A wooden pier extending into calm water with a clear sky and distant land.

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Our top choices for Pineland holiday rentals

1. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (299 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is ₹12,499
₹21,022 total
includes taxes & fees
8 Nov - 9 Nov
Matlacha Tiny Village

2. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is ₹17,367
₹36,294 total
includes taxes & fees
7 Dec - 8 Dec
MALU LANI Inn & Marina

3. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,168 reviews)
"Great location"
United States
Nicole
The price is ₹25,453
₹28,380 total
includes taxes & fees
30 Nov - 1 Dec
Island Inn

4. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,361 reviews)
"Great place to stay but comes with a price."
United States
John
The price is ₹17,718
₹19,844 total
includes taxes & fees
30 Nov - 1 Dec
The Suites at Fishermen’s Village

5. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,960 reviews)
"One of the best locations on Ft Myers Beach"
United States
mark
The price is ₹15,645
₹21,131 total
includes taxes & fees
9 Nov - 10 Nov
Edison Beach House

6. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,718 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is ₹30,334
₹40,037 total
includes taxes & fees
7 Dec - 8 Dec
Sundial Beach Resort & Spa

7. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (306 reviews)
"Great place!"
United States
Bruce
The price is ₹5,574
₹9,270 total
includes taxes & fees
8 Nov - 9 Nov
Lazy Cuckoo Inn

8. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay on sanibel"
United States
Terri
The price is ₹18,366
₹43,207 total
includes taxes & fees
8 Nov - 9 Nov
Driftwood Inn

9. Private Pool! Game Room! Very Close to Downtown!

Private Pool! Game Room! Very Close to Downtown!
3.0 star property
Hancock
The price is ₹17,100
₹51,282 total
includes taxes & fees
22 Nov - 23 Nov
Private Pool! Game Room! Very Close to Downtown!

10. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is ₹32,310
₹48,307 total
includes taxes & fees
6 Dec - 7 Dec
Harbour House at the Inn 308

11. Lakeside Oasis

Lakeside Oasis
2.0 star property
Iona
The price is ₹10,781
₹23,630 total
includes taxes & fees
8 Nov - 9 Nov
Lakeside Oasis

12. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is ₹8,871
₹34,348 total
includes taxes & fees
10 Nov - 11 Nov
Dreams Away - Sleeps 10 Pool Golf Fun

13. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool

3 Mi to Fort Myers Beach! Family Getaway w/ Pool
3.0 star property
Iona
The price is ₹14,171
₹41,572 total
includes taxes & fees
1 Dec - 2 Dec
3 Mi to Fort Myers Beach! Family Getaway w/ Pool

14. Fort Myers Escape Near Downtown & Beach w/ Parking

Fort Myers Escape Near Downtown & Beach w/ Parking
3.0 star property
Fort Myers
The price is ₹17,761
₹41,710 total
includes taxes & fees
15 Nov - 16 Nov
Fort Myers Escape Near Downtown & Beach w/ Parking

15. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
Beach Days & Backyard Nights! Fort Myers Retreat

16. Riverfront Home w Private Dock Pool Beaches

Riverfront Home w Private Dock Pool Beaches
2.0 star property
McGregor
The price is ₹31,166
₹95,112 total
includes taxes & fees
30 Nov - 1 Dec
Riverfront Home w Private Dock Pool 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

Holiday Rentals in Pineland

Search for holiday rentals in Pineland on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Pineland using one of the methods below:

  • View our selection of featured holiday rentals in Pineland
  • Use the map to find apartments and other holiday homes in the Pineland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pineland while they last

Look no further and take a look at our great range of rental properties in Pineland!

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.

How many holiday rentals are there in Pineland?

Expedia has 9 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.