Holiday Homes in Gasparilla Island

    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 and around

Completely remodeled beautiful waterfront property on canal with dock

9.6 out of 10, Exceptional, (61)
"Overall was very clean and comfortable, we enjoyed our stay"
The price is €234
includes taxes & fees
1 Sept - 2 Sept
Completely remodeled beautiful waterfront property on canal with dock

Charming 2-bedroom house in Englewood with WiFi and AC

The price is €264
includes taxes & fees
1 Sept - 2 Sept
Charming 2-bedroom house in Englewood with WiFi and AC

#3 Vacation next to Mineral Springs.

10.0 out of 10, Exceptional, (3)
"Very nice well go there again next year "
#3 Vacation next to Mineral Springs.

New Two story Cozy House Near Warm Mineral Springs

10.0 out of 10, Exceptional, (15)
"Had an awesome with friends and family and will stay again if we’re in the area."
The price is €374
includes taxes & fees
1 Sept - 2 Sept
New Two story Cozy House Near Warm Mineral Springs

HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

9.8 out of 10, Exceptional, (7)
"Close to what we wanted to do for our fishing trip."
The price is €333
includes taxes & fees
1 Sept - 2 Sept
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

New Construction with Heated Swim Spa 5,5 mi to the beach with fenced back yard

2.0 star property
9.6 out of 10, Exceptional, (8)
"Came here for a girls trip and we had a wonderful stay at this beautiful home! It was exceptionally clean and we were provided with everything we needed. Loved that it was in a quiet neighborhood but also close to restaurants and shops."
The price is €305
includes taxes & fees
28 Sept - 29 Sept
New Construction with Heated Swim Spa 5,5 mi to the beach with fenced back yard

Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing

2.0 star property
9.4 out of 10, Exceptional, (3)
"This property worked great for our group of 6. House is very nice and clean, right on the canal and close to lots of great beaches and other stuff to do. Grill, kayaks and bikes were nice touches that we used."
Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing

"Ocean Pearl" 2-bd, 2 full bath spacious home.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Property was very comfortable and recently updated.Well laid out anf functional. "
The price is €255
includes taxes & fees
14 Sept - 15 Sept
"Ocean Pearl" 2-bd, 2 full bath spacious home.

Chic 3BR Waterfront Stay in Cape Coral

10.0 out of 10, Exceptional, (8)
"This property was very clean and convenient for what we needed. "
Chic 3BR Waterfront Stay in Cape Coral

3 BR Pool Home, Near the Beach & Golf Courses!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location, house, pool owner."
The price is €327
includes taxes & fees
14 Sept - 15 Sept
3 BR Pool Home, Near the Beach & Golf Courses!

Villa Burnt Store - Family Friendly and Child Safe

9.8 out of 10, Exceptional, (6)
"This was the perfect place for us for a longer stay. Plenty of room with a nice kitchen, bath, etc. "
The price is €433
includes taxes & fees
1 Sept - 2 Sept
Villa Burnt Store - Family Friendly and Child Safe

2 Bedroom in Olde Englewood minutes from the beach with privacy fenced yard.

9.8 out of 10, Exceptional, (25)
"Very quaint home, it was perfect for us to get away for a birthday weekend and enjoy the beach!"
The price is €230
includes taxes & fees
14 Sept - 15 Sept
2 Bedroom in Olde Englewood minutes from the beach with privacy fenced yard.

Gulf Coast Retreat: 3BR Canal Front with Pool

2.0 star property
10.0 out of 10, Exceptional, (25)
"Gulf coast retreat was a perfect home away from home! The location was fantastic. The space itself was clean, comfortable, and exactly as described in the listing. I especially appreciate the clean heated pool, the well-stocked kitchen, the comfortable bed, etc. The host was responsive and easy to communicate with, making check-in and check-out a breeze. I would definitely recommend this place to anyone looking for a relaxing and enjoyable stay in Cape coral."
The price is €359
includes taxes & fees
15 Sept - 16 Sept
Gulf Coast Retreat: 3BR Canal Front with Pool

Newly renovated cozy beach house.

10.0 out of 10, Exceptional, (6)
"We really enjoyed our stay at this cozy beach house. It was exceptionally clean and well stocked. A 5-6 minute drive had us on the beach. Would definitely stay again!"
Newly renovated cozy beach house.

Free HeatedPool on SailboatAccessCanal,boat lift,

2.0 star property
9.0 out of 10, Wonderful, (6)
"We had a fantastic weekend stay! The home was incredibly comfortable and had everything we needed. The highlight was definitely the pool—perfect for relaxing and spending quality time together. We truly enjoyed our stay and would love to come back!"
The price is €342
includes taxes & fees
6 Sept - 7 Sept
Free HeatedPool on SailboatAccessCanal,boat lift,

Single home with bedrooms rented separately. Owner lives in the property.

Single home with bedrooms rented separately. Owner lives in the property.

Newly renovated house, 10 minutes from the beautiful Englewood beach.

10.0 out of 10, Exceptional, (6)
"Nicely decorated with comfortable beds."
The price is €329
includes taxes & fees
30 Sept - 1 Oct
Newly renovated house, 10 minutes from the beautiful Englewood beach.

Myakka River

9.8 out of 10, Exceptional, (18)
"We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again "
The price is €381
includes taxes & fees
1 Sept - 2 Sept
Myakka River

Sunset Paradise! Gulf Access, Kayaks & Heated Pool

9.0 out of 10, Wonderful, (29)
"Excellent house and location"
The price is €446
includes taxes & fees
14 Sept - 15 Sept
Sunset Paradise! Gulf Access, Kayaks & Heated Pool

Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL

9.8 out of 10, Exceptional, (30)
"Very relaxing and laid back."
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
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
1292 Holiday Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia