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

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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 CA $86
CA $278 total
includes taxes & fees
Sep 7 - Sep 8
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Exterior

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 CA $331
CA $761 total
includes taxes & fees
Sep 9 - Sep 10
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 CA $106
CA $464 total
includes taxes & fees
Sep 7 - Sep 8
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Exterior

4. 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 CA $221
CA $628 total
includes taxes & fees
Sep 7 - Sep 8
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Exterior

5. 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 CA $200
CA $596 total
includes taxes & fees
Sep 11 - Sep 12
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Outdoor dining

6. 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
10.0 out of 10, Exceptional, (16 reviews)
"Very clean house, nice place to stay"
United States
Linda G.
The price is CA $108
CA $346 total
includes taxes & fees
Oct 1 - Oct 2
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Exterior

7. 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 CA $55
CA $183 total
includes taxes & fees
Sep 8 - Sep 9
Charming cottage for 2 across warm mineral springs park
House (4 Bedrooms) | Interior

8. 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 CA $207
CA $615 total
includes taxes & fees
Sep 8 - Sep 9
Home < 1-mi Walk to Warm Mineral Springs Park!
Exterior

9. 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 traveller
The price is CA $371
CA $876 total
includes taxes & fees
Sep 7 - Sep 8
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Interior

10. 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 CA $412
CA $931 total
includes taxes & fees
Sep 7 - Sep 8
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Terrace/patio

11. 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 CA $728
CA $1,624 total
includes taxes & fees
Sep 7 - Sep 8
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.
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Top Gasparilla Island Hotel Reviews

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"Great location for get unique island travel experience . Beautiful ocean view on Restaurant to see incredible sunset. Food was delicious also. Property needs to be maintained . Total price includes resort fee is a bit higher for current property conditions."
Ina V 4-night trip
Posted 9 hours ago
Tween Waters Island Resort & Spa

Find out more about Gasparilla Island

Gasparilla Island Cottages information

Number of reviews
96
Accommodation
44 Cottages
Lowest Price
CA $183
Highest Price
CA $1,603

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