A wooden pier extending into calm water with a clear sky and distant land.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Pine Island villas

A bright green house with a white picket fence, a wooden staircase, and a picnic table.

1. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (298 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is ￥20,754
￥34,907 total
includes taxes & fees
Oct 28 - Oct 29
Matlacha Tiny Village
An indoor swimming pool with a clear view of the sky, a covered patio area, and a barbecue setup.

2. Massive Cali King Villa | Heated Saltwater Pool

Massive Cali King Villa | Heated Saltwater Pool
Pelican
9.6 out of 10, Exceptional, (24 reviews)
"100% recommended for a family vacation!"
United States
Tommy P.
The price is ￥15,530
￥64,135 total
includes taxes & fees
Nov 2 - Nov 3
Massive Cali King Villa | Heated Saltwater Pool
A covered outdoor area with a pool, patio furniture, and a view of a resort.

3. Gulf access home, heated pool & kayaks

Gulf access home, heated pool & kayaks
Pelican
9.4 out of 10, Exceptional, (12 reviews)
"Perfect waterfront home, beautiful sunsets and sunrises. New favorite home."
United States
Brett B.
The price is ￥26,880
￥85,145 total
includes taxes & fees
Oct 31 - Nov 1
Gulf access home, heated pool & kayaks
A covered swimming pool with blue tiles, surrounded by lounge chairs and red chairs, and a view of trees and sky.

4. Waterfront Pool Villa with Sail Boat access to the Gulf

Waterfront Pool Villa with Sail Boat access to the Gulf
Caloosahatchee
9.6 out of 10, Exceptional, (15 reviews)
"Great location! House was great! Easy check in instructions. The pool and hot tub with a view of the water was a great bonus."
United States
Martha M.
The price is ￥40,786
￥107,809 total
includes taxes & fees
Nov 9 - Nov 10
Waterfront Pool Villa with Sail Boat access to the Gulf
A two-story house with a garage, a driveway with patterned paving, and a landscaped garden with palm trees.

5. Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View

Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View
Trafalgar
9.2 out of 10, Wonderful, (35 reviews)
"Such a beautiful house! We had a great time, everything was 10/10!"
United States
Amy B.
The price is ￥41,649
￥117,071 total
includes taxes & fees
Nov 3 - Nov 4
Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View
A covered patio with wicker chairs and a table, overlooking a landscaped garden with palm trees and red foliage.

6. Stunning Luxury villa Sandpiper across the street from the beach!

Stunning Luxury villa Sandpiper across the street from the beach!
East End
8.8 out of 10, Excellent, (53 reviews)
"Excellent property, very clean, modern, centrally located, close to restaurants and beach. Absolutely pleasant."
United States
Fernando F.
The price is ￥25,099
￥80,995 total
includes taxes & fees
Oct 27 - Oct 28
Stunning Luxury villa Sandpiper across the street from the beach!
A covered outdoor swimming pool with lounge chairs and string lights.

7. Sunset Lanai & Screened Pool · Waterfront Views

Sunset Lanai & Screened Pool · Waterfront Views
Caloosahatchee
10.0 out of 10, Exceptional, (5 reviews)
"Everything inside the house was brand new and clean and it was perfect for our family of four. We had our dog so the dog door going out to the pool area was absolutely huge. Great place!"
United States
Melissa R.
The price is ￥28,237
￥99,134 total
includes taxes & fees
Oct 27 - Oct 28
Sunset Lanai & Screened Pool · Waterfront Views
A two-story house with a garage, a front door, and a small front yard with plants.

8. Fenced Yard & Pool · BBQ & Kayaks

Fenced Yard & Pool · BBQ & Kayaks
Hancock
9.2 out of 10, Wonderful, (23 reviews)
"We had a great stay overall! The host was incredibly friendly, responsive, and made the entire experience easy from start to finish. The location was fantastic and close to everything we wanted to do.The house was comfortable, and the rooms and pool were exceptionally clean. The layout was a little different than we expected from the listing and took some time to figure out, but it wasn’t a major issue once we got settled. Overall, we enjoyed our stay and would recommend this property to others...
United States
Karmyn D.
The price is ￥38,119
￥125,331 total
includes taxes & fees
Oct 29 - Oct 30
Fenced Yard & Pool · BBQ & Kayaks
A modern outdoor living area with a pool, seating, and a kitchen.

9. Casa del Lago: Relaxing Waterfront Pool House

Casa del Lago: Relaxing Waterfront Pool House
Mariner
The price is ￥54,905
￥97,229 total
includes taxes & fees
Oct 27 - Oct 28
Casa del Lago: Relaxing Waterfront Pool House
A swimming pool with a clear blue water feature, surrounded by a brick deck and a covered area with a metal frame and string lights.

10. Gulf Access• 2 Kings•Saltwater Hot Tub•4 Kayaks•FREE Heated Pool•FREE EV Charge

Gulf Access• 2 Kings•Saltwater Hot Tub•4 Kayaks•FREE Heated Pool•FREE EV Charge
Caloosahatchee
10.0 out of 10, Exceptional, (14 reviews)
"Karen was such a great host. You can tell she is very intentional from the welcome basket full of snacks, the wine bottle, the small bag of oral essentials, and the bottles of cold water awaiting our arrival. Thanks for making this stay seamless."
United States
Suzy Y.
The price is ￥41,578
￥104,506 total
includes taxes & fees
Nov 3 - Nov 4
Gulf Access• 2 Kings•Saltwater Hot Tub•4 Kayaks•FREE Heated Pool•FREE EV Charge
A two-story house with a covered porch, a landscaped garden with palm trees, and a clear blue sky.

11. Sun-Dappled Cape Coral Oasis, 5 Mi to Beach!

Sun-Dappled Cape Coral Oasis, 5 Mi to Beach!
Caloosahatchee
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful trip and enjoyed this spacious home. The pool and backyard area were great and where we spent a lot of our time. Home was very clean. The kitchen is huge and really allows multiple people to be there and not crowd each other. It was about a 20-25 minute drive from Ft Myers. Grocery store right down the street. Great place for a large group."
United States
Katrina S.
The price is ￥44,802
￥107,738 total
includes taxes & fees
Oct 27 - Oct 28
Sun-Dappled Cape Coral Oasis, 5 Mi to Beach!
Outdoor dining

12. Stunning Luxury canal front villa across the street from the beach!

Stunning Luxury canal front villa across the street from the beach!
East End
9.0 out of 10, Wonderful, (28 reviews)
"Super clean with all the amenities needed! Quiet, close to the beach, comfortable beds, was just perfect for our party of 4! Would definitely stay again! "
United States
Melissa M.
The price is ￥25,099
￥80,524 total
includes taxes & fees
Nov 9 - Nov 10
Stunning Luxury canal front villa across the street from the beach!
Outdoor dining

13. Luxury Villa Lighthouse Across from the Beach

Luxury Villa Lighthouse Across from the Beach
East End
9.4 out of 10, Exceptional, (50 reviews)
"We had family members staying nearby at tortuga beach club so this condo was perfect for convenience. Clean, spacious and everything went smoothly. looking forward to renting this unit again in the future."
United States
michael m.
The price is ￥26,668
￥82,518 total
includes taxes & fees
Nov 8 - Nov 9
Luxury Villa Lighthouse Across from the Beach
Outdoor dining

14. coastal chic, new glow up and across the street from beach! Spring Savings

coastal chic, new glow up and across the street from beach! Spring Savings
East End
9.0 out of 10, Wonderful, (43 reviews)
"It was great. Would definitely stay here again. "
United States
Linda P.
The price is ￥23,531
￥78,533 total
includes taxes & fees
Oct 27 - Oct 28
coastal chic, new glow up and across the street from beach! Spring Savings
A residential area with houses, a beach, and a sunset.

15. 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, (47 reviews)
"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 ￥26,439
￥57,858 total
includes taxes & fees
Oct 27 - Oct 28
Turtle Cay at The Beach Shack! Come On Down!
A table with a tray containing a cookie and two cups, set in a covered outdoor area with a view of a lake and greenery.

16. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (17 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ￥15,687
￥31,405 total
includes taxes & fees
Oct 29 - Oct 30
Beautiful house with lake view
A residential property with a paved driveway leading to a garage, surrounded by palm trees and a well-maintained lawn.

17. Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (20 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is ￥18,354
￥35,020 total
includes taxes & fees
Nov 18 - Nov 19
Lake Marlin Villa 2
A single-story house with a flat roof, large windows, and a small porch area.

18. "Sea Dunes" 3 bedrooms 2 bath

"Sea Dunes" 3 bedrooms 2 bath
Port Charlotte
7.4 out of 10, Good, (3 reviews)
"For our purposes, shopping and other activities were close enough. "
United States
Charles H.
The price is ￥10,981
￥61,443 total
includes taxes & fees
Oct 27 - Oct 28
"Sea Dunes" 3 bedrooms 2 bath
An outdoor patio area with a seating arrangement, a hammock, and a view of a grassy yard and trees.

19. 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, (78 reviews)
"Great hosts and great stay! Would highly recommend."
United States
Kerry M.
The price is ￥16,801
￥55,212 total
includes taxes & fees
Nov 2 - Nov 3
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
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

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"Location was great and dinner was wonderful. Music was very loud until 10pm on a Sunday night with no crowd. Beach was awesome and our room had a great view."
Maria 1-night trip
Posted less than an hour ago
Lani Kai Beachfront Resort

Find out more about Pine Island

Pine Island Villas information

Number of reviews
393
Accommodation
109 Villas
Lowest Price
￥31,405
Highest Price
￥125,331

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