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

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Check availability on Captiva Hotels with a Pool

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Captiva hotels with a pool

Aerial view

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa
3.0 star property
Captiva
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Discover a serene pool oasis with private beach access, where refreshing swims meet stunning sunsets over the bay.
The price is ￥45,714
￥56,702 total
includes taxes & fees
Aug 18 - Aug 19
Tween Waters Island Resort & Spa
5 restaurants; lunch and dinner served

South Seas

South Seas
3.5 star property
Captiva
8.4 out of 10, Very Good, (1,006 reviews)
  • cleanliness
    Waterfront resort offers 3 outdoor pools, waterpark with slides, and private beach access.
The price is ￥41,113
￥65,946 total
includes taxes & fees
Aug 13 - Aug 14
South Seas
A heated pool

3BR Custom Home with Private Heated Pool Steps from Captiva Beach

3BR Custom Home with Private Heated Pool Steps from Captiva Beach
Captiva
9.2 out of 10, Wonderful, (37 reviews)
The price is ￥57,306
￥189,264 total
includes taxes & fees
Aug 1 - Aug 2
3BR Custom Home with Private Heated Pool Steps from Captiva Beach
A heated pool

3BR Cottage with Private Pool & Spa, Steps to the Beach

3BR Cottage with Private Pool & Spa, Steps to the Beach
Captiva
9.8 out of 10, Exceptional, (21 reviews)
The price is ￥65,492
￥188,445 total
includes taxes & fees
Aug 3 - Aug 4
3BR Cottage with Private Pool & Spa, Steps to the Beach
A heated pool

Luxury 5BR Gulf-View Home with Private Pool, Spa & High-Tech Entertainment

Luxury 5BR Gulf-View Home with Private Pool, Spa & High-Tech Entertainment
Captiva
9.8 out of 10, Exceptional, (41 reviews)
The price is ￥147,357
￥376,653 total
includes taxes & fees
Aug 22 - Aug 23
Luxury 5BR Gulf-View Home with Private Pool, Spa & High-Tech Entertainment
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 ￥69,585
￥206,886 total
includes taxes & fees
Jul 30 - Jul 31
4BR Captiva Home with Private Pool & Steps to the Beach
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 ￥42,079
￥138,243 total
includes taxes & fees
Jul 30 - Jul 31
Sublime Gulf Beach Villas Residence on Captiva
A heated pool

Custom 3BR Home with Private Heated Pool & Exclusive Beach Access

Custom 3BR Home with Private Heated Pool & Exclusive Beach Access
Captiva
9.2 out of 10, Wonderful, (23 reviews)
The price is ￥65,492
￥198,555 total
includes taxes & fees
Jul 30 - Jul 31
Custom 3BR Home with Private Heated Pool & Exclusive Beach Access
A heated pool

3BR Captiva Village Retreat with Private Pool & Spa, Steps to the Beach

3BR Captiva Village Retreat with Private Pool & Spa, Steps to the Beach
Captiva
8.8 out of 10, Excellent, (26 reviews)
The price is ￥65,492
￥189,264 total
includes taxes & fees
Aug 27 - Aug 28
3BR Captiva Village Retreat with Private Pool & Spa, Steps to the Beach
Pool

Penthouse Beach Villa on Captiva- 4 Bedroom

Penthouse Beach Villa on Captiva- 4 Bedroom
Captiva
9.0 out of 10, Wonderful, (4 reviews)
Penthouse Beach Villa on Captiva- 4 Bedroom
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, (1001)
The price is ￥45,714
￥56,702 total
includes taxes & fees
Aug 18 - Aug 19
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

8/10 Good
"Very nice place"
Blanca 1-night trip
Posted 1 hour ago
Tween Waters Island Resort & Spa
Newly Renovated Island Pool Home

Newly Renovated Island Pool Home

10/10 Excellent
"Perfect cottage for perfect vacation in perfect location! We’ve stayed on the island before and loved it. But this place and the owner far exceeded our expectations. Her standards were far greater than my own! We were coached on what to bring & not bring before we arrived. Actually, the only thing you really need is a few changes of clothes and your food items. Pat has thought of everything else - and I mean EVERYTHING! We were met at the dock, given guided tour on way to house, and walked through and shown everything. The house is close to beach. We had a nice parking area and entrance to beach. Loved the beach chairs & umbrella! The beach was nice and it was choppy for surf fishing - but who cares. We ordered fresh fish & shrimp from Boats & Fun. The outdoor griddle was a huge bonus. The pool was wonderful and very secluded & private. The house stayed plenty cool during days and the fans were scattered throughout. We loved the outdoor shower too! As stated above - she had everything we could have wanted and needed. Next time I may just pack a backpack! Thanks Pat for sharing the Cottage with us and giving us time to answer questions and help us out. We will see you in 2027!"
Leonard H. 7-night trip
Posted 2 months ago
Newly Renovated Island Pool Home

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: Resort located near Bowman's Beach. Features 2 outdoor pools, a children's pool, and a private beach. South Seas: Offers a private beach, 6 outdoor 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!: Features complimentary wireless internet access, a communal pool, and kitchens. Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf: Villa located near Bowman's Beach. Offers 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.