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Gulf Coast Central Florida Waterfront Vacation Rentals, Homes & More - 692 Rentals Available.

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692 Vacation rentals

Filters applied: Waterfront

1 / 17

Siesta Key House

  • 3
  • 10
  • Min stay varies
  • Child friendly
  • Pet friendly

$240.00

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from $240.00 / night

(3)

1 / 34

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

$200.00

Excellent (3 reviews)

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from $200.00 / night

1 / 43

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$310.00

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from $310.00 / night

1 / 39

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$345.00

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from $345.00 / night

1 / 38

Siesta Key House

  • 4
  • 12
  • 4 nights min
  • Child friendly

$380.00

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from $380.00 / night

(1)

1 / 10

Clearwater House

  • 2
  • 6
  • 2 nights min
  • Child friendly
  • Air conditioning
“We love to the place and it's very convenient , the owner are very friendly, helpful and so easy to excess to the beach. Talk about stuffs in the house anything I need they have it. The place a very quiet and very friendly surrounded people...”
- Review left on 06/28/2016

$171.00

Excellent (1 reviews)

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from $171.00 / night

(1)

1 / 16

Venice House

  • 2
  • 4
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
“If your are looking for a great place to stay with a beautiful pool, tropical landscape, friendly neighborhood, private beach access, walking distance to a park with trails and tennis courts, do I need to say more. We have stayed at other places in...”
- Review left on 07/11/2014

$89.00

Excellent (1 reviews)

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from $89.00 / night

1 / 35

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$380.00

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from $380.00 / night

(1)

1 / 24

Siesta Key Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$200.00

Excellent (1 reviews)

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from $200.00 / night

(2)

1 / 28

Clearwater Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$195.00

Excellent (2 reviews)

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from $195.00 / night

1 / 21

Anna Maria House

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$500.00

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from $500.00 / night

1 / 33

Siesta Key House

  • 4
  • 12
  • 4 nights min
  • Child friendly
  • Pet friendly

$380.00

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from $380.00 / night

(2)

1 / 26

Bradenton Beach Apartment

  • 1
  • 5
  • Min stay varies
  • Air conditioning

$265.00

Excellent (2 reviews)

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from $265.00 / night

1 / 24

Siesta Key House

  • 4
  • 6
  • Min stay varies
  • Child friendly
  • Pet friendly

$170.00

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from $170.00 / night

(3)

1 / 27

Indian Shores Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

$250.00

Excellent (3 reviews)

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from $250.00 / night

(15)

1 / 24

St. Pete Beach Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The views from the patio are incredible! The sunsets are so beautiful and you can hang out and watch the dolphins go by. Only a short walk to the ocean. Paradise at St Pete Beach...”
- Review left on 03/16/2017

$185.00

Very Good (15 reviews)

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from $185.00 / night

(33)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
“Excellent property with lot of parking, laundy on site and warm water in the pool, which was really appreciated on the cooler dates, speacially by the kids. Close walk to a white sandy beach was on asset. Condo was very spacious and full equipped. We...”
- Review left on 01/02/2013

$101.00

Excellent (33 reviews)

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from $101.00 / night

1 / 43

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$380.00

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from $380.00 / night

1 / 22

Siesta Key House

  • 2
  • 4
  • 4 nights min
  • Child friendly
  • Pet friendly

$170.00

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from $170.00 / night

(24)

1 / 39

Ruskin Hotel apartment

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic rental! Spacious, clean and the location can't be beat. The laundry facilities were a great bonus. Sunset walks on the pier was a favorite as was the fishing charter. Thank you...”
- Review left on 12/30/2015

$125.00

Very Good (24 reviews)

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from $125.00 / night

(11)

1 / 27

Tampa House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 26 mi
  • Swimming pool
  • Child friendly

$250.00

Excellent (11 reviews)

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from $250.00 / night

(5)

1 / 18

Siesta Key Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$307.00

Excellent (5 reviews)

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from $307.00 / night

(1)

1 / 22

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$172.00

Excellent (1 reviews)

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from $172.00 / night

1 / 31

Siesta Key House

  • 4
  • 14
  • Min stay varies
  • Child friendly

$380.00

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from $380.00 / night

1 / 45

Siesta Key House

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Pet friendly

$175.00

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from $175.00 / night

1 / 51

Siesta Key House

  • 8
  • 24
  • 4 nights min
  • Child friendly
  • Pet friendly

$712.00

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from $712.00 / night

(1)

1 / 53

Holmes Beach House

  • 6
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$449.00

Excellent (1 reviews)

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from $449.00 / night

1 / 36

Siesta Key House

  • 8
  • 24
  • 4 nights min
  • Child friendly
  • Pet friendly

$712.00

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from $712.00 / night

(2)

1 / 13

Dover Cottage

  • 1
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
“Some maintenance needed: poorly fitted toilet seat, slid sideways everytime and floors needed scrubbing, our feet were black, inner box spring was very noisy called the office and was changed out quickly. Office personnel very helpful and pleasant...”
- Review left on 03/11/2017

$83.00

Very Good (2 reviews)

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from $83.00 / night

(24)

1 / 16

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Gulf front condo in Madeira Beach; location/view is outstanding and condo was fully equipped. Convenient to restaurants, shopping and attractions. Only two complaints were the carpet in unit was dirty, stained and worn and needed to be cleaned or...”
- Review left on 11/28/2016

$172.00

Very Good (24 reviews)

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from $172.00 / night

1 / 40

Siesta Key House

  • 4
  • 8
  • Min stay varies
  • Child friendly
  • Pet friendly

$235.00

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from $235.00 / night

1 / 18

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$172.00

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from $172.00 / night

1 / 17

Indian Shores Condo

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$158.00

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from $158.00 / night

1 / 24

Holmes Beach House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$249.00

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from $249.00 / night

1 / 22

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Air conditioning

$172.00

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from $172.00 / night

(25)

1 / 24

Siesta Key Condo

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
“This was our first trip to Siesta Key, but not our last! We are already booking another stay at Siesta Breakers for next year. It is a great location on the Beach and great access to the mainland...”
- Review left on 07/14/2014

$173.00

Excellent (25 reviews)

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from $173.00 / night

(9)

1 / 14

Longboat Key Cottage

  • 3
  • 5
  • Min stay varies
  • Nearest beach 0.25 mi
  • Ask about children
  • Air conditioning
“It was a pleasure to stay here. The neighborhood is quiet and peaceful, and there's a really nice beach that's a few minutes walk -- a few others that aren't much further. The house was clean and everything was set and prepared for our stay. The...”
- Review left on 01/08/2017

$110.00

Excellent (9 reviews)

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from $110.00 / night

(1)

1 / 34

Bradenton Condo

  • 2
  • 6
  • 3 nights min
  • Nearest beach 12 mi
  • Swimming pool
  • Child friendly

$110.00

Excellent (1 reviews)

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from $110.00 / night

1 / 10

Siesta Key House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$256.00

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from $256.00 / night

(10)

1 / 21

Madeira Beach Cottage

  • 1
  • 4
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“i stayed in this darling cottage for nearly 4 months and it felt like home. cottage is decorated with lots of color and beachy cheer, has a little porch, private yard and cute picket fence, with parking just outside the fence and a friendly coffee...”
- Review left on 01/31/2017

$85.00

Excellent (10 reviews)

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from $85.00 / night