Pineland Holiday Rentals

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Our top choices for Pineland holiday rentals

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$396
includes taxes & fees
3 Mar - 4 Mar
Matlacha Tiny Village

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (246 reviews)
"Room was spotless equipped with everything you could need bed was comfy Frank was very helpful"
United States
Judith
The price is NZ$251
includes taxes & fees
16 Feb - 17 Feb
Lazy Cuckoo Inn

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 NZ$435
includes taxes & fees
22 Feb - 23 Feb
Hibiscus House Bed Breakfast Citrus Room

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$534
includes taxes & fees
22 Feb - 23 Feb
The Suites at Fishermen’s Village- 2 Bedroom Suites

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$306
includes taxes & fees
25 Feb - 26 Feb
Tiny home glamping unit in pine island on a 6 acre property

Cute Studio in Cape Coral

Cute Studio in Cape Coral
Hancock
9.8 out of 10, Exceptional, (11 reviews)
"Had a great time everything was perfect"
Canada
Michael H.
The price is NZ$365
includes taxes & fees
4 Mar - 5 Mar
Cute Studio in Cape Coral

Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral

Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral
3.0 star property
Caloosahatchee
The price is NZ$565
includes taxes & fees
15 Feb - 16 Feb
Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral

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$437
includes taxes & fees
7 Mar - 8 Mar
Cottage Home by Beaches, Golf & More! Heated Pool!

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$1,099
includes taxes & fees
22 Feb - 23 Feb
Sundial Beach Resort & Spa

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,652 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

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.

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

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

Lakeside Retreat with Heated Pool

Lakeside Retreat with Heated Pool
Hancock
7.8 out of 10, Good, (32 reviews)
"Nice home. Plenty of room for our whole family. The pool and canal view were a big hit."
United States
JR & Lana H.
The price is NZ$866
includes taxes & fees
10 Mar - 11 Mar
Lakeside Retreat with Heated Pool

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$481
includes taxes & fees
15 Feb - 16 Feb
SUNSHINE GETAWAY VACATION RENTALS

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Bokeelia
10.0 out of 10, Exceptional, (12 reviews)
"Loved the quiet location. Pool /lanai was very relaxing. Everything was just as promised. "
United States
Ken K.
The price is NZ$511
includes taxes & fees
15 Mar - 16 Mar
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Private for Couple or Single - Beach only 2 miles

Private for Couple or Single - Beach only 2 miles
Iona
8.4 out of 10, Very good, (7 reviews)
"Water took awhile to get warm in the shower but overall a good stay."
United States
Valorie M.
The price is NZ$411
includes taxes & fees
16 Feb - 17 Feb
Private for Couple or Single - Beach only 2 miles

Studio Starfish Cape Coral/Beach Resort

Studio Starfish Cape Coral/Beach Resort
Caloosahatchee
9.6 out of 10, Exceptional, (89 reviews)
"Property was great!"
United States
Ashley C.
The price is NZ$436
includes taxes & fees
18 Feb - 19 Feb
Studio Starfish Cape Coral/Beach Resort

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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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$251 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.