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Sarasota Vacation Rentals & Apartments with Swimming Pool - 135 Rentals Available.

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135 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. 2 hours 22 minutes

$57.00

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from $57.00 / night

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(40)

1 / 16

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

$180.00

Excellent (40 reviews)

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from $180.00 / night

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(25)

1 / 42

Sarasota Condo

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

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(3)

1 / 16

Sarasota Condo

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

Responds fast! Avg. 3 hours 25 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

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1 / 37

Sarasota Condo

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

$115.00

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from $115.00 / night

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(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

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(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

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(21)

1 / 28

Sarasota Villa

  • 2
  • 6
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
“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

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(3)

1 / 11

Sarasota Condo

  • 2
  • 6
  • 30 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly

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

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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

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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

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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

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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

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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

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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

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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

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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

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Your search has been expanded 17.9 miles to include more rentals

(1)

1 / 16

Bradenton Condo - 12.6 miles away

  • 3
  • 6
  • 120 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
“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

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(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

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(3)

1 / 34

Bradenton Condo - 8.2 miles away

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

$144.00

Excellent (3 reviews)

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from $144.00 / night

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(9)

1 / 31

Siesta Key House - 4.6 miles away

  • 4
  • 8
  • 7 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
“House was newly renovated, nicely funnies and clean. Short walk to Siesta Key Beach and 1 mile to town. Very sweet neighborhood...”
- Review left on 03/05/2017

$516.00

Excellent (9 reviews)

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from $516.00 / night

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(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

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1 / 26

Bradenton Beach Villa - 14.1 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 21 minutes

$458.00

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from $458.00 / night

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(1)

1 / 16

Bradenton House - 7.8 miles away

  • 3
  • 4
  • min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Air conditioning

$201.00

Excellent (1 reviews)

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from $201.00 / night

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(4)

1 / 12

Bradenton House - 14 miles away

  • 3
  • 3
  • 13 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
“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

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1 / 51

Siesta Key Condo - 6.3 miles away

  • 2
  • 5
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$510.00

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from $510.00 / night

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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

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(4)

1 / 25

Siesta Key Condo - 5.2 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$126.00

Very Good (4 reviews)

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from $126.00 / night

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1 / 17

Siesta Key Condo - 6.3 miles away

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$400.00

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from $400.00 / night

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(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

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(2)

1 / 72

Anna Maria House - 17.9 miles away

  • 2
  • 6
  • 2 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

Responds fast! Avg. 3 hours 1 minutes

$418.00

Excellent (2 reviews)

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from $418.00 / night

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(6)

1 / 40

Siesta Key Condo - 4.8 miles away

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly
“Thank you for a wonderful week! The room was beautiful and Mary Ann and staff were all so accommodating to anything that you may need! We would highly recommend Siesta Palms to everyone! We are looking forward to coming back as soon as possible,...”
- Review left on 07/13/2016

$400.00

Excellent (6 reviews)

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from $400.00 / night

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(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

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1 / 16

Siesta Key Condo - 6.3 miles away

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$400.00

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from $400.00 / night

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(2)

1 / 25

Siesta Key Condo - 4.8 miles away

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.09 mi
  • Swimming pool
  • Ask about children
“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

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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

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(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

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1 / 35

Siesta Key Condo - 6.3 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$487.00

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from $487.00 / night

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1 / 30

Bradenton Villa - 9.3 miles away

  • 2
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$138.00

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from $138.00 / night

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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

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