Holiday Homes in 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

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Gasparilla Island and around

Honeycomb Haven: 3 Bedroom, 6 Guests, Waterfront Dock, Kayaks, Ocean

2.0 star property
10.0 out of 10, Exceptional, (2)
"Was great place to stay, quiet place and had everything we needed"
The price is €325
includes taxes & fees
6 Oct - 7 Oct
Honeycomb Haven: 3 Bedroom, 6 Guests, Waterfront Dock, Kayaks, Ocean

Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!

7.6 out of 10, Good, (17)
"The property looks beautiful in the pictures, however, it wasn't my experience up close. Check in was smooth, once inside, the amount of dust collected on the ceiling fans, plus on other surfaces was completely unacceptable. There were boogers on the wall! Literal boogers.... Over all, from the host to Vrbo service was terrible. They wanted to keep my payment despite the service not being rendered! A property if being rented should be well kept, maintained, and clean! "
The price is €266
includes taxes & fees
12 Oct - 13 Oct
Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!

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 €235
includes taxes & fees
6 Oct - 7 Oct
Completely remodeled beautiful waterfront property on canal with dock

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

9.8 out of 10, Exceptional, (24)
"Me and my family really enjoyed our stay at this home and will definitely recommend it to anybody."
The price is €335
includes taxes & fees
12 Oct - 13 Oct
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

Charming 2-bedroom house in Englewood with WiFi and AC

The price is €265
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom house in Englewood with WiFi and AC

Pirates Treasure Cove

2.0 star property
The price is €244
includes taxes & fees
10 Oct - 11 Oct
Pirates Treasure Cove

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!"
Free HeatedPool on SailboatAccessCanal,boat lift,

PLACE TO BE. we have everything you need

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."
The price is €226
includes taxes & fees
6 Oct - 7 Oct
PLACE TO BE. we have everything you need

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

9.8 out of 10, Exceptional, (18)
"We enjoyed our stay we had a small problem with air conditioning but was fixed. We enjoyed our stay. Pool needs some new floats."
The price is €310
includes taxes & fees
6 Oct - 7 Oct
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A 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."
The price is €827
includes taxes & fees
6 Oct - 7 Oct
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL

Waterfront Villa - Gulf Access, Heated Pool, Kayaks Villa

10.0 out of 10, Exceptional, (6)
"Immaculate and cozy with a heated pool and gulf access. The available kayaks were a fantastic bonus!"
The price is €387
includes taxes & fees
6 Oct - 7 Oct
Waterfront Villa - Gulf Access, Heated Pool, Kayaks Villa

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

9.8 out of 10, Exceptional, (15)
"It was beautiful especially Boca Grande, went on a charter fish trip which was amazing. The property was also amazing nice dock and canoed the first day it was fun but then we saw a lot of gators but overall would come again! "
The price is €276
includes taxes & fees
6 Oct - 7 Oct
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

10.0 out of 10, Exceptional, (28)
"The home was very clean and comfortable Great communication with the host. "
The price is €279
includes taxes & fees
10 Oct - 11 Oct
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

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

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

9.8 out of 10, Exceptional, (7)
"Clean and spacious house worth every penny"
The price is €309
includes taxes & fees
6 Oct - 7 Oct
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

Sunset Paradise! Gulf Access, Kayaks & Heated Pool

8.8 out of 10, Excellent, (31)
"Excellent house and location"
The price is €443
includes taxes & fees
6 Oct - 7 Oct
Sunset Paradise! Gulf Access, Kayaks & Heated Pool

Waterfront Pool Home Canal Front in Quiet Area

9.0 out of 10, Wonderful, (14)
"Awesome host and beautiful home."
The price is €361
includes taxes & fees
6 Oct - 7 Oct
Waterfront Pool Home Canal Front in Quiet Area

WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

10.0 out of 10, Exceptional, (7)
"Great job by owners, beautiful property, tastefully decorated, had everything you needed and then some. Close to great restaurants."
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

Casa Florida 🌴 waterfront home with boat ramp

9.4 out of 10, Exceptional, (9)
"Nice place on canal, having everything you need . Enjoyed the stay. "
The price is €357
includes taxes & fees
6 Oct - 7 Oct
Casa Florida 🌴 waterfront home with boat ramp
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
Holiday Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia