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Holiday Rentals in Pineland

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Holiday Rentals in Pineland

Condo resort in Punta Gorda Isles

3.0 star property
9.8 out of 10, Exceptional, (1033)
"Clean room, beautiful area, excellent staff"
United States
Crystal
The price is €218
includes taxes & fees
24 Nov - 25 Nov
The Suites at Fishermen’s Village- 2 Bedroom Suites

Aparthotel in Fort Myers Beach

3.5 star property
9.4 out of 10, Exceptional, (1556)
"All around great place to stay"
United States
David
The price is €206
includes taxes & fees
23 Nov - 24 Nov
Edison Beach House

Villa in Matlacha

3.0 star property
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is €177
includes taxes & fees
23 Nov - 24 Nov
Matlacha Tiny Village

Condo resort in Mid Island

5.0 star property
8.6 out of 10, Excellent, (2581)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is €367
includes taxes & fees
23 Nov - 24 Nov
Sundial Beach Resort & Spa

Aparthotel in Fort Myers Beach

2.0 star property
9.0 out of 10, Wonderful, (220)
"Great location and very clean, cute place"
United States
Sarah
The price is €81
includes taxes & fees
21 Nov - 22 Nov
Lazy Cuckoo Inn

Aparthotel in West End

3.5 star property
9.4 out of 10, Exceptional, (1116)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
The price is €230
includes taxes & fees
30 Nov - 1 Dec
Island Inn

Apartment in Punta Gorda Isles

10.0 out of 10, Exceptional, (14)
"I initially chose to book our stay here because of the outdoor seating area. I’m so glad we stayed here because that seating area is where we spent most of our time when we were there. The place was clean, felt spacious, and was in a great location, not being too far away from the downtown area. Will recommend this place to others in the future. "
United States
Jenna C.
The price is €239
includes taxes & fees
16 Dec - 17 Dec
New Fully Renovated Condo Unit 2A

Holiday Home in Caloosahatchee

2.0 star property
10.0 out of 10, Exceptional, (17)
"Great place. Property owner is very accommodating and it’s a very convenient location. "
United States
Doug K.
The price is €270
includes taxes & fees
16 Dec - 17 Dec
Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral

Holiday Home in Hancock

2.0 star property
10.0 out of 10, Exceptional, (3)
"The pool was very nice, and the seating by the canal was amazing, it was so relaxing, and the owner was quick to respond and very friendly!"
United States
bethany r.
The price is €299
includes taxes & fees
24 Nov - 25 Nov
Hidden Secret Waterfront Retreat

Holiday Home in Caloosahatchee

10.0 out of 10, Exceptional, (8)
"The property was amazing. Everything was clean and perfect for our great little vacation."
United States
Amy G.
The price is €378
includes taxes & fees
24 Nov - 25 Nov
Waterfront Home with Pool & Boat Slip

Holiday Home in Pelican

9.4 out of 10, Exceptional, (37)
"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 €225
includes taxes & fees
23 Nov - 24 Nov
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Condo in Caloosahatchee

10.0 out of 10, Exceptional, (25)
"The property was very clean and well equipped. Beautiful location on the canal."
United States
Kathleen
The price is €297
includes taxes & fees
22 Nov - 23 Nov
Gulf Access Condo Heated Pool & Dock

Holiday Home in Hancock

10.0 out of 10, Exceptional, (12)
"The house was very spacious lots of room for the whole family the pool was excellent great location for restaurants and shopping excellent place to relax we would definitely stay there again when we come to town would highly recommend it "
United States
Robert H.
The price is €332
includes taxes & fees
21 Nov - 22 Nov
NEW! Waterfront Heated Pool, Kayaks, Fishing Pier.

Holiday Home in Pelican

9.6 out of 10, Exceptional, (53)
"Nice place. Clean. Easy process. "
United States
Kory G.
The price is €274
includes taxes & fees
9 Dec - 10 Dec
Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

Holiday Home in Caloosahatchee

9.8 out of 10, Exceptional, (16)
"This is a lovely house on a quiet residential area. The pool was perfect on these hot summer days. The backyard is beautifully landscaped so, you can enjoy your evenings relaxing in the lanai."
United States
Chuck P.
The price is €351
includes taxes & fees
24 Nov - 25 Nov
Sunshine POOL Cape Coral Home Centrally Located Great Outdoor Space

Holiday Home in Caloosahatchee

2.0 star property
10.0 out of 10, Exceptional, (5)
"House was very clean and organized. Pool and jacuzzi was the perfect temperature and very clean. I have stayed in many vacation rentals and this one did not disappoint! We definitely plan on visiting again in the future. "
United States
Aylissa Y.
3 Bedroom Villa “De Vil” with Pool,Grill Area and Jacuzzi,at a great Location

Holiday Home in Pelican

10.0 out of 10, Exceptional, (12)
"Very clean and spacious! Pool and spa were wonderful!! "
United States
Rene J.
The price is €422
includes taxes & fees
30 Nov - 1 Dec
4-Bedroom Waterfront Family Retreat with Heated Pool & Game Room

Holiday Home in Mariner

10.0 out of 10, Exceptional, (37)
"we had a great time with the dogs in the pool as well as the area was close to great restaurants and events"
United States
Dwayne S.
Luxury Getaway in Cape Coral with heated Pool!

Condo in Fort Myers

8.2 out of 10, Very good, (69)
"The property is as described and everything needed is there for a wonderful stay. The host is available for any questions and responds very quickly. Thank you for a great stay"
United States
Shell B.
The price is €226
includes taxes & fees
21 Nov - 22 Nov
Sunshine Getaway Vacation Rentals!

Apartment in Fort Myers River District

9.4 out of 10, Exceptional, (29)
"Comfortable place, convenient area"
United States
Don H.
The price is €248
includes taxes & fees
8 Dec - 9 Dec
Boho getaway - walkable to downtown Fort Myers!
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 €81 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 16 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.