Little Gasparilla Island Holiday Rentals

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Our top choices for Little Gasparilla Island holiday rentals

Bay Watch - Beautiful Bay Views - PRIVATE ISLAND

Bay Watch - Beautiful Bay Views - PRIVATE ISLAND
Placida
9.6 out of 10, Exceptional, (12 reviews)
"Absolutely amazing."
United States
Sarah M.
The price is NZ$1,060
includes taxes & fees
21 Feb - 22 Feb
Bay Watch - Beautiful Bay Views - PRIVATE ISLAND

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

Bird's Nest has a birds eye view! PRIVATE ISLAND
Placida
10.0 out of 10, Exceptional, (7 reviews)
"Always love staying here! The island and house is perfect all around! "
United States
Anonymous traveller
The price is NZ$966
includes taxes & fees
8 Mar - 9 Mar
Bird's Nest has a birds eye view! PRIVATE ISLAND

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 NZ$469
includes taxes & fees
17 Mar - 18 Mar
The Beach Bus - Skoolie Camping!

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

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (254 reviews)
"Great place! "
United States
Michelle
Kon Tiki Inn

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

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

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

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

Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is NZ$1,989
includes taxes & fees
19 Mar - 20 Mar
Gulf View Condominiums

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

Oak Grove Escape on the Beach at Resort with Pool, Kayaks, Tennis, and More!

Oak Grove Escape on the Beach at Resort with Pool, Kayaks, Tennis, and More!
Manasota Beach
The price is NZ$2,160
includes taxes & fees
10 Mar - 11 Mar
Oak Grove Escape on the Beach at Resort with Pool, Kayaks, Tennis, and More!

Beach house

Beach house
Manasota Key
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay!!!! The house looks great! "
United States
regina g.
The price is NZ$963
includes taxes & fees
1 Mar - 2 Mar
Beach house

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (44 reviews)
"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "
United States
Ron R.
The price is NZ$678
includes taxes & fees
2 Mar - 3 Mar
NEW!! The “WATERSIDE” COTTAGE~With dockage

3 Bedroom-Beachfront Condo with Most Amazing Sunset Views of the Gulf

3 Bedroom-Beachfront Condo with Most Amazing Sunset Views of the Gulf
Manasota Key
9.6 out of 10, Exceptional, (61 reviews)
"We just needed to get away. This was the prefect spot. We would definitely come back. The view of the water was amazing "
United States
Angela S.
The price is NZ$1,323
includes taxes & fees
22 Feb - 23 Feb
3 Bedroom-Beachfront Condo with Most Amazing Sunset Views of the Gulf

Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!

Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
Manasota Key
9.2 out of 10, Wonderful, (51 reviews)
"Very nice place on the beach"
United States
James H.
The price is NZ$1,238
includes taxes & fees
1 Mar - 2 Mar
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!

The Balboa - Modern Luxury Getaway

The Balboa - Modern Luxury Getaway
North Port
10.0 out of 10, Exceptional, (5 reviews)
"When Ilooking for a vacation rental in Florida, I had a few places to pick, glad I chose this house! It exceeded our expectations and was even better than pictures. The house was clean, modern interior, comfortable beds! My family stayed in his home for eight days, we enjoyed each day in this house. Safe and spacious backyard. Would highly recommend this home!"
United States
Jason L.
The price is NZ$835
includes taxes & fees
18 Feb - 19 Feb
The Balboa - Modern Luxury Getaway

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

Near Manasota Beach 2 King Beds Pet Friendly

Near Manasota Beach 2 King Beds Pet Friendly
Englewood Central
10.0 out of 10, Exceptional, (9 reviews)
"Very thoughtful hosts! Everything ready for you to have an easy stay! "
United States
Sierra H.
Near Manasota Beach 2 King Beds Pet Friendly

Seaglass Inn at the Beach Shack Just one block from the beach!

Seaglass Inn at the Beach Shack Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (24 reviews)
"The host was more than accommodating! The place was so clean and had all the amenities you could want at the beach. "
United States
Katy D.
The price is NZ$1,311
includes taxes & fees
17 Mar - 18 Mar
Seaglass Inn at the Beach Shack Just one block from the beach!
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 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$383 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.