Vacation Rentals in Pine Island

Vacation Rentals in Pine Island

Start comparing over 174 rentals in Pine Island and book at the best price!

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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.
Vacation Rental for 6 Guests in Pine Island, Southwest Florida
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Pine Island, Southwest Florida
Vacation Rental • 2390 ft² • 3 Bedrooms
9.5
(28 reviews)
Welcome This is the fishermans delight. In addition to staying in the house with the prettiest sunset views on Pine Island, you are right across the street from the best spot on Pine Island to launch either kayaks or simply wade out for fishing. You are also walking distance from the Pineland marina. The home is also on the old Calusa Indian's canal right behind the Calusa Indian mounds, there is a state park established in the last 5 years that has a fun walking trail, there are several plackards that explain the history of the people that lived here 500 years ago. The nature walk wanders ...
from $253 / night
Vacation Rental for 4 Guests in Matlacha, Pine Island
Vacation Rental for 4 Guests in Matlacha, Pine Island, Picture 1
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Matlacha, Pine Island
Vacation Rental • 323 ft² • 4 Bedrooms
9.2
(28 reviews)
ANGLER'S INN in Matlacha, Florida is a pet-friendly waterfront "Botel" accommodation located between Cape Coral and Pine Island. Come by land or sea and keep your boat just outside your fully outfitted efficiency unit. Launch your boat just across the canal at the Matlacha Community Park where you can park and forget about it until time to haul out. Angler's Inn Motel/Botel is the perfect location for kayak and canoe paddlers to explore the local waters of Matlacha Pass and Pine Island Sound. Fantastic fishing for Snook, Redfish, Trout and Tarpon is just outside your door. The white sand be...
from $198 / night
Vacation Rental for 6 Guests in Bokeelia, Pine Island
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Bokeelia, Pine Island
Vacation Rental • 6 Guests • 2 Bedrooms
9.6
(33 reviews)
Paradise awaits you at our recently renovated island get away home.Located on the water in Bokeelia on Pine Island we are a world away from the everyday with Fort Myers and Cape Coral within easy reach when you need them.Known as a fisherman's paradise Bokeelia offers some of the best fishing waters around.Our two bedroom home offers two king size beds and a sofa, sleeping a maximum of 6 people.Our home is designed with your comfort in mind while the spacious floor plan and screened in porch area allow you to enjoy the breathtaking views of the water.Dock your boat at the house with plenty ...
from $290 / night

Popular Destinations in Pine Island

Prices and availability

Current Vacation rental prices Pine Island

$366for 24 Feb - 2 Mar
$255 annual average
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Average price per week

Current vacation rental availability Pine Island

13%for 24 Feb - 2 Mar
61% annual average
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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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