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Search Little Gasparilla Island Villa Rentals from CA $135

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Aug 8 - Aug 10
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Aug 15 - Aug 17
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Browse Select Little Gasparilla Island Villas

Matlacha Tiny Village
Enjoy waterfront views and easy access to water activities from this vibrant marina property.

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (259)
"Amazing little place. Not so little. Lovely. Excellent host and proximity to everything! "
The price is CA $135
CA $253 total
includes taxes & fees
Jul 30 - Jul 31
Matlacha Tiny Village
Paradise Cove at Lemon Bay
Relax on the beach with a clear view of the water, surrounded by palm trees and a marina.

Paradise Cove at Lemon Bay

3.5 star property
8.2 out of 10, Very good, (77)
"The property was outstanding. The owners were marvelous would definitely go back."
Paradise Cove at Lemon Bay
Waterfront Mermaid's Retreat Delights!
Relax by the pool surrounded by a palm tree and a serene view of the calm body of water.

Waterfront Mermaid's Retreat Delights!

9.8 out of 10, Exceptional, (65)
"Absolutely wonderful stay! I could’ve stayed another day to just do nothing. "
Waterfront Mermaid's Retreat Delights!
Waterfront Paradise Bay
Relax by the serene pool surrounded by palm trees and a tranquil sea view.

Waterfront Paradise Bay

10.0 out of 10, Exceptional, (82)
"Really comfortable stay. Beautiful location. The pool was great and it’s such a short walk to the beach. Our family had a great time! "
Waterfront Paradise Bay
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Relax in a serene outdoor space with a round table and two chairs, surrounded by lush greenery and a stunning ocean view.

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

10.0 out of 10, Exceptional, (117)
"Beautiful and relaxing! We enjoyed our stay it was just what we needed."
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Beautiful 3 Bedroom Vacation Home with Private Pool
Stunning single-story building with an ornate metal gate and beautifully manicured lawn.

Beautiful 3 Bedroom Vacation Home with Private Pool

10.0 out of 10, Exceptional, (107)
"Beautiful house with everything we needed. Would definitely stay there again. "
Beautiful 3 Bedroom Vacation Home with Private Pool
Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount
Relax by the pool in a tranquil setting, surrounded by lush greenery and a transparent roof.

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

9.6 out of 10, Exceptional, (77)
"Great place. Great host. Good location."
Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
Relax by the pool surrounded by arches and columns, with a staircase leading to an upper level.

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

10.0 out of 10, Exceptional, (13)
"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
Enjoy breathtaking sea views from the elevated balcony with a corner window.

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
Villa Sun-Kissed: Where Sunshine Meets Luxury
Relax by the pool surrounded by lush views of the surrounding landscape.

Villa Sun-Kissed: Where Sunshine Meets Luxury

9.0 out of 10, Wonderful, (11)
"Beautiful location. House was perfect for our family. Jana was a pleasure to deal with. Highly recommend. "
Villa Sun-Kissed: Where Sunshine Meets Luxury
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Relax in a serene garden setting with a hammock and wicker furniture.

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

9.8 out of 10, Exceptional, (57)
"The home was clean, nicely appointed, in a nice neighborhood, and very convenient to local attractions."
The price is CA $149
CA $448 total
includes taxes & fees
Aug 3 - Aug 4
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Comfortable villa with unobstructed view of the Gulf on Resort, C2424B
Relax on the deck with a view of the beach.

Comfortable villa with unobstructed view of the Gulf on Resort, C2424B

9.4 out of 10, Exceptional, (110)
"Quiet, beautiful location and everyone on the staff could not have been nicer. We will be back."
Comfortable villa with unobstructed view of the Gulf on Resort, C2424B
Charming villa with 2 bedrooms, 4 miles from gulf beaches. Dogs welcome!
Stroll up to this charming single-story home with a welcoming front porch and beautifully manicured lawn.

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!
Lily Rose Villa 3-BR on canal with spectacular sunsets in beautiful Cape Coral
Stunning garden area with a stone angel, decorative arch, and small fountain, surrounded by lush greenery and a meandering pathway.

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

10.0 out of 10, Exceptional, (5)
Lily Rose Villa 3-BR on canal with spectacular sunsets in beautiful Cape Coral
Turtle Cay at The Beach Shack! Come On Down!
Simple, functional home with a front door and windows, surrounded by well-maintained grass and palm trees.

Turtle Cay at The Beach Shack! Come On Down!

10.0 out of 10, Exceptional, (42)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
The price is CA $173
CA $437 total
includes taxes & fees
Aug 13 - Aug 14
Turtle Cay at The Beach Shack! Come On Down!
Brandnew (2024) Villa with huge pool on the water
Relax by the serene indoor pool, surrounded by expansive views of a tranquil lake and forest.

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
Just steps to 2 miles of private beach! Relaxing family villa. C2624C
Enjoy the ocean view from this balcony with a pool and lounge chairs.

Just steps to 2 miles of private beach! Relaxing family villa. C2624C

9.2 out of 10, Wonderful, (131)
"We celebrated Mother’s Day here and it was simply perfect. Beautiful views, comfy beds, well stocked.. the pool is steps ways and we enjoyed the best sunsets. We rented a golf cart while on the island.. Definitely plan to return!"
Just steps to 2 miles of private beach! Relaxing family villa. C2624C
YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH!
Relax by the serene pool surrounded by lush greenery.

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 CA $185
CA $563 total
includes taxes & fees
Jul 30 - Jul 31
YOUR PRIVATE OASIS WITH POOL HEATER, MINUTES FROM THE BEACH!
Luxury villa with waterfront, boat dock and heated pool!
Relax by the pool overlooking a serene lake and lush surroundings.

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!
Not the average vacation home! Saltwater Pool & Spa electric heat incl. in rate
Relax by the serene pool surrounded by lush greenery and palm trees.

Not the average vacation home! Saltwater Pool & Spa electric heat incl. in rate

10.0 out of 10, Exceptional, (62)
"We had a fantastic time! The home is located near lots of beaches and wonderful restaurants. We loved the pool and hot tub. The home was perfect for our needs."
Not the average vacation home! Saltwater Pool & Spa electric heat incl. in rate
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
"Great customer service. Comfortable location. "
Maria 2-night trip
Posted 17 hours ago
Sunseeker Resort Charlotte Harbor