Search Gasparilla Island Cottage Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Cottages in Gasparilla Island

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
On the beach, sun loungers, beach towels

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

10.0 out of 10, Exceptional, (130)
"Our stay was great. Everything was as advertised and expected. "
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
Beach nearby, beach towels

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

9.4 out of 10, Exceptional, (190)
"At first we didn't know what to expect. Once inside there is a cozy cottage atmosphere. Great set up for a small family. Several amenities."
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
On the beach, sun loungers, beach towels

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (33)
"Great locations and beautiful beach!"
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
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
Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!
Beach nearby, sun loungers, beach towels

Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!

10.0 out of 10, Exceptional, (126)
"Great, quiet place near the beach. Host was an excellent communicator. We hope to be back!"
Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!
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, (8)
"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!
Villa Mojito Dazzles
Beach nearby

Villa Mojito Dazzles

9.8 out of 10, Exceptional, (142)
"Clean"
Villa Mojito Dazzles
Cozy Beach Cottage
On the beach, sun loungers, beach towels

Cozy Beach Cottage

9.4 out of 10, Exceptional, (21)
"Wonderful location for a peaceful getaway "
Cozy Beach Cottage
Island-Life-Steps to Stunning Beach! Pool!
Beach nearby

Island-Life-Steps to Stunning Beach! Pool!

9.4 out of 10, Exceptional, (8)
"Had a great time!"
Island-Life-Steps to Stunning Beach! Pool!
Villa Margarita Sparkles
Beach nearby

Villa Margarita Sparkles

9.8 out of 10, Exceptional, (141)
"Everything was perfect. Location was great, and had a good time."
Villa Margarita Sparkles
White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!
Outdoor dining

White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!

10.0 out of 10, Exceptional, (63)
"Wonderful place! Location was perfect for our long weekend. We enjoyed the cottage; the kayaks; the gas firepit; and proximity to beach, State Park and resturants. Owners were easy to get in contact and supplied lots of great extras to the cottage. Fabulous stay!"
White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!
Venetian Vacation! Close To Beaches, Restaurants & Shopping!
Fridge, microwave, oven, stovetop

Venetian Vacation! Close To Beaches, Restaurants & Shopping!

10.0 out of 10, Exceptional, (106)
"Great place to stay. Very clean. "
Venetian Vacation! Close To Beaches, Restaurants & Shopping!
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
Romantic beach home with golf cart Remodeled Coastal charm
Property grounds

Romantic beach home with golf cart Remodeled Coastal charm

9.6 out of 10, Exceptional, (33)
"This was a honeymoon spot for us as we got married after 9 yrs. this time ( we was high school sweethearts), we wanted a place to just be us and to be able to reset and that’s exactly what we found !! Love this place and will be back. Lizabeth"
Romantic beach home with golf cart Remodeled Coastal charm
Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island
Beach

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
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 TreeTop House, Pet friendly
Interior

Island TreeTop House, Pet friendly

10.0 out of 10, Exceptional, (19)
"The place was very nice and clean, it had everything there we needed to cook with, has nice weber grill, it felt like home away from home, I would give it 5 stars !"
Island TreeTop House, Pet friendly
Beachy Cottage near Manasota Key
Beach nearby, sun loungers, beach towels

Beachy Cottage near Manasota Key

7.8 out of 10, Good, (7)
"The place was excellent. 5 Stars. It’s was very clean, very nice, and just as it said very close to the beach and restaurants . I look forward to coming back. A great place to stay. "
Beachy Cottage near Manasota Key
Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink
Fridge, microwave, oven, stovetop

Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink

8.8 out of 10, Excellent, (11)
"Delighted to stay at Crab Cakes - a lovely and cozy getaway!"
Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
On the beach

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

3.0 star property
7.6 out of 10, Good, (8)
"Our spot was clean, tasteful, and quiet. It was a quick walk to the beautiful beach and local restaurants/stores. We'd definitely stay again if/when we're back in Captiva. Thank you!"
The price is ￥40,455
￥86,514 total
includes taxes & fees
Jun 30 - Jul 1
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free