Photo by Suzanne McCoy

Pineland holiday homes

We found 1,729 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 16 homes and other holiday rentals in Pineland that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. You're sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Pineland getaway

Learn about the unique charm of Pineland with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Pineland

Are you looking for attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Pineland a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Sun Splash Water Park (10.9 mi / 17.6 km)
  • Coral Oaks Golf Course (7.8 mi / 12.5 km)
  • Royal Tee Golf Club (7.9 mi / 12.7 km)
  • Hunters Run Executive Golf Course (11.8 mi / 18.9 km)
  • Dunes Golf and Tennis Club (15.8 mi / 25.4 km)
  • Sanibel and Captiva Chamber of Commerce and Visitors Center (16.2 mi / 26.1 km)

Exploring the natural features in Pineland

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 holiday in Pineland. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Useppa Island (3.7 mi / 5.9 km)
  • Cabbage Key (4.5 mi / 7.2 km)
  • Cayo Costa Beaches (5.1 mi / 8.2 km)
  • North Captiva Island Beach (6.7 mi / 10.7 km)
  • Boca Grande Beaches (7.9 mi / 12.7 km)
  • Gasparilla Island State Park (8.3 mi / 13.4 km)

Transport to and around Pineland

The nearest airport is in Punta Gorda Airport (PGD), located 20.1 mi (32.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Fort Myers, FL (RSW-Southwest Florida Intl.), which is 26.3 mi (42.3 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Pineland?

The most desirable types of holiday homes in Pineland are houses. Want something different? Bookabach has many options to match the needs of our guests, so you'll see properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — grab yours today.

How much does it cost to rent a holiday home in Pineland?

Several factors influence how much you pay for a holiday home in Pineland, such as the length of stay, season and type of property. However, all our holiday homes have something in common — excellent value. Just add your travel dates to find your perfect match.

How much does it cost to rent a beach house in Pineland?

When you travel and the style and size of the property will influence the cost of your beachside holiday home. Type in your Pineland travel dates to view your options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use our filters to pick the amenities and features you need.

Are there pet-friendly holiday homes in Pineland?

With 12 properties that welcome four-legged guests, your furry best friend can join in the fun on your Pineland break. Use our filter tool to browse our pet-friendly holiday homes and find a stay that'll set tails wagging on Bookabach.

Can I rent a house with a pool in Pineland?

Mark the "pool" box in our filter tool and take your pick of eight houses with private pools in Pineland on Bookabach. Gentle soak, ball games or noodle joust? How you spend your leisure time is up to you when your holiday property boasts its own swimming pool.

What are popular home amenities in Pineland?

The most popular home amenities people search for in Pineland include nearby museums, a lake view and a garden. Whether you're taking a trip with family, your besties or even pets, Bookabach holiday homes have the best amenities for chilling out with the people who matter most.

Are there large group holiday homes in Pineland?

There are 10 holiday homes in Pineland that can host a group of five or more guests. From family trips to special occasions, these stays have enough space to gather with your favourite people.

Are there holiday homes in Pineland that welcome kids?

Pineland has 12 family-friendly holiday homes to choose from. And finding a stay that welcomes kids is super easy with Bookabach's "Properties good for families" filter. Besides having the whole place to yourselves, you'll also get access to perks and conveniences such as living rooms, kitchens and pools.

What are the top attractions for families in Pineland?

Keeping the kids amused during your stay in Pineland is easy with these top family-friendly attractions:

  • Museum of the Islands
  • Useppa Museum
  • Calusa Heritage Trail

Can I find two-bedroom holiday homes in Pineland?

Pineland has four two-bedroom properties to select from. Experience a holiday home with all the privacy and space you need at a price that's hard to resist on Bookabach.

Are there holiday homes with WiFi in Pineland?

Whether you want to stay in touch with world events, write a few emails or surf social networks, there are four holiday homes with WiFi in Pineland. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.

How can I find holiday homes with air conditioning in Pineland?

Pineland has 12 holiday homes where you'll be able to wind down in air-conditioned comfort. To locate a stay on Bookabach featuring this perk, enter your preferred travel dates and use the filter tool to select the "air conditioning" box.

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