Photo by Brooke Csaky

Most Romantic Hotels in Gasparilla Island

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Gasparilla Island Romantic Hotels

Top Gasparilla Island Romantic Hotels

2 outdoor pools, open 8:00 AM to 8:30 PM, pool cabanas (surcharge)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4.0 star property
Punta Gorda
9.2 out of 10, Wonderful, (1620)
"Amazing hotel we had the best time!"
United States
Charles
The price is RM742
RM1,012 total
includes taxes & fees
24 Nov - 25 Nov
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Porch
Angler's Inn

Angler's Inn

2.5 star property
Matlacha
9.4 out of 10, Exceptional, (320)
"Cute Inn in Matlacha. Clean rooms, comfy beds, and a great screened in porch for each room. Town still recovering from Ian, but still a great time. "
United States
Crystal
The price is RM723
RM806 total
includes taxes & fees
25 Nov - 26 Nov
Angler's Inn
Lobby
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3.0 star property
Captiva
8.6 out of 10, Excellent, (1002)
"Stunning Beach View great Staff "
United States
Robert
The price is RM840
RM1,082 total
includes taxes & fees
30 Nov - 1 Dec
Tween Waters Island Resort & Spa
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 Gasparilla Island Hotel Reviews

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"Just a wonderful feeling being at the resort. We absolutely love the Serenity pool area and enjoyed a spectacular sunset from the Crows Nest bar followed by a top notch dinner at the Old Captiva House. Shelby was a charming waitperson. We’ve stayed there four times and look forward to our fifth. "
John 2-night trip
Posted 5 days ago
Tween Waters Island Resort & Spa

Explore a world of travel with Expedia