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Check prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Captiva holiday rentals

2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Sundial Beach Resort & Spa

Condo resort in Mid Island

Sundial Beach Resort & Spa
5.0 star property
8.6 out of 10, Excellent, (2584)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is 9.448.639 ₫
11.972.789 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Sundial Beach Resort & Spa
Premier Room | Private kitchen | Microwave, coffee/tea maker, toaster, paper towels
Flamingo Inn

Apartment in Mid Island

Flamingo Inn
3.0 star property
7.8 out of 10, Good, (983)
"Will definitely stay here again!"
United States
Sasha
The price is 3.156.840 ₫
5.329.931 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Flamingo Inn
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view
Edison Beach House

Aparthotel in Fort Myers Beach

Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1581)
"Awesome stay "
United States
mary
The price is 3.998.664 ₫
5.338.480 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Edison Beach House
Luxury Suite, Sea View | Beach/ocean view
Island Inn

Aparthotel in West End

Island Inn
3.5 star property
9.4 out of 10, Exceptional, (1122)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
The price is 5.498.163 ₫
6.130.453 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Island Inn
Outdoor pool
GullWing Beach Resort

Aparthotel in South Island

GullWing Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
GullWing Beach Resort
Property grounds
Chadwick Cove Resort & Marina

Condo in Manasota Key

Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is 3.998.664 ₫
16.316.653 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Chadwick Cove Resort & Marina
Dock
Matlacha Tiny Village

Villa in Matlacha

Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (268)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is 3.054.823 ₫
5.379.751 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Matlacha Tiny Village
Outdoor pool, a heated pool, pool loungers
Resort Harbour Properties

Condo in Punta Rassa

Resort Harbour Properties
3.5 star property
9.6 out of 10, Exceptional, (363)
"10/10 would stay there again"
United States
Kristie
Resort Harbour Properties
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites

Condo resort in Punta Gorda Isles

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (1048)
"Clean room, beautiful area, excellent staff"
United States
Crystal
The price is 4.667.486 ₫
5.227.584 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Suites at Fishermen’s Village- 2 Bedroom Suites
Grand Studio Suite, Kitchenette | Living area | 43-inch Smart TV with cable channels, Hulu, streaming services
Lazy Cuckoo Inn

Aparthotel in Fort Myers Beach

Lazy Cuckoo Inn
2.0 star property
9.0 out of 10, Wonderful, (225)
"Room was very clean, and spacious. Very convenient location for Ft. Myers’s beach and Sanibel. "
United States
ANNA
The price is 1.525.806 ₫
2.551.911 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Lazy Cuckoo Inn
House | 3 bedrooms
Docked at Dakota Sunrise

Holiday Home in Mid Island

Docked at Dakota Sunrise
2.0 star property
Docked at Dakota Sunrise
Exterior
Gulf View Condominiums

Condo in Manasota Key

Gulf View Condominiums
3.5 star property
The price is 11.885.503 ₫
27.780.614 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Gulf View Condominiums
House | 3 bedrooms
Docked at Dakota Sunset - Mid Island Pool Home

Holiday Home in Mid Island

Docked at Dakota Sunset - Mid Island Pool Home
2.0 star property
The price is 10.970.845 ₫
24.202.791 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Docked at Dakota Sunset - Mid Island Pool Home
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 6 days 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 9 days ago
Tween Waters Island Resort & Spa

Frequently asked questions

Can I find holiday rentals in Captiva?

Yes, there are holiday rentals close to the most popular sights in Captiva, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and marina in Captiva.

How many holiday rentals are there in Captiva?

Expedia has 293 holiday rentals for your stay in Captiva.

What can I see and do in Captiva?

Enjoy the outdoors at Captiva Beach and Turner Beach, or simply take in cultural attractions like Barbara Sumwalt Useppa Island Historical Museum and Barbara Sumwalt Museum. Other places in town to visit include Jensen’s Marina and North Captiva Island Beach.

What’s a holiday rental in Captiva like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Captiva. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.