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Our top choices for Pine Island villas

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (268)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is ¥19,508
¥33,449 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Matlacha Tiny Village

Beautiful house with lake view

Beautiful house with lake view
Englewood East
10.0 out of 10, Exceptional, (10)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ¥30,564
¥46,052 total
includes taxes & fees
Dec 30 - Dec 31
Beautiful house with lake view

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

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (60)
"We had a great time even the weather was bad we had an amazing time in the home play games and watch movies "
United States
Adam L.
The price is ¥27,367
¥63,868 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Waterfront Pool Villa with Sail Boat access to the Gulf

Waterfront Pool Villa with Sail Boat access to the Gulf
Caloosahatchee
9.2 out of 10, Wonderful, (7)
"The location is great. The house was clean, well maintained, and there was plenty of beach accessories available too! Communication was wonderful with Helen. We will definitely be back next year! "
United States
Miranda N.
The price is ¥34,385
¥99,523 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Waterfront Pool Villa with Sail Boat access to the Gulf

Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (43)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
The price is ¥25,290
¥54,967 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Turtle Cay at The Beach Shack! Come On Down!

Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!

Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!
Dunbar
10.0 out of 10, Exceptional, (1)
"Communication with the host was so easy. She was very responsive to all messages and even gave us some recommendations for dining out. Extra nice touch of leaving some snacks and bottled water out. Plenty of towels and linens provided. Ample parking. Nice little patio to enjoy the beautiful weather. We definitely plan to be back!"
United States
Leesette B.
The price is ¥36,708
¥45,296 total
includes taxes & fees
Dec 29 - Dec 30
Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!

Lake Marlin Villa 2

Lake Marlin Villa 2
2.0 star property
Englewood East
10.0 out of 10, Exceptional, (1)
"Beautiful and clean! My Wife and I really enjoyed our stay in this elegant and clean home and would not hesitate to book again when we are back in the area. "
United States
Murray G.
The price is ¥22,034
¥36,530 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lake Marlin Villa 2

Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (40)
"Location was great, property condition is excellent!"
United States
Mabel
The price is ¥25,456
¥55,471 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
9.8 out of 10, Exceptional, (10)
"The property was very nice well appointed. All communication with owner was prompt and courteous. Would definitely stay there again. "
United States
Kevin C.
The price is ¥21,754
¥56,802 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Waterview Vacation Retreat Close To Ocean

The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen

The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen
Port Charlotte
9.8 out of 10, Exceptional, (15)
"We were in town for a wedding near by! The house was a great place to relax between events!"
United States
Janet B.
The price is ¥50,681
¥122,102 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen

❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches

❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches
Englewood South
10.0 out of 10, Exceptional, (2)
"The house is spotlessly clean and beautifully decorated. Extremely comfortable with every possible amenity. Quiet neighborhood close to the beaches. The hosts were easily accessible. Top rating!! We will definitely return."
United States
Mark H.
The price is ¥30,128
¥73,341 total
includes taxes & fees
Jan 13 - Jan 14, 2026
❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches

Gulf-Access Waterfront | Pool, Dock, Tiki Hut & More

Gulf-Access Waterfront | Pool, Dock, Tiki Hut & More
Caloosahatchee
9.4 out of 10, Exceptional, (80)
"Nice quiet area, loved the pool, kitchen could use more items to cook with (although Blackstone was great to have), could have used more bath towels, pool towels and hand soap. "
United States
Brianne K.
The price is ¥32,591
¥87,211 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Gulf-Access Waterfront | Pool, Dock, Tiki Hut & More

Stunning Luxury villa "Sandpiper" across the street from the beach!

Stunning Luxury villa "Sandpiper" across the street from the beach!
East End
9.0 out of 10, Wonderful, (45)
"Lovely and clean place to stay. Short walk to the beach."
United States
AMANDA S.
The price is ¥46,782
¥109,038 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Stunning Luxury villa "Sandpiper" across the street from the beach!

Seaglass Inn at the Beach Shack Just one block from the beach!

Seaglass Inn at the Beach Shack Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (24)
"It was very clean, very nice place with tons to offer."
United States
Zac I.
The price is ¥34,547
¥70,263 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Seaglass Inn at the Beach Shack Just one block from the beach!

Luxurious Golf Villa

Luxurious Golf Villa
Burnt Store
9.0 out of 10, Wonderful, (9)
"Property was clean and stay was very enjoyable !"
United States
Lisa S.
The price is ¥41,402
¥101,776 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Luxurious Golf Villa

Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (43)
"We had a wonderful experience. We 100% recommend this property and hosts. "
United States
Christian S.
The price is ¥33,225
¥66,303 total
includes taxes & fees
Dec 30 - Dec 31
Seashell Shanty at The Beach Shack! Come On Down!

Villa Aviator

Villa Aviator
Pelican
8.0 out of 10, Very Good, (3)
"Great property "
United States
Ícaro
The price is ¥41,480
¥115,721 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Villa Aviator

Villa Encore

Villa Encore
Pelican
9.6 out of 10, Exceptional, (20)
"We had such a great two weeks at Villa Encore. The house was perfect for our big crowd. So convenient to local stores and restaurants. Fun walking the neighborhoods. Lots of great amenities. Would book again! "
United States
Sandy B.
The price is ¥43,663
¥115,738 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Villa Encore

Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
10.0 out of 10, Exceptional, (7)
"Immaculate and cozy with a heated pool and gulf access. The available kayaks were a fantastic bonus!"
United States
Andrew M.
The price is ¥48,185
¥111,069 total
includes taxes & fees
Dec 28 - Dec 29
Gulf Access Retreat with Heated Pool

Stylish salt water pool home is ideal for a respectable holiday

Stylish salt water pool home is ideal for a respectable holiday
Long Meadow
The price is ¥23,391
¥76,379 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Stylish salt water pool home is ideal for a respectable holiday
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 Pine Island Hotel Reviews

Find out more about Pine Island

Pine Island Villas information

Number of reviews
663
Accommodation
102 Villas
Lowest Price
¥33,449
Highest Price
¥115,738

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