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 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (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 P8,237
P13,855 total
includes taxes & fees
Sep 1 - Sep 2
Matlacha Tiny Village
Private beach nearby, motor boating, fishing

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 P12,048
P24,591 total
includes taxes & fees
Sep 1 - Sep 2
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, (1,310 reviews)
"Great place"
United States
Nidia
The price is P10,036
P11,240 total
includes taxes & fees
Sep 1 - Sep 2
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, (1,888 reviews)
"Our stay at Edison Beach House was amazing. The property owner is very sweet."
United States
Robin Marie
The price is P8,826
P12,271 total
includes taxes & fees
Sep 1 - Sep 2
Edison Beach House
1 bedroom, high-speed internet

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 P9,128
P13,677 total
includes taxes & fees
Sep 1 - Sep 2
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 P13,010
P14,506 total
includes taxes & fees
Sep 1 - Sep 2
Island Inn
Exterior

7. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,690 reviews)
"Great place"
United States
moti
The price is P24,843
P31,102 total
includes taxes & fees
Sep 1 - Sep 2
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

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

10/10 Excellent
"Excelente"
Josue E 2-night trip
Posted 1 hour ago
Margaritaville Beach Resort Fort Myers

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:

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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.