
Holiday rentals with a pool in Captiva
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Captiva
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Popular amenities for Captiva rentals with a pool
House rentals with a pool

Island Oasis- Boca Grande Club
This AirBnB & Boca Club where it was located was a little slice of paradise. It was even more prettier in person. Very private and safe as well. The House, Clubhouse, and pool were top notch and service was impeccable. D&D both gave great recommendations and truly cared about us enjoying our stay. We cannot wait to make this a tradition and visit annually. Cannot say enough good things about this property!

New Gorgeous Smart Home with Heated Pool on the Ca
Beautiful property! Lots of space and plenty to do. Dev is a great host! We will be sending guests his way in the future!

Panoramic Ocean Views * Sleeps 10 * Heated Pool
Wonderful place close to the beach. We had everything we needed! Remodeling being done on neighbors house but no one was there when we were there so it was ok. Iām the future, swimming pool will be back to back with neighbor and not so private. Hoping they can put something in between for more privacy down the road. Otherwise, we truly could not ask for more in a house and for location. Absolutely amazing spot!! Host is super responsive to your needs. We needed a pump for floaties and it was there within an hour!

Gorgeous Island Paradise *heated pool*golf cart*
This was a great place to stay. place was roomie and clean and had all of the necessities both indoor and out to have a stay!

Escape to Saltwater&Sunsets | Beach & Club Pools
Great place to stay in North Captiva. Walk to the beach for the fabulous sunsets. We had such a nice time and felt right at home.

Boaterās Paradise-Stunning Sunsets! Games Room!
Meghan was always responsive from check in to check out. The house was everything we wanted and needed. It was our second time there so we knew what to expect. It was even better than the last visit! The house had everything we needed. All we did was get our groceries and relaxed for the entire week. Weāll definitely be back!

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
My family had an excellent stay at this location. The neighborhood was and with a beautiful canal view.

Villa Sunset Serenade II
Loved our family vacation! Highly recommend staying here! The house was beautiful and the pool/hot tub was a favorite! The beds were also very comfortable! Loved how peaceful the canal was! We canāt wait to visit the area again!! Thank you Sebastian!!
Condo rentals with a pool

Sanibel Island retreat with private beach- Unit 10
Very close to the beach - nice calm location!

South Seas Beach Villa 2412
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!

**Sanibel Island's Best Kept Secret
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.

Spectacular Sanibel condo near beach with pool
We would definitely consider staying here again and tell friends and family about it if theyāre ever in Sanibel. It was so helpful to have items available for the beach, as well. The Airbnb was very well put together and welcoming. The only inconvenience was having water shutoff during our stay but we realize it was necessary. it was necessary for the complex. Having Bowmanās beach near by was great!

Sandpiper Beach #504 is a Beachfront Vacation Rent
We just got back from Sanibel (our 4th trip to the island over the last 11 years) and really enjoyed our stay at Sandpiper. The location was tucked away from other condo complexes, which we liked. Many complexes on the island are open but still under construction. I was happy to see that this was not the case for Sandpiper. The condo itself was very clean and the kitchen had everything you could ask for and more. We usually go to the farmer's market on Sunday and stock up - we had plenty of storage containers, pots and pans and a high speed blender, which was great. We were so happy to see that Sanibel is recovering from hurricane Ian and people are coming back to visit. I'd say that about 50% of the shops are open and there are plenty of restaurants to choose from. If you are thinking about taking a trip to Sanibel, do not hesitate! I would absolutely recommend Christopher's condo and if we return to Sanibel in the future, we would book here again.

Waterfront - Bayside Villas Captiva
Everything was perfect and itās wonderful to see Captiva coming back. The condo was perfect, I prefer the bayside and the pool was so close. The only negative which had nothing to do with the condo itself was that when I arrived for check in at Royal Shell (3pm) I was told the condo wasnāt ready and I had to wait for a text. An hour later I did not receive a text notified Royal Shell and they told me to just go to the condo but someone could be there to inspect it by 5pm, that of which did not happen. Then upon check out I had a knock on the door at 9am from the house cleaner telling me there was no rush but she was leaving linens by the door. Checkout was not until 10am.

Loggerhead Cay 332 + Bikes + Paddleboard
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 thatās 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.

Stylish 2BR Sanibel condo amazing beach views 5C2
We absolutely loved this condo. It was beautiful and so peaceful. We would definitely book this again.
Quick stats about holiday rentals with a pool in Captiva
Total rentals
250 properties
Nightly prices starting at
$183Ā NZD 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
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