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Sarasota Vacation Rentals & Apartments with Swimming Pool - 134 Rentals Available.

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134 Vacation rentals

Filters applied: Swimming pool

1 / 8

Sarasota Condo

  • 1
  • 2
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool

Responds fast! Avg. 3 hours 43 minutes

$57.00

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from $57.00 / night

(40)

1 / 16

Sarasota Guest house

  • 1
  • 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
“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

$180.00

Excellent (40 reviews)

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from $180.00 / night

(25)

1 / 42

Sarasota Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Not only is the location perfect, but the condo is more then perfect! Everything we needed for a week at the beach including beach chairs... towels etc! Couldn't have been a better vacation! Can't wait to book again... THANKYOU STEVE...”
- Review left on 10/17/2017

$172.00

Excellent (25 reviews)

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from $172.00 / night

(3)

1 / 16

Sarasota Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool

Responds fast! Avg. 3 hours 43 minutes

“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

$171.00

Very Good (3 reviews)

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from $171.00 / night

1 / 37

Sarasota Condo

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

$172.00

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from $172.00 / night

(9)

1 / 17

Sarasota Condo

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had such a wonderful trip to Siesta Key! The condo was very nice. Beautifully decorated, very clean, and great location! Everything from booking it to checking out was very easy. Everything we needed was available to us, and more! Everybody...”
- Review left on 08/02/2016

$152.00

Excellent (9 reviews)

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from $152.00 / night

(2)

1 / 8

Sarasota Condo

  • 1
  • 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool

Responds fast! Avg. 3 hours 43 minutes

$63.00

Average (2 reviews)

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from $63.00 / night

(21)

1 / 28

Sarasota Villa

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“We really like this place. The beaches are the best ever!!! We had great time in family. 5 min walk to Costco and other store. House very clean, good for a familly of 6. We appreciate having a pool near the house for an evening activity after the...”
- Review left on 09/14/2016

$195.00

Excellent (21 reviews)

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from $195.00 / night

(3)

1 / 11

Sarasota Condo

  • 2
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool

Responds fast! Avg. 3 hours 30 minutes

“This condo was extremely well appointed and had everything that we needed. We stayed 3 months and enjoyed every minute. The owners were gracious and responsive to every question. The view was outstanding. How much did we like it -we are renting it...”
- Review left on 03/30/2015

$115.00

Excellent (3 reviews)

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from $115.00 / night

1 / 33

Sarasota House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$164.00

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from $164.00 / night

1 / 23

Sarasota House

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

$136.00

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from $136.00 / night

1 / 33

Sarasota Condo

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$136.00

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from $136.00 / night

1 / 28

Sarasota Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$236.00

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from $236.00 / night

1 / 20

Sarasota Condo

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$164.00

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from $164.00 / night

1 / 32

Sarasota Apartment

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$136.00

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from $136.00 / night

1 / 28

Sarasota Townhouse

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$159.00

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from $159.00 / night

1 / 38

Sarasota House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$256.00

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from $256.00 / night

Your search has been expanded 15.5 miles to include more rentals

(1)

1 / 16

Bradenton Condo - 12.6 miles away

  • 3
  • 6
  • 120 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“We vacationed at this villa during February and March 2011. It is spacious and quite nicely furnished. We especially enjoyed the setting - the view from every window is of trees and shrubs with no other dwellings visible. One minor drawback of its...”
- Review left on 04/28/2011

$107.00

Very Good (1 reviews)

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from $107.00 / night

(4)

1 / 12

Bradenton House - 14 miles away

  • 3
  • 3
  • 13 nights min
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Swimming pool
“We enjoyed this house, and it was the warmest December on record! Went to the beach 3 times and the ocean was warm enough to swim in this year! Look forward to more trips to Florida...”
- Review left on 01/08/2016

$167.00

Excellent (4 reviews)

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from $167.00 / night

(7)

1 / 16

Holmes Beach Villa - 15.5 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Five of us and two dogs spent last week of July here, Great location, 8 iron golf shot to the beach from front yard, fantastic pool in back yard complete with all the toys you need for the beach or pool in garage, also refrigerator in garage to save...”
- Review left on 08/27/2015

$458.00

Very Good (7 reviews)

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from $458.00 / night

(4)

1 / 25

Siesta Key Condo - 5.2 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This place is absolutely great. Me and my girlfriend spent two nights over the weekend at this condo. First of all this place has more stuff that we could imagine. It literally includes everything you need for having a pleasant and comfortable stay....”
- Review left on 07/26/2016

$161.00

Very Good (4 reviews)

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from $161.00 / night

(2)

1 / 10

Siesta Key Condo - 4.8 miles away

  • 1
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“FIVE STARS!!!!! Terry the owner is a great guy that insured our stay in his condo went well. The condo has a great location just a couple of blocks from the Siesta Key Beach. The condo has everything you need for a great beach experience. The...”
- Review left on 01/24/2017

$104.00

Excellent (2 reviews)

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from $104.00 / night

1 / 26

Bradenton Beach Villa - 14.1 miles away

  • 4
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$458.00

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from $458.00 / night

1 / 9

Gulf Gate Branch Condo - 5.6 miles away

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

$126.00

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from $126.00 / night

1 / 21

Bradenton Apartment - 9.2 miles away

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

$148.00

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from $148.00 / night

(5)

1 / 29

Bradenton Condo - 9.4 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$138.00

Very Good (5 reviews)

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from $138.00 / night

1 / 24

Bradenton Villa - 9.3 miles away

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$138.00

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from $138.00 / night

(1)

1 / 16

Bradenton House - 7.8 miles away

  • 3
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool

$201.00

Excellent (1 reviews)

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from $201.00 / night

(14)

1 / 41

Siesta Key Condo - 4.5 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

$199.00

Excellent (14 reviews)

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from $199.00 / night

1 / 14

Siesta Key Condo - 5.5 miles away

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

$138.00

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from $138.00 / night

(22)

1 / 31

Siesta Key Condo - 5.6 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“My wife and I spent 2 weeks at this well kept and wonderfully located condominium. We loved that it is a garden style complex and not a high rise building. This unit being on the 1st floor makes it even better. Being able to walk right out to the...”
- Review left on 02/05/2021

$258.00

Excellent (22 reviews)

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from $258.00 / night

(15)

1 / 24

Siesta Key House - 4.8 miles away

  • 5
  • 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$610.00

Very Good (15 reviews)

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from $610.00 / night

(3)

1 / 34

Bradenton Condo - 8.2 miles away

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool

$144.00

Excellent (3 reviews)

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from $144.00 / night

1 / 17

Siesta Key Condo - 6.3 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.09 mi
  • Swimming pool

$400.00

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from $400.00 / night

(1)

1 / 18

Bradenton Apartment - 9.4 miles away

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$149.00

Excellent (1 reviews)

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from $149.00 / night

1 / 32

Bradenton Villa - 9.4 miles away

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$132.00

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from $132.00 / night

1 / 16

Siesta Key Condo - 6.3 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.09 mi
  • Swimming pool

$400.00

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from $400.00 / night

(2)

1 / 26

Siesta Key Condo - 4.8 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.09 mi
  • Swimming pool
“Our stay at Siesta Palms was great. The condo was very clean and up to date. We enjoyed the beautiful pool and proximity to the beach. The owners couldn't have been kinder or more accommodating. I highly recommend this condo...”
- Review left on 04/15/2016

$491.00

Excellent (2 reviews)

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from $491.00 / night

(3)

1 / 5

Bradenton House - 8 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
“we rented this home for a week in July, the home is beautiful, it is equipped with every thing you could possibly need. the pool area was very relaxing and enjoyable. we loved the hone and would rent again...”
- Review left on 07/13/2014

$167.00

Excellent (3 reviews)

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from $167.00 / night

(23)

1 / 44

Anna Maria Island House - 13.9 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 19 minutes

“Gorgeous, beautiful home away from home. This home has everything you and your family will need. The granite kitchen is fully equipped and beautiful. I was able to make a full Thanksgiving dinner with everything that was supplied in the home! Our...”
- Review left on 11/30/2016

$343.00

Excellent (23 reviews)

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from $343.00 / night