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Check prices for these dates

Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9
In one month
Mar 21 - Mar 23
In two months
Apr 18 - Apr 20

Compare 1066 Vacation Homes in Gasparilla Island with updated reviews, rates, and availability.

Tropical Retreat in Southwest Cape Coral
Outdoor pool, a heated pool

Tropical Retreat in Southwest Cape Coral

9.8 out of 10, Exceptional, (48)
"We enjoyed our stay. One of the best properties of our Vrbo stays. The pool and hot tub were crystal clear. The pool was heated so I got to spend some time in the pool and then jump in the hot tub. The property has a walking trail behind the backyard. The neighbors we nice and we got to meet some pet lovers while walking our four legged family member. The kitchen had all of the appliances. The mattresses were very comfortable and the living/family room was spacious and comfortable. The...
Tropical Retreat in Southwest Cape Coral
Bohemian Sunrise
Beach nearby

Bohemian Sunrise

10.0 out of 10, Exceptional, (77)
"From the beginning of finding/ choosing this place the whole process was so smooth. Laura was always accessible when we had questions. The place and location are both awesome. The house was super clean and nicely decorated. We loved Manasota key and the area. Due to recent hurricanes the beach is under construction, but some restaurants were open. We traveled a bit to ride bikes and at the end of each day/ night, this place was great to go “home “ to. We will most definitely stay again!!!"
Bohemian Sunrise
Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach
Beach

Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach

9.6 out of 10, Exceptional, (14)
"Cute little home. Host was super communicative & accommodating. Lots of essentials provided. Great stay, thank you! "
Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach
Gulf Canal-Pool, Boat, Hot tub, Bikes & Kayaks
A heated pool

Gulf Canal-Pool, Boat, Hot tub, Bikes & Kayaks

10.0 out of 10, Exceptional, (132)
"Great house, good times. Bad weather but it's January. Pool is lukewarm not heated to 80 degrees. Usually not an issue but we had air temps in the 50's"
Gulf Canal-Pool, Boat, Hot tub, Bikes & Kayaks
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

9.8 out of 10, Exceptional, (78)
"We were only in town for two nights, but had a great stay. The home is very nice and just as pictured. Your furry friends will love it too. Peter was very responsive."
Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES
Luxe Canal Home-Boat, MIL Suite, Kayaks, Bikes
Fridge, microwave, oven, stovetop

Luxe Canal Home-Boat, MIL Suite, Kayaks, Bikes

2.0 star property
10.0 out of 10, Exceptional, (9)
"My wife and I stayed in the MIL suite so that our kids and their families could take over the main house. It worked out perfect. Our toddler grandkids really enjoyed spending time at the park across the street. The house is in a great location with several great dinning options just a short drive away. If you rent the pontoon, I highly recommend hiring Captain Bob to show you around. I am a boat owner with plenty of experience in Michigan waters, navigating the narrow marked channels through the...
Luxe Canal Home-Boat, MIL Suite, Kayaks, Bikes
Beautiful waterfront home with pool, game room, & dog-friendly
Miscellaneous

Beautiful waterfront home with pool, game room, & dog-friendly

9.4 out of 10, Exceptional, (22)
"Great vacation. House was as advertised. Very easy process from start to finish. "
Beautiful waterfront home with pool, game room, & dog-friendly
Getaway Home with Hot Tub and Close to the Beach!
Property grounds

Getaway Home with Hot Tub and Close to the Beach!

9.8 out of 10, Exceptional, (15)
"The house was very nice, extremely clean. The hot tub was a great extra. Would stay there again"
Getaway Home with Hot Tub and Close to the Beach!
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, (97)
"Thank you for a wonderful stay! The house was beautiful and so close to the beach, restaurant and stores. It was perfect for our family with plenty of room to spread out and lots of games to enjoy when the weather was a little rainy. I definitely recommend this home and we hope to come back again. "
Approximately 500 feet to beautiful Captiva Beach & private heated pool and spa!
WOW! Luxury Punta Gorda waterfront home; HEATED POOL, golf community; WOW factor
Beach nearby

WOW! Luxury Punta Gorda waterfront home; HEATED POOL, golf community; WOW factor

10.0 out of 10, Exceptional, (92)
"The house was clean, beautiful and so comfortable and peaceful! The house was fully stocked with anything you could possibly need. The house manager was easily accessible and answered all of our questions within minutes. We can’t wait to stay again next year!"
WOW! Luxury Punta Gorda waterfront home; HEATED POOL, golf community; WOW factor
Cozy Lanai w/ Secluded, Heated Pool. Washer/Dryer. No Add'l Charges!
Beach

Cozy Lanai w/ Secluded, Heated Pool. Washer/Dryer. No Add'l Charges!

10.0 out of 10, Exceptional, (60)
"This house and experience exceed our expectations!! The house is super clean and designed so cute!! The pool was AMAZING!! We ate breakfast on the lanai!! We have shared this home with many friends and family and will plan to return!!!! The host was very accommodating and helpful!! Bob was super responsive and kind!! Best experience EVER!!! "
Cozy Lanai w/ Secluded, Heated Pool. Washer/Dryer. No Add'l Charges!
Welcome to Paradise! Newly Renovated beach bungalow in the heart of Captiva!
Aerial view

Welcome to Paradise! Newly Renovated beach bungalow in the heart of Captiva!

9.6 out of 10, Exceptional, (69)
"This place was really great. It isn’t new but it is very comfy. The beds and furniture were great. The kitchen had everything we needed. The location is outstanding. We had an issue with one of the windows being open and couldn’t be closed. We reported to host and it was fixed within the hour. We would definitely stay here again. "
Welcome to Paradise! Newly Renovated beach bungalow in the heart of Captiva!
Cape Escape is the perfect name for this place..
Outdoor pool, a heated pool

Cape Escape is the perfect name for this place..

9.8 out of 10, Exceptional, (40)
"The house was amazing along with the yard and pool area. The kitchen was well equipped which was so nice. I did leave a note that the home should have a few extra blankets as the weather was unseasonably cold and we had to pull a comforter off another bed and sleep with sweatshirts on (the master bedroom was much cooler than the rest of the home). We did turn up the heat. Additionally, they expected us to wash the towels and the home was only stocked with 3 dishwashing pods, 3 laundry pods and 3...
Cape Escape is the perfect name for this place..
Mimosa Memories
Fridge, microwave, oven, stovetop

Mimosa Memories

9.2 out of 10, Wonderful, (16)
"The mirrors are built for people under five feet tall!"
The price is ￥18,659
￥51,013 total
includes taxes & fees
Feb 23 - Feb 24
Mimosa Memories
Swim All Winter: South-Facing Heated Pool & Luxe Family Escape!
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Swim All Winter: South-Facing Heated Pool & Luxe Family Escape!

10.0 out of 10, Exceptional, (14)
"Nice large home in a quite location close to everything."
Swim All Winter: South-Facing Heated Pool & Luxe Family Escape!
Upscale Vacation House in South Venice
3 bedrooms, desk, iron/ironing board, free WiFi

Upscale Vacation House in South Venice

9.6 out of 10, Exceptional, (39)
"Quiet neighborhood, clean, comfy and affordable as well as close to everything. Highly recommended. "
Upscale Vacation House in South Venice
South Seas Marina Villa 704 - Gulf & Marina Views
Marina

South Seas Marina Villa 704 - Gulf & Marina Views

10.0 out of 10, Exceptional, (1)
"Everything we expected!"
South Seas Marina Villa 704 - Gulf & Marina Views
Modern Canalfront Home in Rotonda West w/ Lanai!
Terrace/patio

Modern Canalfront Home in Rotonda West w/ Lanai!

10.0 out of 10, Exceptional, (7)
"House perfect! Loved staying there and hope to go back."
Modern Canalfront Home in Rotonda West w/ Lanai!
Fish Tales & Flip Flops - Spectacular Palm Island pool home
A heated pool

Fish Tales & Flip Flops - Spectacular Palm Island pool home

9.6 out of 10, Exceptional, (33)
"Check in process was easy, Michelle called ahead of time with all of the details - making the process seamless. Property was clean and very well appointed. We had everything we needed and more in the kitchen. Tons of outdoor living space and activities. Loved having the dock and pool. Would stay again!."
Fish Tales & Flip Flops - Spectacular Palm Island pool home
Waterfront Villa - Gulf Access, Heated Pool, Kayaks Villa
Pool

Waterfront Villa - Gulf Access, Heated Pool, Kayaks Villa

10.0 out of 10, Exceptional, (5)
"The property is exactly as seen online, it was very clean and host was extremely responsive. Highly recommend "
The price is ￥28,063
￥86,631 total
includes taxes & fees
Feb 28 - Mar 1
Waterfront Villa - Gulf Access, Heated Pool, Kayaks Villa
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, (761)
"Always a pleasure coming here. My second time and will Come back again "
The price is ￥55,192
￥61,815 total
includes taxes & fees
Mar 5 - Mar 6
The Suites at Fishermen’s Village- 2 Bedroom Suites
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
On the beach, sun loungers, beach towels

Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

10.0 out of 10, Exceptional, (57)
"The Lemon Shack is wonderful. All of the thoughtful details provided by the hosts were spot on. Everything you could ever need for a beach vacation was provided. Excellent communication from the host. The house was very clean and well stocked. Can’t recommend this place enough. "
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
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.