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Sarasota Vacation Rentals & Apartments with Swimming Pool - 188 Rentals Available.

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188 Vacation rentals

Filters applied: Swimming pool

(25)

1 / 42

Sarasota Condo

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

Responds fast! Avg. 2 hours 21 minutes

“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

$247.00

Excellent (25 reviews)

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from $247.00 / night

(34)

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

$131.00

Excellent (34 reviews)

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from $131.00 / night

1 / 8

Sarasota Condo

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

Responds fast! Avg. 2 hours 33 minutes

$57.00

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from $57.00 / night

(3)

1 / 16

Sarasota Condo

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

Responds fast! Avg. 2 hours 33 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

$114.00

Very Good (3 reviews)

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from $114.00 / night

(11)

1 / 42

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 (11 reviews)

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from $93.00 / 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

1 / 36

Sarasota Condo

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

$109.00

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from $109.00 / night

(2)

1 / 18

Sarasota Villa

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

Responds fast! Avg. 1 hour 0 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

$274.00

Excellent (2 reviews)

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from $274.00 / night

(2)

1 / 8

Sarasota Condo

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

Responds fast! Avg. 2 hours 33 minutes

$63.00

Average (2 reviews)

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from $63.00 / night

(7)

1 / 27

Sarasota House

  • 4
  • 11
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 2 minutes

“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

$659.00

Excellent (7 reviews)

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from $659.00 / night

(9)

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

$245.00

Excellent (9 reviews)

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from $245.00 / 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

$104.00

Excellent (3 reviews)

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from $104.00 / night

1 / 15

Sarasota House

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

$132.00

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from $132.00 / night

(21)

1 / 27

Sarasota Villa

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

Responds fast! Avg. 25 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

$107.00

Excellent (21 reviews)

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from $107.00 / night

1 / 63

Sarasota Condo

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

Responds fast! Avg. 2 hours 6 minutes

$153.00

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from $153.00 / 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

$126.00

Excellent (15 reviews)

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from $126.00 / night

1 / 33

Sarasota House

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

$156.00

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from $156.00 / night

1 / 23

Sarasota House

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

$129.00

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from $129.00 / night

1 / 28

Sarasota Apartment

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

$225.00

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from $225.00 / night

1 / 32

Sarasota Apartment

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

$129.00

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from $129.00 / night

1 / 33

Sarasota Condo

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

$129.00

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from $129.00 / night

1 / 20

Sarasota Condo

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

$156.00

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from $156.00 / night

1 / 28

Sarasota Townhouse

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

$151.00

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from $151.00 / night

1 / 38

Sarasota House

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$244.00

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from $244.00 / night

Your search has been expanded 18 miles to include more rentals

1 / 26

Bradenton House - 12.9 miles away

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

$158.00

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from $158.00 / night

1 / 18

Bradenton Apartment - 9.4 miles away

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

Responds fast! Avg. 57 minutes

$149.00

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from $149.00 / night

(12)

1 / 38

Siesta Key House - 4.8 miles away

  • 5
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$567.00

Excellent (12 reviews)

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from $567.00 / night

(12)

1 / 40

Siesta Key Condo - 4.8 miles away

  • 2
  • 6
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great place! Everything was wonderful,beach was a short walk away. Love all the new addition to public beach. Pool was heated,we went swimming every day. Unit was very clean and comfortable,couldn't ask for a better place. Took the free taxi to...”
- Review left on 01/06/2017

$89.00

Excellent (12 reviews)

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from $89.00 / 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

$229.00

Very Good (7 reviews)

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from $229.00 / night

(33)

1 / 86

Venice Condo - 18 miles away

  • 1
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This place had everything you needed to feel right at home. Comfortable and cozy, when we walked in you could smell it was clean and it was very neat and tidy!!! TV's in all the rooms, AC worked great and it was quite along with the ceiling fans....”
- Review left on 05/02/2016

$144.00

Very Good (33 reviews)

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from $144.00 / night

1 / 18

Siesta Key Condo - 6.3 miles away

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

$258.00

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from $258.00 / night

(6)

1 / 40

Bradenton House - 11.8 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 24 minutes

“As soon as I unlocked the door to this property and looked in, I turned to my wife and said, "you're definitely going to be impressed" and needless to say she was!The home was by far the best we ever rented and I would have even rated it higher than...”
- Review left on 06/17/2016

$110.00

Excellent (6 reviews)

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from $110.00 / night

1 / 15

Bradenton House - 8.1 miles away

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

Responds fast! Avg. 57 minutes

$343.00

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from $343.00 / night

(26)

1 / 24

Bradenton House - 10.6 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool

Responds fast! Avg. 58 minutes

“The location of this house is really outstanding. We enjoyed being on the river, watching the beautiful sunsets daily, watching birds come and go into the inlets. It is a private place within a lovely subdivision with lakes and riverfront. We also...”
- Review left on 02/02/2017

$150.00

Excellent (26 reviews)

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from $150.00 / night

1 / 14

Siesta Key Condo - 6.2 miles away

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

$228.00

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from $228.00 / night

(7)

1 / 23

Siesta Key House - 4.7 miles away

  • 4
  • 12
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly

$682.00

Excellent (7 reviews)

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from $682.00 / night

1 / 81

Anna Maria Island Condo - 13.5 miles away

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

Responds fast! Avg. 3 hours 48 minutes

$396.00

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from $396.00 / night

1 / 17

Siesta Key Condo - 6.3 miles away

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

$228.00

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from $228.00 / night

(4)

1 / 12

Bradenton House - 14 miles away

  • 3
  • 5
  • min stay varies
  • 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

1 / 16

Siesta Key Condo - 6.2 miles away

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$304.00

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from $304.00 / night