Gasparilla Island Holiday Rentals

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Our top choices for Gasparilla Island holiday rentals

Port Charlotte Waterfront Home

Port Charlotte Waterfront Home
2.5 star property
Port Charlotte
The price is NZ$784
includes taxes & fees
19 Feb - 20 Feb
Port Charlotte Waterfront Home

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 NZ$500
includes taxes & fees
5 Mar - 6 Mar
Charming 2-bedroom house in Englewood with WiFi and AC

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, (1,104 reviews)
"Beautiful rooms and perfect location!!"
United States
Olivia Rose
The price is NZ$533
includes taxes & fees
22 Feb - 23 Feb
The Suites at Fishermen’s Village- 2 Bedroom Suites

Coastal duplex with private beach access & deck - dog-friendly

Coastal duplex with private beach access & deck - dog-friendly
Manasota Key
8.6 out of 10, Excellent, (13 reviews)
"Great place to stay. "
United States
Scott
The price is NZ$663
includes taxes & fees
17 Feb - 18 Feb
Coastal duplex with private beach access & deck - dog-friendly

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

Tiny home glamping unit in pine island on a 6 acre 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 NZ$297
includes taxes & fees
23 Feb - 24 Feb
Tiny home glamping unit in pine island on a 6 acre property

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 NZ$383
includes taxes & fees
4 Mar - 5 Mar
Matlacha Tiny Village

Mimosa Memories

Mimosa Memories
South Venice
9.4 out of 10, Exceptional, (32 reviews)
"Nice quiet home , very clean. "
United States
David M.
The price is NZ$558
includes taxes & fees
2 Mar - 3 Mar
Mimosa Memories

#3 Small house walking distance to Warm Mineral Spring

#3 Small house walking distance to Warm Mineral Spring
Warm Mineral Springs
9.0 out of 10, Wonderful, (12 reviews)
"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$276
includes taxes & fees
1 Mar - 2 Mar
#3 Small house walking distance to Warm Mineral Spring

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.0 out of 10, Wonderful, (14 reviews)
"Property was perfect for the price."
United States
William M.
The price is NZ$267
includes taxes & fees
1 Mar - 2 Mar
Charming cottage for 2 across warm mineral springs park

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (60 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is NZ$521
includes taxes & fees
20 Feb - 21 Feb
Old Floridian cottage in Historic Gulf Village

Myakka River

Myakka River
Venice
9.8 out of 10, Exceptional, (18 reviews)
"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 "
United States
Ty
The price is NZ$757
includes taxes & fees
17 Feb - 18 Feb
Myakka River

MALU LANI Inn & Marina

MALU LANI Inn & Marina
2.5 star property
Bokeelia
The price is NZ$522
includes taxes & fees
11 Mar - 12 Mar
MALU LANI Inn & Marina

Heated Pool + Spacious Yard: Port Charlotte Escape

Heated Pool + Spacious Yard: Port Charlotte Escape
3.0 star property
Port Charlotte
The price is NZ$714
includes taxes & fees
9 Mar - 10 Mar
Heated Pool + Spacious Yard: Port Charlotte Escape

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (16 reviews)
"Great place and location "
United States
Cathy
The price is NZ$1,069
includes taxes & fees
18 Feb - 19 Feb
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, (62 reviews)
"We have enjoyed the Englewood to Boca area for years and the property helps make it much easier to take advantage of that."
United States
David O.
The price is NZ$666
includes taxes & fees
4 Mar - 5 Mar
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

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 NZ$343
includes taxes & fees
20 Feb - 21 Feb
Studio#1-Back Bay Sunsets in Matlacha

Venice Dove Shell

Venice Dove Shell
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 NZ$610
includes taxes & fees
19 Feb - 20 Feb
Venice Dove Shell

New Two story Cozy House Near Warm Mineral Springs

New Two story Cozy House Near Warm Mineral Springs
North Port
10.0 out of 10, Exceptional, (17 reviews)
"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$753
includes taxes & fees
17 Feb - 18 Feb
New Two story Cozy House Near Warm Mineral Springs

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

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
Port Charlotte
9.4 out of 10, Exceptional, (26 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 NZ$652
includes taxes & fees
2 Mar - 3 Mar
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

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

Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!
New York Section
7.8 out of 10, Good, (19 reviews)
"Loved the place! My kids loved the pool!"
United States
Leslie P.
The price is NZ$686
includes taxes & fees
28 Feb - 1 Mar
Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!
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$383 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.