Photo by Suzanne McCoy

Pineland Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Pineland

The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (671)
"Room was amazing, clean, and well maintained. Views was out standing."
The price is S$633
includes taxes & fees
28 Nov - 29 Nov
The Suites at Fishermen’s Village- 2 Bedroom Suites
Edison Beach House
Beach/ocean view

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1196)
"Loved how it was right on the beach, walkable to everything. "
The price is S$323
includes taxes & fees
25 Nov - 26 Nov
Edison Beach House
Lazy Cuckoo Inn
Living area

Lazy Cuckoo Inn

2.0 star property
8.8 out of 10, Excellent, (147)
"The property was clean, bed was comfortable. Good location. The only thing i didn't like was there wasn't room darking blinds and we could hear quite a bit of noise from our upstairs neighbors. "
The price is S$209
includes taxes & fees
7 Dec - 8 Dec
Lazy Cuckoo Inn
Matlacha Tiny Village
Dock

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (238)
"Quiet area and great little houses. Rented the margarita and was not disappointed. At one point our door lock failed and the manager was there within a few minutes to fix it. Would stay again!"
Matlacha Tiny Village
Resort Harbour Properties
Outdoor pool, pool loungers

Resort Harbour Properties

3.5 star property
9.6 out of 10, Exceptional, (327)
"We were originally scheduled to stay on Treasure Island but Hurricane Helene forced them to be closed so we made plans 2 days before flying out. So glad we did. Lots of damage everywhere but we made the best of it and enjoyed our stay at the resort and especially loved visiting with Amy in the office."
Resort Harbour Properties
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.
Don't see what you're looking for?
See all available properties in Pineland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Pineland you may be interested in

Margaritaville Beach Resort Fort Myers
Exterior

Margaritaville Beach Resort Fort Myers

4.0 star property
8.8 out of 10, Excellent, (643)
"Great location and amenities. Clean and comfortable. Friendly staff"
The price is S$362
includes taxes & fees
1 Dec - 2 Dec
Margaritaville Beach Resort Fort Myers
Marriott Sanibel Harbour Resort & Spa
Beach nearby, white sand, kayaking, motor boating

Marriott Sanibel Harbour Resort & Spa

4.0 star property
8.4 out of 10, Very good, (1003)
"The staff was amazing —- valet and outdoor bar and pool area. She really made us feel welcome and drinks were wonderful. Travis our valet was sooo personable "
The price is S$317
includes taxes & fees
8 Dec - 9 Dec
Marriott Sanibel Harbour Resort & Spa
The Lighthouse Resort Inn & Suites
Front of property – evening/night

The Lighthouse Resort Inn & Suites

3.0 star property
8.6 out of 10, Excellent, (1185)
"Loved the property, cute and quaint. Great location, walking distance to most anything on the north side of the island. The tiki bar downstairs was great with live music every night."
The price is S$188
includes taxes & fees
1 Dec - 2 Dec
The Lighthouse Resort Inn & Suites
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Can I find holiday rentals in Pineland?

Yes, there are holiday rentals close to the most popular sights in Pineland, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Pineland?

Expedia has 15 holiday 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 wider area, you’ll find Randell Research Center and Useppa Island.

What are holiday rentals like in Pineland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pineland. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for families.