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
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Gasparilla Island cottages

Terrace/patio

1. 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
8.6 out of 10, Excellent, (4 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 215
AED 726 total
includes taxes & fees
30 Aug - 31 Aug
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Interior

2. Boat access only rental on private island

Boat access only rental on private island
Placida
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay, the house was as advertised! Great place to relax and enjoy the ocean!"
United States
Andrew S.
The price is AED 882
AED 2,041 total
includes taxes & fees
30 Aug - 31 Aug
Boat access only rental on private island
Exterior

3. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Oakland Hills
9.8 out of 10, Exceptional, (30 reviews)
"Beautiful home"
United States
Danail H.
The price is AED 281
AED 1,236 total
includes taxes & fees
7 Sep - 8 Sep
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Exterior

4. 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, (5 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 1,599 total
includes taxes & fees
10 Sep - 11 Sep
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Exterior

5. Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Manasota Key
10.0 out of 10, Exceptional, (6 reviews)
"If you are looking for a quaint getaway in a quiet part of Manasota key, this is it. While you are close enough walk or bike to the beach and all the restaurant/bars, it’s just far enough away from all the congestion. The cottage was beautifully decorated, clean & updated. Truly a great host, they were responsive and provided more items to use than any other VRBO we’ve stayed at! "
United States
Brooke T.
The price is AED 588
AED 1,672 total
includes taxes & fees
10 Sep - 11 Sep
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Exterior

6. 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, (27 reviews)
"We were enjoying our stay."
United States
Inna K.
The price is AED 165
AED 509 total
includes taxes & fees
2 Sep - 3 Sep
Charming cottage for 2 across warm mineral springs park
House (4 Bedrooms) | Interior

7. 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 551
AED 1,638 total
includes taxes & fees
30 Aug - 31 Aug
Home < 1-mi Walk to Warm Mineral Springs Park!
Exterior

8. 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 1,988 total
includes taxes & fees
30 Aug - 31 Aug
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Interior

9. 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 1,098
AED 2,480 total
includes taxes & fees
4 Sep - 5 Sep
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Terrace/patio

10. Gorgeous Renovated Cottage steps to beach!

Gorgeous Renovated Cottage steps to beach!
Captiva
6.0 out of 10, (1 review)
"We booked a two bedroom but actually received two one bedroom duplexes with a door between. There were not adequate utensils (no spatula) and very few dishes. The property was right on the side of a very busy street and was not oceanfront like we expected. We had a parking lot behind us, busy street to the side and another road just steps from the front door. One side of the duplex had a mini split not central air and then til would not go cooler than 72 degrees which in our world is too hot to...
United States
cindy o.
The price is AED 1,939
AED 4,302 total
includes taxes & fees
4 Sep - 5 Sep
Gorgeous Renovated Cottage steps 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.
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

Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG

10/10 Excellent
"Room was clean. Stayed one night and it was very close to the Punta gorda airport and it was nice to have a Waffle House and McDonald's right across from the parking lot for convenience especially when arriving on a late night flight!"
Jennifer 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Punta Gorda by IHG

Explore a world of travel with Expedia