Captiva Island Vacations from $491
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The Latest Captiva Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,574, price is now $862 per person
$862
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
If you are disabled or handicapped DO NOT stay here. The management was rude and hurtful. We have stay there almost 30 years. Something bad is going on there.
Reviewed on Aug 4, 2026
Shell Island Beach Club
East End
Save 100% on your flight
Price was $1,506, price is now $1,022 per person
$1,022
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
9.6/10 Exceptional! (24 reviews)
Great place to stay on the beach! Woman at the front desk was rude!
Reviewed on Jun 7, 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 7 to Aug 8
$346 total
Aug 7 - Aug 8
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
"If you are disabled or handicapped DO NOT stay here. The management was rude and hurtful. We have stay there almost 30 years. Something bad is going on there."
Reviewed on Aug 4, 2026
South Seas
5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
$377 nightly
The price is $420 total per night from Aug 11 to Aug 12
$420 total
Aug 11 - Aug 12
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Beautiful property with excellent amenities—we really enjoyed our stay. One suggestion would be to provide daily housekeeping instead of every other day. Also, while construction is ongoing, it would be appreciated if guests could be assigned rooms farther away from the construction area whenever ..."
Reviewed on Aug 2, 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.
