Find Historic Hotels in Captiva Island, FL

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Captiva Island Historic Hotels

Top Captiva Island Historic Hotels

Our top choices for Captiva Island historic hotels

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
On the beach

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

3.0 star property
7.6 out of 10, Good, (8)
"Our spot was clean, tasteful, and quiet. It was a quick walk to the beautiful beach and local restaurants/stores. We'd definitely stay again if/when we're back in Captiva. Thank you!"
The price is CA $318
CA $713 total
includes taxes & fees
Aug 23 - Aug 24
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
On the beach

Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4

8.6 out of 10, Excellent, (9)
"Great spot. Amazing location"
The price is CA $415
CA $807 total
includes taxes & fees
Aug 25 - Aug 26
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
On the beach

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

9.6 out of 10, Exceptional, (8)
"Very nice stay. Loved the easy access to the beach and our unit was great."
The price is CA $373
CA $795 total
includes taxes & fees
Aug 30 - Aug 31
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
On the beach

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

6.6 out of 10, (8)
"Loved being right on the beach! Such a great little place!"
The price is CA $318
CA $666 total
includes taxes & fees
Aug 24 - Aug 25
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
On the beach

Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3

10.0 out of 10, Exceptional, (3)
"The perfect beach getaway for our family"
The price is CA $554
CA $1,035 total
includes taxes & fees
Aug 23 - Aug 24
Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Property grounds

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

9.6 out of 10, Exceptional, (46)
"Great place "
The price is CA $207
CA $365 total
includes taxes & fees
Aug 23 - Aug 24
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Outdoor dining

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

9.4 out of 10, Exceptional, (46)
"The atmosphere and art very local"
The price is CA $169
CA $216 total
includes taxes & fees
Aug 24 - Aug 25
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
NEW!! The “WATERSIDE” COTTAGE~With dockage
Pool

NEW!! The “WATERSIDE” COTTAGE~With dockage

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. "
The price is CA $264
CA $543 total
includes taxes & fees
Aug 25 - Aug 26
NEW!! The “WATERSIDE” COTTAGE~With dockage
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

South Seas Resort

10/10 Excellent
"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 ! "
Kurt 5-night trip
Posted 7 days ago
South Seas Resort
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"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 on the beach! We can’t wait to come back!! Definitely 10/10!!"
LISA 4-night trip
Posted 2 months ago
Tween Waters Island Resort & Spa