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 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Pine Island villas

A beachside area with colorful beach houses, a dock, and a sandy beach.

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 ￥20,735
￥34,875 total
includes taxes & fees
Oct 25 - Oct 26
Matlacha Tiny Village
A patio with a table and chairs overlooking a body of water, with buildings in the background.

2. 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 ￥17,098
￥72,979 total
includes taxes & fees
Oct 24 - Oct 25
Gulf access home, heated pool & kayaks
An indoor swimming pool with a clear view of the sky, a covered patio area, and a barbecue setup.

3. Massive Cali King Villa | Heated Saltwater Pool

Massive Cali King Villa | Heated Saltwater Pool
Pelican
9.6 out of 10, Exceptional, (24 reviews)
"Our stay was great. Beautiful property, clean, and well stocked with everything as described. "
United States
Virginia W.
The price is ￥19,574
￥69,507 total
includes taxes & fees
Oct 26 - Oct 27
Massive Cali King Villa | Heated Saltwater Pool
A swimming pool with a glass enclosure, surrounded by chairs and a view of the sky.

4. 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)
"House was clean and had everything we needed! Enjoyed our stay very much! Host was very responsive! We would recommended staying here."
United States
Samantha T.
The price is ￥41,612
￥120,258 total
includes taxes & fees
Nov 3 - Nov 4
Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View
Exterior

5. 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 ￥25,307
￥81,350 total
includes taxes & fees
Nov 7 - Nov 8
Stunning Luxury canal front villa across the street from the beach!
A covered outdoor swimming pool with lounge chairs and string lights.

6. 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 ￥28,471
￥99,956 total
includes taxes & fees
Oct 27 - Oct 28
Sunset Lanai & Screened Pool · Waterfront Views
A modern outdoor living area with a pool, seating, and a kitchen.

7. Casa del Lago: Relaxing Waterfront Pool House

Casa del Lago: Relaxing Waterfront Pool House
Mariner
The price is ￥55,360
￥102,305 total
includes taxes & fees
Oct 24 - Oct 25
Casa del Lago: Relaxing Waterfront Pool House
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 ￥38,435
￥126,370 total
includes taxes & fees
Oct 29 - Oct 30
Fenced Yard & Pool · BBQ & Kayaks
A two-story house with a covered porch, a landscaped garden with palm trees, and a clear blue sky.

9. 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 ￥45,173
￥113,218 total
includes taxes & fees
Oct 24 - Oct 25
Sun-Dappled Cape Coral Oasis, 5 Mi to Beach!
Exterior

10. Luxury Villa Lighthouse Across from the Beach

Luxury Villa Lighthouse Across from the Beach
East End
9.4 out of 10, Exceptional, (50 reviews)
"The property is beautiful. Great location. Close to everything. We walked to the beach. Watched the manatees and iguanas in the back yard. I don't remember seeing in the addbut their were bikes and beach buggies loaded and ready for borrow. There were a few issues with our stay but Break Away was great and very responsive to our issues."
United States
Sonia
The price is ￥26,644
￥82,601 total
includes taxes & fees
Nov 11 - Nov 12
Luxury Villa Lighthouse Across from the Beach
Exterior

11. 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 ￥25,307
￥81,192 total
includes taxes & fees
Oct 25 - Oct 26
Stunning Luxury villa Sandpiper across the street from the beach!
A covered swimming pool with blue tiles, surrounded by lounge chairs and red chairs, and a view of trees and sky.

12. 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 ￥40,750
￥107,086 total
includes taxes & fees
Oct 24 - Oct 25
Waterfront Pool Villa with Sail Boat access to the Gulf
Exterior

13. 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 ￥23,510
￥78,463 total
includes taxes & fees
Nov 7 - Nov 8
coastal chic, new glow up and across the street from beach! Spring Savings
A covered patio with a table and chairs, surrounded by greenery and hanging planters.

14. 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 review)
"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 ￥36,757
￥46,045 total
includes taxes & fees
Nov 2 - Nov 3
Sunny Fort Myers Retreat: Pet-Friendly near Downtown District, No Cleaning Fee!
A residential property with a paved driveway leading to a garage, surrounded by palm trees and a well-maintained lawn.

15. 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 ￥18,506
￥34,994 total
includes taxes & fees
Nov 18 - Nov 19
Lake Marlin Villa 2
A beach shack with a sign reading 'BEACH SHACK MANASOTA KEY,' a bicycle parked outside, and a chair and table set up for outdoor dining.

16. 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 ￥26,415
￥58,277 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.

17. 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 ￥15,673
￥31,377 total
includes taxes & fees
Oct 29 - Oct 30
Beautiful house with lake view
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 ￥11,072
￥61,952 total
includes taxes & fees
Oct 25 - Oct 26
"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 ￥16,786
￥55,163 total
includes taxes & fees
Nov 4 - Nov 5
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A modern two-story house with a brick driveway and a well-maintained lawn.

20. 3BR Boundary Breeze Heated Pool Beach Golf Nearby

3BR Boundary Breeze Heated Pool Beach Golf Nearby
Oakland Hills
10.0 out of 10, Exceptional, (3 reviews)
"Clean. Fast communication. Lots of space for our stay. Will stay again next time we drive down for the weekend!"
United States
Catherine P.
The price is ￥22,428
￥61,952 total
includes taxes & fees
Nov 6 - Nov 7
3BR Boundary Breeze Heated Pool Beach 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 Pine Island Hotel Reviews

Sanibel Island Beach Resort

Sanibel Island Beach Resort

10/10 Excellent
"We had a great time. Room was very clean and comfortable. Pool was wonderful. Beach was very peaceful !"
Barbara A 2-night trip
Posted 2 hours ago
Sanibel Island Beach Resort

Find out more about Pine Island

Pine Island Villas information

Number of reviews
382
Accommodation
109 Villas
Lowest Price
￥31,377
Highest Price
￥126,370