Photo by Brooke Csaky

Adventure Sport Hotels & Resorts 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
  • Be picky

    Search almost a million properties worldwide

Check availability on Gasparilla Island Adventure Sport Hotels

Best Gasparilla Island Adventure Sport Hotels

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

Matlacha
9.4 out of 10, Exceptional, (48)
"The atmosphere and art very local"
United States
Cindy
The price is NZ$327
includes taxes & fees
19 Nov - 20 Nov
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

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 NZ$440
includes taxes & fees
18 Nov - 19 Nov
Old Floridian cottage in Historic Gulf Village

8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

South Venice
10.0 out of 10, Exceptional, (42)
"We had a wonderful time! The house was perfect and such a great location."
United States
Kellee N.
The price is NZ$610
includes taxes & fees
16 Dec - 17 Dec
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

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 NZ$539
includes taxes & fees
19 Nov - 20 Nov
Boca Sunny Side Condo in Florida

Perfect Getaway with the pool

North Port
10.0 out of 10, Exceptional, (26)
"We enjoyed our stay very much. Will stay again"
United States
Christi K.
The price is NZ$605
includes taxes & fees
18 Nov - 19 Nov
Perfect Getaway with the pool

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 NZ$451
includes taxes & fees
18 Nov - 19 Nov
PLACE TO BE. we have everything you need

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 NZ$473
includes taxes & fees
18 Nov - 19 Nov
Completely remodeled beautiful waterfront property on canal with dock

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 NZ$627
includes taxes & fees
18 Nov - 19 Nov
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

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.
The price is NZ$498
includes taxes & fees
18 Nov - 19 Nov
Newly renovated only minutes away from the beach!!

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

Captiva
7.6 out of 10, Good, (11)
"Loved being right on the beach! Such a great little place!"
United States
Bryant
The price is NZ$894
includes taxes & fees
18 Nov - 19 Nov
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
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.

Top Gasparilla Island Hotel Reviews

Explore a world of travel with Expedia