A beach with a wooden pier, a small house, and dense trees.

Captiva Hotel Guide - Hotels with Pool in Captiva, Florida

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Check availability on Captiva Hotels with Pool

Our top choices for Captiva hotels with a pool

3 outdoor pools, pool cabanas (surcharge), pool umbrellas

South Seas

South Seas
3.5 star property
Captiva
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Waterfront resort offers 3 outdoor pools, waterpark with slides, and private beach access.
The price is €354
includes taxes & fees
28 Jul - 29 Jul
South Seas
Aerial view

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa
3.0 star property
Captiva
8.6 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Discover a serene pool oasis with private beach access, where refreshing swims meet stunning sunsets over the bay.
The price is €304
includes taxes & fees
4 Aug - 5 Aug
Tween Waters Island Resort & Spa
A heated pool

Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Captiva
9.0 out of 10, Wonderful, (11 reviews)
The price is €398
includes taxes & fees
23 Jul - 24 Jul
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
On the beach

Sublime Gulf Beach Villas Residence on Captiva

Sublime Gulf Beach Villas Residence on Captiva
Captiva
9.6 out of 10, Exceptional, (23 reviews)
The price is €719
includes taxes & fees
19 Jul - 20 Jul
Sublime Gulf Beach Villas Residence on Captiva
A heated pool

Bayside Villas 5142: Panoramic Water Views & Coastal Elegance in Captiva

Bayside Villas 5142: Panoramic Water Views & Coastal Elegance in Captiva
Captiva
7.0 out of 10, Good, (2 reviews)
The price is €451
includes taxes & fees
17 Jul - 18 Jul
Bayside Villas 5142: Panoramic Water Views & Coastal Elegance in Captiva
A heated pool

The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414

The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414
Captiva
9.2 out of 10, Wonderful, (29 reviews)
The price is €574
includes taxes & fees
19 Jul - 20 Jul
The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414
Property grounds

Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001

Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001
Captiva
9.8 out of 10, Exceptional, (24 reviews)
The price is €748
includes taxes & fees
13 Aug - 14 Aug
Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001
Exterior

Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart

Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart
North Captiva
10.0 out of 10, Exceptional, (28 reviews)
The price is €1,199
includes taxes & fees
28 Jul - 29 Jul
Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart
A heated pool

Car-Free Island Escape | Pool, Spa + Golf Cart

Car-Free Island Escape | Pool, Spa + Golf Cart
North Captiva
10.0 out of 10, Exceptional, (11 reviews)
  • cleanliness
    Luxurious North Captiva island retreat with private heated pool, hot tub, and pristine beach sunset views.
The price is €1,291
includes taxes & fees
18 Jul - 19 Jul
Car-Free Island Escape | Pool, Spa + Golf Cart
A heated pool

4BR Captiva Home with Private Pool & Steps to the Beach

4BR Captiva Home with Private Pool & Steps to the Beach
Captiva
9.8 out of 10, Exceptional, (47 reviews)
The price is €1,210
includes taxes & fees
27 Jul - 28 Jul
4BR Captiva Home with Private Pool & Steps to the Beach
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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Choose what matters most at hotels with a pool in Captiva

Breakfast included
4 stars

Hotels with pools and hot tubs in Captiva

Aerial view
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, (1007)
The price is €304
includes taxes & fees
4 Aug - 5 Aug
Tween Waters Island Resort & Spa
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.
View all properties

Top Captiva Hotel Reviews

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"Awesome"
Carlos 3-night trip
Posted 4 days ago
Tween Waters Island Resort & Spa

Frequently asked questions

What's it like visiting Captiva?
If lounging next to a pool is your idea of the perfect getaway, you may want to consider relaxing Captiva, which offers 40 places to stay with pools. During your visit, you can explore attractions such as Sanibel Island Southern Beach and Key West Express, and then unwind poolside at one of the accommodation options in Captiva that guests like for their pools.
What are some hotels with pools in Captiva?
Tween Waters Island Resort & Spa: Resort located near Bowman's Beach. Features 2 outdoor swimming pools, a children's pool and a private beach. South Seas: Offers a private beach, 3 outdoor swimming pools and a water park. North Captiva Point House - Boat/Water Taxi Only NEWLY RENOVATED : Offers complimentary wireless Internet access, a pool and kitchens. 2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!: Villa located near Bowman's Beach. Features sunloungers, a pool and complimentary wireless Internet access. Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf: Offers complimentary wireless Internet access, a communal pool and kitchens.
How many pool hotels should I expect to find 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 such as Sanibel Island Southern Beach and Key West Express while you're in the area. Make a point to visit attractions such as 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 accommodation that offers an outdoor swimming pool if you're planning to visit Captiva in the driest months of February, December or March, when the average rainfall is 36 mm. Accommodation that has an indoor pool may be what you want if you are visiting during the rainiest months of August, June and September when the average rainfall is 178 mm.