Pine Island vacation rentals

We found 9,313 vacation rentals — enter your dates for availability

Vacation rentals with weekly discounts - Pine Island

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Explore the waterfront setting in Pine Island

The island views and surrounding scenery provide a peaceful ambiance to your vacation home in Pine Island. This relaxing city is known for its fishing, boating and biking. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Pine Island

Are you searching for attractions to visit in the city? Venture out of your vacation home and experience everything that makes Pine Island a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Sun Splash Water Park (8.8 mi / 14.2 km)
  • Fort Myers Country Club (14.4 mi / 23.1 km)
  • Royal Tee Golf Club (5.3 mi / 8.5 km)
  • Coral Oaks Golf Course (7.9 mi / 12.8 km)
  • Hunters Run Executive Golf Course (9.4 mi / 15.1 km)
  • Dunes Golf and Tennis Club (10.6 mi / 17.1 km)

Exploring the natural features in Pine Island

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Pine Island. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • North Captiva Island Beach (6.3 mi / 10.2 km)
  • Useppa Island (7.8 mi / 12.5 km)
  • Captiva Beach (7.9 mi / 12.8 km)
  • Cabbage Key (8.1 mi / 13.1 km)
  • Cayo Costa Beaches (8.3 mi / 13.4 km)
  • Turner Beach (9 mi / 14.5 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Pine Island?
Condos are the most popular type of vacation rental in Pine Island, according to our data. Even if you have something different in mind, Vrbo has properties in many sizes and shapes. Compare our options to find your ideal match.
How much does it cost to rent a vacation rental in Pine Island?
The average price for a vacation home in Pine Island depends on several factors, including length of stay, property type and season. Whether you’re dreaming about a sprawling villa with lots of space or a comfy cabin for you and your other half, just add your travel dates to discover stays with amazing value.
How much does it cost to rent a beach house in Pine Island?
When you travel and the style and size of the property will influence how much you’ll pay for your beachside stay. Enter your Pine Island travel dates to view your available options on Vrbo. Did someone just say “private pool”? Use our filters to choose the amenities and features you want in your vacation home.
Are there pet-friendly vacation rentals in Pine Island?
Pack a travel bag and a bone for the pooch in your life because Pine Island has 76 properties that roll out the welcome mat to pets. Let your happy hound get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates and destination, then check the “Pets allowed” filter box.
Are there large group vacation rentals in Pine Island?
Pine Island has 13 vacation homes that can fit 10 or more people. These stays come with the space you need to share good times with family and friends.
Are there one-bedroom vacation rentals in Pine Island?
Yes, there are 55 one-bedroom properties in Pine Island to select from. A one-bedroom vacation property is a great option if it’s just the two of you or if you’re vacationing solo. Throw in more privacy, convenience and space compared to a regular hotel, and you’ve got yourself a getaway to remember.
Can I find two-bedroom vacation rentals in Pine Island?
Pine Island has 122 two-bedroom vacation properties for you to select from. Enjoy a vacation home with all the comfort and privacy you need at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Pine Island?
Whether you’d like to keep up with the news, reply to emails or surf your social networks, there are 115 vacation homes with WiFi in Pine Island. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Pine Island?
Select your travel dates and then make use of our filters to find vacation rentals with air conditioning in Pine Island on Vrbo. With 290 air-conditioned properties on offer here, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a vacation rental in Pine Island?
The minimum required age is typically 16, 18 or 21. It can differ from property to property on Vrbo, so check the rules of your preferred Pine Island vacation home before booking.
How long can I rent a vacation rental in Pine Island for?
It’s down to the Pine Island property. To view a list of options offering extended stays, simply enter your dates and guest number into Vrbo. You can look forward to having the place to yourself, as well as amenities such as a full kitchen, air conditioning and a yard where your little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Pine Island?
On Vrbo, we’ve got plenty of fabulous discounts and deals for Pine Island. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re looking for a mini getaway or a longer stay, Vrbo offers lots of options for all styles and budgets.

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