Find Historic Hotels in Gasparilla Island, FL

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Check availability on Gasparilla Island Historic Hotels

Top Gasparilla Island Historic Hotels

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, (44)
"Wow what a great little place! Very clean and super convenient with the boat slip right next to it. The owners were super friendly, accommodating and always very responsive. We loved it there and will definitely go back!"
The price is AED 446
AED 571 total
includes taxes & fees
22 Jun - 23 Jun
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Price drop for last-minute bookings - your perfect break!
Fridge, oven, coffee/tea maker, electric kettle

Price drop for last-minute bookings - your perfect break!

10.0 out of 10, Exceptional, (9)
"Quaint old Florida at it's best"
The price is AED 184
AED 732 total
includes taxes & fees
6 Jul - 7 Jul
Price drop for last-minute bookings - your perfect break!
Newly Renovated Charlotte Harbor - Sunset Inn #5
Exterior

Newly Renovated Charlotte Harbor - Sunset Inn #5

10.0 out of 10, Exceptional, (3)
"I enjoyed my stay. Had everything I needed for a comfortable experience. Would go back again."
The price is AED 356
AED 715 total
includes taxes & fees
19 Jun - 20 Jun
Newly Renovated Charlotte Harbor - Sunset Inn #5
Newly Renovated Charlotte Harbor - Sunset Inn #1
Exterior

Newly Renovated Charlotte Harbor - Sunset Inn #1

10.0 out of 10, Exceptional, (18)
"Super clean, modern, and a wonderful place to stay. loved the fully equipped kitchen and bathroom, would stay here again next time I come to florida"
The price is AED 356
AED 722 total
includes taxes & fees
19 Jun - 20 Jun
Newly Renovated Charlotte Harbor - Sunset Inn #1
Newly Renovated Charlotte Harbor - Sunset Inn #4
Exterior

Newly Renovated Charlotte Harbor - Sunset Inn #4

10.0 out of 10, Exceptional, (7)
"Beautiful inside and out. The area had a laid back feel. CLEAN!!!! Hidden Gem!!!!!!!"
The price is AED 356
AED 715 total
includes taxes & fees
19 Jun - 20 Jun
Newly Renovated Charlotte Harbor - Sunset Inn #4
Newly Renovated Charlotte Harbor - Sunset Inn #6
Exterior

Newly Renovated Charlotte Harbor - Sunset Inn #6

9.8 out of 10, Exceptional, (6)
"Great place to stay"
The price is AED 356
AED 722 total
includes taxes & fees
19 Jun - 20 Jun
Newly Renovated Charlotte Harbor - Sunset Inn #6
Newly Renovated Charlotte Harbor - Sunset Inn #3
Exterior

Newly Renovated Charlotte Harbor - Sunset Inn #3

9.4 out of 10, Exceptional, (8)
"We loved staying here. The cottages are compact, but very clean and have everything you need. The outdoor seating area was nice, too!"
The price is AED 356
AED 715 total
includes taxes & fees
19 Jun - 20 Jun
Newly Renovated Charlotte Harbor - Sunset Inn #3
Newly Renovated Charlotte Harbor - Sunset Inn #2
Exterior

Newly Renovated Charlotte Harbor - Sunset Inn #2

9.8 out of 10, Exceptional, (10)
"This is a great place to stay. Very clean and had everything we needed. It was great to sit on the patio and take in the sun. Would love to stay here again on our next getaway!"
The price is AED 356
AED 715 total
includes taxes & fees
19 Jun - 20 Jun
Newly Renovated Charlotte Harbor - Sunset Inn #2
Newly Renovated Charlotte Harbor - Sunset Inn #7
Exterior

Newly Renovated Charlotte Harbor - Sunset Inn #7

10.0 out of 10, Exceptional, (5)
"Super cute small place!"
The price is AED 356
AED 715 total
includes taxes & fees
19 Jun - 20 Jun
Newly Renovated Charlotte Harbor - Sunset Inn #7
NEW!! The “WATERSIDE” COTTAGE~With dockage
Pool

NEW!! The “WATERSIDE” COTTAGE~With dockage

10.0 out of 10, Exceptional, (40)
"We enjoyed our stay very much. We knew the area very well and we're sorry to see that Captain Con restaurant had been destroyed by a hurricane. But enjoyed the Lazy Flamingo and loved Tarpon Lodge, as always. I went kayaking at Carmen's Kayaks. They were super helpful. Darlene, our host, was great. She was always available."
The price is AED 698
AED 1,437 total
includes taxes & fees
30 Jun - 1 Jul
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.