Photo by Tom Hunt

Holiday Homes in Little Gasparilla Island

Start date: Check-in selected.
To Date
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

In two weeks
In two months
In three months
In four months

Featured Holiday Homes in Little Gasparilla Island and around

Our top choices for Little Gasparilla Island holiday homes

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

7.8 out of 10, Good, (21)
"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

4-Bedroom Pool Home Convenient To Beaches

9.8 out of 10, Exceptional, (141)
"We enjoyed our stay! Pool was nice! Good location close to beaches and restaurants! "
4-Bedroom Pool Home Convenient To Beaches

Beautiful waterfront home, heated pool, bbq, dock, close to beaches, restaurant

10.0 out of 10, Exceptional, (47)
"Was traveling with my mother who is on hospice and the host was the most understanding, accommodating, and always extremely promptly responsive. The best Vrbo experience so far."
Beautiful waterfront home, heated pool, bbq, dock, close to beaches, restaurant

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

9.0 out of 10, Wonderful, (33)
"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~

Gorgeous Newer 4bd/2ba Canal Home, Large Heated Pool/Hot Tub, Game Room, Pets Ok

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay at this gorgeous, newer home. It had everything our group of eight needed and more. The house was so well stocked, and it is clear the owners have gone out of their way to make sure guests are well taken care of. We especially loved relaxing in the lanai, cooling off with dips in the pool, and enjoying the games provided which made our evenings together even more fun.We have stayed at many VRBO properties over the years, but this one easily tops the list. With it being a...
Gorgeous Newer 4bd/2ba Canal Home, Large Heated Pool/Hot Tub, Game Room, Pets Ok

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

10.0 out of 10, Exceptional, (79)
"Had a great time, great house and location. "
AMAZING!! Remodeled Punta Gorda waterfront home; HEATED SALT POOL; golf nearby

Beautiful Open Concept Pool House With Lanai and Private Fenced In Yard

10.0 out of 10, Exceptional, (35)
"Very happy with the home. It was great perk to have many household items already in stock. "
Beautiful Open Concept Pool House With Lanai and Private Fenced In Yard

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

10.0 out of 10, Exceptional, (7)
"We loved our stay at this beautiful home and did not want to leave. Our family really enjoyed the air hockey / pool table plus the huge pool was lots of fun. The kids caught several fish and the fish light was full of fish each night. The house was super clean and had plenty of room for everyone. I highly recommend and can’t wait to come back. "
NEW!! PARADISE! MODERN-WATERFRONT-LARGE HEATED POOL-5 MIN TO FISHVILLE

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

Relax`n - Beautiful newer South Venice home with pool and spa

9.8 out of 10, Exceptional, (18)
"We really enjoyed the property. It was clean and the pool was amazing. Close to everything we needed!"
Relax`n - Beautiful newer South Venice home with pool and spa

Beautiful House on a Canal with Private Heated Pool, Pool Table, and Ping Pong

2.0 star property
10.0 out of 10, Exceptional, (5)
"Quiet, older neighborhood of nicely maintained homes. Tastefully decorated and well stocked with all the basics. Owner was so accommodating, helpful and responsive. Love that the pool was heated! Hope to stay again."
Beautiful House on a Canal with Private Heated Pool, Pool Table, and Ping Pong

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

9.6 out of 10, Exceptional, (98)
"Everything was perfect."
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

WOW! Luxury Punta Gorda waterfront home; HEATED POOL, golf community; WOW factor

10.0 out of 10, Exceptional, (108)
"The home was Amazing! Troy was very accommodating and helpful. The kids loved the pool area and watching the fish in the canal. It was their first trip to Florida and they can’t wait to go back! We will definitely book with Troy again!"
WOW! Luxury Punta Gorda waterfront home; HEATED POOL, golf community; WOW factor

Beachfront Palace with Birdseye Rooftop Deck

9.8 out of 10, Exceptional, (6)
"Great little vacation. Everything we wanted. "
Beachfront Palace with Birdseye Rooftop Deck

Waterfront Heated Pool Home w/ dock, grill, near Fisherman’s Village -Discounted

9.6 out of 10, Exceptional, (10)
"This home was absolutely amazing! We loved every minute of our stay at this location. The pool was the perfect temperature. The house was clean and the owner was very responsive to any of our needs. Will definitely stay here again. "
Waterfront Heated Pool Home w/ dock, grill, near Fisherman’s Village -Discounted

Fully renovated, steps to beach. 2BR/1BA.Dogs welcome! Perfect ratings.

10.0 out of 10, Exceptional, (27)
"We enjoyed our time in this house. We love the area!"
Fully renovated, steps to beach. 2BR/1BA.Dogs welcome! Perfect ratings.

Heated pool private yard S Venice 3.8 mi. to beach OVER-SIZED DRIVEWAY RV/BOAT

10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay at the cutest house in Venice! Felt like the perfect getaway for my boyfriend and I. The house was very updated, super clean and we honestly felt at home right away. The pool and backyard area were the icing on the cake - we spent so much time relaxing in the water and enjoying the cozy outdoor space. 10/10 would recommend staying here! We definitely plan to book here again for a future getaway. "
Heated pool private yard S Venice 3.8 mi. to beach OVER-SIZED DRIVEWAY RV/BOAT

Private, 4 Bed/2 Bath, Pet Friendly, Pool & Spa Home

9.8 out of 10, Exceptional, (64)
"Excellent house and property. Nice neighborhood and location. Owners were very helpful."
Private, 4 Bed/2 Bath, Pet Friendly, Pool & Spa Home

3-bedroom cozy Waterfront Canal Home- 4 miles from the beach

10.0 out of 10, Exceptional, (8)
"We had a great time. The house was very clean and the location was convenient."
3-bedroom cozy Waterfront Canal Home- 4 miles from the beach
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 Little Gasparilla Island Hotel Reviews

Find out more about Little Gasparilla Island

Find out more about Little Gasparilla Island

Little Gasparilla Island Holiday Homes information

Number of reviews
754
Accommodation
1261 Holiday Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia