Search 105,200+ Vacation Rentals

Captiva Island Vacation Rentals & Homes with Swimming Pool - 23 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

23 Vacation rentals

Filters applied: Swimming pool

(1)

1 / 16

Captiva Island House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We had the most satisfying beach vacation while staying at "Love Birds Nest" on Captiva Island. The pictures of the property on the web site did not do this property justice. The panoramic views of the gulf from almost every room in the house were...”
- Review left on 07/29/2009

$343

Excellent (1 reviews)

Book

from $343 / night

1 / 24

Captiva Island House

  • 5
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $671 / night

(8)

1 / 24

Captiva Island House

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

Inquire for Rates

Excellent (8 reviews)

Inquire

Pricing unknown

1 / 24

Captiva Island House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

from $486 / night

1 / 36

Captiva Island House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $829 / night

1 / 22

Captiva Island House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $313 / night

1 / 17

Captiva Island Apartment

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

from $215 / night

1 / 24

Captiva Island Apartment

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $393 / night

(6)

1 / 25

Captiva Island House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$443

Very Good (6 reviews)

Inquire

from $443 / night

1 / 25

Captiva Island House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $758 / night

1 / 26

Captiva Island Apartment

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

from $315 / night

(1)

1 / 26

Captiva Island Apartment

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$543

Excellent (1 reviews)

Inquire

from $543 / night

1 / 22

Captiva Island Apartment

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

from $368 / night

1 / 22

Captiva Island House

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

from $436 / night

1 / 29

Captiva Island House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $572 / night

1 / 22

Captiva Island Apartment

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

from $368 / night

1 / 34

Captiva Island House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1429

Inquire

from $1429 / night

1 / 21

Captiva Island Apartment

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

from $258 / night

1 / 26

Captiva Island Apartment

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

from $279 / night

1 / 26

Captiva Island Apartment

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

from $368 / night

1 / 29

Captiva Island Apartment

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

from $285 / night

1 / 27

Captiva Island Apartment

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

1 / 17

Captiva Island Apartment

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $428 / night

Your search has been expanded 10 miles to include more rentals

1 / 16

Sanibel Island House - 3 miles away

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children

from $300 / night

1 / 18

Sanibel Island Apartment - 3.1 miles away

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

from $143 / night

1 / 29

Sanibel Island House - 3.2 miles away

  • 4
  • 8
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $286 / night

1 / 20

Sanibel Island House - 3.2 miles away

  • 3
  • 6
  • 28 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

from $203 / night

(1)

1 / 31

Sanibel Island House - 3.7 miles away

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

$340

Excellent (1 reviews)

Inquire

from $340 / night

1 / 25

Sanibel Island Apartment - 9 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $222 / night

1 / 22

Sanibel Island House - 9 miles away

  • 4
  • 8
  • 28 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $186 / night

(1)

1 / 23

Sanibel Island Apartment - 9.1 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$229

Excellent (1 reviews)

Inquire

from $229 / night

(9)

1 / 21

Sanibel Island House - 9.4 miles away

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

$150

Very Good (9 reviews)

Inquire

from $150 / night

1 / 24

Sanibel Island Apartment - 9.4 miles away

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

from $295 / night

(5)

1 / 27

Sanibel Island House - 9.4 miles away

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

$200

Excellent (5 reviews)

Inquire

from $200 / night

(1)

1 / 23

Sanibel Island Condo - 9.4 miles away

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We absolutely loved our stay at Isle of Palm. We had never been before and just loved the beach and area. The condo was perfect for our small family of four. It was right on the beach and right next to the pool and the views were outstanding. Couldn'...”
- Review left on 04/07/2016

$300

Excellent (1 reviews)

Book

from $300 / night

(2)

1 / 24

Sanibel Island Condo - 9.5 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Condo has a stunning view of the ocean, pool and beach. We were there the week before Christmas and thoroughly enjoyed the down time that this place had to offer as it was not busy that particular week. Immediately when we walked in we knew we were...”
- Review left on 12/27/2016

$164

Very Good (2 reviews)

Inquire

from $164 / night

(3)

1 / 28

Sanibel Island House - 9.6 miles away

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

$175

Excellent (3 reviews)

Inquire

from $175 / night

(4)

1 / 31

Sanibel Island House - 9.6 miles away

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

$200

Excellent (4 reviews)

Inquire

from $200 / night

1 / 34

Sanibel Island House - 9.6 miles away

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

from $150 / night

1 / 19

Sanibel Island Apartment - 9.6 miles away

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

from $186 / night

1 / 22

Sanibel Island Apartment - 9.6 miles away

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

from $195 / night

(2)

1 / 12

Sanibel Island House - 9.7 miles away

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

$146

Excellent (2 reviews)

Inquire

from $146 / night

1 / 17

Sanibel Island House - 9.8 miles away

  • 3
  • 6
  • 28 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

from $183 / night

(7)

1 / 23

Sanibel Island House - 9.8 miles away

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

$200

Excellent (7 reviews)

Inquire

from $200 / night

(16)

1 / 26

Sanibel Island House - 9.8 miles away

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

$200

Excellent (16 reviews)

Inquire

from $200 / night

(3)

1 / 28

Sanibel Island House - 9.8 miles away

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

$200

Average (3 reviews)

Inquire

from $200 / night

(2)

1 / 26

Sanibel Island House - 9.8 miles away

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

$200

Excellent (2 reviews)

Inquire

from $200 / night

1 / 17

Sanibel Island Apartment - 9.9 miles away

  • 2
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $186 / night

(50)

1 / 12

Sanibel Island Condo - 9.9 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Our vacation rental provided everything needed for an excellent vacation. The kitchen had everything needed for cooking and serving most meals with the comfort of home. The screened porch provided a nice view and a close walk to the beach where we...”
- Review left on 02/20/2017

$143

Excellent (50 reviews)

Inquire

from $143 / night

1 / 17

Sanibel Island Condo - 9.9 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $171 / night

1 / 18

Saint James City House - 9.9 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$285

Book

from $285 / night

(5)

1 / 42

Cape Coral House - 9.9 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Older home and nice layout, great pool and dock area. Set up for large groups, lots of amenities. The master bedroom has a gym and spacious shower and bath. The owners just purchased the property a couple of years ago, and are getting it back to top...”
- Review left on 12/07/2014

$257

Excellent (5 reviews)

Inquire

from $257 / night

1 / 30

Cape Coral Villa - 9.9 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $245 / night

(5)

1 / 35

Sanibel Island House - 9.9 miles away

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

$200

Very Good (5 reviews)

Inquire

from $200 / night

(4)

1 / 24

Sanibel Island House - 9.9 miles away

  • 2
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$200

Excellent (4 reviews)

Inquire

from $200 / night

1 / 39

Cape Coral Villa - 10 miles away

  • 7
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $443 / night

1 / 18

Saint James City House - 10 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$428

Book

from $428 / night

(2)

1 / 40

Sanibel Island House - 10 miles away

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

$250

Excellent (2 reviews)

Inquire

from $250 / night

(8)

1 / 10

Sanibel Island House - 10 miles away

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

$250

Excellent (8 reviews)

Inquire

from $250 / night

(4)

1 / 21

Cape Coral Villa - 10 miles away

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This home was beautiful and the location was ideal. We enjoyed fishing from the dock and spending time in the outdoor area with the pool and hot tub. The house was very spacious for our family of 11-- everyone had plenty of space to spread out. We...”
- Review left on 01/07/2014

$495

Excellent (4 reviews)

Book

from $495 / night

1 / 18

Matlacha House - 10 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$250

Book

from $250 / night

1 / 18

Matlacha House - 10 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$257

Book

from $257 / night

1 / 18

Saint James City House - 10 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$243

Book

from $243 / night