Find Hotels with a Pool in Captiva, FL

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Captiva Hotels with a Pool

Our top choices for Captiva hotels with a pool

Charming Captiva Villa Residence, Great Amenities

Charming Captiva Villa Residence, Great Amenities
Captiva
8.0 out of 10, Very Good, (5)
"The condo was very clean and updated. Very close to the beach. I would recommend this VRBO and would stay there again."
United States
William L.
The price is AED 312
AED 1,325 total
includes taxes & fees
14 Dec - 15 Dec
Charming Captiva Villa Residence, Great Amenities

Gorgeous Newly Renovated Marina View Condo

Gorgeous Newly Renovated Marina View Condo
Captiva
9.4 out of 10, Exceptional, (3)
"Our family of 3 (our babe is almost 2) enjoyed four nights at this condo. We enjoyed the easy access to our boat (booked through South Seas Marina) and the view from the condo was fantastic. The pool was conveniently located next to our building and we grilled out every night. 10/10 experience. We’ll definitely be back to book this very condo! "
United States
Jennifer C.
Gorgeous Newly Renovated Marina View Condo

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
Captiva
9.4 out of 10, Exceptional, (12)
"Condo was clean, comfortable and in a great location. We walked to restaurants, beach and pool. Very relaxing!"
United States
Lindsay B.
The price is AED 356
AED 1,518 total
includes taxes & fees
14 Dec - 15 Dec
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6

Stunning Harborview Villa

Stunning Harborview Villa
Captiva
9.0 out of 10, Wonderful, (26)
"Nice accommodations! "
United States
Kimberly H.
The price is AED 375
AED 1,479 total
includes taxes & fees
12 Dec - 13 Dec
Stunning Harborview Villa

Stunning Beachfront Residence on Captiva

Stunning Beachfront Residence on Captiva
Captiva
9.6 out of 10, Exceptional, (17)
"Everything was as advertised - location, time to beach (1 min), clean condo...quick and easy check-in, reliable Wi-Fi, good beach chairs /umbrella."
United States
Rich G.
Stunning Beachfront Residence on Captiva

Gorgeous Captiva Villa Residence with Great Amenities

Gorgeous Captiva Villa Residence with Great Amenities
Captiva
7.4 out of 10, Good, (9)
"The place was very clean and comfortable, the pool in the tennis villa was nice and we will take advantage of the short walk to the beach next time as public parking fills up fast even on weekdays. We booked with rosen vacations and "
United States
Trevor A.
The price is AED 312
AED 1,325 total
includes taxes & fees
12 Dec - 13 Dec
Gorgeous Captiva Villa Residence with Great Amenities

Amazing Bayside Villa with Free Bikes

Amazing Bayside Villa with Free Bikes
Captiva
7.6 out of 10, Good, (4)
"We loved our stay in this condo. Great location, beautiful view and It had everything you would need to enjoy a family vacation. The murphy bed was a great addition, perfect for our teenager. Still some construction noise and vehicles around the South Seas property but all to be expected and did not effect our trip at all. We still enjoyed the beaches and the pool with no issues."
United States
Stacey F.
Amazing Bayside Villa with Free Bikes

Chic Captiva Villa Residence with Great Amenities

Chic Captiva Villa Residence with Great Amenities
Captiva
9.0 out of 10, Wonderful, (11)
"Nice property well equiped short walk to the beautiful beach/ picturesque little town. Very pleased. "
United States
Carlos
The price is AED 595
AED 1,666 total
includes taxes & fees
7 Jan - 8 January 2026
Chic Captiva Villa Residence with Great Amenities

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa
3.0 star property
Captiva
8.6 out of 10, Excellent, (1001)
"Stunning Beach View great Staff "
United States
Robert
The price is AED 1,077
AED 1,329 total
includes taxes & fees
11 Jan - 12 January 2026
Tween Waters Island Resort & Spa

Gorgeous Marina Villas Residence at South Seas

Gorgeous Marina Villas Residence at South Seas
Captiva
9.0 out of 10, Wonderful, (10)
"Enjoyed our stay. "
United States
Kim S.
The price is AED 1,072
AED 2,458 total
includes taxes & fees
12 Dec - 13 Dec
Gorgeous Marina Villas Residence at South Seas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Captiva Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Captiva?
If relaxing by the pool is your idea of a great vacation, you may want to check out relaxing Captiva, which has 40 places to stay with pools. During your visit, you can explore attractions like Key West Express, and then unwind poolside at one of the accommodations in Captiva that travelers like for their pools.
What are some hotels with pools in Captiva?
Tween Waters Island Resort & Spa: Features 2 outdoor pools, a children's pool, and a private beach. South Seas Resort: Offers 3 outdoor pools, a children's pool, and a private beach. North Captiva Point House - Boat/Water Taxi Only NEWLY RENOVATED : Features sun loungers, a communal pool, and complimentary wireless internet access. Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views: Offers sun loungers, a communal pool, and complimentary wireless internet access. Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts: Features sun loungers, a pool, and complimentary wireless internet access.
How many pool hotels are there in Captiva?
Expedia's 40 hotels in Captiva give you a great choice for your poolside getaway.
What is there to see and do in Captiva?
Explore places like Key West Express while you're in the area. Make a point to visit attractions like Captiva Beach and Turner Beach. Visitors to Captiva speak highly of the natural attractions, including the beautiful beaches.
When is the best time to book a hotel with a pool in Captiva?
You may want to think about an accommodation that has an outdoor pool if you'll be visiting Captiva in the driest months of February, December, or March when the average rainfall is 1 inches. Lodging that has a pool indoors may be what you want if you are visiting during the rainiest months of August, June, and September when the average rainfall is 7 inches.