Photo by Suzanne McCoy

Pineland Holiday Rentals

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Holiday Rentals in Pineland

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (750)
"The property was nice. Had shopping, restaurant's and bars right there. The pool was a little cold for my liking."
The price is AU$606
includes taxes & fees
9 Feb - 10 Feb
The Suites at Fishermen’s Village- 2 Bedroom Suites

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1238)
"Very good, clean hotel. There is everything for enjoyable vacation."
The price is AU$479
includes taxes & fees
12 Feb - 13 Feb
Edison Beach House

Lazy Cuckoo Inn

2.0 star property
8.8 out of 10, Excellent, (157)
"We were very impressed with the use of contactless entry. The instructions given via email were well defined and easy to follow. The neighborhood was quiet and we felt safe. Easy access to restaurants and shopping. We would definitely stay there again!"
The price is AU$257
includes taxes & fees
9 Feb - 10 Feb
Lazy Cuckoo Inn

Resort Harbour Properties

3.5 star property
9.6 out of 10, Exceptional, (331)
"The staff here was more than accommodating. First vacation as a single dad wanted a clean reliable stay with the amenities. What a memorable vacation to experience a good time memories were made. Great local restaurants, Dolphins every day beautiful views. Was magical. Now was stuck in the crowd strike crash with two kids in tow. the staff here went above and beyond to make sure we were covered for an unexpected stay. Can’t describe anything other than the best service what a great experience...
Resort Harbour Properties

Vantage Apartments by Barsala

3.5 star property
9.2 out of 10, Wonderful, (12)
"Short stay but fit our needs well. Communication very helpful. "
Vantage Apartments by Barsala

Island Inn

3.5 star property
9.4 out of 10, Exceptional, (1068)
"Given the recent devastation caused by hurricanes to Sanibel Island, the Island Inn has bounced back remarkably. Good people and good accommodations. We definitely enjoyed our stay and plan on doing so again. "
The price is AU$877
includes taxes & fees
10 Feb - 11 Feb
Island Inn

Beach Villas #101 - Private beachfront corner condo with screened-in lanai

9.2 out of 10, Wonderful, (50)
"We really enjoyed the view, on the beach! Condo well equipped. No HD channels or ability to watch my streaming apps, not good. Park on north end closed. Got take out at the Pink Shell bar next door a few times and was good. Parking good. "
Beach Villas #101 - Private beachfront corner condo with screened-in lanai

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

9.8 out of 10, Exceptional, (36)
"Good communication, great location, private and clean. We never left the island! Enjoyed using the bikes and private beach access. Close to all restaurants but in a residential like setting. Would highly recommend this cute cottage. Would definitely return."
The price is AU$995
includes taxes & fees
2 Mar - 3 Mar
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

Luxury Elegance! Saltwater Heated pool!

9.8 out of 10, Exceptional, (17)
"The property was great, well kept. Nice neighborhood, and the pool was well maintained. We enjoyed our stay."
The price is AU$977
includes taxes & fees
7 Mar - 8 Mar
Luxury Elegance! Saltwater Heated pool!

Shell Island Beach Club

2.0 star property
Shell Island Beach Club

2 bed/2bath unit close to yacht club Cape Coral

8.4 out of 10, Very good, (13)
"This was a safe and pleasant place to stay for a few days while we visited family. Convenient location to downtown Cape Coral. Roomy and had everything we needed. Good off street parking. "
2 bed/2bath unit close to yacht club Cape Coral

Villa 4 Paradise On The Water, New! Bikes, Kayaks, Water Views Gulf Access

9.4 out of 10, Exceptional, (25)
"House was just as the pictures looked. Canal was not as wide as I thought but made no difference. Very clean and quiet. "
Villa 4 Paradise On The Water, New! Bikes, Kayaks, Water Views Gulf Access

Stunning Luxury villa "Sandpiper" across the street from the beach!

9.2 out of 10, Wonderful, (34)
"Condo has been nicely updated. However only on space per condo for parking and they are not marked. We came home early New Years Eve and all spots were taken. Luckily we knew others on island and could park at their house and walk but was definitely an inconvenience. Their are 4 condors and room for 5 cars- all were taken "
The price is AU$1,353
includes taxes & fees
10 Feb - 11 Feb
Stunning Luxury villa "Sandpiper" across the street from the beach!

2 Min Walk to Beach- Beach Gear- 2BR Duplex Lucky Charm I

9.8 out of 10, Exceptional, (6)
"The VRBO was very nice and very clean. Had nice appliances and I enjoyed it very much."
2 Min Walk to Beach- Beach Gear- 2BR Duplex Lucky Charm I

An incredible spot to unwind and enjoy quality time with family and friends

9.4 out of 10, Exceptional, (48)
"I have a some concerns with this property. First off the home was very clean and beautiful and the pool area was just as pretty as the pictures. I felt very uncomfortable the entire stay though. Nothing was listed in the agreement that we would have to do a in person introduction with the home manager. I have booked through VRBO for years and have never experienced this. It was very inconvenient due to the fact it was the next day and we couldn't really plan anything because we had to wait on...
An incredible spot to unwind and enjoy quality time with family and friends

Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

9.6 out of 10, Exceptional, (74)
"Cute loft with 2 twin (for someonr who can handle fun but narrow/steep winding staircase. Our 18 year old loved it.Comfy king bed room and second full bed roomTons of kitchen and beach suppliesResponsive hostsNuce kitchexn"
Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES

9.8 out of 10, Exceptional, (76)
"The location was perfect for what we were wanting. The pool was amazing and the house has everything you need to cook any meal while you stay."
Pool Side Paradise in Southwest Cape Coral NO DAMAGE FROM HURRICANES

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (239)
"Quiet area and great little houses. Rented the margarita and was not disappointed. At one point our door lock failed and the manager was there within a few minutes to fix it. Would stay again!"
Matlacha Tiny Village

Stylish & Modern Fort Meyers Getaway Near Beaches!

9.4 out of 10, Exceptional, (6)
"We enjoyed our stay. House is clean and tastefully decorated. Any kitchen tool you need is available. Located in a neighborhood and no restaurants within a walkable distance, but it is very quiet. "
Stylish & Modern Fort Meyers Getaway Near Beaches!

Beach Entry Heated Pool & Hot Tub, 4BR, Walk to town

10.0 out of 10, Exceptional, (41)
"We stayed at the house post Christmas through New Years. The house was very clean and organized. The pool and hot tub were FANTASTIC. We had trouble getting the hot tub hot, but It was our fault not reading directions correctly. The host was quick to respond and help us out:) The location was within walking distance to a lot of bars and restaurants. Cape Coral has a wonderful outdoor New Year's Eve celebration which we walked to. Would definitely stay here again!"
Beach Entry Heated Pool & Hot Tub, 4BR, Walk to town
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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Other types of properties in Pineland you may be interested in

Margaritaville Beach Resort Fort Myers

4.0 star property
8.8 out of 10, Excellent, (824)
"Overall we had a nice stay for a long weekend as a couple. However, upon arrival at exactly their check in time of 4pm, our room was not ready. We were hoping to be able to change clothes (out of our winter attire as we’re from the Midwest) and freshen up before going for dinner. We were told we could change in the bathroom in the lobby. The lady who was assisting us when we arrived was super nice and apologetic. She did say that our room was upgraded but I honestly can’t confirm if our eventual...
The price is AU$735
includes taxes & fees
10 Feb - 11 Feb
Margaritaville Beach Resort Fort Myers

Lani Kai Beachfront Resort

2.0 star property
8.4 out of 10, Very good, (1020)
"Staff were wonderful, very accommodating. Facility still under repair, but rooms were clean and quiet. Surrounding area still with construction and recovery from Hurricane Ian,"
Lani Kai Beachfront Resort

Marriott Sanibel Harbour Resort & Spa

4.0 star property
8.4 out of 10, Very good, (1004)
"We only cam for one night , to visit our family. They let us check in early and up grated the room with ocen view complimentary. Great service all the way around from the front door to the pool! We shall return!!"
The price is AU$713
includes taxes & fees
9 Feb - 10 Feb
Marriott Sanibel Harbour Resort & Spa
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.

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?

Luxury Elegance! Saltwater Heated pool!: This holiday home rental outside Pineland offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Pineland?

Expedia has 13 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.