Gasparilla Island Cottages

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Our top choices for Gasparilla Island cottages

A hot tub with water bubbling, a life ring on the door, and a sign prohibiting chemicals.

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

Bokeelia

Lisa E.

HK$1,612 total

includes taxes & fees

5 Sept - 6 Sept

An aerial view of a coastal residential area with multiple houses, a beach, and a body of water.

2. Boat access only rental on private island

Placida

Andrew S.

HK$4,302 total

includes taxes & fees

9 Sept - 10 Sept

A modern house with large windows, a covered patio, and a swimming pool.

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

Oakland Hills

Danail H.

HK$2,638 total

includes taxes & fees

7 Sept - 8 Sept

A covered outdoor area with a gravel ground, a covered seating area with chairs, and a building in the background.

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

Manasota Key

Brooke T.

HK$3,529 total

includes taxes & fees

7 Sept - 8 Sept

A two-story building with a covered patio area featuring outdoor seating.

5. 2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

Manasota Key

Anabel P.

HK$3,390 total

includes taxes & fees

10 Sept - 11 Sept

A covered patio with a round table set for four, surrounded by wicker chairs.

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

Englewood Central

Linda G.

HK$1,950 total

includes taxes & fees

1 Oct - 2 Oct

A small, single-story building with a gray exterior, a white door, and a window with shutters.

7. Charming cottage for 2 across warm mineral springs park

Warm Mineral Springs

Inna K.

HK$1,043 total

includes taxes & fees

5 Sept - 6 Sept

A residential house with a garage, a front door, and a small front yard.

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

North Port

HK$3,496 total

includes taxes & fees

16 Sept - 17 Sept

A beach entrance with a rope barrier, a sign indicating private property, and a building with a thatched roof in the background.

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

Captiva

Anonymous traveller

HK$4,915 total

includes taxes & fees

12 Sept - 13 Sept

A room with a large white door leading to an outdoor area with a wicker chair and a bottle of wine.

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

Captiva

Juan

HK$5,222 total

includes taxes & fees

25 Sept - 26 Sept

A covered outdoor area with white chairs, a ceiling fan, and large windows overlooking a garden.

11. Gorgeous Renovated Cottage steps to beach!

Captiva

"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...

cindy o.

HK$9,074 total

includes taxes & fees

7 Sept - 8 Sept

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Top Gasparilla Island Hotel Reviews

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."

Wyvern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Immaculate hotel in downtown Punta Gorda conveniently located to many restaurants and the boat ramp. The hotel is vintage and my room was absolutely beautiful with superior decor and mood lighting. The hotel and bar staff were polite and professional and catered to all of my needs. Definitely will make this my preferred hotel during all my future visits."

Dream Beach House, steps to the Beach and beautiful Sunsets

10/10 Excellent

"Our stay on Little Gasparilla Island was truly unforgettable! From the beautiful, peaceful surroundings to the relaxing island atmosphere, it was exactly the escape we needed. There’s something so special about this little piece of paradise, and we loved every moment we spent there.What made our experience even better was our wonderful host. They were incredibly kind, welcoming, attentive, and genuinely cared about making sure we had an amazing stay. Their hospitality made us feel right at home from the very beginning.We left with beautiful memories, happy hearts, and already wishing we could stay longer. We would absolutely recommend this place to anyone looking for a peaceful and special getaway. Little Gasparilla Island definitely stole a piece of our hearts, and we can’t wait to return Highly recommended"

Chadwick Cove Resort & Marina

10/10 Excellent

"We were referred to Chadwick Cove and really lucked out. The unit was exactly what we were looking for and more than we expected. It is a fantastic location for enjoying the beach, restaurants and entertainment. the views that we saw each day were amazing. We will most definitely return. The condo provided all the amenities of home and was very clean."

Find out more about Gasparilla Island