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Find Historic Hotels in Captiva Island, FL
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Our top choices for Captiva Island historic hotels
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1Captiva
7.8 out of 10, Good, (12)
"Loved being right on the beach! Such a great little place!"
Bryant
The price is ￥43,381
￥95,748 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7Captiva
8.0 out of 10, Very Good, (10)
"We loved being able to walk out to the beach without having to drive and the availability of beach chairs and umbrellas to carry with us. We also loved being able to walk to restaurants and the local grocery store nearby. Our room was pretty, comfortable and clean. It was a wonderful vacation! Thank you! "
Barbara
The price is ￥47,167
￥105,071 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4Captiva
8.6 out of 10, Excellent, (9)
"Great spot. Amazing location"
Brandon C.
The price is ￥47,325
￥99,577 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3Captiva
10.0 out of 10, Exceptional, (3)
"The perfect beach getaway for our family"
Anonymous traveler
The price is ￥63,100
￥116,782 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!Matlacha
9.4 out of 10, Exceptional, (50)
"The atmosphere and art very local"
Cindy
The price is ￥23,426
￥29,275 total
includes taxes & fees
Dec 22 - Dec 23
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!East End
9.6 out of 10, Exceptional, (46)
"Great place "
Christine
The price is ￥39,438
￥71,570 total
includes taxes & fees
Jan 1 - Jan 2, 2026
NEW!! The “WATERSIDE” COTTAGE~With dockage
NEW!! The “WATERSIDE” COTTAGE~With dockageBokeelia
10.0 out of 10, Exceptional, (41)
"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "
Ron R.
The price is ￥35,494
￥66,295 total
includes taxes & fees
Dec 22 - Dec 23
720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6.
720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6.Fort Myers Beach
9.6 out of 10, Exceptional, (29)
"It was a great place. Wish we had had more time there!"
Fred M.
The price is ￥39,438
￥90,218 total
includes taxes & fees
Dec 22 - Dec 23
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.
Top Captiva Island Hotel Reviews
South Seas Resort
10/10 Excellent
Tween Waters Island Resort & Spa
10/10 Excellent
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