Historic Hotels & Resorts in Captiva Island from NZ$341

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Captiva Island Historic Hotels

Our top choices for Captiva Island historic hotels

On the beach
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 1

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Captiva
7.8 out of 10, Good, (12 reviews)
"Loved being right on the beach! Such a great little place!"
United States
Bryant
The price is NZ$1,050
includes taxes & fees
16 Jan - 17 Jan
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
On the beach
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

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

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Captiva
9.6 out of 10, Exceptional, (8 reviews)
"Very nice stay. Loved the easy access to the beach and our unit was great."
United States
Juan
The price is NZ$1,467
includes taxes & fees
31 Jan - 1 Feb
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Outdoor dining
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4

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

Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
Captiva
8.6 out of 10, Excellent, (9 reviews)
"Great spot. Amazing location"
United States
Brandon C.
The price is NZ$1,106
includes taxes & fees
15 Jan - 16 Jan
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
On the beach
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" 7

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
3.0 star property
Captiva
8.0 out of 10, Very good, (10 reviews)
"Loved it!"
United States
Thomas H.
The price is NZ$1,152
includes taxes & fees
13 Jan - 14 Jan
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
On the beach
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 3

Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
Captiva
8.4 out of 10, Very good, (5 reviews)
"The perfect beach getaway for our family"
United States
Anonymous traveller
The price is NZ$1,368
includes taxes & fees
14 Jan - 15 Jan
Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
Iron/ironing board, WiFi, bed sheets
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

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 reviews)
"The atmosphere and art very local"
United States
Cindy
The price is NZ$341
includes taxes & fees
25 Jan - 26 Jan
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Beach nearby
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

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, (47 reviews)
"Great place "
United States
Christine
The price is NZ$786
includes taxes & fees
18 Jan - 19 Jan
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Sun-loungers, beach towels
NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (42 reviews)
"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. "
United States
Ron R.
The price is NZ$751
includes taxes & fees
13 Jan - 14 Jan
NEW!! The “WATERSIDE” COTTAGE~With dockage
Terrace/patio
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.

720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6.
4.0 star property
Fort Myers Beach
9.6 out of 10, Exceptional, (30 reviews)
"It was a great place. Wish we had had more time there!"
United States
Fred M.
The price is NZ$1,105
includes taxes & fees
13 Jan - 14 Jan
720 ft to beach, 2 BR 2 BA, Pool, Beach Gear, Deck, BBQ, W/D, sleeps 6.
Interior
Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ

Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ

Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ
Fort Myers Beach
10.0 out of 10, Exceptional, (21 reviews)
"What a lovely place we rented, soo close to the Beach and everything else we needed. The apt/home has been remodeled and it was Very cute. We enjoyed our stay and would love to rent this place again. Thank you again to Sandy for all of the help in answering questions and making our stay perfect. 😎"
United States
Robin B.
The price is NZ$940
includes taxes & fees
13 Jan - 14 Jan
Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ
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.
View all properties

Top Captiva Island Hotel Reviews

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"Great location and amenities. "
John 2-night trip
Posted 3 days ago
Tween Waters Island Resort & Spa
South Seas Resort

South Seas Resort

10/10 Excellent
"Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk."
John 4-night trip
Posted 1 month ago
South Seas Resort

Explore a world of travel with Expedia