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Search Holiday Rentals in Pineland

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Top Holiday Rentals in Pineland

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1036)
"Clean room, beautiful area, excellent staff"
United States
Crystal
The price is 4.506.042 ₫
5.046.788 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The Suites at Fishermen’s Village- 2 Bedroom Suites

Sundial Beach Resort & Spa

5.0 star property
Mid Island
8.6 out of 10, Excellent, (2583)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is 8.755.816 ₫
11.203.187 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Sundial Beach Resort & Spa

Edison Beach House

3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1566)
"All around great place to stay"
United States
David
The price is 10.891.381 ₫
13.025.799 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Edison Beach House

Lazy Cuckoo Inn

2.0 star property
Fort Myers Beach
9.0 out of 10, Wonderful, (222)
"Great location and very clean, cute place"
United States
Sarah
The price is 1.450.075 ₫
2.469.346 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Lazy Cuckoo Inn

Island Inn

3.5 star property
West End
9.4 out of 10, Exceptional, (1120)
"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 6.037.585 ₫
6.732.039 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Island Inn

Sanibel Siesta on the Beach

2.5 star property
Mid Island
10.0 out of 10, Exceptional, (2)
"Near the beach beautiful views and very quiet"
Mexico
Alberto
Sanibel Siesta on the Beach

Resort Harbour Properties

3.5 star property
Punta Rassa
9.6 out of 10, Exceptional, (361)
"10/10 would stay there again"
United States
Kristie
Resort Harbour Properties

Matlacha Tiny Village

3.0 star property
Matlacha
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is 3.155.891 ₫
5.496.312 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Matlacha Tiny Village

Landing Apartments near North Fort Myers

4.0 star property
Hancock
9.4 out of 10, Exceptional, (46)
"Great place to stay."
Costa Rica
Anonymous traveller
Landing Apartments near North Fort Myers

Landing Fort Myers Forestwood

4.0 star property
Villas
3.0 out of 10, (2)
"Everything was broke, lights,tv,dishwasher.. not a good stay..definitely won’t be booking them again "
United States
Chad
Landing Fort Myers Forestwood
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

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 8 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.