Gasparilla Island Holiday Rentals

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Our top choices for Gasparilla Island holiday rentals

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,081 reviews)
"Very nice and relaxing place, staff, very clean room, several amenities, I recommend it."
United States
CARLOS
The price is AU$375
includes taxes & fees
1 Feb - 2 Feb
The Suites at Fishermen’s Village- 2 Bedroom Suites

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (274 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
The price is AU$307
includes taxes & fees
25 Jan - 26 Jan
Matlacha Tiny Village

Tiny home glamping unit in pine island on a 6 acre property

Tiny home glamping unit in pine island on a 6 acre property
2.0 star property
Saint James City
10.0 out of 10, Exceptional, (1 review)
"Wonderful setting, terrific host, just right for our one night stay!"
United States
A P.
The price is AU$173
includes taxes & fees
1 Feb - 2 Feb
Tiny home glamping unit in pine island on a 6 acre property

Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (1 review)
"The remodeling of this older building is amazing! Very comfortable with everything you need. We couldn't get the coffeemaker to work but no problem, we travel with our coffeemaker. Restful and relaxing atmosphere. We would choose this cottage again."
United States
HaroldnMarla J.
The price is AU$453
includes taxes & fees
27 Jan - 28 Jan
Charming 2-bedroom house in Englewood with WiFi and AC

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (15 reviews)
"Great place and location "
United States
Cathy
The price is AU$802
includes taxes & fees
27 Jan - 28 Jan
Chadwick Cove Resort & Marina

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

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (61 reviews)
"We had a great time even the weather was bad we had an amazing time in the home play games and watch movies "
United States
Adam L.
The price is AU$474
includes taxes & fees
30 Jan - 31 Jan
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (12 reviews)
"Property was perfect for the price."
United States
William M.
The price is AU$251
includes taxes & fees
25 Jan - 26 Jan
Charming cottage for 2 across warm mineral springs park

Newly renovated only minutes away from the beach!!

Newly renovated only minutes away from the beach!!
Olde Englewood Village
9.6 out of 10, Exceptional, (58 reviews)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
The price is AU$422
includes taxes & fees
24 Jan - 25 Jan
Newly renovated only minutes away from the beach!!

Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.

Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.
Port Charlotte
9.2 out of 10, Wonderful, (16 reviews)
"Nice location, easy to get into town and access to parks."
United States
Robert B.
The price is AU$432
includes taxes & fees
23 Jan - 24 Jan
Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.

Cozy Beach Cottage

Cozy Beach Cottage
Manasota Beach
9.4 out of 10, Exceptional, (24 reviews)
"Wonderful location for a peaceful getaway "
United States
pamela
The price is AU$722
includes taxes & fees
7 Feb - 8 Feb
Cozy Beach Cottage

Venice Dove Shell

Venice Dove Shell
2.0 star property
Venice East
10.0 out of 10, Exceptional, (2 reviews)
"The host was very welcoming, with timely communication and clear guidelines. The house was spacious, easily accommodating six guests. Also very orderly and clean. I'd recommend this property to friends."
United States
Angela B.
The price is AU$561
includes taxes & fees
26 Jan - 27 Jan
Venice Dove Shell

Studio#1-Back Bay Sunsets in Matlacha

Studio#1-Back Bay Sunsets in Matlacha
Matlacha
9.0 out of 10, Wonderful, (11 reviews)
"The location and the property were both ideal for our getaway. "
United States
Trent
The price is AU$306
includes taxes & fees
23 Jan - 24 Jan
Studio#1-Back Bay Sunsets in Matlacha

Port Charlotte Waterfront Home

Port Charlotte Waterfront Home
2.5 star property
Port Charlotte
The price is AU$765
includes taxes & fees
30 Jan - 31 Jan
Port Charlotte Waterfront Home

Englewood retreat just 12 minutes from the beach

Englewood retreat just 12 minutes from the beach
2.0 star property
Englewood East
9.4 out of 10, Exceptional, (3 reviews)
"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 AU$300
includes taxes & fees
26 Jan - 27 Jan
Englewood retreat just 12 minutes from the beach

Paradise in the heart of Old Englewood Village

Paradise in the heart of Old Englewood Village
2.0 star property
Olde Englewood Village
The price is AU$163
includes taxes & fees
1 Feb - 2 Feb
Paradise in the heart of Old Englewood Village

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

New Construction with Heated Swim Spa 5,5 mi to the beach with fenced back yard
2.0 star property
Port Charlotte
9.4 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay at this property! The place was exactly as described — clean, cozy, and well-equipped with everything we needed. The location was perfect, close to everything but still peaceful and relaxing. The host was very responsive and made check-in easy. I would definitely stay here again and recommend it to anyone visiting the area!"
United States
Valerii S.
The price is AU$541
includes taxes & fees
29 Jan - 30 Jan
New Construction with Heated Swim Spa 5,5 mi to the beach with fenced back yard

Beautiful house with lake view

Beautiful house with lake view
Englewood East
10.0 out of 10, Exceptional, (10 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is AU$442
includes taxes & fees
25 Jan - 26 Jan
Beautiful house with lake view

The Beach Bus - Skoolie Camping!

The Beach Bus - Skoolie Camping!
Manasota
9.6 out of 10, Exceptional, (9 reviews)
"A great unique place!"
United States
Jamie L.
The price is AU$283
includes taxes & fees
27 Jan - 28 Jan
The Beach Bus - Skoolie Camping!

Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Matlacha
9.8 out of 10, Exceptional, (8 reviews)
"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 AU$223
includes taxes & fees
28 Jan - 29 Jan
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

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

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
Port Charlotte
9.6 out of 10, Exceptional, (25 reviews)
"Me and my family really enjoyed our stay at this home and will definitely recommend it to anybody."
United States
Julien L.
The price is AU$593
includes taxes & fees
25 Jan - 26 Jan
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
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 favourite 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 depend 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 AU$307 per night. Entering your travel dates in the search wizard might find you 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.