Holiday Homes in Gasparilla Island

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Gasparilla Island and around

4-Bedroom Pool Home Convenient To Beaches
Kitchen area with microwave, stove, oven, and sink.

4-Bedroom Pool Home Convenient To Beaches

9.8 out of 10, Exceptional, (136)
"Very comfortable nice house. "
4-Bedroom Pool Home Convenient To Beaches
South Seas Bayside Villa 5130: Your Perfect Island Retreat
Relax by the pool surrounded by lush greenery and palm trees.

South Seas Bayside Villa 5130: Your Perfect Island Retreat

8.6 out of 10, Excellent, (13)
"Overall nice property. Bed was comfortable and location was nice. We enjoyed the pool and hot tub. Walking distance to beach. Our TV didn’t work upon arrival, and they quickly fixed it, very courteous. "
South Seas Bayside Villa 5130: Your Perfect Island Retreat
120 steps to beach! Safely on the beach side of the road!
Enjoy a serene beach experience with clear turquoise waters and white waves gently breaking on the shore.

120 steps to beach! Safely on the beach side of the road!

9.8 out of 10, Exceptional, (178)
"House was nice and had great location!"
The price is €392
includes taxes & fees
9 Aug - 10 Aug
120 steps to beach! Safely on the beach side of the road!
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
Swim surrounded by lush palm trees and enjoy the view from the pool.

PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

10.0 out of 10, Exceptional, (41)
"We had a wonderful time!"
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
INCREDIBLE WATER VIEW!! NEW LUXURY REMODELED HOME; HEATED SALT POOL, GOLF NEARBY
Enjoy a serene beach experience with calm waters and plenty of space to relax.

INCREDIBLE WATER VIEW!! NEW LUXURY REMODELED HOME; HEATED SALT POOL, GOLF NEARBY

10.0 out of 10, Exceptional, (48)
"Troy was very responsive and answered all questions quickly."
INCREDIBLE WATER VIEW!! NEW LUXURY REMODELED HOME; HEATED SALT POOL, GOLF NEARBY
Manasota Key Dream Beach House
Enjoy a serene beachside escape with a gazebo and ocean views.

Manasota Key Dream Beach House

9.8 out of 10, Exceptional, (217)
"Wonderful home. Lots of space. Gwen is a great host. "
Manasota Key Dream Beach House
South Seas Beach Villa 2418 Coastal Luxury
Guests can enjoy a serene beach experience with calm waters and fine sand.

South Seas Beach Villa 2418 Coastal Luxury

9.8 out of 10, Exceptional, (76)
"Wonderful property for a few days away. "
South Seas Beach Villa 2418 Coastal Luxury
Walk to Beach, Pool+Hot Tub, Game Room | Captiva 5BDR | Coco Mango by AvantStay
Enjoy meals in this dining area with a long table and views of lush greenery through arched windows.

Walk to Beach, Pool+Hot Tub, Game Room | Captiva 5BDR | Coco Mango by AvantStay

9.2 out of 10, Wonderful, (9)
"Loved the house! Was in a great location and enough space for the entire family."
Walk to Beach, Pool+Hot Tub, Game Room | Captiva 5BDR | Coco Mango by AvantStay
4-bedroom Screened in Pool House with Bar! Golf Carts, Roof Top, and Amenities!
Relax on the deck with a drink at the bar, surrounded by a unique blue-striped wall and shark cutouts.

4-bedroom Screened in Pool House with Bar! Golf Carts, Roof Top, and Amenities!

10.0 out of 10, Exceptional, (5)
"This is an excellent property! We had a fantastic stay!"
4-bedroom Screened in Pool House with Bar! Golf Carts, Roof Top, and Amenities!
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites
Relax by the resort's curved pool, surrounded by a paved walkway and lush palm trees.

NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

3.0 star property
9.8 out of 10, Exceptional, (13)
"Stunning home with all brand new everything!! The neighborhood was peaceful and beautiful as well. Very close to tons of places to eat, explore and have fun! We spent a lot of time in the pool and spa, very clean and very relaxing. "
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
Relax in this serene room with a large bed, ocean views, and a comfortable chair.

The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock

10.0 out of 10, Exceptional, (84)
"We were already in love with North Captiva and the Blue Marlin made us love it even more. The location was great, the housing beautiful, and we had everything we needed and more. "
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach
Enjoy a day at the beach with shade from the umbrellas and a lifeguard station nearby.

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

9.4 out of 10, Exceptional, (30)
"Great stay!! Loved the neighborhood and the area!"
Heated Pool - Backyard Privacy- Camping in the Suburbs- 25 min. to the beach
Tropical Retreat in Southwest Cape Coral
Relax and socialize in this outdoor space with a pool view, barbecue grill, and bar area.

Tropical Retreat in Southwest Cape Coral

9.6 out of 10, Exceptional, (64)
"Nice Vacation"
Tropical Retreat in Southwest Cape Coral
Spectacular Waterfront Home with Pool and Dock
Relax on the deck overlooking the calm water, surrounded by lush greenery and a serene view of the house.

Spectacular Waterfront Home with Pool and Dock

10.0 out of 10, Exceptional, (58)
"Great stay for our adult family of 7. "
Spectacular Waterfront Home with Pool and Dock
PRIVATE BEACHFRONT PROPERTY
Situated on a beachfront, this traditional house offers access to the sandy shore.

PRIVATE BEACHFRONT PROPERTY

10.0 out of 10, Exceptional, (4)
"Everything from initial interaction to check out was amazing. Great house. Plenty of room. The view is amazing. The beach was quiet and super close to the house. I can’t say enough honestly. Worth the stay for sure. We also found plenty of shark teeth!!!!! My kids had a blast. "
PRIVATE BEACHFRONT PROPERTY
270 Seabreeze | Private Pool | Boca Grande | 5 Bedroom - Sleeps 10
Fridge, microwave, oven, stovetop

270 Seabreeze | Private Pool | Boca Grande | 5 Bedroom - Sleeps 10

10.0 out of 10, Exceptional, (1)
"Amazing property!Perfect Boca Grande experience for our family! Can’t recommend enough!!! "
270 Seabreeze | Private Pool | Boca Grande | 5 Bedroom - Sleeps 10
Dog-friendly retreat with enclosed lanai, pool, & grill - great central location
Fridge, microwave, oven, stovetop

Dog-friendly retreat with enclosed lanai, pool, & grill - great central location

8.6 out of 10, Excellent, (7)
"Everything was perfect. Great location and very clean "
Dog-friendly retreat with enclosed lanai, pool, & grill - great central location
South Seas Bayside Villa 4222
Relax by the pool surrounded by lush greenery and palm trees, with lounge chairs and a hot tub nearby.

South Seas Bayside Villa 4222

10.0 out of 10, Exceptional, (1)
"It was a wonderful getaway before school starts!"
South Seas Bayside Villa 4222
Modern canal-front luxury with pool, patio, grill, dock, Ping-Pong, AC, & WiFi
Enjoy meals in a stylish dining area with a glass table and comfortable chairs, surrounded by abstract art.

Modern canal-front luxury with pool, patio, grill, dock, Ping-Pong, AC, & WiFi

9.0 out of 10, Wonderful, (27)
"Vacation with six adults and two children, lots of space to spread out. The pool and outdoor space was great. My only complaint is that the pool did not hold temp over night and took a little bit of time in the morning to heat back up. Not great for those earlier swimmers. Kitchen was fully functional great location close to everything we needed."
Modern canal-front luxury with pool, patio, grill, dock, Ping-Pong, AC, & WiFi
AMAZING!! Remodeled Punta Gorda waterfront home; HEATED SALT POOL; golf nearby
Fridge, microwave, oven, stovetop

AMAZING!! Remodeled Punta Gorda waterfront home; HEATED SALT POOL; golf nearby

10.0 out of 10, Exceptional, (72)
"We had a wonderful time in this beautiful home. Everything was perfect. Thank you for sharing your home worth us. "
AMAZING!! Remodeled Punta Gorda waterfront home; HEATED SALT POOL; golf nearby
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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Top Gasparilla Island Hotel Reviews

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

10/10 Excellent
"The front desk staff are very friendly and the manager is very accommodating. Good value for the cost. Pool area was very nice and the rooms were very clean. Overall a great stay."
Robert 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda