Photo by Tom Hunt

Little Gasparilla Island Vacation Rentals

    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

Browse Select Little Gasparilla Island Vacation Homes

Our top choices for Little Gasparilla Island vacation homes

4-Bedroom Pool Home Convenient To Beaches

9.8 out of 10, Exceptional, (138)
"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

Manasota Key Dream Beach House

9.8 out of 10, Exceptional, (217)
"Wonderful home. Lots of space. Gwen is a great host. "
Manasota Key Dream Beach House

120 steps to beach! Safely on the beach side of the road!

9.8 out of 10, Exceptional, (183)
"We had a wonderful weekend here!"
120 steps to beach! Safely on the beach side of the road!

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

10.0 out of 10, Exceptional, (75)
"Loved it "
AMAZING!! Remodeled Punta Gorda waterfront home; HEATED SALT POOL; golf nearby

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

9.4 out of 10, Exceptional, (30)
"No issues.. we enjoyed our stay. Nice and quiet. "
Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach

4 Mi to Warm Mineral Springs: Canal-Front Getaway

9.6 out of 10, Exceptional, (9)
"This property was amazing, the kids loved the pool! 100% would stay here again. "
4 Mi to Warm Mineral Springs: Canal-Front Getaway

Comfy, clean, private home IN Venice, Florida; Heated Pool, Minutes to the Beach

10.0 out of 10, Exceptional, (161)
"This home was everything we needed for our vacation to the beach. The pool was relaxing and the neighborhood was quiet. It was a short drive to the beach, historic downtown Venice, and plenty of restaurants and shops. I would definitely stay here again. "
Comfy, clean, private home IN Venice, Florida; Heated Pool, Minutes to the Beach

Punta Gorda Isles Home -Waterfront Canal,Private Pool, Bird Section, gulf access

10.0 out of 10, Exceptional, (48)
"A lovely home in a lovely location , relax by the pool enjoying the water veiws"
Punta Gorda Isles Home -Waterfront Canal,Private Pool, Bird Section, gulf access

Bohemian Sunrise

10.0 out of 10, Exceptional, (92)
"Excellent property with modern amenities great waterfront access if you're traveling with a boat! Manasota Key is a beautiful area. Would come again in a heartbeat!"
Bohemian Sunrise

Fish, Swim & Relax: Canal-Front Port Charlotte Gem

Fish, Swim & Relax: Canal-Front Port Charlotte Gem

270 Seabreeze | Private Pool | Boca Grande | 5 Bedroom - Sleeps 10

10.0 out of 10, Exceptional, (2)
"Amazing property!Perfect Boca Grande experience for our family! Can’t recommend enough!!! "
270 Seabreeze | Private Pool | Boca Grande | 5 Bedroom - Sleeps 10

Dog-friendly retreat with enclosed lanai, pool, & grill - great central location

8.6 out of 10, Excellent, (7)
"Everything was perfect. Great location and very clean "
Dog-friendly retreat with enclosed lanai, pool, & grill - great central location

Charming 3-bedroom house with AC and WiFi in delightful Englewood

2.0 star property
10.0 out of 10, Exceptional, (3)
"Can’t say enough about our stay. The house is beautifully decorated, very clean, spacious. All the beds were comfortable. Pool was amazing. The pictures on listing do not do it justice. If looking for a place in Englewood to stay, this is the place. If we come back this way, will definitely stay again."
Charming 3-bedroom house with AC and WiFi in delightful Englewood

Boater’s Paradise! Beautiful Home on the Water with 2 Boat Lifts & Dockage Space

9.6 out of 10, Exceptional, (15)
"Wonderful place to stay!! "
Boater’s Paradise! Beautiful Home on the Water with 2 Boat Lifts & Dockage Space

The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock

10.0 out of 10, Exceptional, (84)
"We were already in love with North Captiva and the Blue Marlin made us love it even more. The location was great, the housing beautiful, and we had everything we needed and more. "
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock

Spectacular beach front views with a short walk to members only beach

9.8 out of 10, Exceptional, (30)
"We had a wonderful vacation. The house was great and we loved the nightly sunsets. We would easily vacation here again. "
Spectacular beach front views with a short walk to members only beach

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

10.0 out of 10, Exceptional, (107)
"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

Fall Special! Beautiful Island Home, Private Pool, Steps from Beach, Golf Cart

10.0 out of 10, Exceptional, (12)
"We had the most wonderful stay at Sunny By You! The owners truly thought of every detail to make our stay comfortable and welcoming. Eric is very communicative and accommodating. The house is full of everything you could possibly need. We will be back!"
Fall Special! Beautiful Island Home, Private Pool, Steps from Beach, Golf Cart

New Construction Modern POOL Home...LESS than 57 seconds walk to the BEACH!

10.0 out of 10, Exceptional, (6)
"Sand Dollar House was a great find. Great location for biking and walking on the beach. Walking distance to restaurants and bars and 20 min drive to spring training games in North Port and Port Charlotte. Hosts were easy to reach and super helpful. Will definitely stay here again. "
New Construction Modern POOL Home...LESS than 57 seconds walk to the BEACH!

2 Kitchens + Pool + Ping-Pong + Corn Hole + BBQ + Next to Venice Downtown

10.0 out of 10, Exceptional, (1)
"Our family enjoyed our stay. Minutes away from Venice beach. 45 minutes from Siesta Keys. Pool was perfect for our kids. Clean and plenty of necessities provided for your stay! "
2 Kitchens + Pool + Ping-Pong + Corn Hole + BBQ + Next to Venice Downtown
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 Vacation Homes information

Number of reviews
750
Accommodation
1249 Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia