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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Little Gasparilla Island and around

Matlacha Tiny Village
Fishing

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (263)
"Very nice place with all necesary accommodations for a Pleasant stay. "
The price is €158
includes taxes & fees
20 Aug - 21 Aug
Matlacha Tiny Village
Paradise Cove at Lemon Bay
Private beach, white sand, snorkelling, kayaking

Paradise Cove at Lemon Bay

3.5 star property
8.2 out of 10, Very good, (78)
"I loved the property and the host was also very professional. "
Paradise Cove at Lemon Bay
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Terrace/patio

Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

10.0 out of 10, Exceptional, (119)
"We loved our little island stay, the beach was as beautiful as the pictures! Clean and a such a short distance to everything, we will definitely be staying again! "
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Waterfront Paradise Bay
A heated pool

Waterfront Paradise Bay

10.0 out of 10, Exceptional, (84)
"Right at the edge of the water. Very quiet and nice place. The room was very clean and comfortable. "
Waterfront Paradise Bay
Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount
Outdoor pool, a heated pool

Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount

9.6 out of 10, Exceptional, (77)
"Pictures accurately portray this amazing property. Conveniently located near the beach. All around wonderful stay. 10/10 would stay here again."
Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount
Beautiful house with lake view
Outdoor dining

Beautiful house with lake view

10.0 out of 10, Exceptional, (10)
"This villa was so cozy and accommodating for my family! They had everything we needed for our stay and much more!"
The price is €192
includes taxes & fees
21 Aug - 22 Aug
Beautiful house with lake view
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
A heated pool

"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath

10.0 out of 10, Exceptional, (15)
"Our favorite place we have stayed at manasota key ever"
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B
Exterior

Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B

4.0 star property
9.2 out of 10, Wonderful, (114)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our beachfront villa was lovely, clean and well-maintained. The staff at Palm Island Resort is fabulous and the fact that so many people have worked there for many years is a great indicator of what a great resort this is. We enjoyed every moment...
Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B
Sanctuary w/covered heated saltwater pool on canal
Outdoor pool, a heated pool

Sanctuary w/covered heated saltwater pool on canal

9.8 out of 10, Exceptional, (14)
"House was very nice. Had everything we needed and more for a nice, relaxing family vacation! Jaci was a wonderful host and very attentive to anything we needed! Would definitely stay again!"
Sanctuary w/covered heated saltwater pool on canal
Waterfront Mermaid's Retreat Delights!
A heated pool

Waterfront Mermaid's Retreat Delights!

9.8 out of 10, Exceptional, (67)
"Clean and safe"
Waterfront Mermaid's Retreat Delights!
Waterview Vacation Retreat Close To Ocean
Exterior

Waterview Vacation Retreat Close To Ocean

10.0 out of 10, Exceptional, (9)
"We stayed 2 weeks and this house was comfortable, had all the items we needed to cook, clean, and relax. It was a quick and easy drive to some really beautiful beaches and great restaurants! The host was easy to contact and responsive to our questions. Would absolutely book again! Perfect for our family and our dog. "
The price is €294
includes taxes & fees
18 Aug - 19 Aug
Waterview Vacation Retreat Close To Ocean
Modern Luxury Villa / Riverfront / Heated South Facing Pool / Golf Rotonda West
Property grounds

Modern Luxury Villa / Riverfront / Heated South Facing Pool / Golf Rotonda West

10.0 out of 10, Exceptional, (84)
"Beautiful lanai and pool you can spend all day and evening out there. Fully functional kitchen and it's wonderfully decorated and comfortable house."
Modern Luxury Villa / Riverfront / Heated South Facing Pool / Golf Rotonda West
YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH!
Outdoor pool, a heated pool

YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH!

10.0 out of 10, Exceptional, (27)
"Stayed here to be close to our family that lives in the area. House was easy to access and very clean with tons of nice touches. Will definitely stay here again!"
The price is €358
includes taxes & fees
21 Aug - 22 Aug
YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH!
Charming villa with 2 bedrooms, 4 miles from gulf beaches. Dogs welcome!
Exterior

Charming villa with 2 bedrooms, 4 miles from gulf beaches. Dogs welcome!

2.0 star property
10.0 out of 10, Exceptional, (10)
"Safe, quiet, convenient to everything, great host"
Charming villa with 2 bedrooms, 4 miles from gulf beaches. Dogs welcome!
Waterfront Villa Seaglass
A heated pool

Waterfront Villa Seaglass

9.8 out of 10, Exceptional, (85)
"The property was situated perfectly between the bay and the ocean. The heated pool was great for this time of year. It was the right size for a family of four and had great restaurants within walking distance or a short drive. Would stay again!"
Waterfront Villa Seaglass
Turtle Cay at The Beach Shack! Come On Down!
Exterior

Turtle Cay at The Beach Shack! Come On Down!

10.0 out of 10, Exceptional, (43)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
The price is €279
includes taxes & fees
18 Aug - 19 Aug
Turtle Cay at The Beach Shack! Come On Down!
Lily Rose Villa 3-BR on canal with spectacular sunsets in beautiful Cape Coral
Exterior detail

Lily Rose Villa 3-BR on canal with spectacular sunsets in beautiful Cape Coral

10.0 out of 10, Exceptional, (6)
Lily Rose Villa 3-BR on canal with spectacular sunsets in beautiful Cape Coral
Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi
Exterior

Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi

9.6 out of 10, Exceptional, (105)
"The house and location are great. We love the local beach 5 minutes away. We like being away from the busyness while still being close to anything we wanted. "
Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi
Brandnew (2024) Villa with huge pool on the water
Outdoor pool, a heated pool

Brandnew (2024) Villa with huge pool on the water

10.0 out of 10, Exceptional, (20)
"Fantastic stay"
Brandnew (2024) Villa with huge pool on the water
Luxury villa with waterfront, boat dock and heated pool!
Outdoor pool, a heated pool

Luxury villa with waterfront, boat dock and heated pool!

10.0 out of 10, Exceptional, (52)
"The house was exactly as it was pictured.. very modern and beautiful. Had all the amenities of home. The pool was such a nice bonus to have when the teens got bored or we just need some down time from exploring."
Luxury villa with waterfront, boat dock and 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

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

10/10 Excellent
"We had a great time - everything we needed in one place so many options for dining, comfortable, clean rooms and a beautiful pool area with plenty of seating. Super fun for a long weekend. The staff was very customer focused. Would highly recommend."
Megan 3-night trip
Posted 15 hours ago
Sunseeker Resort Charlotte Harbor

Frequently asked questions

How much do villas in Little Gasparilla Island cost?
You can expect to pay between €158 and €358 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 86 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.