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 Bradenton Beach
4.92 out of 5 average rating, 262 reviewsLas Palmas Beach Rentals unit 3
29 Aug – 5 Sep
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
11–18 Aug
Flat in Clearwater
4.85 out of 5 average rating, 136 reviewsBright & Beachy Studio 2 Blocks to Beach
14–21 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 Indian Rocks Beach
4.81 out of 5 average rating, 263 reviewsOasis Getaway 103
8–15 Sep
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
20–27 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 Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
2–9 Oct
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
12–19 Dec
Home in Gulfport
4.89 out of 5 average rating, 117 reviewsThe Brenda Ann/Pet Friendly/Walk to downtown!
4–11 Nov
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
20–27 Nov
Home in Treasure Island
4.82 out of 5 average rating, 134 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
7–14 Nov
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
6–13 Sep
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
4–11 Apr
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
1–8 Dec
Waterfront apartment rentals
Apartment in St. Pete Beach
4.93 out of 5 average rating, 120 reviewsBeachside studio only steps to the beach
12–19 Aug
Apartment in Sarasota
4.8 out of 5 average rating, 199 reviewsNear beach. Pool view. King bed. Daily rentals
9–16 Jan
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 Siesta Key
4.96 out of 5 average rating, 275 reviewsOn the Beach; Siesta Key SunBum Studio
11–18 Jan
Apartment in Tampa
4.95 out of 5 average rating, 131 reviewsWaterfront condo with sunset views of Tampa Bay.
4–11 Oct
Apartment in Treasure Island
4.95 out of 5 average rating, 135 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
23–30 Oct
Apartment in Redington Shores
4.83 out of 5 average rating, 186 reviewsBeachside 1 Bedroom Condo on Redington Beach!
17–24 Dec
Apartment in Tampa
4.94 out of 5 average rating, 216 reviewsModern Waterfront Condo - Captivating Sunset Views
2–9 Jun
Destinations to explore
- St Petersburg Holiday rentals
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- Waterfront rentals United States
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- Waterfront rentals Florida
- Rentals with outdoor seating Anna Maria Island
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- Rentals with a sauna Anna Maria Island
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- Rentals with pools Anna Maria Island
- Rentals with a washing machine and dryer Anna Maria Island
- Villa rentals Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Pet-friendly rentals Anna Maria Island
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- Flat rentals Anna Maria Island
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- Rentals with a hot tub Anna Maria Island
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- Apartment rentals Anna Maria Island
- Rentals with a kayak Anna Maria Island
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