Search Cottages in Gasparilla Island

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 48 Cottages in Gasparilla Island with updated reviews, rates, and availability.

Villa Margarita Sparkles
Beach nearby

Villa Margarita Sparkles

9.8 out of 10, Exceptional, (136)
"We loved this property/location. Unfortunately we had to leave a day early due to Helene. The owner was very concerned about this and offered to refund us the day we missed. I would definitely stay here again. "
Villa Margarita Sparkles
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
Property grounds

This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (181)
"We were actually at a property in Venice Beach, a house with private pool. It was very nicely decorated and so comfortable. Close to everything. We had a blast."
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
Charming cottage for 2 across warm mineral springs park
Fridge, microwave, stovetop, coffee/tea maker

Charming cottage for 2 across warm mineral springs park

10.0 out of 10, Exceptional, (2)
"Had everything we needed. Great location. Very friendly. Was perfect for 2 people."
Charming cottage for 2 across warm mineral springs park
Island Cottage in Bokeelia - close to fishing and water sports!
Outdoor dining

Island Cottage in Bokeelia - close to fishing and water sports!

10.0 out of 10, Exceptional, (15)
"We really enjoyed the house it was a quiet neighborhood. The food is good there in Bokeelia and matlacha to."
Island Cottage in Bokeelia - close to fishing and water sports!
Honeymoon or Anniversary getaway beachfront with bay dock!
Outdoor dining

Honeymoon or Anniversary getaway beachfront with bay dock!

10.0 out of 10, Exceptional, (105)
"If you are looking for the perfect place to feel like you are on your own private island, this is it. Beautiful, peaceful, spacious, immaculately taken care of and my new favorite vacay spot. The owners made us feel so welcome having everything we could possibly want at our fingertips. They were very hands on during hurricane Debby which was comforting. Unforgettable sunrises and sunsets over the beach and bay. Being next to Pedro park, we had an abundance of different bird species flying and...
Honeymoon or Anniversary getaway beachfront with bay dock!
Cozy Cottage - Minutes from Beaches and Historic Dearborn St!
Beach

Cozy Cottage - Minutes from Beaches and Historic Dearborn St!

10.0 out of 10, Exceptional, (11)
"We had a great stay . Clean and cute"
The price is SAR 383
SAR 850 total
includes taxes & fees
25 Mar - 26 Mar
Cozy Cottage - Minutes from Beaches and Historic Dearborn St!
Island Life! King Bed Studio-Steps to beach
Aerial view

Island Life! King Bed Studio-Steps to beach

9.4 out of 10, Exceptional, (153)
"Location of this property is superb. The pictures make it look a little bigger than it is but it is a lovely place to stay. Walkable to a couple great restaurants/bars. Easy 3 minute walk to one of the best beaches in Florida. I have to say, the only criticism I have is the parking spot is a little small. Other wise an amazing 5 star stay. Would go again in a heartbeat "
Island Life! King Bed Studio-Steps to beach
Cozy and Kayaks, Shells and Shark Teeth on the Key, 3 minutes walk to beach!
Outdoor dining

Cozy and Kayaks, Shells and Shark Teeth on the Key, 3 minutes walk to beach!

10.0 out of 10, Exceptional, (62)
"Beautiful cottage, short walk to the beach, owner was easy to contact, would stay here again!"
Cozy and Kayaks, Shells and Shark Teeth on the Key, 3 minutes walk to beach!
3 Mi to Golf: Getaway w/ Lanai in Cape Coral
Interior

3 Mi to Golf: Getaway w/ Lanai in Cape Coral

3.0 star property
3 Mi to Golf: Getaway w/ Lanai in Cape Coral
Villa Mojito Dazzles
Beach nearby

Villa Mojito Dazzles

9.8 out of 10, Exceptional, (136)
"Amy was a wonderful host. She found a lovely place for us when Manasota Key was devastated by the hurricane. She and her team were great to work with and our stay was wonderful!"
Villa Mojito Dazzles
Cozy and Private our island home on North Captiva is the perfect escape
Outdoor pool, a heated pool

Cozy and Private our island home on North Captiva is the perfect escape

8.8 out of 10, Excellent, (8)
"Just spent a wonderful week on beautiful North Captiva with our family. The house had everything we needed and the property managers were great."
Cozy and Private our island home on North Captiva is the perfect escape
Old Florida Charm, quiet, close to beach and boat launch.
Beach

Old Florida Charm, quiet, close to beach and boat launch.

9.4 out of 10, Exceptional, (19)
"The house was clean and comfortable with everything we needed for a month’s stay. Host was responsive to questions and maintenance needs. Loved being just a 15-minute stroll from the beach! Quiet neighborhood, plenty of attractions a short drive away, shopping close by and easy to get to main roads. We were very comfortable here and enjoyed our stay. We’d definitely consider staying here again!"
Old Florida Charm, quiet, close to beach and boat launch.
Near beaches! 2100 square foot heated pool home on the Golf Course!
Fridge, microwave, oven, stovetop

Near beaches! 2100 square foot heated pool home on the Golf Course!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great property- we especially enjoyed the pool area and viewing the sunset from thereWell stocked kitchen and comfortable beds. In the area try Coffee & Friends for breakfast, Sassy tarts for baked goods, Placida Fish market for fresh seafood, Englewood farmers market for fresh produce And don’t forget to visit Gasparilla Island - the sun always seems to shine thereWe will be back!"
Near beaches! 2100 square foot heated pool home on the Golf Course!
The Coastal Oasis. 8 Mins from Englewood Beach!
Beach towels

The Coastal Oasis. 8 Mins from Englewood Beach!

10.0 out of 10, Exceptional, (12)
"Very clean. Nice linens and cottage well supplied. Quite private even though so close to downtown area. Great to have bikes, helmets, and kayaks too. Several restaurants within walking distance too. "
The Coastal Oasis. 8 Mins from Englewood Beach!
Venetian Vacation! Close To Beaches, Restaurants & Shopping!
Fridge, microwave, oven, stovetop

Venetian Vacation! Close To Beaches, Restaurants & Shopping!

10.0 out of 10, Exceptional, (105)
"The house was welcoming, comfortable and very clean. The hosts respected our privacy. We were very pleased with everything! "
Venetian Vacation! Close To Beaches, Restaurants & Shopping!
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
Beach nearby, sun loungers, beach towels

Beach Cottage on Private Little Gasparilla Island, relax & unwind!

9.8 out of 10, Exceptional, (21)
"We love this property so much. It is truly perfect. It is beautifully decorated with so many cozy spots to hang out. For the second year in a row, we didn’t take a single indoor shower! The house has everything you could possibly need for the beach and kids. The ice maker is a big plus. Michelle is so wonderful and such a great communicator. We love how Bay Street is centrally located and enjoyed seeing the same faces from our trip last year. We also like being halfway between the beach and the...
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
Cottage, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice, quiet. Waterfront"
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
Flamingo Bay Cottage (3-Bedroom) - Pets Allowed by RedAwning
Fridge, microwave, oven, coffee/tea maker

Flamingo Bay Cottage (3-Bedroom) - Pets Allowed by RedAwning

8.0 out of 10, Very Good, (2)
"Needs improvement"
Flamingo Bay Cottage (3-Bedroom) - Pets Allowed by RedAwning
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
On the beach

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

9.6 out of 10, Exceptional, (8)
"Very nice stay. Loved the easy access to the beach and our unit was great."
The price is SAR 1,984
SAR 3,404 total
includes taxes & fees
5 Apr - 6 Apr
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Anthony Beach Cottages - 49 Sunset Captiva
Exterior

Anthony Beach Cottages - 49 Sunset Captiva

6.8 out of 10, (5)
Anthony Beach Cottages - 49 Sunset Captiva
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.
Don't see what you're looking for?
See all available properties in Gasparilla Island
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Gasparilla Island

The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (814)
"Very nice suite and accomodations. Clean, well furnished and quiet. Beautiful harbor view from our suite. Enjoyed the daily outside music. Very relaxing."
The price is SAR 879
SAR 985 total
includes taxes & fees
22 Apr - 23 Apr
The Suites at Fishermen’s Village- 2 Bedroom Suites
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (2)
"Very friendly service!! Jim was amazing ! "
The price is SAR 724
SAR 1,561 total
includes taxes & fees
25 Mar - 26 Mar
Chadwick Cove Resort & Marina
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Terrace/patio

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

9.6 out of 10, Exceptional, (97)
"Thank you for sharing your property with us! We had magnificent views—- including a full double rainbow 😍 the space was comfortable and clean and perfect for a long weekend getaway. We were able to easily access our boat to spend time on Cayo costa, lunch on cabbage key and a dip in the pool at the N. Captiva club. We didn’t need to use the bunk house, but would be perfect if we brought the kids! Thank you!!"
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
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.