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Our top choices for Pineland holiday 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 £326
includes taxes & fees
7 May - 8 May
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 £259
includes taxes & fees
17 Apr - 18 Apr
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 £218
includes taxes & fees
19 Apr - 20 Apr
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 £194
includes taxes & fees
17 Apr - 18 Apr
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 £200
includes taxes & fees
19 Apr - 20 Apr
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 £259
includes taxes & fees
19 Apr - 20 Apr
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 £329
includes taxes & fees
19 Apr - 20 Apr
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 £150
includes taxes & fees
23 Apr - 24 Apr
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, (44 reviews)
"Everything about this stay was wonderful, if you want a comfortable, quiet, excellant vacation pick this resort. "
United States
Harry
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 £289
includes taxes & fees
19 Apr - 20 Apr
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 £321
includes taxes & fees
28 Apr - 29 Apr
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 £216
includes taxes & fees
20 Apr - 21 Apr
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 £224
includes taxes & fees
4 May - 5 May
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 £181
includes taxes & fees
28 Apr - 29 Apr
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 £195
includes taxes & fees
24 Apr - 25 Apr
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, (20 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 £259
includes taxes & fees
20 Apr - 21 Apr
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 £334
includes taxes & fees
19 Apr - 20 Apr
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 £282
includes taxes & fees
19 Apr - 20 Apr
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 £232
includes taxes & fees
18 Apr - 19 Apr
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 £238
includes taxes & fees
22 Apr - 23 Apr
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

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, apart-hotels, 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 £80 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?

Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated : This holiday home rental outside of Pineland offers an outdoor pool, a patio and a BBQ 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 1 hot tub.

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.