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Cottages in Gasparilla Island

Our top choices for Gasparilla Island cottages

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (34)
"We enjoyed our stay so much! Just right for us with short walks to the Beach and Bay, peaceful back porch and comfy beds. It is a beautiful and clean house in the trees. Evan is a helpful host with great communication. We hope to go back again. "
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

10.0 out of 10, Exceptional, (136)
"We have stayed at this cottage before, and it’s always been obvious how much love the owners put into the cottage, and how much effort they put into making your stay an enjoyable one. Knowing how much work they had to do to get it rehabbed after last year’s hurricanes makes you appreciate it even more. The cottage is very clean and has everything you need for your stay. You are right on the beach with a spectacular view of the sunset. Communication with the hosts is a breeze and they are quick...
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

Island Life! King Bed Studio-Steps to beach

9.6 out of 10, Exceptional, (166)
"Beautiful area and unit. We will be back."
Island Life! King Bed Studio-Steps to beach

Near beaches! 2100 square foot heated pool home on the Golf Course!

2.0 star property
9.8 out of 10, Exceptional, (15)
"Good location, accurate listing, excellent property manager. Recommend!"
Near beaches! 2100 square foot heated pool home on the Golf Course!

This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (194)
"Cottages for my daughter and I were adjacent. Having a pool was nice. The free washer and dryer was a plus. "
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!

10.0 out of 10, Exceptional, (65)
"Our family of four had a fantastic stay at this condo. It was incredibly clean and had wonderful amenities. We loved the kayaks and bikes. The location was perfect and the beach access was close by. We look forward to booking here again! "
Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!

Charming Waterfront Cottage on peaceful Matlacha! FULL RENOVATION DECEMBER 2024

10.0 out of 10, Exceptional, (3)
"Very nice property - The renovations following the past Hurricanes were well appointed. Glad to see the area is doing its best towards full recovery mode . Owner was very responsive."
Charming Waterfront Cottage on peaceful Matlacha! FULL RENOVATION DECEMBER 2024

1-bedroom second floor Captiva Suite, walking distance to beach

8.0 out of 10, Very Good, (1)
1-bedroom second floor Captiva Suite, walking distance to beach

Private Pool: Beachy Cape Coral Getaway!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Very comfortable, inviting stay at the Beachy Cape Coral getaway after a long journey from Minnesota, trying to get ahead of back to back Winter storms. So when we arrived at this beautiful home, it was such a beautiful place to rest and rejuvenate. Everything worked as advertised, we had no trouble connecting to wifi or the NFL playoff games when we arrived. Thank you for sharing your beautiful home with us!"
Private Pool: Beachy Cape Coral Getaway!

Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink

8.8 out of 10, Excellent, (13)
"Cute house as described, beautiful island, would love to return"
Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink

Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!

10.0 out of 10, Exceptional, (128)
"Owner easy to work with. Short walk to the beach and to restaurants in town."
Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!

Cozy Beach Cottage

9.4 out of 10, Exceptional, (21)
"Wonderful location for a peaceful getaway "
Cozy Beach Cottage

Beach Cottage on Private Little Gasparilla Island, relax & unwind!

9.8 out of 10, Exceptional, (24)
"Our family absolutely loved our time at this beach cottage!! It was an easy walk from the dock and even easier to the beach! We loved how safe and welcoming the island was! Our kids had endless fun with sea shelling/shark tooth hunting/swimming/boogie boarding and hanging out at our home away from home! We’ll be back for sure! "
Beach Cottage on Private Little Gasparilla Island, relax & unwind!

Cozy and Private our island home on North Captiva is the perfect escape

9.0 out of 10, Wonderful, (10)
"Just spent a wonderful week on beautiful North Captiva with our family. The house had everything we needed and the property managers were great."
Cozy and Private our island home on North Captiva is the perfect escape

Island-Life-Steps to Stunning Beach! Pool!

9.4 out of 10, Exceptional, (11)
"Oir host was amazing and on point. She quckly answered any all questions and immediately addressed any issues. Had an amzing workation. 10 out of 10 stars."
Island-Life-Steps to Stunning Beach! Pool!

White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!

10.0 out of 10, Exceptional, (64)
"Very clean property with everything you need. Small but excellent in terms of having it all for a 2-7 day stay. The area is still recovering from hurricanes in the fall of 2024 but this property is in great shape."
White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!

Villa Margarita Sparkles

9.8 out of 10, Exceptional, (146)
"Great location, easy beach access. Will definitely stay again."
Villa Margarita Sparkles

2 Mi to Beach: Home w/ Pool in Venice

3.0 star property
2 Mi to Beach: Home w/ Pool in Venice

The Shore Bird-Private Captiva Escape Bay to Gulf Cottage!

6.0 out of 10, (1)
"Nails are protruding above decking and a safety hazard. The slider needs a new lock and currently not secure. The dish washer quit working. And, we had demolition next door with loud construction equipment and the smell of diesel exhaust. Considering the cost, we were quite disappointed. We enjoyed ourselves when we were not at the property."
The Shore Bird-Private Captiva Escape Bay to Gulf Cottage!

Pet-friendly Englewood Home - 4 Mi to Beach!

3.0 star property
Pet-friendly Englewood Home - 4 Mi 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 Gasparilla Island Hotel Reviews

Find out more about Gasparilla Island

Find out more about Gasparilla Island

Gasparilla Island Cottages information

Number of reviews
600
Accommodation
101 Cottages
Lowest Price
Highest Price

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