Photo by Brooke Csaky

Adventure Sport Hotels & Resorts in Gasparilla Island from AU$284

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 Adventure Sport Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Best Gasparilla Island Adventure Sport Hotels

Smart TV
Boca Sunny Side Condo in Florida

Boca Sunny Side Condo in Florida

2.0 star property
Rotonda West
10.0 out of 10, Exceptional, (2)
"Excellent "
United Kingdom
Peter S.
The price is AU$463
includes taxes & fees
8 Dec - 9 Dec
Boca Sunny Side Condo in Florida
Fridge, microwave, oven, stovetop
#1 Vacation near Mineral Springs

#1 Vacation near Mineral Springs

Warm Mineral Springs
10.0 out of 10, Exceptional, (8)
"Perfect spot for our weekend trip. "
United States
Andrea
The price is AU$341
includes taxes & fees
6 Dec - 7 Dec
#1 Vacation near Mineral Springs
Indoor pool, a heated pool
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

Rotonda Heights
9.8 out of 10, Exceptional, (7)
"Clean and spacious house worth every penny"
United States
Milica B.
The price is AU$545
includes taxes & fees
16 Dec - 17 Dec
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
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

Captiva
7.8 out of 10, Good, (12)
"Loved being right on the beach! Such a great little place!"
United States
Bryant
The price is AU$777
includes taxes & fees
6 Dec - 7 Dec
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Outdoor spa tub
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

Port Charlotte
9.6 out of 10, Exceptional, (25)
"Me and my family really enjoyed our stay at this home and will definitely recommend it to anybody."
United States
Julien L.
The price is AU$593
includes taxes & fees
15 Dec - 16 Dec
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
Outdoor dining
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, (49)
"The atmosphere and art very local"
United States
Cindy
The price is AU$284
includes taxes & fees
7 Dec - 8 Dec
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Smart TV, stereo
Completely remodeled beautiful waterfront property on canal with dock

Completely remodeled beautiful waterfront property on canal with dock

Port Charlotte
9.6 out of 10, Exceptional, (61)
"Had an extended Prospect Wire tournament in the area with my oldest son. The house was PERFECT! The remodel was done really well. The kitchen had everything we needed, the bedrooms were very comfortable and clean. We needed an extra night at the last minute and the host was extremely accommodating with our schedule and our needs. I would recommend this place for anyone looking for a great stay at a great house."
United States
Jason M.
The price is AU$448
includes taxes & fees
8 Dec - 9 Dec
Completely remodeled beautiful waterfront property on canal with dock
Property grounds
Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village

Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Very good, great location 👍👍"
United States
James M.
The price is AU$384
includes taxes & fees
16 Dec - 17 Dec
Old Floridian cottage in Historic Gulf Village
Beach nearby
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!

Manasota Key
10.0 out of 10, Exceptional, (40)
"Location was great, property condition is excellent!"
United States
Mabel
The price is AU$500
includes taxes & fees
16 Dec - 17 Dec
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Smart TV, music library, stereo
🌴 Spacious 4BR Oasis Private Pool 20 Min to White Sand Beaches

🌴 Spacious 4BR Oasis Private Pool 20 Min to White Sand Beaches

Port Charlotte
10.0 out of 10, Exceptional, (1)
"House was exactly what we needed for the monthly we stayed. Plenty of room for everyone and very clean. Close to shopping, restaurants and beaches . The pool was great to come home and relax in . Dave was an excellent host and if we had any questions or concerns, communication was great. I would definitely recommend staying."
United States
Brian B.
The price is AU$755
includes taxes & fees
6 Dec - 7 Dec
🌴 Spacious 4BR Oasis Private Pool 20 Min to White Sand Beaches
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

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

10/10 Excellent
"Spent one night. Easy and welcoming check in. Our room was spacious, very comfortable and spotlessly clean. Lovely big bathroom with a deep tub and hot water. Our only hopefully helpful comment is that the elevator was a bit shabby, compared to every else in the hotel, but it didn't detract from our stay. We had a lovely view of the River from our room and enjoyed our stay. "
Judith 1-night trip
Posted 7 days ago
Wyvern Hotel, an Ascend Collection Hotel

Explore a world of travel with Expedia