Pineland Vacation Rentals

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Our top choices for Pineland vacation rentals

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
10.0 out of 10, Exceptional, (1 review)
"The home was absolutely perfect , clean, spacious, and very comfortable. Beautifully decorated , beds were cozy, and everything was exactly as described. The host was friendly and responsive, which made the stay stress-free. Great location and a perfect home base for our family trip.”"
United States
Kelly R.
The price is CA $232
CA $614 total
includes taxes & fees
May 4 - May 5
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

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, (67 reviews)
"Had a great stay. Host was responsive and the home was very clean. Great location in a quiet residential area, but close enough to get to all activities in a short drive. Many grocery stores around too. We are pleased with our choice. "
United States
Delanie M.
The price is CA $183
CA $494 total
includes taxes & fees
Apr 14 - Apr 15
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.

Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.
Diplomat
9.4 out of 10, Exceptional, (23 reviews)
"This property was exceptionally clean and beautifully decorated. We felt very at home here and would highly recommend!"
United States
Laura I.
The price is CA $165
CA $416 total
includes taxes & fees
Apr 14 - Apr 15
Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.

SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very good, (142 reviews)
"Easy location to get where we needed. Clean and spacious."
United States
Chris N.
The price is CA $81
CA $363 total
includes taxes & fees
Apr 14 - Apr 15
SUNSHINE GETAWAY VACATION RENTALS

Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!
Pelican
9.6 out of 10, Exceptional, (60 reviews)
"Great place"
United States
Randy W.
The price is CA $163
CA $379 total
includes taxes & fees
Apr 14 - Apr 15
Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

Luxe 3BR Waterfront Stay in Cape Coral

Luxe 3BR Waterfront Stay in Cape Coral
Mariner
10.0 out of 10, Exceptional, (12 reviews)
"Good property for stay witj the family."
United States
Matvei M.
The price is CA $148
CA $486 total
includes taxes & fees
Apr 14 - Apr 15
Luxe 3BR Waterfront Stay in Cape Coral

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (11 reviews)
"The property was amazing. Everything was clean and perfect for our great little vacation."
United States
Amy G.
The price is CA $177
CA $618 total
includes taxes & fees
Apr 14 - Apr 15
Waterfront Condo with Pool & Boat Slip

Hibiscus House Bed & Breakfast Inn Flamingo Suite

Hibiscus House Bed & Breakfast Inn Flamingo Suite
Fort Myers River District
9.4 out of 10, Exceptional, (6 reviews)
"We had a two night stay in the flamingo room and we were really impressed with the property. It’s in a great location and is charming and cozy. We had complete privacy and had everything that we needed. We were able to walk to everything that we wanted to do. We highly recommend this property and look forward to visiting again soon."
United States
Joyce F.
The price is CA $154
CA $264 total
includes taxes & fees
Apr 14 - Apr 15
Hibiscus House Bed & Breakfast Inn Flamingo Suite

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (43 reviews)
"Everything about this stay was wonderful, if you want a comfortable, quiet, excellant vacation pick this resort. "
United States
Harry
The price is CA $154
CA $521 total
includes taxes & fees
Apr 15 - Apr 16
Waterfront Condo with Pool & Boat Slip

Endless Summer Hideaway w/Pool/ocean access/5br

Endless Summer Hideaway w/Pool/ocean access/5br
Pelican
8.8 out of 10, Excellent, (24 reviews)
"Clean, plenty of room and sleeping space. Nice pool area and well appointed kitchen and bathrooms"
United States
Heidi W.
The price is CA $177
CA $543 total
includes taxes & fees
Apr 14 - Apr 15
Endless Summer Hideaway w/Pool/ocean access/5br

Lakeside Retreat with Heated Pool

Lakeside Retreat with Heated Pool
Hancock
7.6 out of 10, Good, (37 reviews)
"Enjoyed our stay. Nothing fancy but exactly what we wanted. We even extended our stay one night. The pool and back porch was great. The kids enjoyed the kayaks. It was a bit too chilly for my Florida family to swim in the pool. If we need a house in Cape Coral again, we would love to stay here again."
United States
Allison M.
The price is CA $122
CA $609 total
includes taxes & fees
Apr 28 - Apr 29
Lakeside Retreat with Heated Pool

Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Caloosahatchee
9.2 out of 10, Wonderful, (34 reviews)
"Was a nice place."
United States
Michael B.
The price is CA $113
CA $404 total
includes taxes & fees
Apr 14 - Apr 15
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Englewood
10.0 out of 10, Exceptional, (52 reviews)
"Apartment was very clean! Lots of outdoor seating options. Nice beach chairs to take to the beach."
United States
Apryl H.
The price is CA $137
CA $436 total
includes taxes & fees
May 3 - May 4
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

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 CA $202
CA $298 total
includes taxes & fees
Apr 28 - Apr 29
Hibiscus House Bed Breakfast Inn Parrot Room

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)
"Very clean and loved the space. Very bright and homey. Loved how well equipped the kitchen was since I was there for Thanksgiving and had to cook a little. Not a far drive from some great spots such as Sanibel Island, Bonita Springs and the outlets for some great shopping. Host was great with communication. Would love to stay again next time I’m in the area. "
United States
Stacy D.
The price is CA $155
CA $370 total
includes taxes & fees
May 4 - May 5
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

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, (19 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 $171
CA $478 total
includes taxes & fees
Apr 16 - Apr 17
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

Ultra Modern Home w Heated Salt water Pool pet friendly

Ultra Modern Home w Heated Salt water Pool pet friendly
Mariner
10.0 out of 10, Exceptional, (11 reviews)
"The home is so beautiful and so clean! Me and my family enjoy our stay will be rebooking again "
United States
Quinisha
The price is CA $206
CA $572 total
includes taxes & fees
Apr 14 - Apr 15
Ultra Modern Home w Heated Salt water Pool pet friendly

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
East End
9.6 out of 10, Exceptional, (53 reviews)
"Great location. Restaurants, shopping and beach in walking distance."
United States
Ken M.
The price is CA $275
CA $530 total
includes taxes & fees
Apr 14 - Apr 15
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

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
9.8 out of 10, Exceptional, (17 reviews)
"Couldn’t been better"
United States
Louis
The price is CA $208
CA $436 total
includes taxes & fees
Apr 18 - Apr 19
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Historic Fort Myers home

Historic Fort Myers home
Altamont Manor
9.2 out of 10, Wonderful, (36 reviews)
"Great stay! Good location and the backyard was awesome!"
United States
Gabriel O.
The price is CA $138
CA $452 total
includes taxes & fees
Apr 14 - Apr 15
Historic Fort Myers home
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?

Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated : This vacation home rental outside of Pineland offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Pineland?

Expedia has 10 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.