Captiva Island Vacations from $386
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The Latest Captiva Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Manasota Key Resort
Save 100% on your flight
Price was $1,160, price is now $766 per person
$766
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (304 reviews)
We were only on property for 10 minutes before agreeing that we needed to come back every year.
It is a little piece of paradise. We used all the things, from lawn chairs to shuffle boards, paddle boards, bikes, and pool.
It is a short drive to restaurants and stores, but the kitchenette was perfect for cooking a quick meal. The rooms are spacious and comfortable.
Reviewed on Jul 16, 2026
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Captiva Island Hotel Deals
Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
$311 nightly
The price is $346 total per night from Aug 5 to Aug 6
$346 total
Aug 5 - Aug 6
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"Very nice place"
Reviewed on Jul 29, 2026
South Seas
5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
$370 nightly
The price is $413 total per night from Aug 10 to Aug 11
$413 total
Aug 10 - Aug 11
Total with taxes and fees
8.4/10 Very Good! (1,006 reviews)
"The beach and pool was good… the room was ok. There was no one cleaning everyday and the floors got dirty and no broom was provided.. the room was also infested with ants and spiders and my kids didn’t enjoy that."
Reviewed on Jul 28, 2026
2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!
Captiva Island FL
10/10 Exceptional! (37 reviews)
"Beautiful home, pool & view. Host very accommodating."
Reviewed on Jul 12, 2026
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.
Find the Best Captiva Island Vacation Packages
Captiva Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Southwest Florida Intl. Airport (RSW) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
