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
8.8 out of 10, Excellent, (295 reviews)
"We had a wonderful visit July 26th-28th. Check in was so easy. We stayed in the flamingo. The flamingo is so cute and charming. We had a wonderful time just relaxing and fishing off the dock with the grandkids. We love the kayaks. Tiny village is the perfect place for a little getaway and we can’t wait to book again."
United States
Heather
The price is NZ$335
includes taxes & fees
20 Aug - 21 Aug
Matlacha Tiny Village

2. Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool
Pelican
9.4 out of 10, Exceptional, (11 reviews)
"Immaculate and cozy with a heated pool and gulf access. The available kayaks were a fantastic bonus!"
United States
Andrew M.
The price is NZ$782
includes taxes & fees
27 Aug - 28 Aug
Gulf Access Retreat with Heated Pool

3. 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, (31 reviews)
"Our stay was great! It was a easy check-in, and the home is exactly like seen online. The Communication with the host was good. My family and I enjoyed our stay.Thank you for having us. "
United States
Crissy W.
The price is NZ$1,195
includes taxes & fees
19 Aug - 20 Aug
Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View

4. Sweet Escape In The Cape

Sweet Escape In The Cape
Pelican
8.0 out of 10, Very good, (5 reviews)
"We had a great time utilizing this vacation rental in order to be close to our other family, a road over. The propane tank was empty so we got a brand new one for the grill. The property itself was great. The bedrooms had nice decor. The kitchen was spacious and clean. The pool area was perfect for swimming and lounging. Everything worked as it should. "
United States
lyndsey b.
The price is NZ$840
includes taxes & fees
31 Aug - 1 Sept
Sweet Escape In The Cape

5. 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$1,086
includes taxes & fees
9 Sept - 10 Sept
Sunset Lanai & Screened Pool · Waterfront Views

6. Fenced Yard & Pool · BBQ & Kayaks

Fenced Yard & Pool · BBQ & Kayaks
Hancock
9.0 out of 10, Wonderful, (22 reviews)
"House was very clean Well stocked "
United States
Paul S.
The price is NZ$1,251
includes taxes & fees
14 Sept - 15 Sept
Fenced Yard & Pool · BBQ & Kayaks

7. Gulf Access•FREE Heated Pool•Boat Lift•4 Kayaks•Fish & Beach Gear•Bikes•Fussball

Gulf Access•FREE Heated Pool•Boat Lift•4 Kayaks•Fish & Beach Gear•Bikes•Fussball
Pelican
10.0 out of 10, Exceptional, (2 reviews)
"Amazing home and truly stocked with everything you could ever need. The owners are fantastic to work with and very attentive. Their home is beautiful"
United States
Leanor K.
The price is NZ$1,048
includes taxes & fees
17 Sept - 18 Sept
Gulf Access•FREE Heated Pool•Boat Lift•4 Kayaks•Fish & Beach Gear•Bikes•Fussball

8. 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, (51 reviews)
"Excellent property, very clean, modern, centrally located, close to restaurants and beach. Absolutely pleasant."
United States
Fernando F.
The price is NZ$850
includes taxes & fees
23 Aug - 24 Aug
Stunning Luxury villa Sandpiper across the street from the beach!

9. 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)
"We had an excellent stay. The property was clean, comfortable, and well maintained, and everything met our expectations. My group had an amazing time, and we truly appreciated the hospitality throughout our visit. Overall, it was a very positive experience, and we would gladly stay again."
United States
Alejandro
The price is NZ$1,151
includes taxes & fees
23 Aug - 24 Aug
Waterfront Pool Villa with Sail Boat access to the Gulf

10. Luxury Waterfront Villa with Private Pool

Luxury Waterfront Villa with Private Pool
Caloosahatchee
Luxury Waterfront Villa with Private Pool

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 NZ$1,216
includes taxes & fees
30 Aug - 31 Aug
Sun-Dappled Cape Coral Oasis, 5 Mi to Beach!

12. Casa del Lago: Relaxing Waterfront Pool House

Casa del Lago: Relaxing Waterfront Pool House
Mariner
The price is NZ$1,067
includes taxes & fees
17 Sept - 18 Sept
Casa del Lago: Relaxing Waterfront Pool House

13. Gulf Access•Saltwater Hot Tub•4 Kayaks•FREE EV Charging•Bikes•Beach/Fish Gear

Gulf Access•Saltwater Hot Tub•4 Kayaks•FREE EV Charging•Bikes•Beach/Fish Gear
Caloosahatchee
10.0 out of 10, Exceptional, (14 reviews)
"Such a beautiful house. Had one of the best times staying there and definitely will be back"
United States
Johnny L.
The price is NZ$1,148
includes taxes & fees
1 Sept - 2 Sept
Gulf Access•Saltwater Hot Tub•4 Kayaks•FREE EV Charging•Bikes•Beach/Fish Gear

14. 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$579
includes taxes & fees
21 Aug - 22 Aug
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

15. 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$402
includes taxes & fees
27 Aug - 28 Aug
Beautiful house with lake view

16. Luxury Villa Lighthouse Across from the Beach

Luxury Villa Lighthouse Across from the Beach
East End
9.4 out of 10, Exceptional, (46 reviews)
"Spotless and super close to the beach, we were very comfortable and would definitely stay again!"
United States
Rob K.
The price is NZ$801
includes taxes & fees
1 Sept - 2 Sept
Luxury Villa Lighthouse Across from the Beach

17. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is NZ$641
includes taxes & fees
29 Aug - 30 Aug
Waterview Vacation Retreat Close To Ocean

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 NZ$682
includes taxes & fees
19 Aug - 20 Aug
"Sea Dunes" 3 bedrooms 2 bath

19. 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$841
includes taxes & fees
24 Aug - 25 Aug
coastal chic, new glow up and across the street from beach! Spring Savings

20. Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is NZ$374
includes taxes & fees
19 Aug - 20 Aug
Lake Marlin Villa 2
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
666
Accommodation
108 Villas
Lowest Price
NZ$335
Highest Price
NZ$1,251

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