Holiday Homes in Gasparilla Island

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Gasparilla Island

Our top choices for Gasparilla Island holiday homes

NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

3.0 star property
9.8 out of 10, Exceptional, (16)
"Stunning home with all brand new everything!! The neighborhood was peaceful and beautiful as well. Very close to tons of places to eat, explore and have fun! We spent a lot of time in the pool and spa, very clean and very relaxing. "
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach

9.2 out of 10, Wonderful, (31)
"No issues.. we enjoyed our stay. Nice and quiet. "
Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach

~Heated Pool W/ Floats~Keurig~6Mi to Beach~BBQ~

10.0 out of 10, Exceptional, (10)
"This was a well equipped and comfortable home. The pool was nice and warm. Kitchen was well equipped to make meals. Communication with owners was immediate and thorough. "
~Heated Pool W/ Floats~Keurig~6Mi to Beach~BBQ~

Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

8.0 out of 10, Very good, (20)
"Great spit in Venice to bring the dogs and enjoy some early summer vacations "
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

Gorgeous Pool house 5 min from the beach, shopping and restaurants I

9.0 out of 10, Wonderful, (62)
"Loved our stay! "
The price is AU$548
includes taxes & fees
9 Sept - 10 Sept
Gorgeous Pool house 5 min from the beach, shopping and restaurants I

150 yards to the beach. Waterfall resort style pool, private theater and more

9.8 out of 10, Exceptional, (41)
"We loved this house. Plenty of room and well setup for vacation"
150 yards to the beach. Waterfall resort style pool, private theater and more

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

9.6 out of 10, Exceptional, (97)
"Everything was perfect."
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

South Seas Bayside Villa 5130: Your Perfect Island Retreat

8.8 out of 10, Excellent, (16)
"Beautiful apartment "
South Seas Bayside Villa 5130: Your Perfect Island Retreat

South Seas Bayside Villa 4222

10.0 out of 10, Exceptional, (1)
"It was a wonderful getaway before school starts!"
South Seas Bayside Villa 4222

South Seas Beach Villa 2418 Coastal Luxury

9.8 out of 10, Exceptional, (78)
"The location was great to sit and enjoy the view. Short walk to the beach. "
South Seas Beach Villa 2418 Coastal Luxury

Your Beachfront Oasis Awaits

8.0 out of 10, Very good, (3)
"Great house, great location "
Your Beachfront Oasis Awaits

Beautiful waterfront home with pool, game room, & dog-friendly

9.2 out of 10, Wonderful, (30)
"Had a fabulous stay with 2 other older couples...quiet neighborhood and a very short drive to many great restaurants..."
Beautiful waterfront home with pool, game room, & dog-friendly

Stunning Gulf Front Beauty!

9.8 out of 10, Exceptional, (26)
"Private, Comfortable, heated pool and hottub were wonderful. "
Stunning Gulf Front Beauty!

NEW!! PARADISE! MODERN-WATERFRONT-LARGE HEATED POOL-5 MIN TO FISHVILLE

10.0 out of 10, Exceptional, (7)
NEW!! PARADISE! MODERN-WATERFRONT-LARGE HEATED POOL-5 MIN TO FISHVILLE

GULF ACCESS Canal Home, with HEATED POOL, HOT TUB, TIKI HUT on dock. SLEEPS 10!

10.0 out of 10, Exceptional, (32)
"We had the best time staying here for the week! The home had everything we could possibly need while traveling with a 3 year old and 9 month old. We spent most of our time out by the pool! The property manager so quick to answer any questions we had too. Loved every minute of our stay and hope to be back!"
GULF ACCESS Canal Home, with HEATED POOL, HOT TUB, TIKI HUT on dock. SLEEPS 10!

Heated Pool in Luxurious home, 3 minutes to beach

9.6 out of 10, Exceptional, (63)
"Great property Close to beaches and stores pictures are accurate. Pool was a big plus "
Heated Pool in Luxurious home, 3 minutes to beach

4-Bedroom Pool Home Convenient To Beaches

9.8 out of 10, Exceptional, (140)
"Nice place very quiet location. Pool was great (Heated)Took about 5-8 min to get to the beach.Would stay again. Nick was an excellent host"
4-Bedroom Pool Home Convenient To Beaches

AMAZING!! Remodeled Punta Gorda waterfront home; HEATED SALT POOL; golf nearby

10.0 out of 10, Exceptional, (77)
"Had a great time, great house and location. "
AMAZING!! Remodeled Punta Gorda waterfront home; HEATED SALT POOL; golf nearby

Luxury Newly Furnished Villa, Heated Infinity Pool/Spa, Gulf Access, free WiFi

10.0 out of 10, Exceptional, (182)
"This was our 2nd stay, this time for 3 weeks. So relaxing and we spent much of the time just chilling by the pool. The house has everything you need for a home from home stay and we recommend this property 100% ! We’re already looking at dates for another visit !"
Luxury Newly Furnished Villa, Heated Infinity Pool/Spa, Gulf Access, free WiFi

Luxe Home, Pool, Boat Rental, Hot tub, & Fire pit

2.0 star property
10.0 out of 10, Exceptional, (17)
"Wonderful outdoor space!"
Luxe Home, Pool, Boat Rental, Hot tub, & Fire pit
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gasparilla Island Hotel Reviews

Find out more about Gasparilla Island

Find out more about Gasparilla Island

Gasparilla Island Holiday Homes information

Number of reviews
Accommodation
1280 Holiday Homes
Lowest Price
AU$548
Highest Price
AU$548

Explore a world of travel with Expedia

Explore a world of travel with Expedia