Pineland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pineland vacation rentals

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,645 reviews)
"Staff is very friendly & accommodating. Location is great. Close to bars, restaurants, shopping and right on the beach. "
United States
Ellen
The price is CA $478
CA $578 total
includes taxes & fees
Feb 24 - Feb 25
Edison Beach House

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, (1,097 reviews)
"Wonderful staff, clean and updated rooms, great location."
United States
Shawn
The price is CA $390
CA $436 total
includes taxes & fees
Feb 22 - Feb 23
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 CA $772
CA $935 total
includes taxes & fees
Feb 11 - Feb 12
Sundial Beach Resort & Spa

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 CA $170
CA $291 total
includes taxes & fees
Feb 12 - Feb 13
Matlacha Tiny Village

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 CA $437
CA $561 total
includes taxes & fees
Mar 12 - Mar 13
Hibiscus House Bed Breakfast Inn Parrot Room

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,129 reviews)
"Everything was wonderful."
United States
Walter
The price is CA $745
CA $830 total
includes taxes & fees
Feb 24 - Feb 25
Island Inn

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (244 reviews)
"Room was spotless equipped with everything you could need bed was comfy Frank was very helpful"
United States
Judith
The price is CA $135
CA $195 total
includes taxes & fees
Mar 3 - Mar 4
Lazy Cuckoo Inn

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 CA $201
CA $251 total
includes taxes & fees
Feb 24 - Feb 25
Tiny home glamping unit in pine island on a 6 acre property

MALU LANI Inn & Marina

MALU LANI Inn & Marina
2.5 star property
Bokeelia
The price is CA $319
CA $477 total
includes taxes & fees
Feb 11 - Feb 12
MALU LANI Inn & Marina

Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location

Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location
Burnt Store Isles
10.0 out of 10, Exceptional, (22 reviews)
"House is always clean. Great location and very quiet neighborhood. "
United States
Yvonne T.
Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location

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 CA $133
CA $463 total
includes taxes & fees
Feb 15 - Feb 16
Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral

Endless Summer Hideaway (Pool, canal view, 5 bedroom)

Endless Summer Hideaway (Pool, canal view, 5 bedroom)
Pelican
9.0 out of 10, Wonderful, (17 reviews)
"nice clean home. great management company. "
United States
Justice H.
The price is CA $214
CA $617 total
includes taxes & fees
Feb 27 - Feb 28
Endless Summer Hideaway (Pool, canal view, 5 bedroom)

New Renovated Condo Punta Gorda 1A

New Renovated Condo Punta Gorda 1A
Punta Gorda Isles
10.0 out of 10, Exceptional, (9 reviews)
"A beautifully renovated condo overlooking the canal. Great location with easy check-in and check out. Great communication with the hosts highly recommend it for your stay and Punta Gorda."
United States
Marcelene H.
The price is CA $405
CA $747 total
includes taxes & fees
Feb 15 - Feb 16
New Renovated Condo Punta Gorda 1A

25 floors up. Endless views down.

25 floors up. Endless views down.
Fort Myers River District
9.2 out of 10, Wonderful, (7 reviews)
"Perfect place to stay"
United States
Charlie S.
25 floors up. Endless views down.

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 CA $136
CA $358 total
includes taxes & fees
Feb 18 - Feb 19
Studio Starfish Cape Coral/Beach Resort

Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH

Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH
Fort Myers
9.6 out of 10, Exceptional, (30 reviews)
"We had a great stay! "
United States
Bill V.
The price is CA $256
CA $630 total
includes taxes & fees
Mar 1 - Mar 2
Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH

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 CA $142
CA $307 total
includes taxes & fees
Mar 2 - Mar 3
Cute Studio in Cape Coral

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 CA $116
CA $398 total
includes taxes & fees
Feb 15 - Feb 16
SUNSHINE GETAWAY VACATION RENTALS

Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!

Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!
Fort Myers Beach
10.0 out of 10, Exceptional, (4 reviews)
"Great stay good location nice property "
United States
George T.
The price is CA $641
CA $1,289 total
includes taxes & fees
Mar 6 - Mar 7
Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!

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 CA $122
CA $282 total
includes taxes & fees
Feb 20 - Feb 21
Studio#1-Back Bay Sunsets in Matlacha
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pineland Hotel Reviews

Find out more about Pineland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pineland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Pineland?

Yes, you can find vacation rentals close to well known points of interest in Pineland, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Pineland?

1 Min to Beach, New Luxury pool home, Gulf sunrise and sunsets, club option : This vacation home rental outside of Pineland is located near the beach and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Pineland?

Expedia has 8 vacation 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 larger area, you’ll find Randell Research Center and Useppa Island.

What are vacation rentals like in Pineland?

Vacation rentals are privately owned properties you can book for a couple days or more in Pineland. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings.