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Gulf Coast Central Florida Waterfront Vacation Rentals, Homes & More - 652 Rentals Available.

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652 Vacation rentals

Filters applied: Waterfront

(3)

1 / 27

Indian Shores Condo

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

$251.00

Excellent (3 reviews)

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from $251.00 / night

1 / 39

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / 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

$147.00

Excellent (25 reviews)

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from $147.00 / night

(1)

1 / 27

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 / 43

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$310.00

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from $310.00 / 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 / 38

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / night

(1)

1 / 33

Anna Maria Island Villa

  • 2
  • 3
  • Min stay varies
  • Child friendly

$175.00

Excellent (1 reviews)

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from $175.00 / night

(26)

1 / 10

Sarasota Guest house

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
“My husband and I stayed in Joyce and Jeff's beautiful guest apartment for two weeks. Everything was perfect inside and out. The property was immaculate and the owners included extra touches that went above and beyond. While we spent most of our time...”
- Review left on 08/09/2017

$100.00

Excellent (26 reviews)

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from $100.00 / night

1 / 19

Hudson Condo

  • 1
  • 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$100.00

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from $100.00 / night

(4)

1 / 29

Bradenton Condo

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

$110.00

Excellent (4 reviews)

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from $110.00 / night

1 / 31

Siesta Key House

  • 4
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / night

1 / 24

Siesta Key House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$170.00

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from $170.00 / night

(2)

1 / 20

Sarasota House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We had a great time once we knew all the logistics of the place. Great weather warm and sunny. My kind of time. Definitely will go again...”
- Review left on 10/16/2016

$170.00

Excellent (2 reviews)

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from $170.00 / night

1 / 29

Siesta Key House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$170.00

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from $170.00 / night

(16)

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 (16 reviews)

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from $185.00 / night

1 / 43

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / 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 / 33

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / 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

$126.00

Very Good (24 reviews)

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from $126.00 / night

(3)

1 / 26

Bradenton Beach Apartment

  • 1
  • 5
  • Min stay varies
  • Air conditioning

$265.00

Excellent (3 reviews)

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from $265.00 / night

(1)

1 / 21

Anna Maria House

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

$501.00

Excellent (1 reviews)

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from $501.00 / night

1 / 34

Holmes Beach House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$715.00

Inquire

from $715.00 / night

(1)

1 / 31

Anna Maria Island Cottage

  • 1
  • 3
  • Min stay varies
  • Beach/lakeside relaxation

$195.00

Excellent (1 reviews)

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from $195.00 / night

1 / 16

Zephyrhills Cottage

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Air conditioning

$99.00

Inquire

from $99.00 / night

1 / 17

Siesta Key House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$241.00

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from $241.00 / night

1 / 70

Anna Maria Island Condo

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

$200.00

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from $200.00 / night

1 / 21

Sarasota House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$136.00

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from $136.00 / night

(1)

1 / 22

Siesta Key House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$170.00

Very Good (1 reviews)

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from $170.00 / night

(2)

1 / 16

Sarasota Condo

  • 2
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
“We rented this two bedroom listed as a Condo, it is really two adjoining hotel rooms with kitchenettes. Nice accommodations, however the shower heads could be a little higher not convenient for taller people. Great view, right on Marina, close to the...”
- Review left on 01/23/2015

$99.00

Very Good (2 reviews)

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from $99.00 / night

1 / 35

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / night

1 / 43

Sarasota House

  • 3
  • 10
  • 7 nights min
  • Nearest beach 11 mi
  • Swimming pool
  • Child friendly

$150.00

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from $150.00 / night

(1)

1 / 16

Venice House

  • 2
  • 4
  • 5 nights min
  • 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

$99.00

Excellent (1 reviews)

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from $99.00 / night

(5)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
“Had an excellent time! Unit was clean and precisely as described. Great location on Siesta Key with a short walk for Groceries, Food and Libations. Beach was a 5min walk across the street (using the signaled crosswalk) through the beachside section...”
- Review left on 03/13/2017

$101.00

Excellent (5 reviews)

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from $101.00 / night

(13)

Certificate of Excellence

1 / 24

Venice House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Certificate of Excellence

“We stayed at this home for the month of March and were very happy with our stay. The home had everything we needed and the owner was very quick to respond to any of our questions both before and during our stay.The house is furnished in a bright...”
- Review left on 04/07/2015

$99.00

Excellent (13 reviews)

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from $99.00 / night

1 / 51

Siesta Key House

  • 8
  • 24
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$713.00

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from $713.00 / 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

1 / 16

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$241.00

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from $241.00 / night

(2)

1 / 30

Sarasota House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“If you are considering renting a condo for your trip to Siesta Key, don't. Rent Casita Sol. I'm not sure how spacious it is compared to nearby condos, but I can tell you that you won't get two awesome outdoor living spaces (front and back) when you...”
- Review left on 06/15/2016

$170.00

Excellent (2 reviews)

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from $170.00 / night

(7)

1 / 24

Sarasota House

  • 2
  • 6
  • 1 night min
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
“We stayed at Camelot Lakes in Sarasota, FL in Sudbury House. The house was clean, the A/C worked well, the kitchen was well equipped, there was a lanai for sitting outside. The community and people were great. This was a gated community which I...”
- Review left on 05/02/2016

$115.00

Very Good (7 reviews)

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from $115.00 / night