
Captiva Island Vacation Packages
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Top Captiva Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Baymont by Wyndham Fort Myers Central
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
6.4/10 (1,002 reviews)
The staff was rude. Although they cleaning crew did clean every day in my room so that was nice. The "breakfast" was nothing at all really. The pool was the best part. My daughter and I spent the entire day there one of the days we stayed.
Reviewed on Aug. 14, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
per person
Oct 20 - Oct 24
found 18 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
8.8/10 Excellent! (1,007 reviews)
Just what we wanted beach and golf. Restaurant services could do better, food was overpriced.
Reviewed on Aug. 14, 2025

Inn on Fifth
Old Naples
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.
Reviewed on Aug. 4, 2025


Embassy Suites by Hilton Fort Myers Estero
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (1,012 reviews)
We came exhausted after checking my son in to university. The bar tender was full of energy and kind conversation. She made us feel so at home.
Reviewed on Aug. 15, 2025
Captiva Island Hotel Deals

Tween Waters Island Resort & Spa
15951 Captiva Drive, Captiva, FL
The price is CA $434 per night from Aug 17 to Aug 18
CA $434
CA $532 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (998 reviews)
"Tween Waters was amazing!!! Our Studio King room with Ocean View in the Sea Grape was beautiful and completely updated!! We could see the most beautiful sunsets right from our private balcony!! The pool area was wonderful and the food and drinks were delicious!! We found the most beautiful shells ..."
Reviewed on Jul. 10, 2025

South Seas Resort
5400 South Seas Plantation Rd, Captiva, FL
8.2/10 Very Good! (1,002 reviews)
"Great view of Gulf and overall was exactly what we hoped for… the island has made a strong comeback from the storm and you won’t be disappointed. Shell searching at Turner was off the charts! We will return !"
Reviewed on Aug. 15, 2025

South Seas Bayside Villa 5130: Your Perfect Island Retreat
Captiva
8.6/10 Excellent! (14 reviews)
"Beautiful apartment"
Reviewed on Aug. 10, 2025
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.
Discover the most popular places to visit in Captiva Island

Alison Hagerup Beach Park
Why not spend a carefree afternoon at Alison Hagerup Beach Park during your travels in Captiva? Discover the beautiful sunsets in this relaxing area.

Useppa Island
Commune with nature and explore the great outdoors at Useppa Island during your travels in Captiva. Stroll along the beautiful beaches or discover the beautiful sunsets in this relaxing area.
McCarthy's Marina
Explore the waterfront of McCarthy's Marina and enjoy activities such as biking in Captiva. Discover the area's beautiful sunsets, or seek out its kayaking spots.
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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.