Search Cottages in Gasparilla Island

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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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, (139)
"Everything was perfect. Location was great, and had a good time."
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, (186)
"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

9.0 out of 10, Wonderful, (7)
"I'm currently working in the area and this place made it even easier being away from home I've enjoyed the area and the place "
Charming cottage for 2 across warm mineral springs park
Honeymoon or Anniversary getaway beachfront with bay dock!
Outdoor dining

Honeymoon or Anniversary getaway beachfront with bay dock!

10.0 out of 10, Exceptional, (106)
"We always love visiting this adorable beach cottage on Little Gasparilla! The owners are absolutely lovely and the updated remodel after the hurricane is fabulous!"
Honeymoon or Anniversary getaway beachfront with bay dock!
Island Life! King Bed Studio-Steps to beach
Aerial view

Island Life! King Bed Studio-Steps to beach

9.4 out of 10, Exceptional, (155)
"Great location, great price - close to beach and restaurants"
Island Life! King Bed Studio-Steps to beach
The Coastal Oasis. 8 Mins from Englewood Beach!
Beach towels

The Coastal Oasis. 8 Mins from Englewood Beach!

10.0 out of 10, Exceptional, (15)
"This was one of the nicest, cutest little cottages we've ever stayed in. Bryan and his wife thought of everything. The place was spotless, bed was comfortable and really had everything that we needed. They left no stone unturned. Plenty of extras were provided including toilet paper, paper towels, trash bags, dish soap and hand soap including a stool in the shower perfect for us ladies to shave our legs. We enjoyed being able to walk to Dearborn St. and going to the farmers market on Thursdays....
The Coastal Oasis. 8 Mins from Englewood Beach!
Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!
Outdoor dining

Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!

10.0 out of 10, Exceptional, (65)
"Our family had a great time staying at this location. Super nice and clean, close to the beach and all the needed amenities. Highly recommend and we will book again in the future."
Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!
Island Cottage-boat ramp at end of street! Walk to Jug Creek Marina!
Outdoor dining

Island Cottage-boat ramp at end of street! Walk to Jug Creek Marina!

10.0 out of 10, Exceptional, (20)
"Home was just as listed. Host was great!! I would definitely stay again "
Island Cottage-boat ramp at end of street! Walk to Jug Creek Marina!
Anthony Beach Cottages - 49 Sunset Captiva
Exterior

Anthony Beach Cottages - 49 Sunset Captiva

8.0 out of 10, Very Good, (10)
"This was our first time staying outside of the South Seas Resort on Captiva Island. We found the Captiva Sunset neighborhood to be perfect in every way. Walk to everything, restaurants, library, Island Shop for groceries, bike rentals, Chapel By The Sea and more. The neighborhood is very quiet, and yet at night you can hear the soft sounds of music from the restaurants nearby. The community pool l is one of the nicest I have ever seen with more than adequate chairs and a large swimming area....
Anthony Beach Cottages - 49 Sunset Captiva
Villa Mojito Dazzles
Beach nearby

Villa Mojito Dazzles

9.8 out of 10, Exceptional, (139)
"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)
"It's absolutely perfect for a couple and the property managers were great! Would definitely stay here again!"
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, (20)
"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!
Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island
Miscellaneous

Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island

10.0 out of 10, Exceptional, (1)
"The property was just as described. Everything was comfortable and decorated so nicely. Had everything we needed and then some. Was a quick walk to the beach. There is a place outside to rinse off all your sand, the owner was easy to get in touch with and very nice. Would highly recommend and I would definitely stay here again!! Currently there is still so much devastation from the relentless back to back hurricanes. Please be respectful for those that lost so much. "
Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island
Remodeled historic downtown Punta Gorda, FL charming cottage
Smart TV

Remodeled historic downtown Punta Gorda, FL charming cottage

9.8 out of 10, Exceptional, (16)
"A great property in a great location"
Remodeled historic downtown Punta Gorda, FL charming cottage
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)
"Great place to stay. Very clean. "
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, (23)
"Our family absolutely loved our time at this beach cottage!! It was an easy walk from the dock and even easier to the beach! We loved how safe and welcoming the island was! Our kids had endless fun with sea shelling/shark tooth hunting/swimming/boogie boarding and hanging out at our home away from home! We’ll be back for sure! "
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
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 AED 1,208
AED 2,362 total
includes taxes & fees
1 Jun - 2 Jun
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
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
Island-Life-Steps to Stunning Beach! Pool!
Beach nearby

Island-Life-Steps to Stunning Beach! Pool!

9.2 out of 10, Wonderful, (7)
"So cute and cozy! Perfect location for a beach getaway. Teeny Martini looked just like the pictures! Great communication, accommodations at an awesome price. I would recommend a stay at this property."
Island-Life-Steps to Stunning Beach! Pool!
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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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, (882)
"Excellent place!"
The price is AED 681
AED 763 total
includes taxes & fees
1 Jun - 2 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
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)
"Everything was perfect."
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
Outdoor pool, a heated pool

PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

10.0 out of 10, Exceptional, (41)
"We had a wonderful time!"
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
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.