A waterfront with palm trees and a boat dock.

Pineland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Pineland vacation rentals

Exterior

1. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (295 reviews)
"We had a wonderful visit July 26th-28th. Check in was so easy. We stayed in the flamingo. The flamingo is so cute and charming. We had a wonderful time just relaxing and fishing off the dock with the grandkids. We love the kayaks. Tiny village is the perfect place for a little getaway and we can’t wait to book again."
United States
Heather
The price is NT$3,517
NT$6,318 total
includes taxes & fees
Sep 19 - Sep 20
Matlacha Tiny Village
Village Beach & Harbor Suite | Balcony view

2. The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,301 reviews)
"Great location and love the shops being under us. Great view and food options."
United States
Nathaniel
The price is NT$4,865
NT$5,448 total
includes taxes & fees
Aug 26 - Aug 27
The Suites at Fishermen’s Village- 2 Bedroom Suites
Property amenity

3. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,148 reviews)
"Wonderful room and stay. Beachfront!"
United States
Cindi
The price is NT$6,359
NT$7,090 total
includes taxes & fees
Aug 31 - Sep 1
Island Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pineland Hotel Reviews

The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

10/10 Excellent
"Everything about this resort was amazing. The suite was immaculately cling the staff was very helpful very friendly. The food was tasty the breakfast lunch and dinner plus the wings. Amazing drinks were on point. The amenities were easy to access, relaxing. This is my go to spot whenever I go to Fort Myers this is a must visit spot. Everything is right there. You’re in a prime location."
Angela 2-night trip
Posted 2 hours ago
The Lighthouse Resort Inn & Suites

Find out more about Pineland

Search for holiday rentals in Pineland on Expedia! You can easily find your home rentals, villas, holiday apartments in Pineland using one of the methods below:

  • View our selection of featured holiday rentals in Pineland
  • Use the map to find apartments and other holiday homes in the Pineland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pineland while they last

Look no further and take a look at our great range of rental properties in Pineland!

Frequently asked questions

Can I find vacation rentals in Pineland?

Yes, you can find vacation rentals close to well known points of interest in Pineland, or you can select a secluded option if you're looking for relaxation.

How many vacation rentals are there in Pineland?

Expedia has 9 vacation rentals for your stay in Pineland.

What can I see and do in Pineland?

While exploring the area, visit family-friendly sights like Sun Splash Water Park, or get outside and enjoy nature at Calusa Heritage Trail. In the larger area, you’ll find Randell Research Center and Useppa Island.

What are vacation rentals like in Pineland?

Vacation rentals are privately owned properties you can book for a couple days or more in Pineland. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings.