A beach with a row of wooden posts extending into the water, a sandy shore, and a clear sky.

Search Historic Hotels in Gasparilla Island

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Check availability on Gasparilla Island Historic Hotels

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Gasparilla Island historic hotels

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

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Matlacha
United States
Nicolette K.
£133
includes taxes & fees
9 Aug - 10 Aug
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

2. NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
United States
Jennifer D.
£281
includes taxes & fees
6 Sept - 7 Sept
NEW!! The “WATERSIDE” COTTAGE~With dockage

3. 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
United States
Bryant
£374
includes taxes & fees
12 Aug - 13 Aug
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

4. 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
Captiva
United States
Anonymous traveller
£409
includes taxes & fees
19 Aug - 20 Aug
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

5. 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
United States
Juan
£501
includes taxes & fees
20 Aug - 21 Aug
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

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

Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
Captiva
United States
Kelly F.
£480
includes taxes & fees
8 Aug - 9 Aug
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4

7. 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
United States
john E.
£524
includes taxes & fees
15 Aug - 16 Aug
Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
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Top Gasparilla Island Hotel Reviews

Four Points by Sheraton Punta Gorda Harborside

Four Points by Sheraton Punta Gorda Harborside

10/10 Excellent
"Awesome hotel for business or pleasure. Conveniently located and plenty of dining options near by"
David 3-night trip
Posted 8 hours ago
Four Points by Sheraton Punta Gorda Harborside
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"Housekeeping Cynthia was so kind and super sweet! Poor bar staff was incredible and attentive! Checking in was depressing because the lady clearly didn’t want to be there. We walked in all excited and she was awful and kept making comments to the lady standing next to her at the other computer (wish we would have gone to her instead). Then there was no parking even though we paid for it. We noticed only a few cars had parking passes and the rest didn’t. Then people were hogging 6+ chairs at 7am by the pool which is insanity. So we couldn’t get chairs. We were there all day and barely any of the chairs were being used. We’ve been coming here for decades but it’s changed a lot. Wish they would fix these major issues."
Tara 1-night trip
Posted 4 days ago
Tween Waters Island Resort & Spa
South Seas

South Seas

10/10 Excellent
"Beautiful property with excellent amenities—we really enjoyed our stay. One suggestion would be to provide daily housekeeping instead of every other day. Also, while construction is ongoing, it would be appreciated if guests could be assigned rooms farther away from the construction area whenever possible. Unfortunately, our room was very close to it, which made the stay less enjoyable. Overall, it’s a beautiful place, and we would definitely consider staying again."
Rodrigo 3-night trip
Posted 5 days ago
South Seas

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