Pineland Vacation Rentals

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Our top choices for Pineland vacation 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 CA $175
CA $297 total
includes taxes & fees
Mar 2 - Mar 3
Matlacha Tiny Village

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (245 reviews)
"Room was spotless equipped with everything you could need bed was comfy Frank was very helpful"
United States
Judith
The price is CA $122
CA $180 total
includes taxes & fees
Mar 3 - Mar 4
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 CA $274
CA $384 total
includes taxes & fees
Feb 12 - Feb 13
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, (1,098 reviews)
"Wonderful staff, clean and updated rooms, great location."
United States
Shawn
The price is CA $389
CA $436 total
includes taxes & fees
Feb 22 - Feb 23
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 CA $194
CA $245 total
includes taxes & fees
Feb 17 - Feb 18
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 CA $142
CA $307 total
includes taxes & fees
Mar 2 - Mar 3
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 CA $133
CA $463 total
includes taxes & fees
Feb 15 - Feb 16
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 CA $156
CA $360 total
includes taxes & fees
Mar 7 - Mar 8
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 CA $771
CA $934 total
includes taxes & fees
Feb 22 - Feb 23
Sundial Beach Resort & Spa

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,646 reviews)
"Staff is very friendly & accommodating. Location is great. Close to bars, restaurants, shopping and right on the beach. "
United States
Ellen
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 CA $122
CA $282 total
includes taxes & fees
Feb 20 - Feb 21
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 CA $166
CA $380 total
includes taxes & fees
Mar 9 - Mar 10
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 CA $319
CA $477 total
includes taxes & fees
Feb 12 - Feb 13
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, (61 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 CA $256
CA $581 total
includes taxes & fees
Mar 4 - Mar 5
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 CA $190
CA $686 total
includes taxes & fees
Feb 12 - Feb 13
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 CA $116
CA $398 total
includes taxes & fees
Feb 15 - Feb 16
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 CA $203
CA $423 total
includes taxes & fees
Mar 1 - Mar 2
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 CA $171
CA $314 total
includes taxes & fees
Mar 8 - Mar 9
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 CA $136
CA $358 total
includes taxes & fees
Feb 18 - Feb 19
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 CA $238
CA $558 total
includes taxes & fees
Feb 23 - Feb 24
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

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.