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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Little Gasparilla Island villas

An outdoor patio area with a seating arrangement, a hammock, and a view of a grassy yard and trees.

1. 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, (78 reviews)
"Nice stay in good location"
United States
John W.
The price is €299
includes taxes & fees
5 Oct - 6 Oct
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A residential area with a pond, palm trees, and houses with sloped roofs.

2. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is €305
includes taxes & fees
5 Oct - 6 Oct
Waterview Vacation Retreat Close To Ocean
A modern two-story house with a brick driveway and a well-maintained lawn.

3. 3BR Boundary Breeze Heated Pool Beach Golf Nearby

3BR Boundary Breeze Heated Pool Beach Golf Nearby
Oakland Hills
10.0 out of 10, Exceptional, (3 reviews)
"Clean. Fast communication. Lots of space for our stay. Will stay again next time we drive down for the weekend!"
United States
Catherine P.
The price is €328
includes taxes & fees
5 Oct - 6 Oct
3BR Boundary Breeze Heated Pool Beach Golf Nearby
A beach shack with a sign reading 'BEACH SHACK MANASOTA KEY,' a bicycle parked outside, and a chair and table set up for outdoor dining.

4. Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (47 reviews)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
The price is €325
includes taxes & fees
19 Oct - 20 Oct
Turtle Cay at The Beach Shack! Come On Down!
A table with a tray containing a cookie and two cups, set in a covered outdoor area with a view of a lake and greenery.

5. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (16 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is €189
includes taxes & fees
5 Oct - 6 Oct
Beautiful house with lake view
A modern two-story house with a garage, a covered entryway, and a well-maintained lawn.

6. Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing

Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing
Pebble Beach
9.6 out of 10, Exceptional, (4 reviews)
"The house was beautiful and lived up to the pictures. The hosts were responsive and very helpful during our stay. We were so happy to rent for a month and be able to bring our dog. Thank you so much!"
United States
Deborah M.
Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing
A single-story house with a flat roof, large windows, and a small porch area.

7. "Sea Dunes" 3 bedrooms 2 bath

"Sea Dunes" 3 bedrooms 2 bath
Port Charlotte
7.4 out of 10, Good, (3 reviews)
"For our purposes, shopping and other activities were close enough. "
United States
Charles H.
The price is €358
includes taxes & fees
5 Oct - 6 Oct
"Sea Dunes" 3 bedrooms 2 bath
A modern two-story house with a brick driveway and a well-maintained lawn.

8. Waterview Villa With Heated Pool

Waterview Villa With Heated Pool
Oakland Hills
10.0 out of 10, Exceptional, (1 review)
"Our host was very good at responding to our questions. The home was great! Very clean with everything you could need."
United States
Barbara H.
Waterview Villa With Heated Pool
A backyard with a gravel patio, a small lawn, and a wooden fence.

9. Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place and a great location "
United States
Matthew C.
The price is €333
includes taxes & fees
20 Oct - 21 Oct
Seashell Shanty at The Beach Shack! Come On Down!
A turquoise building with a tiled driveway and a row of bicycles parked in front.

10. Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is €333
includes taxes & fees
20 Oct - 21 Oct
Flamingo's Nest at the Beach Shack. Just one block from the beach!
A residential property with a paved driveway leading to a garage, surrounded by palm trees and a well-maintained lawn.

11. Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (18 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
Lake Marlin Villa 2
A beachside area with colorful beach houses, a dock, and a sandy beach.

12. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (297 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is €198
includes taxes & fees
5 Oct - 6 Oct
Matlacha Tiny Village
Pool

13. Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Englewood South
10.0 out of 10, Exceptional, (4 reviews)
"This was a wonderful vacation! The house was perfect! Very clean and decorated beautifully! We had everything that we needed! Great location too! We would recommend this house to anyone coming to Englewood, it was wonderful! We will be coming back! Thank you for sharing your beautiful house with us!!"
United States
Lisa M.
The price is €386
includes taxes & fees
28 Oct - 29 Oct
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
A pool area with lounge chairs and a blue umbrella.

14. The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen

The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
Port Charlotte
9.8 out of 10, Exceptional, (21 reviews)
"The house was great, the pool terrific. Our family enjoyed time together. Thank you."
United States
Marlo S.
The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
A coastal resort area with multiple buildings, including a prominent hotel with a red roof and a parking lot.

15. Pineapple Express at the Beach Shack Just one block from the beach!

Pineapple Express at the Beach Shack Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (38 reviews)
"Everything you could want or need was available!Excellent location!Heather was amazing to work with!"
United States
lisa w.
Pineapple Express at the Beach Shack Just one block from the beach!
A coastal resort area with multiple buildings, including a prominent hotel with a red roof and a parking lot.

16. 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, (28 reviews)
"The Seaglass Inn was perfect for our weekend stay with the family. The location was great, and the place had everything we needed and then some. The beach was a quick walk away and beautiful! We would definitely book here again in the future. "
United States
erika b.
Seaglass Inn at the Beach Shack Just one block from the beach!
Terrace/patio

17. Fits Multiple Families! 3 min walk to Gulf, Hot Tub, Salt Water Pool, Game room

Fits Multiple Families! 3 min walk to Gulf, Hot Tub, Salt Water Pool, Game room
Manasota Key
10.0 out of 10, Exceptional, (10 reviews)
"This house was perfect for our family! The hosts thought of all the small details and were very communicative and responsive. We had a wonderful stay and look forward to returning!"
United States
Wendy P.
Fits Multiple Families! 3 min walk to Gulf, Hot Tub, Salt Water Pool, Game room
A residential house at dusk with a well-lit pathway, a palm tree, and a garden with various plants.

18. Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool

Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
North Port
10.0 out of 10, Exceptional, (11 reviews)
"This house is one of the nicest homes we've ever stayed in. Everything in the house is so beautiful, and it's so well stocked with everything we could possibly need. It was the perfect location for enjoying Spring Training games, and my daughter loved the heated pool."
United States
Tracy B.
The price is €635
includes taxes & fees
14 Oct - 15 Oct
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
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

Kon Tiki Inn

Kon Tiki Inn

10/10 Excellent
"Debbie and Sean are excellent hosts. Very clean, very comfortable, very quiet. Pet friendly, which is awesome also. Great location also just a couple miles from downtown or the beach.."
Joseph 2-night trip
Posted less than an hour ago
Kon Tiki Inn

Find out more about Little Gasparilla Island

Little Gasparilla Island Villas information

Number of reviews
371
Accommodation
111 Villas
Lowest Price
€189
Highest Price
€635

Frequently asked questions

How much do villas in Little Gasparilla Island cost?
You can expect to pay between €189 and €635 per night for villas in Little Gasparilla Island. No matter your budget, a fantastic stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Little Gasparilla Island?
Little Gasparilla Island has 111 villas on offer. Enter your travel dates and destination and start organising your ideal holiday today.
Why book your villa in Little Gasparilla Island with Expedia?
Expedia makes it easy to find your dream villa in Little Gasparilla Island. Taking the kids on holiday? Use our helpful filters to look for stays with a kitchen or a pool. If you're sticking to a budget, click on how much you're willing to spend and the star rating of the property. We'll help you find the right fit that gels with your style and taste.
How can I find cheap villas in Little Gasparilla Island?
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