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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

Superhost
Home in Boca Grande
4.86 out of 5 average rating, 35 reviews

Island Oasis- Boca Grande Club

BlakeRating, 5 stars1 week ago
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!
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 stars4 weeks 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!
Guest favourite
Home in Captiva
4.93 out of 5 average rating, 15 reviews

Panoramic Ocean Views * Sleeps 10 * Heated Pool

KristyRating, 5 stars4 weeks ago
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. I’m 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!
Superhost
Home in North Captiva Island
4.89 out of 5 average rating, 62 reviews

Gorgeous Island Paradise *heated pool*golf cart*

Tamara Rating, 5 stars1 week ago
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!
Top Guest favourite
Home in North Captiva
5 out of 5 average rating, 15 reviews

Escape to Saltwater&Sunsets | Beach & Club Pools

BillRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Caloosahatchee
4.97 out of 5 average rating, 116 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

MichelleRating, 5 stars1 month ago
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. We’ll definitely be back!
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 stars1 week ago
My family had an excellent stay at this location. The neighborhood was and with a beautiful canal view.
Top Guest favourite
Home in Pelican
4.97 out of 5 average rating, 30 reviews

Villa Sunset Serenade II

LauraRating, 5 stars2 weeks ago
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 can’t wait to visit the area again!! Thank you Sebastian!!

Condo rentals with a pool

Guest favourite
Condo in Sanibel
5 out of 5 average rating, 5 reviews

Sanibel Island retreat with private beach- Unit 10

JanRating, 5 stars2 weeks ago
Very close to the beach - nice calm location!
Condo 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
Condo in Sanibel
4.85 out of 5 average rating, 26 reviews

**Sanibel Island's Best Kept Secret

DianeRating, 5 stars3 weeks 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.
Condo in Sanibel
5 out of 5 average rating, 6 reviews

Spectacular Sanibel condo near beach with pool

RobertRating, 5 stars3 days ago
We would definitely consider staying here again and tell friends and family about it if they’re 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 Bowman’s beach near by was great!
Condo in Sanibel
5 out of 5 average rating, 6 reviews

Sandpiper Beach #504 is a Beachfront Vacation Rent

AletheaRating, 5 stars1 month ago
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.
Superhost
Condo in Captiva
4.88 out of 5 average rating, 25 reviews

Waterfront - Bayside Villas Captiva

BethRating, 5 stars2 weeks ago
Everything was perfect and it’s 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 wasn’t 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.
Top Guest favourite
Condo in Sanibel
5 out of 5 average rating, 10 reviews

Loggerhead Cay 332 + Bikes + Paddleboard

BethRating, 5 stars2 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
Condo in Sanibel
5 out of 5 average rating, 8 reviews

Stylish 2BR Sanibel condo amazing beach views 5C2

AudreyRating, 5 stars2 weeks ago
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

Destinations to explore

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