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
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Popular amenities for waterfront rentals in Anna Maria Island
Waterfront apartment rentals
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
25 Aug – 1 Sep
Flat in Bradenton Beach
4.88 out of 5 average rating, 204 reviewsLas Palmas Beach Rentals Unit 1
9–16 Aug
Flat in Madeira Beach
4.85 out of 5 average rating, 336 reviewsB⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
8–15 Jul
Flat in Indian Rocks Beach
4.95 out of 5 average rating, 138 reviewsDirect Ocean View Top Floor Renovated. 2BR, 2 Bath
21–28 Sep
Flat in Clearwater
4.86 out of 5 average rating, 104 reviewsCoastal Waterview Condo 2 Blocks to Beach
14–21 Oct
Flat in Ruskin
4.84 out of 5 average rating, 102 reviewsSunset Del Mar (Studio with view of Tampa Bay)
4–11 Dec
Flat in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
10–17 Feb
Flat in Saint Petersburg
4.89 out of 5 average rating, 145 reviewsThe Oasis
13–20 Dec
Waterfront house rentals
Home in Bradenton
4.98 out of 5 average rating, 196 reviewsMy Sunny home on the Bay.
17–24 Jun
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
23–30 Nov
Home in Siesta Key
5.0 out of 5 average rating, 123 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
8–15 Dec
Home in Gulfport
4.89 out of 5 average rating, 117 reviewsThe Brenda Ann/Pet Friendly/Walk to downtown!
14–21 Aug
Home in Treasure Island
4.82 out of 5 average rating, 133 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
2–9 Feb
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
25 Apr – 2 May
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
19–26 Aug
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
13–20 Dec
Waterfront apartment rentals
Apartment in Holmes Beach
4.91 out of 5 average rating, 158 reviewsAnna Maria Beach Place...footsteps to the sands
3–10 Apr
Apartment in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
10–17 Dec
Apartment in Tampa
4.95 out of 5 average rating, 131 reviewsWaterfront condo with sunset views of Tampa Bay.
1–8 Oct
Apartment in Siesta Key
4.9 out of 5 average rating, 203 reviewsSea Club 2 Condo Siesta Key
16–23 Oct
Apartment in Treasure Island
4.95 out of 5 average rating, 134 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
27 Aug – 3 Sep
Apartment in Treasure Island
4.97 out of 5 average rating, 119 reviewsFunshine Pointe Capri - Pool on the Intercoastal!
25 Aug – 1 Sep
Apartment in Tampa
4.94 out of 5 average rating, 215 reviewsModern Waterfront Condo - Captivating Sunset Views
10–17 Jun
Apartment in Treasure Island
4.89 out of 5 average rating, 148 reviewsBeachfront Condo in Exclusive Resort
24–31 May
Destinations to explore
- St Petersburg Holiday rentals
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- Rentals with a firepit Anna Maria Island
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- Monthly Rentals Anna Maria Island
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- Pet-friendly rentals Anna Maria Island
- Flat rentals Anna Maria Island
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- Family-friendly rentals Anna Maria Island
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