
Captiva Island Vacations from $1,020
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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 $1,541, price is now $1,020 per person
$1,020
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (340 reviews)
We loved our stay. Thank you so much for the great hospitality
Reviewed on Oct 22, 2026

The Suites at Fishermen’s Village
Punta Gorda Isles
Save 100% on your flight
Price was $1,876, price is now $1,185 per person
$1,185
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (1,348 reviews)
Very nice accommodations. When we had a problem with the AC Linda was very willing to help get us into another vacant room. Great view of the bay
Reviewed on Nov 12, 2026


The Perry Hotel Naples
Price was $2,234, price is now $1,447 per person
$1,447
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (1,224 reviews)
If you are looking for a fantastic resort that’s nearby everything SWFL has to offer. This is the resort for you! I wasn’t sure what to expect booking but it was great. From the staff, to the room, the food and private boat to the beach. Every detail was noted and appreciated. I cannot wait to return! Thank you for making a tough trip into a wonderful one!
Reviewed on Nov 13, 2026
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Captiva Island Hotel Deals

Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
$319 nightly
The price is $356 total per night from Dec 15 to Dec 16
$356 total
Dec 15 - Dec 16
Total with taxes and fees

South Seas
5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
$258 nightly
The price is $288 total per night from Dec 1 to Dec 2
$288 total
Dec 1 - Dec 2
Total with taxes and fees

Captiva Beach Villas 🏝 On The Gulf Beach
Captiva FL
10/10 Exceptional! (174 reviews)
"Great location, beautiful property. Easy walk to the beach! Host was awesome."
Reviewed on Oct 24, 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.
























