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Sarasota Vacation Rentals & Apartments with Swimming Pool - 53 Rentals Available.

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53 Vacation rentals

Filters applied: Swimming pool

1 / 23

Lido Key House

  • 3
  • 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $300 / night

1 / 40

Sarasota House

  • 6
  • 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$550

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from $550 / night

1 / 29

Sarasota Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$150

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from $150 / night

1 / 32

Sarasota House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $286 / night

1 / 24

Sarasota House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $346 / night

1 / 34

Sarasota House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $164 / night

(8)

1 / 16

Sarasota Condo

  • 2
  • 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
“I can't say enough good things about this property. The location was great, close to the beach and an easy walk into the village. I don't think I have ever stayed anywhere that was so clean! They have every amenity available. We stayed for an...”
- Review left on 02/25/2015

$240

Excellent (8 reviews)

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from $240 / night

1 / 21

Sarasota Condo

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $70 / night

1 / 21

Sarasota House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $207 / night

(1)

1 / 23

Sarasota House

  • 4
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We spent a week at this property & absolutely loved it. Even our kids (ages 21 & 25) were saying best time ever. We had planned to do a couple day trips to the Orlando area and only ended up leaving the area once (to Universal) because no one...”
- Review left on 10/16/2014

$343

Excellent (1 reviews)

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from $343 / night

1 / 24

Sarasota House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $129 / night

(21)

1 / 27

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

$128

Excellent (21 reviews)

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from $128 / night

(2)

1 / 18

Sarasota Villa

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The condo was perfect for our stay. Plenty of room to spread out and everyone had their own space. Highly recommend...”
- Review left on 07/22/2015

$115

Excellent (2 reviews)

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from $115 / night

1 / 15

Sarasota House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $150 / night

(21)

1 / 14

Sarasota Condo

  • 1
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“First time staying at this condo, and we were not disappointed! It was very clean and nicely decorated! It had everything that we needed for our week stay. The location was great! Close to the beach, pool, stores and Captain Curt's, which is a...”
- Review left on 11/28/2016

$145

Excellent (21 reviews)

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from $145 / night

1 / 9

Sarasota House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $143 / night

1 / 11

Sarasota House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $240 / night

1 / 21

Sarasota House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $266 / night

(2)

1 / 15

Sarasota Condo

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My family had an extended summer vacation in Sarasota, which proved to be a wonderful experience. The Condo was clean, well-maintained and very comfortable. It is located near shopping and is very close to the beach. The area is safe and very quiet...”
- Review left on 11/02/2014

$75

Very Good (2 reviews)

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from $75 / 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

Excellent (9 reviews)

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from $152 / night

(6)

1 / 52

Sarasota House

  • 2
  • 4
  • 30 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Ask about children
“This is our fourth or fifth year that we have come to the villa in December we absolutely love it . There is so much to do there are tennis courts & communal pool, there is a mall around the corner plenty of publix & a short drive to the beach. The...”
- Review left on 12/29/2016

$70

Very Good (6 reviews)

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from $70 / night

1 / 26

Sarasota House

  • 6
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $586 / night

(6)

1 / 19

Sarasota Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We loved this affordable rental vacation spot! Everything was as explained and our family can't wait to visit again. We highly recommend this property...”
- Review left on 07/17/2016

$145

Very Good (6 reviews)

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from $145 / night

(2)

1 / 41

Sarasota Condo

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$271

Excellent (2 reviews)

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from $271 / night

(25)

1 / 10

Sarasota Guest house

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
“My husband and I were extremely pleased with our guesthouse stay. The accommodations were absolutely beautiful and immaculate. The location was perfect as we are beach goers and it took 3 minutes in our car to get to beautiful Lido Beach every day....”
- Review left on 07/22/2016

$100

Excellent (25 reviews)

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from $100 / night

(1)

1 / 34

Sarasota House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$207

Very Good (1 reviews)

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from $207 / night

(1)

1 / 23

Sarasota House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$186

Very Good (1 reviews)

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from $186 / night

(2)

1 / 13

Sarasota House

  • 2
  • 3
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We only stayed one week but completely enjoyed the experience. The house is very comfortable, in a nice neighborhood just blocks from the beach and has a nice lap pool in the back. We particularly liked the nice walks in the mornings and the...”
- Review left on 12/17/2016

$120

Average (2 reviews)

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from $120 / night

(4)

1 / 24

Sarasota Condo

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$199

Excellent (4 reviews)

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from $199 / night

(21)

1 / 24

Sarasota Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The location was fantastic and the beach was outstanding! Our family had plenty of room and we would definitely rent again. Steve was helpful and willing to address any questions we had. Thank you...”
- Review left on 04/17/2017

$127

Excellent (21 reviews)

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from $127 / night

1 / 7

Sarasota Condo

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$165

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from $165 / night

(3)

1 / 11

Sarasota Condo

  • 2
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$50

Excellent (3 reviews)

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from $50 / night

1 / 15

Sarasota Condo

  • 3
  • 4
  • 60 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $109 / night

1 / 28

Sarasota Apartment

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $135 / night

1 / 32

Sarasota Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $135 / night

1 / 33

Sarasota Apartment

  • 3
  • 6
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $178 / night

1 / 32

Sarasota Apartment

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

from $235 / night

1 / 26

Sarasota Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $220 / night

1 / 26

Sarasota Apartment

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $125 / night

(2)

1 / 12

Sarasota Apartment

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

$64

Very Good (2 reviews)

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from $64 / night