Gasparilla Island Holiday Rentals

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Holiday Rentals in Gasparilla Island

Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (553)
"Rooms and view were beautiful"
The price is HK$1,258
HK$1,409 total
includes taxes & fees
12 Jun - 13 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Dock
Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (232)
"We had a very nice stay at the tiny house! (Keep in mind, it is tiny) But very comfortable!! An unique experience and the property was outstanding compared to all the other units in the vicinity. It had a nice spacious canal front deck, and kayaks with a launching deck. Complete mini kitchen and great coffee preps. The beds were very comfortable and unit was very clean and updated. Decorated nicely! Loved the loft! Great alternative to a hotel room. We would definitely stay at Matlacha Tiny...
The price is HK$1,077
HK$1,787 total
includes taxes & fees
30 May - 31 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!!
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Beach
Privacy in Paradise
10.0 out of 10, Exceptional, (58)
"Heat place to stay and anchor our adventures from. Thank you!"
Privacy in Paradise
Fridge, microwave, oven, coffee/tea maker
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
8.0 out of 10, Very good, (2)
"While many homes in this neighborhood are still struggling to recover from hurricane Ian, this cozy litte place is primed for the tourist season! Recently updated with very pretty, Florida decor, and sitting right on the canal for easy access to the gulf, our time spent here was relaxing and pleasant indeed. One thing to note is, it may not be a good fit for an older person who is prone to falls. I care for my mom, and would not have wanted to bring her here, as most of the rooms are on...
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
Pool
Waterfront Villa with unique view of wide canal and nature preserve - Pool & Spa
9.8 out of 10, Exceptional, (156)
"We absolutely loved everything about Villa Amara. Our hosts were incredibly kind and communicative and super helpful with all our questions. The villa is in a wonderful location in Cape Coral, and the house and the entire property is so well-kept, lovely, and homey. The view from the lanai and pool is stunning; we spent hours just sitting on the porch watching the water, trees, and birds. The house is beautifully appointed with everything guests could need for a comfortable stay. My husband and...
Waterfront Villa with unique view of wide canal and nature preserve - Pool & Spa
On the beach, sun-loungers, beach towels
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
10.0 out of 10, Exceptional, (28)
"Our stay was fantastic from the first day to the last. John's home is welcoming and had everything we needed for our two week stay. The short walk to the beach was wonderful and you could hear the waves crashing the shoreline from the deck of the house. We will definitely be back!!"
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
Fridge, microwave, oven, stovetop
🔆🏝LITTLE PARADISE🏝🔆
10.0 out of 10, Exceptional, (29)
"Nice place very comfortable. Enjoyed pool and golf cart."
🔆🏝LITTLE PARADISE🏝🔆
Beach nearby, sun-loungers, beach towels
Steps From Beach. Private entrance.
9.8 out of 10, Exceptional, (73)
"We had a great time, place was nice, so close to the beach, provided everything we needed for spending a weekend at the beach. We will definitely be back! Thanks so much for letting us stay at your place!"
Steps From Beach. Private entrance.
Property grounds
Quiet Lemon Bay with Pool, Beach and Pier
9.8 out of 10, Exceptional, (23)
"We just bought a new home near Lemon Bay. It wasn’t ready so we had to look for reasonable accommodations for a week. We had some time to relax here because that’s what you do in Englewood. Very responsive host, clean, neat cottage among 9 others. The Sunsets were out of this world, the beach was 1 mile away. The people friendly and the pool refreshing. It’s not a 5 star resort BUT Better! No noisy crowds, fish off the long dock, read in the hammock! No one to bother you so make your own Pina...
Quiet Lemon Bay with Pool, Beach and Pier
Outdoor pool, a heated pool
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
9.8 out of 10, Exceptional, (37)
"We had an amazing time the house provided everything we were looking for. The pool and hot tub is where we spent our time. The location was close to everything we needed."
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
Pool
2-Bedroom Pool Home Convenient To Beaches
9.8 out of 10, Exceptional, (111)
"Extremely clean!!! The pool area is private with a wooded area directly behind the house. Highly recommend!!!"
2-Bedroom Pool Home Convenient To Beaches
TV, fireplace
Charmingly colorful home with deck, beach gear, AC & W/D - dog-friendly
10.0 out of 10, Exceptional, (2)
"We loved the porch, the tranquility, and the location. We also appreciated the openness of the main living area."
Charmingly colorful home with deck, beach gear, AC & W/D - dog-friendly
Beach
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
10.0 out of 10, Exceptional, (31)
"This rental was very dreamy. It was clean, affordable, easy to talk to the landlord, and had many ammenities. They had some beach equiptment for when we went to the beach as well as beach towels. The neighborhood was great and we felt like we could come and go as needed. We would absolutely stay here again. Thank you!"
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
Terrace/patio
Charming studio, fully renovated in 2024. Minutes from the beach & pet friendly.
10.0 out of 10, Exceptional, (5)
"I was in town for work and this studio was in the absolute best location for me. 20 minutes from work and family and only few minutes to downtown Venice. The studio was in a perfect location. It's in a very quaint little neighborhood. It was very clean and the property taken care of. Laurie reached out a few times to make sure my stay was going well. She was very attentive to her guest. I will 100% be booking here agian for my trips."
The price is HK$617
HK$1,030 total
includes taxes & fees
14 Jun - 15 Jun
Charming studio, fully renovated in 2024. Minutes from the beach & pet friendly.
Exterior
Palm Island beach home with private pool. Island PARADISE awaits!!!
10.0 out of 10, Exceptional, (111)
"What a wonderful weekend we had at this cute home! We loved hanging in the pool area there after a long day on the beach. Warren was quick to respond to messages. Only wish we could have stayed a little longer!!"
Palm Island beach home with private pool. Island PARADISE awaits!!!
Outdoor dining
NEW! Waterfront Pool Home Canal Front in Quiet Area
9.2 out of 10, Wonderful, (10)
"Nice clean place that’d be great for a family. Pool was fantastic. Plenty of food options in a 10 minute or so radius. Would stay again."
The price is HK$586
HK$3,435 total
includes taxes & fees
15 Jun - 16 Jun
NEW! Waterfront Pool Home Canal Front in Quiet Area
Fridge, microwave, oven, stovetop
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
9.8 out of 10, Exceptional, (20)
"New to VRBO. Loved this house, decor, pool, and hosts. Comfortable King bed, great pressure and hot water in the showers, pool and lanai made the difference. The first day was chilly but the heated pool allowed us to not miss a pool day. Highly recommend this house and hosts."
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
Property grounds
Perfect getaway! Newly remodeled waterfront suite.
8.6 out of 10, Excellent, (22)
"This place was absolutely perfect for my mother and I. The location was easily accessed. The hosts are so kind and as a bonus, they have a sweet little cat who loves to welcome their guests. I'd 100% recommend and would stay again."
Perfect getaway! Newly remodeled waterfront suite.
Sun-loungers, beach towels
Cape Coral Dream Lake Waterfront Villa Luxury for 10! 4B/2ba Heated Pool & Spa
9.6 out of 10, Exceptional, (19)
"We really enjoyed the house and location. No complaints at all and we fully recommend renting this house!"
Cape Coral Dream Lake Waterfront Villa Luxury for 10! 4B/2ba Heated Pool & Spa
Don't see what you're looking for?
See all available properties in Gasparilla Island
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 types of properties in Gasparilla Island you may be interested in

Down duvets, iron/ironing board, free WiFi, bed sheets
Boca Grande Hotel
2.5 star property
8.6 out of 10, Excellent, (471)
"More like a motel,than hotel, but it was good, quiet, clean "
The price is HK$1,288
HK$1,436 total
includes taxes & fees
30 May - 31 May
Boca Grande Hotel
2 outdoor pools, open 8:00 AM to 8:30 PM, pool cabanas (surcharge)
Sunseeker Resort Charlotte Harbor
4.0 star property
9.4 out of 10, Exceptional, (255)
"Amazing "
The price is HK$1,468
HK$1,906 total
includes taxes & fees
2 Jun - 3 Jun
Sunseeker Resort Charlotte Harbor
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (553)
"Rooms and view were beautiful"
The price is HK$1,258
HK$1,409 total
includes taxes & fees
12 Jun - 13 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
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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Recent reviews of Gasparilla Island properties
Expedia verified reviews

Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

5/5 Excellent
"Easy check in, clean and great location. Highly recommended"
A verified traveller stayed at Days Inn by Wyndham Port Charlotte/Punta Gorda
Posted 10 hours ago
Days Inn by Wyndham Port Charlotte/Punta Gorda