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Sarasota Vacation Rentals & Apartments with Swimming Pool - 139 Rentals Available.

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139 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

(38)

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 (38 reviews)

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from $180.00 / night

(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

(3)

1 / 16

Sarasota Condo

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

Responds fast! Avg. 3 hours 24 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

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

(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 / 8

Sarasota Condo

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

Responds fast! Avg. 3 hours 25 minutes

$63.00

Average (2 reviews)

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from $63.00 / night

(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

(3)

1 / 11

Sarasota Condo

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

Responds fast! Avg. 3 hours 27 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

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

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

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

1 / 28

Sarasota Apartment

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

$237.00

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from $237.00 / night

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

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

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

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

Your search has been expanded 18 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

(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

(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

(2)

1 / 10

Siesta Key Condo - 4.8 miles away

  • 1
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“FIVE STARS!!!!! Terry the owner is a great guy that insured our stay in his condo went well. The condo has a great location just a couple of blocks from the Siesta Key Beach. The condo has everything you need for a great beach experience. The...”
- Review left on 01/24/2017

$104.00

Excellent (2 reviews)

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from $104.00 / night

(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

(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

$149.00

Very Good (33 reviews)

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from $149.00 / night

(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

(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

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

(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

(40)

1 / 24

Siesta Key Condo - 5.8 miles away

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
“Excellent property with lot of parking, laundy on site and warm water in the pool, which was really appreciated on the cooler dates, speacially by the kids. Close walk to a white sandy beach was on asset. Condo was very spacious and full equipped. We...”
- Review left on 01/02/2013

$130.00

Very Good (40 reviews)

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from $130.00 / night

1 / 26

Bradenton House - 12.9 miles away

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

$165.00

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from $165.00 / night

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

1 / 30

Bradenton Villa - 9.3 miles away

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

Responds fast! Avg. 3 hours 30 minutes

$138.00

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from $138.00 / night

(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

(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

(21)

1 / 31

Siesta Key Condo - 5.6 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“My wife and I spent 2 weeks at this well kept and wonderfully located condominium. We loved that it is a garden style complex and not a high rise building. This unit being on the 1st floor makes it even better. Being able to walk right out to the...”
- Review left on 02/05/2021

$258.00

Excellent (21 reviews)

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from $258.00 / night

(21)

1 / 17

Holmes Beach Townhouse - 15 miles away

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.05 mi
  • Swimming pool
  • Child friendly
“This was my family's first visit to Anna Maria Island and it won't be our last. We loved the beaches, restaurants, and amazing sunsets. The Gulf View Townhouse was clean and centrally located, and it was an added bonus to have a pool on the...”
- Review left on 07/19/2016

$201.00

Very Good (21 reviews)

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from $201.00 / night

(8)

1 / 22

Siesta Key Condo - 4.6 miles away

  • 1
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“We stayed for a week and had the best time ever. The accommodations are top notch, locals are very friendly, food delicious and breathtaking beaches. Definitely looking forward to coming back”
- Review left on 12/15/2015

$147.00

Excellent (8 reviews)

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from $147.00 / night

(2)

1 / 72

Anna Maria House - 17.9 miles away

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

Responds fast! Avg. 2 hours 42 minutes

$418.00

Excellent (2 reviews)

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from $418.00 / night

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

(3)

1 / 5

Bradenton House - 8 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
“we rented this home for a week in July, the home is beautiful, it is equipped with every thing you could possibly need. the pool area was very relaxing and enjoyable. we loved the hone and would rent again...”
- Review left on 07/13/2014

$167.00

Excellent (3 reviews)

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from $167.00 / night

(23)

1 / 44

Anna Maria Island House - 13.9 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 30 minutes

“Gorgeous, beautiful home away from home. This home has everything you and your family will need. The granite kitchen is fully equipped and beautiful. I was able to make a full Thanksgiving dinner with everything that was supplied in the home! Our...”
- Review left on 11/30/2016

$487.00

Excellent (23 reviews)

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from $487.00 / night