Pineland Holiday Rentals

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Our top choices for Pineland holiday rentals

Hibiscus House Bed Breakfast Inn Flamingo Suite

Hibiscus House Bed Breakfast Inn Flamingo Suite
2.0 star property
Fort Myers River District
The price is NZ$427
includes taxes & fees
17 Feb - 18 Feb
Hibiscus House Bed Breakfast Inn Flamingo Suite

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, (1,102 reviews)
"Beautiful rooms and perfect location!!"
United States
Olivia Rose
The price is NZ$533
includes taxes & fees
22 Feb - 23 Feb
The Suites at Fishermen’s Village- 2 Bedroom Suites

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,598 reviews)
"Room was clean and was cleaned in the middle of our stay and staff was great."
United States
Glen
The price is NZ$1,120
includes taxes & fees
22 Feb - 23 Feb
Sundial Beach Resort & Spa

MALU LANI Inn & Marina

MALU LANI Inn & Marina
2.5 star property
Bokeelia
The price is NZ$522
includes taxes & fees
17 Feb - 18 Feb
MALU LANI Inn & Marina

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 NZ$1,115
includes taxes & fees
26 Feb - 27 Feb
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
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 NZ$383
includes taxes & fees
4 Mar - 5 Mar
Matlacha Tiny Village

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 NZ$297
includes taxes & fees
23 Feb - 24 Feb
Tiny home glamping unit in pine island on a 6 acre property

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 NZ$1,068
includes taxes & fees
8 Mar - 9 Mar
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

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, (71 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 NZ$858
includes taxes & fees
23 Feb - 24 Feb
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Stunning Luxury villa "Sandpiper" across the street from the beach!

Stunning Luxury villa "Sandpiper" across the street from the beach!
East End
9.0 out of 10, Wonderful, (45 reviews)
"Lovely and clean place to stay. Short walk to the beach."
United States
AMANDA S.
The price is NZ$1,452
includes taxes & fees
17 Feb - 18 Feb
Stunning Luxury villa "Sandpiper" across the street from the beach!

Blue Beach Bungalow

Blue Beach Bungalow
Villas
8.8 out of 10, Excellent, (43 reviews)
"Great place loved the pool and the sand area "
United States
Holli J.
The price is NZ$894
includes taxes & fees
18 Feb - 19 Feb
Blue Beach Bungalow

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, (62 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.
The price is NZ$666
includes taxes & fees
4 Mar - 5 Mar
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

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, (47 reviews)
"Great place "
United States
Christine
The price is NZ$919
includes taxes & fees
24 Feb - 25 Feb
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,653 reviews)
"Location and suite amenities were perfect "
United States
Robert
Edison Beach House

Studio#1-Back Bay Sunsets in Matlacha

Studio#1-Back Bay Sunsets in Matlacha
Matlacha
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 NZ$343
includes taxes & fees
20 Feb - 21 Feb
Studio#1-Back Bay Sunsets in Matlacha

SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
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 NZ$553
includes taxes & fees
24 Feb - 25 Feb
SUNSHINE GETAWAY VACATION RENTALS

Summerwinds Ct Cul De Sac Bside Duplex a few miles from Ft Myers Beach & Sanibel

Summerwinds Ct Cul De Sac Bside Duplex a few miles from Ft Myers Beach & Sanibel
Iona
9.4 out of 10, Exceptional, (26 reviews)
"Perfect spot for all shopping and short drive to the beach! "
United States
Maria S.
The price is NZ$488
includes taxes & fees
20 Feb - 21 Feb
Summerwinds Ct Cul De Sac Bside Duplex a few miles from Ft Myers Beach & Sanibel

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Pelican
9.4 out of 10, Exceptional, (38 reviews)
"Everything was as listed! My husband and I had a great stay while visiting friends. Location was perfect and the space was super cozy! Would definitely recommend!"
United States
julie l.
The price is NZ$474
includes taxes & fees
9 Mar - 10 Mar
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Cottage Home by Beaches, Golf & More! Heated Pool!

Cottage Home by Beaches, Golf & More! Heated Pool!
Fort Myers
9.6 out of 10, Exceptional, (5 reviews)
"Nice clean place. "
United States
Lisa D.
The price is NZ$423
includes taxes & fees
7 Mar - 8 Mar
Cottage Home by Beaches, Golf & More! Heated Pool!

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Oakland Hills
9.8 out of 10, Exceptional, (17 reviews)
"It was beautiful especially Boca Grande, went on a charter fish trip which was amazing. The property was also amazing nice dock and canoed the first day it was fun but then we saw a lot of gators but overall would come again! "
United States
Caleb R.
The price is NZ$670
includes taxes & fees
21 Feb - 22 Feb
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
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 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 NZ$277 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?

1 Min to Beach, New Luxury pool home, Gulf sunrise and sunsets, club option : This holiday home rental outside of Pineland is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.