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Sarasota Vacation Rentals & Apartments with Swimming Pool - 261 Rentals Available.

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261 Vacation rentals

Filters applied: Swimming pool

(9)

1 / 24

Sarasota House

  • 2
  • 6
  • min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 54 minutes

“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

Excellent (9 reviews)

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from $115.00 / night

(25)

1 / 24

Sarasota Condo

  • 2
  • 6
  • 7 nights min
  • 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

$128.00

Excellent (25 reviews)

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from $128.00 / night

1 / 41

Sarasota House

  • 6
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 13 minutes

$250.00

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from $250.00 / night

(30)

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

$115.00

Excellent (30 reviews)

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from $115.00 / night

1 / 21

Sarasota House

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

Responds fast! Avg. 3 hours 13 minutes

$125.00

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from $125.00 / night

1 / 8

Sarasota Condo

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

$49.00

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from $49.00 / 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

$100.00

Very Good (2 reviews)

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from $100.00 / night

(21)

1 / 15

Sarasota Condo

  • 1
  • 4
  • 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

$87.00

Excellent (21 reviews)

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from $87.00 / night

(7)

1 / 55

Sarasota House

  • 2
  • 4
  • min stay varies
  • 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

$93.00

Very Good (7 reviews)

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from $93.00 / night

1 / 7

Sarasota Condo

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

Responds fast! Avg. 3 hours 18 minutes

$165.00

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from $165.00 / night

1 / 35

Sarasota Condo

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

$95.00

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from $95.00 / 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 / 18

Sarasota Villa

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

Responds fast! Avg. 3 hours 44 minutes

“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

$85.00

Excellent (2 reviews)

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from $85.00 / night

(1)

1 / 23

Lido Key House

  • 3
  • 9
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$399.00

Excellent (1 reviews)

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from $399.00 / night

1 / 43

Sarasota House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 13 minutes

$325.00

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from $325.00 / night

(2)

1 / 35

Sarasota House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 13 minutes

“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

$165.00

Very Good (2 reviews)

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from $165.00 / night

(1)

1 / 8

Sarasota Condo

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

$55.00

Very Good (1 reviews)

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from $55.00 / night

1 / 20

Sarasota House

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

Responds fast! Avg. 3 hours 13 minutes

$125.00

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from $125.00 / night

(8)

1 / 15

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

$246.00

Excellent (8 reviews)

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from $246.00 / night

(7)

1 / 27

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

$495.00

Excellent (7 reviews)

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from $495.00 / night

1 / 41

Sarasota House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 13 minutes

$310.00

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from $310.00 / night

(3)

1 / 18

Sarasota Condo

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 2 hours 29 minutes

“We came to Sarasota for the first time in June and couldn't have picked a better condo! Location is great, condo was clean and spacious, and parking was easy. Overall very pleased and would definitely stay again...”
- Review left on 08/24/2017

$75.00

Very Good (3 reviews)

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from $75.00 / night

(2)

1 / 20

Sarasota House

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

Responds fast! Avg. 3 hours 13 minutes

“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

(5)

1 / 21

Sarasota Condo

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool

Responds fast! Avg. 2 hours 41 minutes

“Centrally located in Sarasota, near to everything. The Siesta Key Beach is just few minutes driving. The condo is directly on a lake, plenty of wild birds are patrolling the area, and early morneing even a sweet otter family walked by. The place is...”
- Review left on 02/26/2018

$79.00

Excellent (5 reviews)

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from $79.00 / night

1 / 35

Sarasota Condo

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

Responds fast! Avg. 3 hours 13 minutes

$170.00

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from $170.00 / night

1 / 24

Sarasota House

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

Responds fast! Avg. 3 hours 13 minutes

$380.00

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from $380.00 / night

(1)

1 / 40

Sarasota House

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

Responds fast! Avg. 2 hours 49 minutes

$564.00

Very Good (1 reviews)

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from $564.00 / night

(3)

1 / 11

Sarasota Condo

  • 2
  • 6
  • 30 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Ask about children
“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

$57.00

Excellent (3 reviews)

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from $57.00 / night

1 / 15

Sarasota Apartment

  • 3
  • 3
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$100.00

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from $100.00 / night

(21)

1 / 26

Sarasota Villa

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

Responds fast! Avg. 23 minutes

“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

$93.00

Excellent (21 reviews)

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from $93.00 / night

(15)

1 / 19

Sarasota House

  • 3
  • 5
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“I have been traveling for a long time and stayed in many Hotels but there is nothing like staying in this home. The owner Jaye has made this place so much like home. There was every possible amenity you could think of. She did not leave any stone...”
- Review left on 05/09/2016

$110.00

Excellent (15 reviews)

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from $110.00 / night

1 / 59

Sarasota Condo

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

$135.00

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from $135.00 / night

(2)

1 / 30

Sarasota House

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

Responds fast! Avg. 3 hours 13 minutes

“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

(1)

1 / 26

Sarasota House

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

Responds fast! Avg. 3 hours 13 minutes

“My wife, two boys and I stayed here for a week for my wife and sons birthday. We had a great time and everything was as advertised. The pool and beach are right there, the house was cozy and everything was great. We even had cupcakes waiting upon our...”
- Review left on 05/23/2016

$170.00

Excellent (1 reviews)

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from $170.00 / night

1 / 28

Sarasota Apartment

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

$219.00

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from $219.00 / night

1 / 26

Sarasota Apartment

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

$125.00

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from $125.00 / night

1 / 28

Sarasota Townhouse

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

$147.00

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from $147.00 / night

1 / 12

Sarasota Apartment

  • 2
  • 1
  • 89 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$107.00

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from $107.00 / night

1 / 12

Sarasota Apartment

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

$104.00

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from $104.00 / night

1 / 11

Sarasota Apartment

  • 2
  • 1
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$107.00

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from $107.00 / night