Photo by Tom Hunt

Little Gasparilla Island Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Little Gasparilla Island

Bay Watch - Beautiful Bay Views - PRIVATE ISLAND

Placida
9.6 out of 10, Exceptional, (11)
"Absolutely amazing."
United States
Sarah M.
The price is NZ$1,143
includes taxes & fees
18 Nov - 19 Nov
Bay Watch - Beautiful Bay Views - PRIVATE ISLAND

Bird's Nest has a birds eye view! PRIVATE ISLAND

Placida
10.0 out of 10, Exceptional, (7)
"Always love staying here! The island and house is perfect all around! "
United States
Anonymous traveller
The price is NZ$1,032
includes taxes & fees
18 Nov - 19 Nov
Bird's Nest has a birds eye view! PRIVATE ISLAND

Matlacha Tiny Village

3.0 star property
Matlacha
8.8 out of 10, Excellent, (266)
"Amazing spot. Love it. Quiet, and very suitable for us. The hosts are amazing; they will do anything in their power to accommodate your needs. Highly recommend it."
United States
Isabel
The price is NZ$360
includes taxes & fees
19 Nov - 20 Nov
Matlacha Tiny Village

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1031)
"We loved our stay and plan on returning. Loved the sunset cruise from the marina "
United States
Paul
The price is NZ$410
includes taxes & fees
18 Nov - 19 Nov
The Suites at Fishermen’s Village- 2 Bedroom Suites

Kon Tiki Inn

2.5 star property
Venice Island
10.0 out of 10, Exceptional, (243)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
The price is NZ$300
includes taxes & fees
18 Nov - 19 Nov
Kon Tiki Inn

Relax in Hot Tub, Walk to Springs: North Port Home

3.0 star property
North Port
The price is NZ$365
includes taxes & fees
18 Nov - 19 Nov
Relax in Hot Tub, Walk to Springs: North Port Home

Charming cottage for 2 across warm mineral springs park

Warm Mineral Springs
9.2 out of 10, Wonderful, (10)
"I'm currently working in the area and this place made it even easier being away from home I've enjoyed the area and the place "
United States
Andy B.
The price is NZ$274
includes taxes & fees
18 Nov - 19 Nov
Charming cottage for 2 across warm mineral springs park

Island Life! King Bed Studio-Steps to beach

Manasota Key
9.6 out of 10, Exceptional, (169)
"My husband and I stayed at the Bay Breeze Bungalow for 4 days and cannot wait to come back. Perfect location, 2 minute walk to the beach. Quiet neighborhood. We were right next to the pool, and even with kids swimming, it was quiet. We had a question regarding parking, (our confusion) we received a call back within a 1/2 hour. The Bungalow was very clean and had the essentials we needed. Being May, it was extremely warm, the air conditioner always kept the place cool. I cannot say enough...
United States
Karen L.
The price is NZ$342
includes taxes & fees
4 Dec - 5 Dec
Island Life! King Bed Studio-Steps to beach

#3 Small house walking distance to Warm Mineral Spring

Warm Mineral Springs
9.0 out of 10, Wonderful, (8)
"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$274
includes taxes & fees
18 Nov - 19 Nov
#3 Small house walking distance to Warm Mineral Spring

Valentino's Vacation Home in Gulf Cove Riverfront Community.

Gulf Cove
9.4 out of 10, Exceptional, (3)
"Nice Stay OverallEverything was easily accessible and comfortable. The host was kind and responsive, which we really appreciated. The only downside is the kitchenware — if you plan to cook, be aware that the pans are very scratched and not very clean. Other than that, we had a good stay and enjoyed our time there."
United States
Princess A.
The price is NZ$387
includes taxes & fees
14 Dec - 15 Dec
Valentino's Vacation Home in Gulf Cove Riverfront Community.

2/2 Spacious Unit

Port Charlotte
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$517
includes taxes & fees
18 Nov - 19 Nov
2/2 Spacious Unit

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

Port Charlotte
9.4 out of 10, Exceptional, (14)
"It seemed like we had plenty of privacy our street was fairly quiet we were good with it "
United States
harold a.
The price is NZ$508
includes taxes & fees
18 Nov - 19 Nov
Luxury Place - 23017, one block away from Bayshore Park. 3/4 ml of Punta Gorda.

New Fully Renovated Condo Unit 2A

Punta Gorda Isles
10.0 out of 10, Exceptional, (14)
"Great location. Loved Fisherman' Village, and easy drive up to ballpark. Very nice condo!"
United States
John B.
The price is NZ$482
includes taxes & fees
16 Dec - 17 Dec
New Fully Renovated Condo Unit 2A

Old Floridian cottage in Historic Gulf Village

Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Had a nice stay. Clean and well equipped."
United States
Debi D.
The price is NZ$440
includes taxes & fees
18 Nov - 19 Nov
Old Floridian cottage in Historic Gulf Village

Charming 2-bedroom house in Englewood with WiFi and AC

Englewood South
The price is NZ$528
includes taxes & fees
18 Nov - 19 Nov
Charming 2-bedroom house in Englewood with WiFi and AC

Heated Pool + Spacious Yard: Port Charlotte Escape

3.0 star property
Port Charlotte
The price is NZ$686
includes taxes & fees
18 Nov - 19 Nov
Heated Pool + Spacious Yard: Port Charlotte Escape

Completely remodeled beautiful waterfront property on canal with dock

Port Charlotte
9.6 out of 10, Exceptional, (61)
"The house was perfect for us..Clean very nice. Jim was the perfect host. Thinking about coming down next year."
United States
LISA j.
The price is NZ$473
includes taxes & fees
18 Nov - 19 Nov
Completely remodeled beautiful waterfront property on canal with dock

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Bokeelia
9.8 out of 10, Exceptional, (10)
"Could not ask for a better place to stay. Easy check in and check out. Clean. And very equipped. Will be staying there again "
United States
David B.
The price is NZ$444
includes taxes & fees
18 Nov - 19 Nov
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

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

Oakland Hills
9.8 out of 10, Exceptional, (59)
"Perfect location for being close to Boca Grande and where we were fishing for the two days."
United States
Cindy M.
The price is NZ$549
includes taxes & fees
18 Nov - 19 Nov
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

2/2 Private furnished remodeled canalfront

Oakland Hills
9.6 out of 10, Exceptional, (4)
"It was very nice getaway for both of us. Specially when everywhere in northeast still cool weather. Very reasonable price for the 2 bedroom house .wh, even better then hotel Very politde "
United States
Gino Z.
The price is NZ$358
includes taxes & fees
18 Nov - 19 Nov
2/2 Private furnished remodeled canalfront
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 Little Gasparilla Island Hotel Reviews

Find out more about Little Gasparilla Island

Everything you need to know about Little 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 Little 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 Little Gasparilla Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Little Gasparilla Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little 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 Little 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 Little Gasparilla Island holiday rentals we have selected for you start as low as NZ$300 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Little Gasparilla Island rentals

At Expedia, we put the best Little 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 Little 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 Little 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 Little 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.