Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Cottages
Homes
Townhomes
Villas
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Estates
Farmhouses
Hotels
Lodges
Studios
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Pine Island Vacation Home Rentals(39)

39 Results
$143 - $214
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
$143 - $214
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(15)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(17)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
1 Review
$90 - $110
per night
4 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 6 night minimum stay
(3)
$1,750
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(5)
$1,800
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(4)
$700 - $1,050
per week
7 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 - 31 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
1 - 2 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
90 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
$607 - $800
per week
7 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 - 31 night minimum stay
(7)
  • 3 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
1 Review
$1,750
per night
2 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
2 night minimum stay
1 Review
$800 - $1,100
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
$1,650
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
$564 - $840
per week
14 - 31 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
14 - 31 night minimum stay
(3)
$2,000 - $2,500
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
$1,250 - $1,750
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
$933 - $1,000
per week
7 - 30 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 - 30 night minimum stay
$900 - $1,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
$1,600 - $2,400
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
3 night minimum stay
Advertisement
 

Recent Pine Island Reviews

A WONDERFUL FAMILY VACATION HOME!!

5 of 5
What a wonderful home! We had so much fun boating, fishing and swimming in the pool, like another reviewer we wish it had a working pool light for night swimming. The house was great. Mac the caretaker was the BEST! He even came on our boat with us and showed us places to fish and how to navigate the shallows. We will be back! Loved the dock as well. Great fishing, lots of dolphins, 3 manatees and 2 sea turtles! Judy was also nice to deal with. We miss it already!! Can't wait to return!
  • Submitted: Aug 19, 2014
  • Stayed: Aug 2014

Daulphin Play Ground

5 of 5
I’m not sure where to start….not sure if it has been the multiple dauphins passing each day, or the many species of birds dancing in front of us, or the amazing fishing or even the unbelievable sunsets….it could be the very cute and quaint village of Matlacha and the super community feel surrounding us…..I would have to say that this place is nestled in a place called paradise!! That pretty much sums it up!! Also, Mac has been great, very knowledgeable about the area and gave us many ideas as to places to visit. He has also given me a few fishing tips…..although he didn’t teach me how to hook a dauphin as I did a few weeks ago, it finally let go after it jumped twice about 6 feet in the air….what a show!! The only suggestions I would have would be a few more kitchen wares….whisks, kitchen knives, dinner plates, tongs….the other suggestion would be to let people know if they are bringing their boats to have a captain show them around for a day…extremely shallow and many sand bars (as I found out). Internet worked fantastic and all appliances were top notch! We will certainly recommend this property to all our friends and the great customer service you and Mac have given us. Thank you again for making our first Snowbird experience a very memorable one!!
  • Submitted: Apr 2, 2014
  • Stayed: Dec 2013

fishing trip

5 of 5
I spent a week here in October 2010....what a fantastic place and value. The is a fisherman's dream location on Charlotte Harbor. I am sorry to see it rented, as I am looking for a spring 2012 fishing village for me and the fellows.
  • Submitted: Feb 20, 2012
  • Stayed: Oct 2010