Vacation Rentals in Pine Island

Vacation Rentals in Pine Island

Start comparing over 119 rentals in Pine Island and book at the best price!

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Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
 & higher
Free cancellation

Vacation Rentals in Pine Island

Mobile home for 4 people, with yard and pool in Pine Island
Mobile home for 4 people, with yard and pool
2 bedrooms
4.7
(6 reviews)
from $53 / night
Vacation rental for 2 people in Pine Island
Vacation rental for 2 people
4.9
(25 reviews)
from $70 / night
Vacation rental for 3 people in Pine Island
Vacation rental for 3 people
1 bedroom
4.9
(33 reviews)
from $62 / night
Vacation rental for 2 people in Pine Island
Vacation rental for 2 people
4.8
(27 reviews)
from $49 / night

Pet-friendly Vacation Rentals

Vacation rental for 4 people, with pets in Pine Island
Pet allowed
Vacation rental for 4 people, with pets
2 bedrooms
4.9
(20 reviews)
from $80 / night
Mobile home for 8 people in Pine Island
Pet allowed
Mobile home for 8 people
2 bedrooms4.4mi to the beach
4.5
(14 reviews)
from $119 / night
Vacation rental for 10 people, with yard and pool, with pets in Pine Island
Pet allowed
Vacation rental for 10 people, with yard and pool, with pets
4 bedrooms6.9mi to the beach
5.0
(20 reviews)
from $358 / night
Vacation rental for 4 people, with yard and pool in Pine Island
Pet allowed
Vacation rental for 4 people, with yard and pool
2 bedrooms8.6mi to the beach
5.0
(16 reviews)
from $147 / night

Vacation Rentals with Pool

Vacation rental for 6 people, with pool and yard in Pine Island
Pool
Vacation rental for 6 people, with pool and yard
3 bedrooms
4.8
(20 reviews)
from $91 / night
Vacation rental for 8 people, with yard and pool in Pine Island
Pool
Vacation rental for 8 people, with yard and pool
4 bedrooms7.1mi to the beach
5.0
(20 reviews)
from $261 / night
Vacation rental for 2 people, with pool and balcony in Pine Island
Pool
Vacation rental for 2 people, with pool and balcony
1 bedroom5mi to the beach
4.0
from $81 / night
Vacation rental for 7 people, with yard and pool in Pine Island
Pool
Vacation rental for 7 people, with yard and pool
2 bedrooms
4.8
(10 reviews)
from $206 / night

Vacation Rentals with Internet

Mobile home for 4 people in Pine Island
Internet
Mobile home for 4 people
2 bedrooms5.2mi to the beach
5.0
from $77 / night
Vacation rental for 5 people, with yard in Pine Island
Internet
Vacation rental for 5 people, with yard
2 bedrooms
4.9
(20 reviews)
from $276 / night
Vacation rental for 2 people, with yard in Pine Island
Internet
Vacation rental for 2 people, with yard
1 bedroom7.1mi to the beach
5.0
(20 reviews)
from $79 / night
Vacation rental for 6 people, with yard and lake view in Pine Island
Internet
Vacation rental for 6 people, with yard and lake view
3 bedrooms
4.9
(7 reviews)
from $83 / night

Vacation Rentals with Air Conditioning

Vacation rental for 2 people in Pine Island
Air conditioning
Vacation rental for 2 people
1 bedroom
5.0
(2 reviews)
from $58 / night
Vacation rental for 6 people in Pine Island
Air conditioning
Vacation rental for 6 people
2 bedrooms
5.0
from $141 / night
Vacation rental for 6 people, with yard in Pine Island
Air conditioning
Vacation rental for 6 people, with yard
2 bedrooms4.6mi to the beach
4.9
(20 reviews)
from $149 / night
Vacation rental for 2 people, with pool and balcony in Pine Island
Air conditioning
Vacation rental for 2 people, with pool and balcony
1 bedroom5mi to the beach
from $251 / night

Find Vacation Rentals in Pine Island

Map

Highlights Pine Island

  • Beachside rentals
  • Peaceful getaway
  • Beautiful parks
  • Wide Selection of outdoor activities
  • exquisite dishes

Best vacation rentals in Pine Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
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Bokeelia, Pine Island
Vacation Rental • 1399 ft² • 2 Bedrooms
4.8
(10 reviews)
Beautifully upgraded yet very comfortable condo it the best fishing spot! Over looking the pool and watet inlet. Enjoy the afternoon breeze as the sun disappers behind the mangroovs. On sight boat ramp and private boat slip. This is a 54 unit complex with two heated pools and tennis courts that is most often sparsely inhabited. Ship store on sight for all your ice, gas, bait and other boating needs. The island is 17 miles long and offers a verity of restaurants, bars, gas, marinas, grocery, liquor and hardware stores. Enjoy the drive in as you view some of the beautiful palm farms Mango gro...
from $206 / night
more...
Pine Island, Southwest Florida
Vacation Rental • 1991 ft² • 3 Bedrooms
4.9
(7 reviews)
Enjoy easy living in a relaxed golf course community ....bike trails, nature walks, kayaking, boating, fishing, golf and tennis at your fingertips without the crowds. All this while staying on the 11th hole of the island's only golf course, Alden Pines. It is a nature lover's paradise with a view of eagles right from the back porch. Osprey, ibis and all of Florida’s waterfowl abound the area. For those that love to shop, Matlacha offers unique shopping opportunities of the artsy kind and for those that need a bigger experience it is just a short 10 minute drive off the island to every shopp...
from $83 / night
more...
Matlacha, Pine Island
Vacation Rental • 3 Guests • 3 Bedrooms
4.7
(37 reviews)
You will enjoy great days right here in one of the best places on earth!We guarantee the most beautiful sunset of Florida in shiny colors and with the best view, you will ever have.Our "Fishermen´s Paradise" is located just a few minutes away from the Gulf of Mexico. The house has direct access to the water with its own landing stage. The spectacular view to the west won´t let you spend your evenings somewhere else. The building complex is characteristic of Matlacha - a colorful and creatively decorated accommodation with a fresh touch and lovingly attached details.The "Fisherman´s Paradise...
from $69 / night

Most popular in Pine Island

Pool 111
Internet 129
Pets allowed 49
Balcony/Terrace 54
TV 126
Air conditioning 128

Popular Destinations in Pine Island

Prices and availability

Vacation rental prices Pine Island

$252for 8 Oct - 15 Oct
$294 annual average
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Average price per week

Vacation rentals availability Pine Island

52%for 8 Oct - 15 Oct
45% annual average
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Percentage of available rentals

Vacation rentals in Pine Island

Peaceful Pine Island locations

Pine Island is one of those vacation destinations that keep calling you back due to its peace and comfort. It is the largest island in Florida. The island is located in Lee count on the Gulf of Mexico coast southwest of Florida. The magnificent Intracoastal Waterway passes through the western side of the island. Interesting Pine Island has been zoned as an agriculture area, and you can get some of the best tropical fruits such as mangoes and lychee. Taking a vacation in Pine islands feels like going back in time since it is one of Florida's last authentic fishing islands.

Vacation rentals for everyone

Whether you are traveling solo or with family, you will always get a quiet and perfect vacation rental on Pine Island. The properties are clean, peaceful, and well decorated. They are fitted with all the necessary amenities such as high-speed Wi-Fi to ensure you remain connected to the grid. The vacation rentals are located in a stone's throw a distance from the sandy beaches. The properties are spacious enough to accommodate your playful pets and kids. In case you want to do some cooking, the vacation rental features full furniture kitchens.

Vacation rentals in Pine Island

The area and getting around

An island filled with activities

Pine Island has so many outdoor activities for its all-year-round visitors. You can decide to take it on the waters by hiring a kayak and exploring the shallow waters of Pine Island. Take the kayaks for fishing, touring the mangroves, or do some sunset paddling. You can also travel the island in style using jack's ponton tiki boats and watch the sunset or make a burial trip for a family member who wants their ashes scattered in Pine Island.

An island of many attractions

Pine Island offers unique and beautiful pastime locations. Make a trip to Matlacha Menagerie on pine Island Road and have a glimpse of the islands' fine art. Try out some hand panting at the pine island art association center. Pine Island offers numerous scenic and beautiful parks. Go to the Calusa Heritage Trail and witness a 2000-year history of the Calusa Indians, the island's original inhabitants.

Travelers and activities

Pine island for food lovers

Visit the Matlacha town in Pines Island and have a taste of the island's finest delicacies. The island food joints offer seafood and delicious burgers. Visit Bert's grill, an Italian joint that provides everything for a few bucks; if you want to have your breakfast just next to the shoreline, visit Big Breakfast coffee shop. If you want to have a bite of the freshest catch of the day, go to Capt'n Con's. If you want a five-star hotel experience, go to Tarpon Lodge and get some seafood and scallops and an extensive list of wine brands.

Pine island for fishing enthusiasts

In Pine Island, fishing is an industry and a sport. There are countless fishing guides who are more than ready to put you on that lunker you always dream about.There is a vast selection of fish species on your target. You can also try kayak fishing, and there are numerous joints to hire a kayak in case you didn't bring yours. Pine Island has one of the world's most fishing bridges located on Route 78 in Matlacha. Line yourself along the bridge and try catching some fish as they traverse along with the Matlacha Pass.

Did you know that the waters of Pine Island are the best for kayaking and canoeing!

Top 5 travel tips for Pine Island

1. Cabbage Key

This is a 100-acre island located about six miles from Pine Island. The hotel was built in the 1940s and is well known for the Dollar Bill Bar. There are more than $70,000 signed dollar notes from patrons hanging all over the bar.

2. Sanibel Causeway

This is a magnificent causeway that connects San Carlos Bay and Sanibel Island. The causeway features two-lane bridge spans and two artificial causeway islands. The causeway spans over 3 miles and has a beautiful view, especially at night.

3. Causeway island park

The Causeway Island Park is an excellent place to swim, paddle, or even and sunbathe as you watch the blue waters of the sea. The island is accessible via vehicle. The best thing about this Park is that you can bring your pet to the Park.

4. Charlotte Harbor preserve state park

The state park spans over 45,000 acres and covers up to 100 miles of shoreline. The Park has a free entry policy. The Park is a good site for hiking, fishing, paddling, and observing wildlife. The Park also provides a perfect opportunity to watch wading birds.

5. Randell research center

Located on the scenic western side of Pine Island, this historical research center occupies about 67 acres. This research center is open to the public and visitors. The center was established to teach and preserve the history, archaeology, and ecology of Southwest Florida.

FAQs: Vacation Rentals in Pine Island

On average, how much do vacation rentals on Pine Island cost?

With an average cost of $260 per night, Pine Island lies at the lower end of the price range for vacation rentals in the USA.

Which months allow you to save the most on vacation rentals?

Those who want to be budget-friendly should travel to Pine Island in September, May, or June, which are the months that offer the most discount, with average prices of $221, $227, and $228 per night, respectively, based on the previous year.

During which months are vacation rentals more expensive on Pine Island?

At the time of booking a vacation rental on Pine Island, the highest prices are usually found in the month of February (with an average of $342 per night), followed by March ($317), and then January ($293).

Is Pine Island a good location for a last-minute getaway?

It's worthwhile if you can book your stay with plenty of time when visiting Pine Island, as only 35% of our properties are usually available throughout the year.

Which months offer the highest availability?

The most available months are, on average, May (with an availability of 78%), June (73%), and August (53%), according to the trends observed in the prior year.

When are there fewer vacation rental options available on Pine Island?

The months with the lowest properties available on Pine Island are, in order, February, March, and April with respective average availability figures of 0%, 2%, and 9%, based on the previous year. During this period, the availability is only 4%. It is therefore recommended to reserve early.

How many vacation rentals are there on Pine Island?

Our catalog features approximately 60 vacation rentals from 3 partners, giving you plenty of choices when searching for your next dream vacation rental!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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