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Stock Island Vacation Rentals & Homes with Swimming Pool - 96 Rentals Available.

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96 Vacation rentals

Filters applied: Swimming pool

1 / 24

Stock Island Condo

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$215.00

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from $215.00 / night

1 / 23

Stock Island Townhouse

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

$162.00

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from $162.00 / night

1 / 23

Stock Island Cottage

  • 2
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$184.00

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from $184.00 / night

1 / 27

Stock Island House

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

$430.00

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from $430.00 / night

1 / 16

Stock Island House

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$208.00

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from $208.00 / night

1 / 22

Stock Island Cottage

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

$225.00

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from $225.00 / night

1 / 24

Stock Island Townhouse

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

$238.00

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from $238.00 / night

(1)

1 / 24

Stock Island House

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$200.00

Excellent (1 reviews)

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from $200.00 / night

1 / 24

Stock Island House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$286.00

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from $286.00 / night

1 / 28

Stock Island Townhouse

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

$220.00

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from $220.00 / night

1 / 21

Stock Island Townhouse

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

$107.00

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from $107.00 / night

1 / 15

Stock Island House

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

$233.00

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from $233.00 / night

Your search has been expanded 17.9 miles to include more rentals

(71)

Certificate of Excellence

1 / 25

Key West Condo - 1.2 miles away

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

Responds fast! Avg. 3 hours 28 minutes

Certificate of Excellence

“The Condo had such a beachy feel you knew you were on vacation. It was so clean and had anything you needed. Very nice pool also. The location was great only a 10-minute drive to any main attraction. Would highly recommend this unit as we will...”
- Review left on 12/10/2018

$240.00

Excellent (71 reviews)

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from $240.00 / night

1 / 17

Summerland Key House - 17.9 miles away

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

$144.00

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from $144.00 / night

1 / 12

Key West House - 12.3 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$466.00

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from $466.00 / night

1 / 11

Key West House - 12 miles away

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

$394.00

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from $394.00 / night

1 / 8

Key West House - 12.9 miles away

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

$536.00

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from $536.00 / night

(3)

1 / 28

Key West Villa - 4 miles away

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This house is great for large groups. We had such a fun time having a reunion here. Close to everything, and staff was attentive and friendly...”
- Review left on 09/08/2016

$1,432.00

Excellent (3 reviews)

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from $1,432.00 / night

1 / 9

Key West House - 12.2 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$343.00

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from $343.00 / night

1 / 26

Key West House - 12.7 miles away

  • 5
  • 10
  • 28 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$743.00

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from $743.00 / night

(4)

1 / 11

Key West Guest house - 12.9 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We rented the Conch House for our honeymoon and it was perfect! We loved the secluded feeling and the private beach. Carol was wonderful to work with and had fresh eggs and champagne waiting for us in our fridge. She picked fresh veggies for us to...”
- Review left on 04/20/2016

$394.00

Excellent (4 reviews)

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from $394.00 / night

(20)

1 / 22

Key West B and B - 4 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$900.00

Excellent (20 reviews)

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from $900.00 / night

(2)

1 / 29

Cudjoe Key House - 17.6 miles away

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Swimming pool
“The view was outstanding, the property had great amenities, and the home had all items as advertised. We were happy campers...”
- Review left on 03/13/2017

$229.00

Very Good (2 reviews)

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from $229.00 / night

1 / 28

Key West House - 4 miles away

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

$682.00

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from $682.00 / night

(17)

1 / 10

Key West Townhouse - 4.3 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
“This unit was great! The location is fantastic! The condo is spacious, clean and everything we were hoping for. I like that the bedrooms are upstairs which offers more privacy...”
- Review left on 01/12/2017

$258.00

Excellent (17 reviews)

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from $258.00 / night

1 / 16

Key West House - 13 miles away

  • 3
  • 6
  • 30 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$284.00

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from $284.00 / night

(1)

1 / 23

Key West House - 3.2 miles away

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

$286.00

Excellent (1 reviews)

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from $286.00 / night

(56)

1 / 24

Key West House - 3.9 miles away

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

$240.00

Very Good (56 reviews)

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from $240.00 / night

(28)

1 / 23

Key West House - 0.1 miles away

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

$156.00

Very Good (28 reviews)

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from $156.00 / night

1 / 24

Key West House - 0.1 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$162.00

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from $162.00 / night

(11)

1 / 24

Key West House - 3.5 miles away

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

$268.00

Very Good (11 reviews)

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from $268.00 / night

(6)

1 / 24

Key West House - 0.1 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$210.00

Excellent (6 reviews)

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from $210.00 / night

(10)

1 / 23

Key West Apartment - 4.4 miles away

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

$264.00

Excellent (10 reviews)

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from $264.00 / night

(2)

1 / 24

Key West House - 4.3 miles away

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

$190.00

Very Good (2 reviews)

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from $190.00 / night

(1)

1 / 24

Key West House - 3.9 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$283.00

Excellent (1 reviews)

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from $283.00 / night

(29)

1 / 24

Key West Apartment - 3.4 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$140.00

Very Good (29 reviews)

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from $140.00 / night

(23)

1 / 22

Key West Apartment - 4.3 miles away

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

$200.00

Very Good (23 reviews)

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from $200.00 / night

(2)

1 / 23

Key West House - 0.1 miles away

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

$162.00

Average (2 reviews)

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from $162.00 / night

(28)

1 / 23

Key West Apartment - 4.3 miles away

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

$180.00

Very Good (28 reviews)

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from $180.00 / night

(53)

1 / 28

Key West Apartment - 4.3 miles away

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

$185.00

Excellent (53 reviews)

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from $185.00 / night