Pineland Holiday Rentals

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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, (1,204 reviews)
"We had a great stay!!"
United States
Rebecca
The price is NZ$365
includes taxes & fees
9 June - 10 June
The Suites at Fishermen’s Village- 2 Bedroom Suites

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,748 reviews)
"Room was great, view was amazing!"
United States
Ashley
The price is NZ$452
includes taxes & fees
19 May - 20 May
Edison Beach House

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (284 reviews)
"Excellent stay. Only complaint was this single ply toilet paper parking was good. Had a nice back patio air-conditioned worked great. Would definitely go back"
United States
Dean
The price is NZ$166
includes taxes & fees
21 May - 22 May
Lazy Cuckoo Inn

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,134 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
The price is NZ$571
includes taxes & fees
17 May - 18 May
Island Inn

Private Pool: Beachy Cape Coral Getaway!

Private Pool: Beachy Cape Coral Getaway!
3.0 star property
Pelican
9.6 out of 10, Exceptional, (4 reviews)
"Very comfortable, inviting stay at the Beachy Cape Coral getaway after a long journey from Minnesota, trying to get ahead of back to back Winter storms. So when we arrived at this beautiful home, it was such a beautiful place to rest and rejuvenate. Everything worked as advertised, we had no trouble connecting to wifi or the NFL playoff games when we arrived. Thank you for sharing your beautiful home with us!"
United States
Jeanne
Private Pool: Beachy Cape Coral Getaway!

Hibiscus House Bed Breakfast Seashell Room

Hibiscus House Bed Breakfast Seashell Room
2.0 star property
Fort Myers River District
The price is NZ$422
includes taxes & fees
17 May - 18 May
Hibiscus House Bed Breakfast Seashell Room

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is NZ$769
includes taxes & fees
16 June - 17 June
MALU LANI Inn & Marina

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,646 reviews)
"Excellent stay and amenities for families. "
United States
Megan
The price is NZ$817
includes taxes & fees
20 May - 21 May
Sundial Beach Resort & Spa

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (287 reviews)
"Super cute place!! Super clean and comfortable."
United States
Francesca
The price is NZ$450
includes taxes & fees
21 May - 22 May
Matlacha Tiny Village

Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home
3.0 star property
Hancock
The price is NZ$920
includes taxes & fees
18 May - 19 May
Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

Bright & Cozy Townhome · Pool & Near Downtown

Bright & Cozy Townhome · Pool & Near Downtown
3.5 star property
Fort Myers
The price is NZ$594
includes taxes & fees
21 May - 22 May
Bright & Cozy Townhome · Pool & Near Downtown

6 Mi to Coast: Cape Coral Family Home

6 Mi to Coast: Cape Coral Family Home
3.0 star property
Pelican
6 Mi to Coast: Cape Coral Family Home

Tropical Mango Grove Stay Whiskey Creek Area

Tropical Mango Grove Stay Whiskey Creek Area
2.0 star property
McGregor
The price is NZ$502
includes taxes & fees
17 May - 18 May
Tropical Mango Grove Stay Whiskey Creek Area

Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"We had a lovely time enjoyed the staff and the end Keeper Lisette. Everything was great. We’ll stay again."
United States
Katherine
The price is NZ$429
includes taxes & fees
17 May - 18 May
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Golf Getaway: Cape Coral Condo 1 Mi to River!

Golf Getaway: Cape Coral Condo 1 Mi to River!
3.0 star property
Hancock
The price is NZ$554
includes taxes & fees
29 May - 30 May
Golf Getaway: Cape Coral Condo 1 Mi to River!

Riverfront Home w Private Dock Pool Beaches

Riverfront Home w Private Dock Pool Beaches
2.0 star property
McGregor
The price is NZ$1,452
includes taxes & fees
17 May - 18 May
Riverfront Home w Private Dock Pool Beaches

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
3.0 star property
Pelican
The price is NZ$622
includes taxes & fees
13 June - 14 June
Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

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, (2 reviews)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is NZ$419
includes taxes & fees
17 May - 18 May
Hibiscus House Bed Breakfast Inn Parrot Room

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$422
includes taxes & fees
18 May - 19 May
Hibiscus House Bed Breakfast Citrus Room

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 NZ$417
includes taxes & fees
17 May - 18 May
Hibiscus House Bed Breakfast Inn Flamingo Suite
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$166 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?

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 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.