Search Gasparilla Island Villa Accommodation

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
18 July - 20 July
In two weeks
25 July - 27 July
In one month
8 Aug - 10 Aug
In two months
5 Sept - 7 Sept

Featured Villas in Gasparilla Island

Charming waterfront pool villa
Property grounds

Charming waterfront pool villa

The price is AU$897
includes taxes & fees
20 July - 21 July
Charming waterfront pool villa
Sweet Escape In The Cape
Outdoor pool, a heated pool

Sweet Escape In The Cape

7.4 out of 10, Good, (3)
"We booked this prop early Jan and got confirmations but a no communication back until the day of check in and found out Vrbo booked the same property to someone else on airb&b. So no place to stay for the family and was 10 min out to arrival. We had to sit in a parking lot for a couple of hours trying to find another place open! Vrbo didn’t help us find another place and gave us just two nights hotel stay and was limited amount. Asked to speak with a manger several times and got hung up on once...
The price is AU$765
includes taxes & fees
3 Aug - 4 Aug
Sweet Escape In The Cape
Villa Aviator
An infinity pool, a heated pool

Villa Aviator

8.0 out of 10, Very good, (3)
"Great property "
The price is AU$1,081
includes taxes & fees
14 July - 15 July
Villa Aviator
Casa del Lago: Relaxing Waterfront Pool House
Pool

Casa del Lago: Relaxing Waterfront Pool House

The price is AU$946
includes taxes & fees
13 Aug - 14 Aug
Casa del Lago: Relaxing Waterfront Pool House
Newly Renovated, Sleeps 8, Pool, Game Room, Darts, Pool table, BBQ
Smart TV, video games

Newly Renovated, Sleeps 8, Pool, Game Room, Darts, Pool table, BBQ

The price is AU$821
includes taxes & fees
10 Aug - 11 Aug
Newly Renovated, Sleeps 8, Pool, Game Room, Darts, Pool table, BBQ
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
Outdoor pool, a heated pool

Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

9.6 out of 10, Exceptional, (14)
"Home was perfect, host was very responsive and would definitely come back again"
The price is AU$1,376
includes taxes & fees
14 July - 15 July
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
Waterfront,GulfAccess, Htd Pool/Spa, Family Friendly Getaway
A heated pool, pool umbrellas

Waterfront,GulfAccess, Htd Pool/Spa, Family Friendly Getaway

9.8 out of 10, Exceptional, (9)
"we enjoyed our stay. "
The price is AU$1,032
includes taxes & fees
14 July - 15 July
Waterfront,GulfAccess, Htd Pool/Spa, Family Friendly Getaway
Massive Cali King Villa | Heated Saltwater Pool
Indoor pool, a heated pool

Massive Cali King Villa | Heated Saltwater Pool

9.2 out of 10, Wonderful, (5)
"This home does not disappoint. We did not want for anything. Pool was beautiful, heater was not hooked up, but was still warmer than where we are from. Would highly recommend and will stay again."
The price is AU$811
includes taxes & fees
13 Aug - 14 Aug
Massive Cali King Villa | Heated Saltwater Pool
The Twins Villa
A heated pool

The Twins Villa

9.6 out of 10, Exceptional, (12)
"My daughter and her family had a great time everything was great"
The price is AU$1,186
includes taxes & fees
16 July - 17 July
The Twins Villa
Luxurious Golf Villa
Outdoor pool, a heated pool

Luxurious Golf Villa

9.0 out of 10, Wonderful, (9)
"Excellent property with excellent host! Would definitely stay here again!"
The price is AU$1,038
includes taxes & fees
14 July - 15 July
Luxurious Golf Villa
Matlacha Tiny Village
Dock

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (259)
"Amazing little place. Not so little. Lovely. Excellent host and proximity to everything! "
The price is AU$280
includes taxes & fees
27 July - 28 July
Matlacha Tiny Village
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Sun-loungers, beach towels

Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool

9.8 out of 10, Exceptional, (7)
"Very relaxing..very spacious..decor was outstanding..very clean .and inviting..love it"
The price is AU$1,211
includes taxes & fees
14 July - 15 July
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
"Sea Dunes" 3 bedrooms 2 bath
Sun-loungers, beach towels

"Sea Dunes" 3 bedrooms 2 bath

The price is AU$663
includes taxes & fees
17 July - 18 July
"Sea Dunes" 3 bedrooms 2 bath
Beautiful house with lake view
Outdoor dining

Beautiful house with lake view

10.0 out of 10, Exceptional, (6)
"This villa was so cozy and accommodating for my family! They had everything we needed for our stay and much more!"
The price is AU$331
includes taxes & fees
15 July - 16 July
Beautiful house with lake view
Pet Friendly Canal Front 3-Bedroom Grand Villa with Pool, Linai and Dock
Pool

Pet Friendly Canal Front 3-Bedroom Grand Villa with Pool, Linai and Dock

2.0 star property
10.0 out of 10, Exceptional, (5)
"The house was very clean and had everything we needed for our stay. The sun rise over the canal was beautiful. Neighbors were friendly and there was a lot of wildlife to enjoy. "
The price is AU$622
includes taxes & fees
21 July - 22 July
Pet Friendly Canal Front 3-Bedroom Grand Villa with Pool, Linai and Dock
YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH!
Fridge, microwave, oven, stovetop

YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH!

10.0 out of 10, Exceptional, (25)
"Stayed here to be close to our family that lives in the area. House was easy to access and very clean with tons of nice touches. Will definitely stay here again!"
The price is AU$659
includes taxes & fees
30 July - 31 July
YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH!
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Fridge, microwave, oven, stovetop

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

9.8 out of 10, Exceptional, (57)
"The home was clean, nicely appointed, in a nice neighborhood, and very convenient to local attractions."
The price is AU$503
includes taxes & fees
3 Aug - 4 Aug
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Waterview Vacation Retreat Close To Ocean
Fridge, microwave, oven, stovetop

Waterview Vacation Retreat Close To Ocean

10.0 out of 10, Exceptional, (7)
"We stayed 2 weeks and this house was comfortable, had all the items we needed to cook, clean, and relax. It was a quick and easy drive to some really beautiful beaches and great restaurants! The host was easy to contact and responsive to our questions. Would absolutely book again! Perfect for our family and our dog. "
The price is AU$513
includes taxes & fees
14 July - 15 July
Waterview Vacation Retreat Close To Ocean
Turtle Cay at The Beach Shack! Come On Down!
Fridge, microwave, oven, stovetop

Turtle Cay at The Beach Shack! Come On Down!

10.0 out of 10, Exceptional, (42)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
The price is AU$669
includes taxes & fees
16 July - 17 July
Turtle Cay at The Beach Shack! Come On Down!
Seashell Shanty at The Beach Shack! Come On Down!
Terrace/patio

Seashell Shanty at The Beach Shack! Come On Down!

10.0 out of 10, Exceptional, (41)
"This property is amazing . We had a great time.....all the extras are such an added benefit!"
The price is AU$669
includes taxes & fees
14 July - 15 July
Seashell Shanty at The Beach Shack! Come On Down!
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
Sign in
Sign up, it's free