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

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Our top choices for Pine Island villas

1. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (297 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 NZ$395
includes taxes & fees
13 Oct - 14 Oct
Matlacha Tiny Village

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 NZ$803
includes taxes & fees
4 Oct - 5 Oct
Gulf access home, heated pool & kayaks

3. Massive Cali King Villa | Heated Saltwater Pool

Massive Cali King Villa | Heated Saltwater Pool
Pelican
9.6 out of 10, Exceptional, (20 reviews)
"Our stay was great. Beautiful property, clean, and well stocked with everything as described. "
United States
Virginia W.
The price is NZ$767
includes taxes & fees
11 Oct - 12 Oct
Massive Cali King Villa | Heated Saltwater Pool

4. 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 NZ$904
includes taxes & fees
7 Oct - 8 Oct
Stunning Luxury villa Sandpiper across the street from the beach!

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

Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View
Trafalgar
9.4 out of 10, Exceptional, (33 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 NZ$1,332
includes taxes & fees
6 Oct - 7 Oct
Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View

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 NZ$1,156
includes taxes & fees
27 Oct - 28 Oct
Sunset Lanai & Screened Pool · Waterfront Views

7. The Driftwood Inn Cottages

The Driftwood Inn Cottages
Mid Island
The price is NZ$769
includes taxes & fees
13 Oct - 14 Oct
The Driftwood Inn Cottages

8. 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 NZ$1,271
includes taxes & fees
7 Oct - 8 Oct
Sun-Dappled Cape Coral Oasis, 5 Mi to Beach!

9. Casa del Lago: Relaxing Waterfront Pool House

Casa del Lago: Relaxing Waterfront Pool House
Mariner
The price is NZ$1,165
includes taxes & fees
10 Oct - 11 Oct
Casa del Lago: Relaxing Waterfront Pool House

10. Fenced Yard & Pool · BBQ & Kayaks

Fenced Yard & Pool · BBQ & Kayaks
Hancock
9.2 out of 10, Wonderful, (23 reviews)
"House was very clean Well stocked "
United States
Paul S.
The price is NZ$1,487
includes taxes & fees
14 Oct - 15 Oct
Fenced Yard & Pool · BBQ & Kayaks

11. 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 NZ$1,201
includes taxes & fees
14 Oct - 15 Oct
Waterfront Pool Villa with Sail Boat access to the Gulf

12. Luxury Villa Lighthouse Across from the Beach

Luxury Villa Lighthouse Across from the Beach
East End
9.4 out of 10, Exceptional, (49 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 NZ$912
includes taxes & fees
19 Oct - 20 Oct
Luxury Villa Lighthouse Across from the Beach

13. 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 NZ$653
includes taxes & fees
18 Oct - 19 Oct
Turtle Cay at The Beach Shack! Come On Down!

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)
"Great place and location. Saw Manatees in the canal. Very clean. The only negative was the blinds on all the windows our extremely hard to maneuver. "
United States
Wendy M.
The price is NZ$895
includes taxes & fees
9 Oct - 10 Oct
coastal chic, new glow up and across the street from beach! Spring Savings

15. 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)
"Nice stay in good location"
United States
John W.
The price is NZ$580
includes taxes & fees
8 Oct - 9 Oct
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

16. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is NZ$593
includes taxes & fees
8 Oct - 9 Oct
Waterview Vacation Retreat Close To Ocean

17. 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 NZ$638
includes taxes & fees
13 Oct - 14 Oct
3BR Boundary Breeze Heated Pool Beach Golf Nearby

18. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (16 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is NZ$437
includes taxes & fees
13 Oct - 14 Oct
Beautiful house with lake view

19. "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 NZ$703
includes taxes & fees
31 Oct - 1 Nov
"Sea Dunes" 3 bedrooms 2 bath

20. 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, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is NZ$662
includes taxes & fees
26 Oct - 27 Oct
Flamingo's Nest at the Beach Shack. Just one block from the beach!
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
406
Accommodation
108 Villas
Lowest Price
NZ$395
Highest Price
NZ$1,487

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