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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

Cozy Beach Cottage

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

Charming Waterfront Cottage on peaceful Matlacha! FULL RENOVATION DECEMBER 2024

10.0 out of 10, Exceptional, (4)
"Had a great time, enjoyed the stay. Nice and peaceful neighbors were great. Host was excellent. Pet friendly. Boat docked right out back which was great."
Charming Waterfront Cottage on peaceful Matlacha! FULL RENOVATION DECEMBER 2024

Romantic beach home with golf cart Remodeled Coastal charm

9.4 out of 10, Exceptional, (34)
"This was a honeymoon spot for us as we got married after 9 yrs. this time ( we was high school sweethearts), we wanted a place to just be us and to be able to reset and that’s exactly what we found !! Love this place and will be back. Lizabeth"
Romantic beach home with golf cart Remodeled Coastal charm

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!

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

10.0 out of 10, Exceptional, (137)
"Perfect cottage getaway right on the beach. Will be back again "
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

Studio#1-Back Bay Sunsets in Matlacha

9.6 out of 10, Exceptional, (10)
"Such a quaint and lovely place. We definitely recommend 10/10. "
Studio#1-Back Bay Sunsets in Matlacha

Venetian Vacation! Close To Beaches, Restaurants & Shopping!

10.0 out of 10, Exceptional, (110)
"Great place to stay. Very clean. "
Venetian Vacation! Close To Beaches, Restaurants & Shopping!

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

10.0 out of 10, Exceptional, (66)
"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!

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!

2 Mi to Beach: Home w/ Pool in Venice

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

The Coastal Oasis. 8 Mins from Englewood Beach!

10.0 out of 10, Exceptional, (15)
"Loved my 10 day stay at this cozy, well appointed cottage. Wonderful location just a block off Dearborn Street. Farmers Market in the park alongside the accommodations every Thursday, many other events nearby to enjoy. Highly recommend!"
The Coastal Oasis. 8 Mins from Englewood Beach!

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!

Cozy and warm 3-bedroom cottage with a pool in the island

8.0 out of 10, Very Good, (13)
"Firstly let me say the property was better than advertised as it was extremely clean upon arrival. The location is perfect for those looking for peace and quiet and that love to relax. Pool was perfect. 100% will stay again."
Cozy and warm 3-bedroom cottage with a pool in the island

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

Beachy Cottage near Manasota Key

7.8 out of 10, Good, (7)
"The place was excellent. 5 Stars. It’s was very clean, very nice, and just as it said very close to the beach and restaurants . I look forward to coming back. A great place to stay. "
Beachy Cottage near Manasota Key

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

3.0 star property
7.6 out of 10, Good, (8)
"Our spot was clean, tasteful, and quiet. It was a quick walk to the beautiful beach and local restaurants/stores. We'd definitely stay again if/when we're back in Captiva. Thank you!"
The price is SAR 859
SAR 2,161 total
includes taxes & fees
14 Sep - 15 Sep
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

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!

Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island

10.0 out of 10, Exceptional, (2)
"Love that the house was just steps from the dock and the beach was a short walk. It was nice to have chairs and an umbrella so that we didn't have to bring those with us. The house was wonderful with everything we needed. Communication was great with questions answered quickly. Would definitely book here again."
Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island

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

10.0 out of 10, Exceptional, (128)
"Extremely clean , very comfortable , quiet and peaceful . We really enjoyed our stay here .. "
Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!
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