A waterfront with palm trees and a boat dock.

Pineland Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Pineland holiday rentals

Exterior

1. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (296 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is S$251
includes taxes & fees
11 Sept - 12 Sept
Matlacha Tiny Village
Beach

2. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is S$481
includes taxes & fees
16 Sept - 17 Sept
MALU LANI Inn & Marina
Balcony view

3. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,305 reviews)
"Great place"
United States
Nidia
The price is S$229
includes taxes & fees
2 Sept - 3 Sept
The Suites at Fishermen’s Village
Beach/ocean view

4. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,886 reviews)
"Our stay at Edison Beach House was amazing. The property owner is very sweet."
United States
Robin Marie
The price is S$251
includes taxes & fees
30 Aug - 31 Aug
Edison Beach House
Room

5. Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful room and amenities and the breakfast was delicious and with so many options. Loved the communication and cannot wait to come back! "
United States
Crissa
The price is S$279
includes taxes & fees
30 Aug - 31 Aug
Hibiscus House Bed Breakfast Citrus Room
Property amenity

6. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,150 reviews)
"Wonderful room and stay. Beachfront!"
United States
Cindi
The price is S$297
includes taxes & fees
1 Sept - 2 Sept
Island Inn
Exterior

7. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,689 reviews)
"Great place"
United States
moti
The price is S$635
includes taxes & fees
30 Aug - 31 Aug
Sundial Beach Resort & Spa
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

DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"We had a incredible time, the place was beautiful, clean and the location was perfect"
Mario 2-night trip
Posted less than an hour ago
DiamondHead Beach Resort

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 9 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.