Search Vacation Homes in Gasparilla Island

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Outdoor pool, a heated pool
SeaTurtle 🐢Bayfront w/ heated pool, steps to Beach, Sleeps 10, Pets🐾
9.8 out of 10, Exceptional, (39)
"Loved being on the bay side. Watching the boats. The beach was a short walk away. We enjoyed all the birds that visited throughout the day. Beautiful area. Very friendly."
SeaTurtle 🐢Bayfront w/ heated pool, steps to Beach, Sleeps 10, Pets🐾
Beach nearby, sun-loungers, beach towels
Steps From Beach. Private entrance.
9.8 out of 10, Exceptional, (73)
"Good place, good sea, all good"
Steps From Beach. Private entrance.
Beach nearby, sun-loungers, beach towels
Cozy Cottage - Steps to private Beach - Full Kitchen, Dog Friendly, Stump Pass!
9.4 out of 10, Exceptional, (55)
"We enjoyed our stay at the cozy cottage. Honestly, it was nicer than the pictures portrayed, and the neighborhood was quiet, safe, and close to the beach, which had private access about 8 doors down. We found lots of small sharks teeth - a first for us! We would recommend!"
Cozy Cottage - Steps to private Beach - Full Kitchen, Dog Friendly, Stump Pass!
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On the beach
South Seas Beach Villa 2418 Coastal Luxury
9.8 out of 10, Exceptional, (58)
"We enjoyed our stay and would go back!"
South Seas Beach Villa 2418 Coastal Luxury
Property grounds
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
9.2 out of 10, Wonderful, (39)
"Great access to the beach. Walking distance to restaurants. Clean and spacious accommodations."
The price is HK$3,109
per night
27 May - 28 May
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
Beach nearby, sun-loungers, beach towels
2 Min Drive to Manasota Beach…The Hibiscus House
10.0 out of 10, Exceptional, (40)
"My wife and I spent two wonderful months at the Hibiscus House in the Spring of 2024. Upon arrival, it was immediately evident that this is a special place. So special, in fact, that within a week we had already booked it for another two months the following year. Everything was exactly as pictured in the listing, immaculately clean and well stocked for all of our needs. The beds were comfortable, the afternoon sun on the patio was just right, the screened-in lanai was our daily hang-out spot,...
2 Min Drive to Manasota Beach…The Hibiscus House
Beach nearby
New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool
10.0 out of 10, Exceptional, (13)
"We were on a 2 week vacation to relax and rest. Our stay at Octopus Gardens did not disappoint!! Location was minutes from downtown, beaches and shopping!!! Easy drive from airport. The pool and hot tub were a treat if wanted to lounge around, grill and enjoy adult beverages. House was clean and provided all the comforts of being in your own home. Would give this property a 10 if we could!!! The owner was an absolute pleasure to work with and checked in on us to assure all was going well. Highly...
New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool
On the beach, sun-loungers, beach towels
Walkout to the Beach! Beautiful Setting on the Gulf! Amazing Sunsets!
9.6 out of 10, Exceptional, (36)
"Views are priceless. The house is more "old Florida vibe" I would stay there again!"
The price is HK$1,547
per night
15 May - 16 May
Walkout to the Beach! Beautiful Setting on the Gulf! Amazing Sunsets!
Private kitchen
Tropical Retreat in Southwest Cape Coral
9.8 out of 10, Exceptional, (29)
"Absolutely loved our stay at this Vrbo! The pool and hot tub were a hit…perfect for relaxing. The beds are incredibly comfortable too, ensuring a good night’s sleep. Host is very quick to respond"
Tropical Retreat in Southwest Cape Coral
Beach nearby
Bohemian Sunrise
10.0 out of 10, Exceptional, (71)
"This is an excellent property. Very clean, spacious condo with two bedrooms. Exactly like the pictures in the listing. Great owner to communicate with and work with. We enjoyed our stay and were so impressed by all the extras offered in the garage - bikes and more! We loved this location, had an excellent experience, and will be back again!"
Bohemian Sunrise
Beach
Sunset Beach Getaway minutes away from PARADISE!!
10.0 out of 10, Exceptional, (1)
"Super clean, super cute rental, great location. Host is very responsive. We had a great time on the island enjoying the sunrise on the back dock on the property, visiting the 4 beaches on the island which were lovely. The mile+ walk down to Stump Pass was worth the effort. We had a wonderful time on our quick 4 day vacation. We hope to return soon and would definetly rent this gem again. Thanks Carmin and Yasmin."
Sunset Beach Getaway minutes away from PARADISE!!
Beach nearby, sun-loungers, beach towels
NEW LISTING! SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-Club
9.4 out of 10, Exceptional, (21)
"This was part of our family's 2nd trip to North Captiva and the island provided the perfect vacation destination. The house had all the space we needed for our group of 14. The kids loved having the pool and the trek to the beach was short and easy. We saw lots of wildlife including dolphins on the beach everyday. Our only issue was that the water pump wasn't working when we arrived and it look a couple of days to get it resolved. Once that was on working order we were able to fully relax and...
NEW LISTING! SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-Club
Property grounds
Beachfront Home with Pool/Spa! Private Island Living on 1 Acre
9.2 out of 10, Wonderful, (41)
"We enjoyed our stay and Andrew was an amazing host. He responded to any issues promptly and communication was 5 star."
The price is HK$3,109
per night
15 May - 16 May
Beachfront Home with Pool/Spa! Private Island Living on 1 Acre
View from property
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
10.0 out of 10, Exceptional, (18)
"It was everything we hoped for and more. We’ve never seen a home so stocked and ready to just come in and feel at home. Unfortunately I got sick on the trip and had to seek help from the fire department as to what the process would be to see a physician but other than that we consider the trip a huge blessing. Would definitely recommend this home."
Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL
Sun-loungers, beach towels
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
9.2 out of 10, Wonderful, (19)
"Perfect staycation spot! This house was cozy, clean, and had everything we needed for a relaxing getaway. Highly recommend!"
The price is HK$977
per night
15 May - 16 May
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
A heated pool
Pool, Spa, Kayaks, Bikes, Fishing gear & more
10.0 out of 10, Exceptional, (102)
"Stayed at Sunset Cottage and I’ve gotta say, it certainly has the wow factor. The hosts were excellent communicators and nothing was too much trouble if we had a question. The property itself is accurately described and true to the pictures. The decor is fabulous and has a real beach vibe. The kitchen was fully equipped but we ate out every day as there is an abundance of restaurants close by. The pool deck was amazing and the sunsets were beautiful. The location was perfect for us and I would...
Pool, Spa, Kayaks, Bikes, Fishing gear & more
Interior
Beautiful waterfront home with pool, fireplace, game room, & dog-friendly
9.2 out of 10, Wonderful, (13)
"Easy rental process and great communication"
Beautiful waterfront home with pool, fireplace, game room, & dog-friendly
Property grounds
Beach house
10.0 out of 10, Exceptional, (20)
"My best friend and I were so lucky to find Jason's place when looking for a place to stay while checking off a bucket list item of Spring Training with the Braves in North Port. Our accomodations exceeded our expectations and those of the pictures shared by the VRBO owner. The cottage was quaint and had everything we needed. You could watch the sun rise on Lemon Bay and it set on the Gulf. We were only 8 miles from North Port, home of the Cool Today Park, the Braves' Spring Training...
The price is HK$1,563
per night
20 May - 21 May
Beach house
Fridge, microwave, oven, stovetop
Luxury GULF access! DOCK/SPA/Pool/GAME ROOM
10.0 out of 10, Exceptional, (8)
"Great location, nice view, pool & spa very nice. House set up great for families."
Luxury GULF access! DOCK/SPA/Pool/GAME ROOM
Sun-loungers, beach towels
Boat Dock & Island Clubs Included 3 pools, Kayaks, Tennis & 5 min walk to Beach
10.0 out of 10, Exceptional, (20)
"Magical island property, perfect fit for our family of four. We loved access to TWO swimming pools, the tennis courts, and endless beach exploration. The house was perfectly appointed, well designed, and we felt right at home upon arrival. Sandy is a true gem - quick communication and thoughtful welcome gifts for the fam. Highly recommend - you will make incredible memories!"
Boat Dock & Island Clubs Included 3 pools, Kayaks, Tennis & 5 min walk to Beach
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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.

Other property types in Gasparilla Island

Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (526)
"Everything was great"
The price is HK$1,244
per night
21 May - 22 May
The Suites at Fishermen’s Village- 2 Bedroom Suites
Dock
Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (229)
"Great lil place, loved it!! "
The price is HK$1,078
per night
21 May - 22 May
Matlacha Tiny Village
Beach
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (84)
"I love this cottage. Very clean and comfortable Thank you Angelo for everything!"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
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.