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Gasparilla Island Holiday Rentals

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Our top choices for Gasparilla Island holiday rentals

3.0 star property
9.8 out of 10, Exceptional, (1065)
"Excellent location and comfortable. Spacious rooms with full kitchens. "
United States
Janet
The price is NZ$392
includes taxes & fees
4 Jan - 5 Jan
The Suites at Fishermen’s Village- 2 Bedroom Suites

Villa in Matlacha

Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (270)
"Super clean! Super cute and easy for two. It is close to the road so we hear traffic, but the white noise helped with that. Communication was flawless! Would stay again. "
United States
Rhonda
The price is NZ$370
includes taxes & fees
5 Jan - 6 Jan
Matlacha Tiny Village
9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
The price is NZ$298
includes taxes & fees
3 Jan - 4 Jan
Charming cottage for 2 across warm mineral springs park

Condo in Port Charlotte

2/2 Spacious Unit
9.2 out of 10, Wonderful, (10)
"Great location close to everything.beautiful place well stocked nice host."
United States
Elisabeth B.
The price is NZ$481
includes taxes & fees
12 Jan - 13 Jan
2/2 Spacious Unit

Apartment in Punta Gorda Isles

New Fully Renovated Condo Unit 2A
10.0 out of 10, Exceptional, (15)
"The condo was very nice, clean. It was located near everything stores, restaurants and bars.The price was very reasonable and we'll definitely stay here again. "
United States
C. D.
The price is NZ$459
includes taxes & fees
4 Jan - 5 Jan
New Fully Renovated Condo Unit 2A
9.0 out of 10, Wonderful, (9)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
The price is NZ$300
includes taxes & fees
15 Jan - 16 Jan
#3 Small house walking distance to Warm Mineral Spring
9.4 out of 10, Exceptional, (14)
"Host was quick to respond and took care of our every need. Highly recommend. "
United States
Frank
The price is NZ$503
includes taxes & fees
5 Jan - 6 Jan
Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.
9.0 out of 10, Wonderful, (11)
"The location and the property were both ideal for our getaway. "
United States
Trent
The price is NZ$371
includes taxes & fees
19 Jan - 20 Jan
Studio#1-Back Bay Sunsets in Matlacha

Apartment in Port Charlotte

Cozy Tiny Home in Port Charlotte FL
8.6 out of 10, Excellent, (9)
"Clean, great location, host is amazing"
United States
Cheryl M.
The price is NZ$244
includes taxes & fees
4 Jan - 5 Jan
Cozy Tiny Home in Port Charlotte FL
The price is NZ$518
includes taxes & fees
4 Jan - 5 Jan
Charming 2-bedroom house in Englewood with WiFi and AC
2.0 star property
9.4 out of 10, Exceptional, (3)
"This gem was perfect for my needs. The town doesn't have any chain hotels so my wife suggested I look at Vrbo. This property was just minutes away from where I conducting busy and provided me with my basic needs. Clean, comfy bed, and the property manager was spot on with communications. "
United States
William J. H.
The price is NZ$332
includes taxes & fees
4 Jan - 5 Jan
Englewood retreat just 12 minutes from the beach
10.0 out of 10, Exceptional, (18)
"Super clean, modern, and a wonderful place to stay. loved the fully equipped kitchen and bathroom, would stay here again next time I come to florida"
United States
Christa
The price is NZ$359
includes taxes & fees
5 Jan - 6 Jan
Newly Renovated Charlotte Harbor - Sunset Inn #1

Condo in Manasota Key

Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is NZ$954
includes taxes & fees
5 Jan - 6 Jan
Chadwick Cove Resort & Marina
9.8 out of 10, Exceptional, (10)
"Loved the quiet location. Pool /lanai was very relaxing. Everything was just as promised. "
United States
Ken K.
The price is NZ$432
includes taxes & fees
4 Jan - 5 Jan
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Mobile Home in Manasota

The Beach Bus - Skoolie Camping!
9.6 out of 10, Exceptional, (9)
"A great unique place!"
United States
Jamie L.
The price is NZ$327
includes taxes & fees
7 Jan - 8 Jan
The Beach Bus - Skoolie Camping!
9.0 out of 10, Wonderful, (14)
"Property was spacious and inviting. Pool was well kept and had a tv and table and chairs. "
United States
Barry
The price is NZ$751
includes taxes & fees
4 Jan - 5 Jan
Tropical Palm Oasis - Cozy Private Heated Pool Home!
9.8 out of 10, Exceptional, (8)
"This is a wonderful property with a fantastic manager -Stacey. It is beautiful with great amenities and a great location."
United States
David H.
The price is NZ$294
includes taxes & fees
12 Jan - 13 Jan
2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Apartment in Olde Englewood Village

Newly renovated only minutes away from the beach!!
9.6 out of 10, Exceptional, (58)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
The price is NZ$495
includes taxes & fees
24 Jan - 25 Jan
Newly renovated only minutes away from the beach!!
9.4 out of 10, Exceptional, (11)
"It was a nice stay . Everything you'd need is provided. "
United States
Elizabeta M.
The price is NZ$628
includes taxes & fees
4 Jan - 5 Jan
New Construction with Heated Swim Spa 5,5 mi to the beach with fenced back yard
10.0 out of 10, Exceptional, (16)
"Great home to stay in with extended family, the three bathrooms were a must, the only downside is the home is on a busy road. "
United States
LaVar R.
The price is NZ$785
includes taxes & fees
2 Jan - 3 Jan
New Two story Cozy House Near Warm Mineral Springs
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.
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Top Gasparilla Island Hotel Reviews

Find out more about Gasparilla Island

Everything you need to know about Gasparilla Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gasparilla Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gasparilla Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gasparilla Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gasparilla Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gasparilla Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gasparilla Island holiday rentals we have selected for you start as low as NZ$370 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gasparilla Island rentals

At Expedia, we put the best Gasparilla Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gasparilla Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gasparilla Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gasparilla Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.