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Find Adventure Hotels in Gasparilla Island, FL

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Check availability on Gasparilla Island Adventure Hotels

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Gasparilla Island adventure hotels

Outdoor dining
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)
"The atmosphere and art very local"
United States
Cindy
The price is ￥23,187
￥28,977 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Sun loungers, beach towels
PLACE TO BE. we have everything you need

PLACE TO BE. we have everything you need

PLACE TO BE. we have everything you need
Warm Mineral Springs
9.6 out of 10, Exceptional, (8)
"We thoroughly enjoyed our stay! The property was impeccably clean, boasted a prime location, and featured a well-equipped kitchen. It had everything we needed for a wonderful stay."
United States
Alex M.
The price is ￥23,329
￥58,224 total
includes taxes & fees
Jan 1 - Jan 2, 2026
PLACE TO BE. we have everything you need
Smart TV, stereo
Completely remodeled beautiful waterfront property on canal with dock

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 ￥18,788
￥47,973 total
includes taxes & fees
Dec 28 - Dec 29
Completely remodeled beautiful waterfront property on canal with dock
Beach
Newly renovated only minutes away from the beach!!

Newly renovated only minutes away from the beach!!

Newly renovated only minutes away from the beach!!
Olde Englewood Village
9.6 out of 10, Exceptional, (58)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
Newly renovated only minutes away from the beach!!
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

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 ￥25,763
￥71,012 total
includes taxes & fees
Jan 6 - Jan 7, 2026
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
Smart TV, books, offices
Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!

Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!

Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!
New York Section
7.8 out of 10, Good, (19)
"Loved the place! My kids loved the pool!"
United States
Leslie P.
The price is ￥12,400
￥53,794 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!
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)
"Loved being right on the beach! Such a great little place!"
United States
Bryant
The price is ￥42,939
￥94,771 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Indoor pool
Venice Dove Shell

Venice Dove Shell

Venice Dove Shell
2.0 star property
Venice East
The price is ￥22,640
￥28,706 total
includes taxes & fees
Dec 29 - Dec 30
Venice Dove Shell
Property grounds
Old Floridian cottage in Historic Gulf Village

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 ￥25,834
￥50,799 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Old Floridian cottage in Historic Gulf Village
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

🌴 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 ￥17,614
￥72,681 total
includes taxes & fees
Jan 8 - Jan 9, 2026
🌴 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.
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Top Gasparilla Island Hotel Reviews

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

10/10 Excellent
"Room was clean and comfortable. Access is easy and the location is convenient to everything in Punta Gorda. "
Kent W Von 7-night trip
Posted 2 weeks ago
Wyvern Hotel, an Ascend Collection Hotel

Frequently asked questions

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