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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Villas in Gasparilla Island and around

Our top choices for Gasparilla Island villas

Matlacha Tiny Village
Dock

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (263)
"Very nice place with all necesary accommodations for a Pleasant stay. "
The price is €158
includes taxes & fees
24 Aug - 25 Aug
Matlacha Tiny Village
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
Outdoor pool, a heated pool

Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

9.4 out of 10, Exceptional, (16)
"The home was very spacious, clean, and comfortable. The neighborhood was pretty quiet and near some shops and eateries which was convenient. Host, Nataliya was very responsive and accommodated a special request. We enjoyed our stay and look forward to returning in the near future."
The price is €761
includes taxes & fees
23 Aug - 24 Aug
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
Waterfront Paradise Bay
Beach nearby, beach towels

Waterfront Paradise Bay

10.0 out of 10, Exceptional, (84)
"Right at the edge of the water. Very quiet and nice place. The room was very clean and comfortable. "
Waterfront Paradise Bay
Brand new villa "New Starshine", luxury domicile, south facing, for a fantastic holiday
A heated pool

Brand new villa "New Starshine", luxury domicile, south facing, for a fantastic holiday

10.0 out of 10, Exceptional, (56)
"Lovely stay in a wonderful property and immaculately presented throughout. Great views of the waterway. Dennis, property manager, readily avaliable for any questions/issues you may have. "
Brand new villa "New Starshine", luxury domicile, south facing, for a fantastic holiday
Villa Merrick - 4 bed/3.5 bath w/ heated pool/spa. Gulf access. Close to Cape Harbour!
A heated pool

Villa Merrick - 4 bed/3.5 bath w/ heated pool/spa. Gulf access. Close to Cape Harbour!

9.6 out of 10, Exceptional, (21)
"Great. We will be back"
Villa Merrick - 4 bed/3.5 bath w/ heated pool/spa. Gulf access. Close to Cape Harbour!
Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B
A heated pool

Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B

4.0 star property
9.2 out of 10, Wonderful, (114)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our beachfront villa was lovely, clean and well-maintained. The staff at Palm Island Resort is fabulous and the fact that so many people have worked there for many years is a great indicator of what a great resort this is. We enjoyed every moment...
Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B
Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount
TV, DVD player, table football

Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount

9.6 out of 10, Exceptional, (77)
"Pictures accurately portray this amazing property. Conveniently located near the beach. All around wonderful stay. 10/10 would stay here again."
Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount
VILLA SALTY ESCAPE - HEATED POOL | FAMILY FRIENDLY | BOAT RENTAL + TOURS VOUCHER INCL.
Fridge, microwave, oven, stovetop

VILLA SALTY ESCAPE - HEATED POOL | FAMILY FRIENDLY | BOAT RENTAL + TOURS VOUCHER INCL.

VILLA SALTY ESCAPE - HEATED POOL | FAMILY FRIENDLY | BOAT RENTAL + TOURS VOUCHER INCL.
Waterfront Villa Seaglass
A heated pool

Waterfront Villa Seaglass

9.8 out of 10, Exceptional, (85)
"The property was situated perfectly between the bay and the ocean. The heated pool was great for this time of year. It was the right size for a family of four and had great restaurants within walking distance or a short drive. Would stay again!"
Waterfront Villa Seaglass
Beautiful house with lake view
Outdoor dining

Beautiful house with lake view

10.0 out of 10, Exceptional, (10)
"This villa was so cozy and accommodating for my family! They had everything we needed for our stay and much more!"
The price is €191
includes taxes & fees
23 Aug - 24 Aug
Beautiful house with lake view
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
On the beach, sun-loungers, beach towels

Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

10.0 out of 10, Exceptional, (120)
"We loved our little island stay, the beach was as beautiful as the pictures! Clean and a such a short distance to everything, we will definitely be staying again! "
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Beautiful Vacation 3 BR Villa-SW corner of Cape Coral
Outdoor pool

Beautiful Vacation 3 BR Villa-SW corner of Cape Coral

10.0 out of 10, Exceptional, (37)
"The house was amazing, our two young children loved it, ample room for a family of 4. Better than the pictures, gorgeous quiet neighborhood. Will definitely be back!"
Beautiful Vacation 3 BR Villa-SW corner of Cape Coral
Sanctuary w/covered heated saltwater pool on canal
Outdoor pool, a heated pool

Sanctuary w/covered heated saltwater pool on canal

9.8 out of 10, Exceptional, (14)
"House was very nice. Had everything we needed and more for a nice, relaxing family vacation! Jaci was a wonderful host and very attentive to anything we needed! Would definitely stay again!"
Sanctuary w/covered heated saltwater pool on canal
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Fridge, microwave, oven, stovetop

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

9.8 out of 10, Exceptional, (57)
"The home was clean, nicely appointed, in a nice neighborhood, and very convenient to local attractions."
The price is €284
includes taxes & fees
1 Sept - 2 Sept
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
SNOW BIRDS WELCOME! SUNSHINE AND HEATED POOL
Sun-loungers, beach towels

SNOW BIRDS WELCOME! SUNSHINE AND HEATED POOL

9.6 out of 10, Exceptional, (118)
"The perfect place to get away from winter in Upper Michigan. We have come to love the Cape Coral area with great restaurants and attractions."
SNOW BIRDS WELCOME! SUNSHINE AND HEATED POOL
VILLA AVIVA - modern, boat-lift, large south-facing terrace with spa/pool
Pool

VILLA AVIVA - modern, boat-lift, large south-facing terrace with spa/pool

10.0 out of 10, Exceptional, (78)
"We loved our stay here. So clean and property manager great and easy to work with. Had everything we needed and more! Really nice home to stay in!!"
VILLA AVIVA - modern, boat-lift, large south-facing terrace with spa/pool
Luxury Home, southern exposure, heated pool & Spa, SW, gulf access
Dining

Luxury Home, southern exposure, heated pool & Spa, SW, gulf access

10.0 out of 10, Exceptional, (125)
"Loved the house & location. Would love to stay here again!"
Luxury Home, southern exposure, heated pool & Spa, SW, gulf access
Waterfront Mermaid's Retreat Delights!
Beach nearby, beach towels

Waterfront Mermaid's Retreat Delights!

9.8 out of 10, Exceptional, (67)
"Clean and safe"
Waterfront Mermaid's Retreat Delights!
Villa Tropical Eden - Where Families & Furry Friends Feel at Home!
Fridge, microwave, oven, stovetop

Villa Tropical Eden - Where Families & Furry Friends Feel at Home!

10.0 out of 10, Exceptional, (1)
"Great location ,nice house ,and awesome private pool"
Villa Tropical Eden - Where Families & Furry Friends Feel at Home!
4 bedrooms (2 MASTERBÄDER) in total 3 bathrooms SOUTH-facing large pool, boat dock fiber optic network
Exterior

4 bedrooms (2 MASTERBÄDER) in total 3 bathrooms SOUTH-facing large pool, boat dock fiber optic network

9.8 out of 10, Exceptional, (72)
"We loved the house and outdoor pool area. Great house with everything we needed. Great kitchen and the outdoor grill was great. Loved the southern exposer. Great TV’s and Wi-FI music in and outside. The beds were all comfortable. We would definitely stay in this house again. Easy check in and check out. "
4 bedrooms (2 MASTERBÄDER) in total 3 bathrooms SOUTH-facing large pool, boat dock fiber optic network
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

Wyvern Hotel, Ascend Hotel Collection

Wyvern Hotel, Ascend Hotel Collection

10/10 Excellent
"Very clean and great mattresses "
Frank 1-night trip
Posted 1 day ago
Wyvern Hotel, Ascend Hotel Collection

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