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Holiday rentals with a pool in Captiva

Find and book unique homes with a pool on Airbnb

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Popular amenities for Captiva rentals with a pool

House rentals with a pool

Guest favourite
Home in Sanibel
5 out of 5 average rating, 11 reviews

Mangoes (Right Side)

AdriannaRating, 5 stars4 weeks ago
John’s place is the epitome of a perfect beach vacation home. I could rant on forever but you really just need to check it out for yourself, I wish we could keep it a secret but it would serve no justice to John and all the work he’s put into making this the perfect rental!
Top guest favourite
Home in Bokeelia
5 out of 5 average rating, 8 reviews

The Harbor House

HeikeRating, 5 stars3 days ago
This vacation was truly amazing. The house was roomy enough for our large family and most importantly, it stayed cooled to our liking. It had everything we needed. There was always something for everyone to do....fishing, swimming, boating, kayaking. No one was ready to leave after our week long stay. I can't say enough great things about Ingrid. So responsive, helpful and accommodating. She truly cares about her guests. Everyone we met on the island was helpful and so friendly, giving us advice and recommendations. I hope that this place is available for many years to come because I will definitely come back. It was that perfect!
Top guest favourite
Home in Pelican
4.96 out of 5 average rating, 50 reviews

New Gorgeous Smart Home with Heated Pool on the Ca

DavidRating, 5 stars1 month ago
Beautiful property! Lots of space and plenty to do. Dev is a great host! We will be sending guests his way in the future!
Top guest favourite
Home in North Captiva
5 out of 5 average rating, 16 reviews

Escape to Saltwater&Sunsets | Beach & Club Pools

DavidRating, 5 stars2 weeks ago
Great hospitality, great host, great stay… Thanks for welcoming us.
Superhost
Home in Pelican
4.5 out of 5 average rating, 4 reviews

The Masterpiece, high end, luxurious

AntonioRating, 5 stars29 months ago
I travel a lot and use Air Bnb everytime. This was by far one of the nicest properties that I’ve stayed at. I will absolutely rent this again when I’m in the area. My guests felt the same way as well!
Top guest favourite
Home in Caloosahatchee
4.97 out of 5 average rating, 117 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

AndrewRating, 5 stars5 days ago
Wonderful location and peaceful neighborhood! Our fishing charter picked us up right from the dock as well. Other than getting live bait to fish with, and the occasional trip for groceries, we stayed in, relaxed, and enjoyed just being away. This location is definitely on our short list for next year's trip.
Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 6 reviews

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

AnnemieRating, 5 stars1 month ago
We had an absolutely great 4 day stay. The house is beautiful and the views are stunning. The description in the listing is completely accurate. We would for sure choose this place again for future stays.
Top guest favourite
Home in Pelican
4.97 out of 5 average rating, 108 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

ChristieRating, 5 stars2 weeks ago
My family had an excellent stay at this location. The neighborhood was and with a beautiful canal view.

Apartment rentals with a pool

Apartment in Captiva
4.8 out of 5 average rating, 45 reviews

South Seas Beach Villa 2412

LindseyRating, 5 stars3 months ago
Great place to stay! Super easy access to the beach and a beautiful view of the ocean. The condo was clean and had everything we needed for our stay. We would recommend and stay again!
Superhost
Apartment in Sanibel
4.85 out of 5 average rating, 26 reviews

**Sanibel Island's Best Kept Secret

DianeRating, 5 stars1 month ago
Very nice unit. Exactly like the photos . Plenty of room. Arrived late on a Saturday so it was nice to have some staples on hand. ( toilet paper, paper towels , soap, shampoo, waters etc) Plenty of towels and beach supplies. Building G is the closest to the beach which was very pretty and not at all crowded. Very quiet and peaceful. There is still construction going on in some of the 1st floor units but they seemed to begin later in morning and finish up early. It was not a bother at all. The beds were very comfortable. Met some very nice neighbors . Would love to return in the future.
Guest favourite
Apartment in Captiva
4.94 out of 5 average rating, 102 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

BethanyRating, 5 stars3 weeks ago
We had an amazing stay at this condo for our honeymoon. It was the perfect place to relax together and just enjoy the beach! The condo was extremely nice and it was great to have an umbrella and chairs available to use! Elizabeth was very helpful and had so much information for us and recommendations which was so helpful as first time visitors! The area was beautiful and the pool was also very nice! We cannot wait to come back to Sanibel/Captiva!
Top guest favourite
Apartment in Sanibel
5 out of 5 average rating, 10 reviews

Loggerhead Cay 332 + Bikes + Paddleboard

BethRating, 5 stars3 months ago
Our week at Loggerhead Cay flew by! Right away we all felt at home. The condo is just as pictured and it was very clean, beautifully done, and so comfortable! We all loved the proximity to the peaceful beach with tons of shells (and easy to get to the beach chairs and other supplies). Caihlin was super helpful with local info and travel tips and went above and beyond as a host with so many details - including a pack n play which sealed the deal for me since that’s so hard to find (my kids were obsessed with the bunk bed and the screened in porch). The showers and soft sheets were soooo relaxing and it was very helpful to have a full kitchen and laundry available. We loved exploring Sanibel and this was a great, comfy home base for our family.
Guest favourite
Apartment in Punta Gorda
4.95 out of 5 average rating, 56 reviews

Burnt Store Marina- 2BR w/ pool, marina, gulf view

PaigeRating, 5 stars1 week ago
It was a great stay !! The Airbnb is so cute and pool area is perfect!! Host was very friendly and welcoming:))
Top guest favourite
Apartment in Sanibel
5 out of 5 average rating, 75 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

KirstinRating, 5 stars2 weeks ago
What a wonderful place!!! It was absolutely perfect for our family of 6. Had all the things we needed/wanted and more! Great location and beautiful view of the ocean. Easy walk to get to a nice beach. The beds were all SO comfortable. Kelly had a variety of sand toys for the kids, beach chairs/umbrella, and a variety of floaties. She was also quick to respond and SO helpful with the questions I had. Highly recommend staying at her place! Thank you Kelly for sharing your home!
Guest favourite
Apartment in Sanibel
4.86 out of 5 average rating, 77 reviews

Sanibel Island Waterfront Condo!!

PattyRating, 5 stars4 months ago
Staying at Juanita’s place was wonderful. Got to see the sunrise every morning and rode my bike to the beach everyday! I highly recommend staying in the condo as the neighbors were so lovely. In addition the pool was wonderful at the end of each day!
Superhost
Apartment in Sanibel
5 out of 5 average rating, 6 reviews

Sanibel Island Florida 2 Bdm Condo

Sarah (&Will)Rating, 5 stars53 months ago
Great location, beautiful view of sunrise over the water and fort Myers. Loved the amenities at the club! Nice to have the bikes available and pool and hot tub were great as well.

Quick stats about holiday rentals with a pool in Captiva

  • Total rentals

    250 properties

  • Nightly prices starting at

    ₹9,457 before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Captiva
  6. Rentals with pools