Holiday Rentals in Pineland

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Our top choices for Pineland holiday rentals

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, (1,114 reviews)
"Beautiful rooms and perfect location!!"
United States
Olivia Rose
The price is €201
includes taxes & fees
2 Apr - 3 Apr
The Suites at Fishermen’s Village- 2 Bedroom Suites

Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (1 review)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is €287
includes taxes & fees
29 Mar - 30 Mar
Hibiscus House Bed Breakfast Inn Parrot Room

MALU LANI Inn & Marina

MALU LANI Inn & Marina
2.5 star property
Bokeelia
10.0 out of 10, Exceptional, (1 review)
"This is a great space. Quiet, serene, clean, comfortable and close to what you need. Our family of three had a great stay and highly recommend!"
United States
Taletha
The price is €263
includes taxes & fees
9 Mar - 10 Mar
MALU LANI Inn & Marina

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (277 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
The price is €187
includes taxes & fees
4 Mar - 5 Mar
Matlacha Tiny Village

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,603 reviews)
"Room was clean and was cleaned in the middle of our stay and staff was great."
United States
Glen
The price is €530
includes taxes & fees
8 Mar - 9 Mar
Sundial Beach Resort & Spa

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,666 reviews)
"Location and suite amenities were perfect "
United States
Robert
The price is €338
includes taxes & fees
18 Mar - 19 Mar
Edison Beach House

Poolside 2BR/2.5BA Near Downtown Fort Myers

Poolside 2BR/2.5BA Near Downtown Fort Myers
3.0 star property
Fort Myers
The price is €302
includes taxes & fees
7 Mar - 8 Mar
Poolside 2BR/2.5BA Near Downtown Fort Myers

Tiny home glamping unit in pine island on a 6 acre property

Tiny home glamping unit in pine island on a 6 acre property
Saint James City
10.0 out of 10, Exceptional, (1 review)
"Wonderful setting, terrific host, just right for our one night stay!"
United States
A P.
The price is €115
includes taxes & fees
30 Mar - 31 Mar
Tiny home glamping unit in pine island on a 6 acre property

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (257 reviews)
"Room was spotless equipped with everything you could need bed was comfy Frank was very helpful"
United States
Judith
The price is €124
includes taxes & fees
10 Mar - 11 Mar
Lazy Cuckoo Inn

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,131 reviews)
"Everything was wonderful."
United States
Walter
The price is €419
includes taxes & fees
28 Mar - 29 Mar
Island Inn

Island Breeze

Island Breeze
White Marsh
9.8 out of 10, Exceptional, (67 reviews)
"We had a great week. The house was beyond our expectations. "
United States
Jennifer C.
Island Breeze

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
West End
9.2 out of 10, Wonderful, (41 reviews)
"5 minute walk to the beach, everything you needed at the property. Close to near by restaurants and attractions. "
United States
jonathan b.
The price is €542
includes taxes & fees
3 Apr - 4 Apr
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (44 reviews)
"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "
United States
Ron R.
The price is €369
includes taxes & fees
16 Mar - 17 Mar
NEW!! The “WATERSIDE” COTTAGE~With dockage

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.2 out of 10, Wonderful, (72 reviews)
"This was a cute little cottage close to the beach. Wonderful lighthouse restaurant next door. Bikes were conveniently available for use."
United States
consuelo
The price is €420
includes taxes & fees
1 Apr - 2 Apr
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (48 reviews)
"Great place "
United States
Christine
The price is €471
includes taxes & fees
16 Mar - 17 Mar
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Hibiscus House Bed Breakfast Inn Flamingo Suite

Hibiscus House Bed Breakfast Inn Flamingo Suite
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (1 review)
The price is €210
includes taxes & fees
5 Mar - 6 Mar
Hibiscus House Bed Breakfast Inn Flamingo Suite

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
West End
9.0 out of 10, Wonderful, (23 reviews)
"Loved our stay at the cottage. It was a perfect getaway for 2. Short walk to a quiet beach. Convenient to restaurants and Ding Darling.We will be back!"
United States
Catherine B.
The price is €545
includes taxes & fees
15 Mar - 16 Mar
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (65 reviews)
"We have enjoyed the Englewood to Boca area for years and the property helps make it much easier to take advantage of that."
United States
David O.
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Rotonda Lakes
9.8 out of 10, Exceptional, (21 reviews)
"Very close to Boca Grande beach. "
United States
pawel o.
The price is €368
includes taxes & fees
21 Mar - 22 Mar
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
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, apart-hotels, 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 favorite 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 depends 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 €124 per night. Entering your travel dates in the search wizard you might find 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?

Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf: 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 dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Pineland?

Expedia has 10 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.