Daily rentals
8 – 15 Jan
Condo in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
5 – 12 Sept
Condo in Treasure Island
4.95 out of 5 average rating, 135 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
27 Oct – 3 Nov
Condo in North Redington Beach
4.81 out of 5 average rating, 273 reviewsBeachside Mini-Condo on North Redington Beach!
2 – 9 Oct
Condo in Treasure Island
4.99 out of 5 average rating, 153 reviewsSpectacular beach to bay views from this resort.
12 – 19 Sept
Destinations to explore
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