Little Gasparilla Island Holiday Rentals

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Our top choices for Little 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, (1,202 reviews)
"We had a great stay!!"
United States
Rebecca
The price is AU$294
includes taxes & fees
9 June - 10 June
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, (276 reviews)
"Property is super cute and clean and has everything you need!"
United States
Vanessa
The price is AU$178
includes taxes & fees
1 June - 2 June
Kon Tiki Inn

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (287 reviews)
"Super cute place!! Super clean and comfortable."
United States
Francesca
The price is AU$365
includes taxes & fees
18 May - 19 May
Matlacha Tiny Village

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is AU$555
includes taxes & fees
17 May - 18 May
MALU LANI Inn & Marina

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.6 out of 10, Exceptional, (19 reviews)
"The listing stated step to beach. It was not only across the street but offered no access. "
United States
Colleen
The price is AU$751
includes taxes & fees
28 May - 29 May
Chadwick Cove Resort & Marina

Myakka River

Myakka River
Venice
10.0 out of 10, Exceptional, (21 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 AU$633
includes taxes & fees
18 May - 19 May
Myakka River

Beach house

Beach house
Manasota Key
10.0 out of 10, Exceptional, (36 reviews)
"Great property. Great hosts. "
United States
Nick B.
The price is AU$673
includes taxes & fees
15 May - 16 May
Beach house

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

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Bokeelia
9.8 out of 10, Exceptional, (18 reviews)
"Couldn’t been better"
United States
Louis
The price is AU$429
includes taxes & fees
15 May - 16 May
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark Teeth

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark Teeth
Englewood
9.8 out of 10, Exceptional, (40 reviews)
"Very private beach. Beautiful lodging and everything you need to have a great beach vacation. The host was wonderful and answered questions quickly. The whole package for a memorable vacation. "
United States
Anonymous traveller
The price is AU$1,368
includes taxes & fees
16 May - 17 May
Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark Teeth

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (48 reviews)
"Cute home that was perfect to spend time there as well as go sightseeing. If you stay here be sure to go down to the end of the street to meet UNO.Pictures are very acurate"
United States
Janice F.
The price is AU$538
includes taxes & fees
8 June - 9 June
NEW!! The “WATERSIDE” COTTAGE~With dockage

Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (24 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is AU$305
includes taxes & fees
15 May - 16 May
Nestled in North Port. Updated 2 Bed / 1 Bath.

2-bedroom pool house with golf cart in Englewood, close to the beaches!

2-bedroom pool house with golf cart in Englewood, close to the beaches!
Grove City
10.0 out of 10, Exceptional, (7 reviews)
"Everything was great, including the host"
United States
Fred
The price is AU$464
includes taxes & fees
13 June - 14 June
2-bedroom pool house with golf cart in Englewood, close to the beaches!

Beautiful house with lake view

Beautiful house with lake view
Englewood East
10.0 out of 10, Exceptional, (11 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is AU$336
includes taxes & fees
17 May - 18 May
Beautiful house with lake view

Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife

Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
Bokeelia
9.8 out of 10, Exceptional, (47 reviews)
"Hosts were very helpful and informative. Clean and well equipped house. We loved the pool and hot tub!"
United States
Rosemary L.
The price is AU$643
includes taxes & fees
1 June - 2 June
Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife

Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart

Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart
North Captiva
10.0 out of 10, Exceptional, (24 reviews)
"The location and accommodations were perfect for our full family getaway! The beach had an abundance of shells and wildlife - we really enjoyed our time together at Sunny By You Beach House!"
United States
Rebekah R.
The price is AU$1,873
includes taxes & fees
18 May - 19 May
Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart

Beachfront Palace with Birdseye Rooftop Deck!

Beachfront Palace with Birdseye Rooftop Deck!
Manasota Beach
9.8 out of 10, Exceptional, (20 reviews)
"Everything was absolutely terrific from the second we checked in till we left "
United States
Chris N.
The price is AU$1,031
includes taxes & fees
31 May - 1 June
Beachfront Palace with Birdseye Rooftop Deck!

Island Retreat Private Pool + Cart | Green Tortuga

Island Retreat Private Pool + Cart | Green Tortuga
North Captiva
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful location and beautiful home!"
United States
Susan P.
The price is AU$1,774
includes taxes & fees
18 May - 19 May
Island Retreat Private Pool + Cart | Green Tortuga

Gulf Front Escape at a Beach Resort, Pet Friendly

Gulf Front Escape at a Beach Resort, Pet Friendly
Manasota Beach
9.2 out of 10, Wonderful, (5 reviews)
"We absolutely loved the ocean view, and the proximity to both the beach and parking was incredibly convenient. The beach house itself was charming and cozy—perfect for a relaxing getaway. We would definitely stay here again in the future."
United States
Velnet P.
Gulf Front Escape at a Beach Resort, Pet Friendly

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
10.0 out of 10, Exceptional, (4 reviews)
"The home was absolutely perfect , clean, spacious, and very comfortable. Beautifully decorated , beds were cozy, and everything was exactly as described. The host was friendly and responsive, which made the stay stress-free. Great location and a perfect home base for our family trip.”"
United States
Kelly R.
The price is AU$582
includes taxes & fees
16 May - 17 May
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

Manasota Key -Your Piece of Paradise - Steps to beach

Manasota Key -Your Piece of Paradise - Steps to beach
Manasota Key
9.8 out of 10, Exceptional, (11 reviews)
"Great host! Dan made sure My stay was perfect!Master suite even has a view of the GulfWould definitely stay again and recommend "
United States
Jim R.
Manasota Key -Your Piece of Paradise - Steps to 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 favourite 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 depend 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 AU$178 per night. Entering your travel dates in the search wizard might find you 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.