A beach with a row of wooden posts extending into the water, a sandy shore, and a clear sky.

Search Cottages in Gasparilla Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Gasparilla Island cottages

Exterior

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (25 reviews)
"Easy check in, clean and cozy."
United States
Robert J.
The price is AED 165
AED 509 total
includes taxes & fees
7 Jul - 8 Jul
Charming cottage for 2 across warm mineral springs park
House (3 Bedrooms) | Front of property

4 Mi to Hospitals! Port Charlotte Home w/ Lanai

4 Mi to Hospitals! Port Charlotte Home w/ Lanai
3.0 star property
Port Charlotte
The price is AED 375
AED 1,174 total
includes taxes & fees
7 Jul - 8 Jul
4 Mi to Hospitals! Port Charlotte Home w/ Lanai
Terrace/patio

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Bokeelia
8.0 out of 10, Very Good, (3 reviews)
"The cottage was very cute inside, and had everything we needed. Be sure that you have your entrance information ahead of time as cell service is limited in the area."
United States
Lisa E.
The price is AED 294
AED 825 total
includes taxes & fees
7 Jul - 8 Jul
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Outdoor dining

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
9.8 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay at this property. Home is perfect for couples or a small family. Very clean and adorable set up. Love the back yard and lanai! Thanks for a great stay - we would stay again."
United States
Mandy A.
The price is AED 258
AED 885 total
includes taxes & fees
14 Jul - 15 Jul
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Exterior

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
The price is AED 533
AED 1,551 total
includes taxes & fees
18 Jul - 19 Jul
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Exterior

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

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Captiva
8.0 out of 10, Very Good, (12 reviews)
"Very cozy place if you don’t mind small. Great location, beach access is steps away. Bed is very comfy. "
United States
Anonymous traveler
The price is AED 735
AED 1,973 total
includes taxes & fees
7 Jul - 8 Jul
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Outdoor dining

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark Teeth

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark Teeth
Englewood
9.8 out of 10, Exceptional, (42 reviews)
"Wow....this is one of the best VRBOs we've stayed in. Evan was a great host, very welcoming, helpful and quick to respond to questions. Location is so convenient to either Lemon Bay or the beach."
United States
Marla W.
The price is AED 2,020
AED 3,715 total
includes taxes & fees
31 Jul - 1 Aug
Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark Teeth
Terrace/patio

Gorgeous Renovated Cottage steps to beach!

Gorgeous Renovated Cottage steps to beach!
Captiva
The price is AED 1,939
AED 4,324 total
includes taxes & fees
2 Aug - 3 Aug
Gorgeous Renovated Cottage steps to beach!
Interior

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Captiva
9.6 out of 10, Exceptional, (10 reviews)
"Very nice stay. Loved the easy access to the beach and our unit was great."
United States
Juan
The price is AED 915
AED 2,209 total
includes taxes & fees
11 Jul - 12 Jul
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
House (4 Bedrooms) | Interior

Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is AED 687
AED 1,792 total
includes taxes & fees
8 Jul - 9 Jul
Home < 1-mi Walk to Warm Mineral Springs Park!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gasparilla Island Hotel Reviews

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"Me encantó la propiedad muy limpia y organizada, el personal super amable y atento hasta en lo más mínimo y eso que tenían la propiedad en su capacidad máxima no tuve quejas , sin duda repetiremos"
Andy 2-night trip
Posted 9 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton