Captiva Island Vacations from $511
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The Latest Captiva Island vacation packages
Price found within the past 48 hours. Click for updated prices.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $2,709, price is now $1,531 per person
$1,531
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,007 reviews)
We love laplaya and go there 1-2 x a year.
Beach is always amazing w great beach and wait staff!
Food at bakery is delicious!
Reviewed on Jul 29, 2026
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,073, price is now $731 per person
$731
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (1,276 reviews)
The property was very clean. Kitchen was stocked with dishes, pots and pans, utensils and everything we could want. The beds and pillows were comfortable. Ceiling fans were in every room. Couch and chair was clean and comfortable. TVs in every room. Centrally located. Easy to access.
Reviewed on Jul 30, 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 1 to Aug 2
$346 total
Aug 1 - Aug 2
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
$367 nightly
The price is $409 total per night from Aug 30 to Aug 31
$409 total
Aug 30 - Aug 31
Total with taxes and fees
8.4/10 Very Good! (1,000 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.