Find Hotels with a Pool in Captiva, FL

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Check availability on Captiva Hotels with a Pool

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Captiva hotels with a pool

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Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa
3.0 star property
Captiva
8.6 out of 10, Excellent, (1000)
"Stunning Beach View great Staff "
United States
Robert
The price is ￥46,261
￥57,039 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Tween Waters Island Resort & Spa
Pool
Modern Captiva Villa Residence with Great Amenities

Modern Captiva Villa Residence with Great Amenities

Modern Captiva Villa Residence with Great Amenities
Captiva
7.8 out of 10, Good, (10)
"Property was perfect for an extended weekend getaway. Great location near a beautiful beach."
United States
Janice S.
The price is ￥25,295
￥68,963 total
includes taxes & fees
Jan 17 - Jan 18, 2026
Modern Captiva Villa Residence with Great Amenities
Pool
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
Captiva
9.4 out of 10, Exceptional, (13)
"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 ￥35,912
￥85,952 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
Pool
Chic Marina View Residence on Captiva Island

Chic Marina View Residence on Captiva Island

Chic Marina View Residence on Captiva Island
Captiva
8.6 out of 10, Excellent, (17)
"Place was as advertised. Exceeded expectations!!!"
United States
Russell G.
The price is ￥38,879
￥93,945 total
includes taxes & fees
Dec 27 - Dec 28
Chic Marina View Residence on Captiva Island
A heated pool
Island Oasis with Pool, Spa & Cart

Island Oasis with Pool, Spa & Cart

Island Oasis with Pool, Spa & Cart
North Captiva
10.0 out of 10, Exceptional, (18)
"This was our second stay at Green Tortuga and once again it did not disappoint! We love the location of this home on the island as well as the layout and all the amenities it offers! Our family loves the lower level for entertainment in the evenings and the main level just feels like home. The owners are always quick to communicate. It really is a a top notch rental on North Captiva!"
United States
Brooke G.
The price is ￥66,864
￥201,741 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Island Oasis with Pool, Spa & Cart
A heated pool
Lands End 1633 - Panoramic water views

Lands End 1633 - Panoramic water views

Lands End 1633 - Panoramic water views
2.0 star property
Captiva
The price is ￥43,638
￥129,240 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Lands End 1633 - Panoramic water views
Outdoor pool, a heated pool
Stunning Modern beach front unit - completely renovated! Includes golf cart!

Stunning Modern beach front unit - completely renovated! Includes golf cart!

Stunning Modern beach front unit - completely renovated! Includes golf cart!
Captiva
9.8 out of 10, Exceptional, (111)
"Great stay! We would come back again. "
United States
Lisa K.
The price is ￥66,750
￥112,565 total
includes taxes & fees
Dec 28 - Dec 29
Stunning Modern beach front unit - completely renovated! Includes golf cart!
A heated pool
Beach Villa 2625 Gulf View Bliss: Spacious 2BR/2BA on Captiva Island

Beach Villa 2625 Gulf View Bliss: Spacious 2BR/2BA on Captiva Island

Beach Villa 2625 Gulf View Bliss: Spacious 2BR/2BA on Captiva Island
2.0 star property
Captiva
The price is ￥54,309
￥134,165 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Beach Villa 2625 Gulf View Bliss: Spacious 2BR/2BA on Captiva Island
On the beach, sun loungers, beach towels
Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views

Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views

Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views
North Captiva
9.8 out of 10, Exceptional, (72)
"Love the beach. Love the location. The island is wonderful. We spoke with the house managers about a few things with the house that could make the house better. Everything was as stated. We will be returning to visit again. Thank you Wendy and Bob. Ya'll were great."
United States
Sherry D.
The price is ￥81,974
￥103,357 total
includes taxes & fees
Jan 17 - Jan 18, 2026
Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views
3 outdoor pools, cabanas (surcharge), pool umbrellas
South Seas Resort

South Seas Resort

South Seas Resort
3.5 star property
Captiva
8.4 out of 10, Very Good, (1001)
"Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk."
United States
John
The price is ￥68,545
￥93,406 total
includes taxes & fees
Jan 4 - Jan 5, 2026
South Seas Resort
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.
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Top Captiva Hotel Reviews

South Seas Resort

South Seas Resort

10/10 Excellent
"Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk."
John 4-night trip
Posted 2 weeks ago
South Seas Resort
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"early quick friendly clean"
marion 1-night trip
Posted 3 weeks ago
Tween Waters Island Resort & Spa

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. Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts: Offers complimentary wireless internet access, a communal pool, and kitchens. Bayside Villa 5130: Your Perfect Island Retreat: Features kitchens, a pool, and Smart TVs.
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 North Captiva Island 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.