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Sarasota Vacation Rentals & Apartments with Swimming Pool - 61 Rentals Available.

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61 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
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$550

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from $550 / night

1 / 21

Sarasota House

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

from $206 / night

1 / 24

Sarasota House

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

from $115 / 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 / 15

Sarasota House

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

from $150 / 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

1 / 24

Sarasota House

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

from $346 / night

1 / 32

Sarasota House

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

from $286 / night

(7)

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 (7 reviews)

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from $70 / night

1 / 34

Sarasota House

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

from $164 / night

1 / 11

Sarasota House

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

from $240 / night

(6)

1 / 28

Sarasota House

  • 4
  • 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“It doesn't get any better! We rented the property for a week of wedding adventures and it was lovely! Low key enough, beautifully maintained, clean, fresh and beach front! Easy to hang out on the property and cook your own meals, enjoy the hammock,...”
- Review left on 01/16/2015

$450

Excellent (6 reviews)

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from $450 / night

1 / 35

Sarasota Villa

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $193 / night

(26)

1 / 10

Sarasota Guest house

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
“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

Excellent (26 reviews)

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from $100 / night

(1)

1 / 20

Sarasota House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • 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

$146

Excellent (1 reviews)

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from $146 / 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

(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

1 / 35

Sarasota Condo

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

from $146 / night

(2)

1 / 35

Sarasota House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Loved the location of Casa Antigua. Very peaceful yet only a short drive to shops and beaches. Really enjoyed having a private pool and swam nearly every day (water little bit chilly at start of week but gradually warmed up once heater put on)....”
- Review left on 12/01/2016

$157

Very Good (2 reviews)

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from $157 / 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

1 / 21

Sarasota Condo

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

from $70 / night

(23)

1 / 24

Sarasota Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We have rented vacation homes before mostly in Europe, but this time our children and grandsons came to visit us in Florida and were not quite sure what to do with them for three weeks. A week on the beach seems just the right solution. The condo...”
- Review left on 07/29/2017

$127

Excellent (23 reviews)

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from $127 / night

(21)

1 / 27

Sarasota Villa

  • 2
  • 6
  • 7 nights min
  • 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

$149

Excellent (21 reviews)

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from $149 / 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

(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

(1)

1 / 34

Sarasota House

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

$206

Very Good (1 reviews)

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from $206 / 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

$245

Excellent (8 reviews)

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from $245 / 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

1 / 21

Sarasota Condo

  • 2
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool

$76

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from $76 / night

1 / 26

Sarasota House

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

from $586 / night

(2)

1 / 18

Sarasota Villa

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

$75

Excellent (2 reviews)

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from $75 / 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 / 21

Sarasota House

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

from $266 / 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 / 34

Sarasota Condo

  • 2
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$75

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from $75 / 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

1 / 35

Sarasota House

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

from $286 / night

1 / 8

Sarasota Condo

  • 2
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was the most relaxing clean and friendly stay ever! I have been to Florida each year for 14 years and this was by far the best trip ever! I was very please with the place we stayed the view and the weather was just fantastic! I suggest anyone...”
- Review left on 04/29/2016

$258

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from $258 / night