Pineland Holiday Rentals

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Our top choices for Pineland holiday rentals

Aparthotel in Fort Myers Beach

Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1,631 reviews)
"Loved everything about this place. "
United States
Jill
Edison Beach House
3.0 star property
9.8 out of 10, Exceptional, (1,084 reviews)
"Very nice and relaxing place, staff, very clean room, several amenities, I recommend it."
United States
CARLOS
The price is AU$362
includes taxes & fees
1 Feb - 2 Feb
The Suites at Fishermen’s Village- 2 Bedroom Suites

Villa in Matlacha

Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (274 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
The price is AU$300
includes taxes & fees
26 Jan - 27 Jan
Matlacha Tiny Village

Aparthotel in West End

Island Inn
3.5 star property
9.4 out of 10, Exceptional, (1,127 reviews)
"Everything was wonderful."
United States
Walter
The price is AU$451
includes taxes & fees
27 Jan - 28 Jan
Island Inn

Condo resort in Mid Island

Sundial Beach Resort & Spa
5.0 star property
8.6 out of 10, Excellent, (2,593 reviews)
"Room was clean and was cleaned in the middle of our stay and staff was great."
United States
Glen
The price is AU$773
includes taxes & fees
1 Feb - 2 Feb
Sundial Beach Resort & Spa

Aparthotel in Fort Myers Beach

Lazy Cuckoo Inn
2.0 star property
8.8 out of 10, Excellent, (238 reviews)
"Very nice. Great for a short or longer term stay."
United States
Finley
The price is AU$177
includes taxes & fees
26 Jan - 27 Jan
Lazy Cuckoo Inn
10.0 out of 10, Exceptional, (24 reviews)
"Great stay, would book again if in area"
United Kingdom
Tom f.
The price is AU$524
includes taxes & fees
27 Jan - 28 Jan
Waterfront Condo with Pool & Boat Slip
9.8 out of 10, Exceptional, (8 reviews)
"This is a wonderful property with a fantastic manager -Stacey. It is beautiful with great amenities and a great location."
United States
David H.
The price is AU$202
includes taxes & fees
28 Jan - 29 Jan
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Apartment in Fort Myers River District

The Luxury spot 2 min to DOWNTOWN/ 5 min to the beach
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was very clean. We had an excellent stay. We will definitely stay again."
United States
Matt P.
The price is AU$259
includes taxes & fees
26 Jan - 27 Jan
The Luxury spot 2 min to DOWNTOWN/ 5 min to the beach
9.2 out of 10, Wonderful, (31 reviews)
"Loved our stay! The beds were clean and soft. The laundry machines were so convenient and that balcony was super relaxing and easy to enjoy. The bathrooms were fully equipped and very nice! I loved the Kcup coffee machine and the kitchen island, plus their lighting! Super close to grocery, beaches, and Water Park! "
United States
Christine
The price is AU$423
includes taxes & fees
28 Jan - 29 Jan
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Apartment in Fort Myers River District

Boho getaway - walkable to downtown Fort Myers!
9.2 out of 10, Wonderful, (31 reviews)
"Comfortable place, convenient area"
United States
Don H.
The price is AU$441
includes taxes & fees
26 Jan - 27 Jan
Boho getaway - walkable to downtown Fort Myers!

Holiday Home in Fort Myers River District

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
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 AU$302
includes taxes & fees
29 Jan - 30 Jan
Hibiscus House Bed Breakfast Citrus Room
8.4 out of 10, Very good, (137 reviews)
"Easy location to get where we needed. Clean and spacious."
United States
Chris N.
The price is AU$457
includes taxes & fees
26 Jan - 27 Jan
SUNSHINE GETAWAY VACATION RENTALS
9.0 out of 10, Wonderful, (11 reviews)
"The location and the property were both ideal for our getaway. "
United States
Trent
The price is AU$304
includes taxes & fees
26 Jan - 27 Jan
Studio#1-Back Bay Sunsets in Matlacha
3.0 star property
9.6 out of 10, Exceptional, (82 reviews)
"The Room was very clean and convenient with access to the beach and a nice ice cream/coffee shop."
United States
Kreg A.
The price is AU$323
includes taxes & fees
26 Jan - 27 Jan
Seahorse Cottages on Sanibel - Adults Only

Condo in Fort Myers Beach

Casa Playa #604 - Palm Tree Place
9.8 out of 10, Exceptional, (6 reviews)
"It was as advertised. Good little studio in a great part of town! Would recommend! "
United States
V P.
The price is AU$444
includes taxes & fees
27 Jan - 28 Jan
Casa Playa #604 - Palm Tree Place

Holiday Home in Fort Myers Beach

Beach Town
9.0 out of 10, Wonderful, (4 reviews)
"The property is clean, newly renovated, and nicely kept. Close by shopping and things to do, a short hop to the beach."
United States
Richard H.
The price is AU$504
includes taxes & fees
26 Jan - 27 Jan
Beach Town
10.0 out of 10, Exceptional, (4 reviews)
"Great stay good location nice property "
United States
George T.
The price is AU$1,038
includes taxes & fees
26 Jan - 27 Jan
Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!

Holiday Home in Hancock

Lakeside Haven with Heated Pool
9.2 out of 10, Wonderful, (44 reviews)
"Everything was perfect!!!! Loved the privacy felt right at home during our stay ..... Pool was clean and just the right temperature..... Check in was fast and easy no issues whatsoever ..... Would definitely book again !!!!"
United States
Lisa M.
The price is AU$676
includes taxes & fees
27 Jan - 28 Jan
Lakeside Haven with Heated Pool

Condo in Punta Gorda Isles

New Renovated Condo Punta Gorda 3B
9.6 out of 10, Exceptional, (19 reviews)
"Nice stay."
United States
John H.
The price is AU$420
includes taxes & fees
31 Jan - 1 Feb
New Renovated Condo Punta Gorda 3B
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

Find out more about Pineland

Everything you need to know about Pineland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pineland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pineland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pineland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pineland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pineland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pineland holiday rentals we have selected for you start as low as AU$177 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pineland rentals

At Expedia, we put the best Pineland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pineland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pineland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pineland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Pineland has to offer?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: This holiday home rental outside of Pineland is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Pineland?

Expedia has 8 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.