Search Vacation Homes in Gasparilla Island

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Compare 995 Vacation Homes in Gasparilla Island with updated reviews, rates, and availability.

Bohemian Sunrise
Beach nearby

Bohemian Sunrise

10.0 out of 10, Exceptional, (76)
"Great place"
Bohemian Sunrise
Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!
Beach nearby, sun loungers, beach towels

Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!

10.0 out of 10, Exceptional, (96)
"Great location!"
Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!
New Two story Cozy House Near Warm Mineral Springs
Fridge, microwave, oven, stovetop

New Two story Cozy House Near Warm Mineral Springs

10.0 out of 10, Exceptional, (10)
"This was a fantastic home for our family members that came into town for a holiday visit. We will definitely be using this vrbo again. Thank you. "
The price is ￥17,194
￥70,464 total
includes taxes & fees
Jan 3 - Jan 4, 2025
New Two story Cozy House Near Warm Mineral Springs
Punta Gorda Retreat Near Historic Downtown!
Interior

Punta Gorda Retreat Near Historic Downtown!

9.8 out of 10, Exceptional, (9)
"The house was located in a very nice neighborhood. The kitchen was equipped with everything we needed (dishes, pans, spices, coffee pot). The rooms were wonderfully decorated very casual & calming. Beds were comfy & 2 bathrooms for 4 ladies getting ready to go out was very helpful. Would definitely stay again!!"
Punta Gorda Retreat Near Historic Downtown!
Adorable 1 Bedroom 1 Apartment
Fridge, microwave, stovetop, coffee/tea maker

Adorable 1 Bedroom 1 Apartment

9.4 out of 10, Exceptional, (29)
"Property was very clean. Comfy twin beds. Would definitely stay again."
Adorable 1 Bedroom 1 Apartment
Perfect Get-Away Beach Home for Families! Sleeps 12 to 14, Heated Pool & Spa.
Beach nearby, sun loungers, beach towels

Perfect Get-Away Beach Home for Families! Sleeps 12 to 14, Heated Pool & Spa.

9.8 out of 10, Exceptional, (207)
"This place was great. The lay out around the pool was really cool. The thing I loved most was how quiet the street and surrounding streets were. The short walk to the beach. "
Perfect Get-Away Beach Home for Families! Sleeps 12 to 14, Heated Pool & Spa.
January Available !!!!! Special!!!!Your Dream Getaways Villa.
Outdoor pool, a heated pool

January Available !!!!! Special!!!!Your Dream Getaways Villa.

9.0 out of 10, Wonderful, (11)
"We had a great long weekend. Everything was great! If I could add one small downside there were no dressers or luggage racks so we had to leave our things on the ground. Not a deal breaker, just something to note."
January Available !!!!! Special!!!!Your Dream Getaways Villa.
Private Pool, Rising Tide
A heated pool

Private Pool, Rising Tide

9.4 out of 10, Exceptional, (10)
"This was the prefect place for pur family to enjoy a long over due visit."
Private Pool, Rising Tide
Perfect Getaway with the pool
Pool

Perfect Getaway with the pool

10.0 out of 10, Exceptional, (18)
"This house was perfect. It had all the amenities we needed. It even had stuff that we forgot and it was spacious and open yet private I would highly recommend this house. I cannot wait to come back."
The price is ￥21,727
￥65,539 total
includes taxes & fees
Dec 30 - Dec 31
Perfect Getaway with the pool
NEW - Heated Pool & Spa - Lake - Western Exposure
Outdoor pool, a heated pool

NEW - Heated Pool & Spa - Lake - Western Exposure

9.8 out of 10, Exceptional, (23)
"Beautiful house. Maybe next time someone could check before we arrived and have outside lights on for us. "
The price is ￥107,541
￥189,252 total
includes taxes & fees
Dec 28 - Dec 29
NEW - Heated Pool & Spa - Lake - Western Exposure
All Seasons Villa - Superb location, amenities and just steps to the sand
Outdoor dining

All Seasons Villa - Superb location, amenities and just steps to the sand

9.4 out of 10, Exceptional, (13)
"First of all the location was perfect. Walking distance to Captiva's shops and resturants. The accommadations were perfect for our 3 couples. The home was well kept and furnished perfectly for the layout. Kitchen set-up was roomy and all utinsels were within reach. Beds were very comfortable, and rooms were spacious enough for couples. Pool was delightful. The elevator made it very easy to move up and down when leaving or returning. Communicating with leasing staff was easy and always had...
All Seasons Villa - Superb location, amenities and just steps to the sand
Pet friendly, water view, heated pool Florida house with electric bikes, kayaks
Outdoor pool, a heated pool

Pet friendly, water view, heated pool Florida house with electric bikes, kayaks

10.0 out of 10, Exceptional, (16)
"Pet friendly property on canal with pool and lanai. Close to shopping and restaurants. Host was excellent. "
Pet friendly, water view, heated pool Florida house with electric bikes, kayaks
Beautiful, SOUTHERN EXPOSURE home with a pool
Outdoor pool, a heated pool

Beautiful, SOUTHERN EXPOSURE home with a pool

9.0 out of 10, Wonderful, (9)
"Overall a nice property, while grocery store is nearby it is a bit further to get to beaches, harbor, marina, etc."
Beautiful, SOUTHERN EXPOSURE home with a pool
Pristine pool home ready for your vacation with friends or family ..
Fridge, microwave, oven, stovetop

Pristine pool home ready for your vacation with friends or family ..

10.0 out of 10, Exceptional, (20)
"This place is amazing!! Clean, modern, spacious, quiet, warm… We truly felt at home!! We had a wonderful time!! Thank you so much "
Pristine pool home ready for your vacation with friends or family ..
GULF ACCESS Canal Home, with HEATED POOL, HOT TUB, TIKI HUT on dock. SLEEPS 10!
Outdoor pool, a heated pool

GULF ACCESS Canal Home, with HEATED POOL, HOT TUB, TIKI HUT on dock. SLEEPS 10!

10.0 out of 10, Exceptional, (20)
"Played baseball in Fort Myers for a week. Hot tub was great. Loved the outdoor space. My girlfriend visited for two days and enjoyed as well."
GULF ACCESS Canal Home, with HEATED POOL, HOT TUB, TIKI HUT on dock. SLEEPS 10!
Pool Villa on Picturesque Golf Course
Outdoor spa tub

Pool Villa on Picturesque Golf Course

10.0 out of 10, Exceptional, (14)
"If you are looking for a clean well maintained place to stay , look no further . House was stocked with everything you would need . Communication with property manager was excellent . Very satisfied with our stay . Would book here again "
The price is ￥35,170
￥83,138 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Pool Villa on Picturesque Golf Course
Englewood Home w/ Shared Pool & Screened Lanai!
Fridge, microwave, stovetop, dishwasher

Englewood Home w/ Shared Pool & Screened Lanai!

10.0 out of 10, Exceptional, (4)
"We've spent two 4th of July's at this house and absolutely love it. The location is wonderful, the property manager is very responsive, and the house is so much more than you'd expect. We spent such a lovely holiday cooking and watching the kids play in the pool. Would recommend a million times over."
Englewood Home w/ Shared Pool & Screened Lanai!
Fishing/ Boating Canal Front Home
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

Fishing/ Boating Canal Front Home

9.8 out of 10, Exceptional, (66)
"convenient location close to boat ramps and Manasota key."
Fishing/ Boating Canal Front Home
Updated home with large fenced yard, grill, patio & new interior - dog-friendly
Pool

Updated home with large fenced yard, grill, patio & new interior - dog-friendly

10.0 out of 10, Exceptional, (1)
Updated home with large fenced yard, grill, patio & new interior - dog-friendly
Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES
Fridge, microwave, oven, stovetop

Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES

10.0 out of 10, Exceptional, (72)
"Great place ease check in and out. Perfect location pool and jacuzzi it was awesome "
Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES
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, (697)
"Nice clean place, quiet. On the water. Shops and restaurants. Nice little getaway "
The price is ￥53,145
￥59,523 total
includes taxes & fees
Jan 3 - Jan 4, 2025
The Suites at Fishermen’s Village- 2 Bedroom Suites
Matlacha Tiny Village
Dock

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (238)
"Quiet area and great little houses. Rented the margarita and was not disappointed. At one point our door lock failed and the manager was there within a few minutes to fix it. Would stay again!"
Matlacha Tiny Village
Privacy in Paradise
Beach

Privacy in Paradise

10.0 out of 10, Exceptional, (61)
"The property was more beautiful than we expected. There was more than enough space to lounge eat or relax. It was so clean we didn’t use the linens or pillows we brought with us. Anything we forgot to bring was in the pantry! And which host leaves us sodas, water and a bottle of great wine?… Richard! We didn’t want to leave and have decided to return in the spring, summer and fall next year. Thanks for treating us so well. Bravo Paradise!!"
Privacy in Paradise
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.