Photo by Suzanne McCoy

Pineland Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Pineland

The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, 565 reviews
"Amazing. "
The price is HK$1,399
per night
1 Jul - 2 Jul
The Suites at Fishermen’s Village- 2 Bedroom Suites
Edison Beach House
Beach/ocean view
Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, 1,094 reviews
"I love this place so much!!!Close to everything!Right at the sand!!!The apartment look so cute and have everything that we need!Most important thing we have beach chair and umbrella!!!"
The price is HK$1,617
per night
10 Jun - 11 Jun
Edison Beach House
Lazy Cuckoo Inn
Living area
Lazy Cuckoo Inn
3.5 star property
8.8 out of 10, Excellent, 128 reviews
"Walmart across street close to down town but in a small quiet community. Disliked no curtains on bedroom window sun blares in first thing in the morning. We stayed in the Tucan apartment "
Lazy Cuckoo Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
TROPICAL HOUSE WITH POOL
Interior
TROPICAL HOUSE WITH POOL
9.6 out of 10, Exceptional, 7 reviews
"I thoroughly enjoyed staying at this beautiful property. It was very nicely upgraded with very comfortable beds. The master bathroom was awesome! The shower had great water pressure! Its located close to many conveniences in downtown Cape Coral. The property manager was very accomodating with my requests. If I’m in the area anytime, I will definitely return to this property."
The price is HK$1,046
per night
23 Jun - 24 Jun
TROPICAL HOUSE WITH POOL
FULLY RESTORED! Rare Walkout Condo On Sanibel Beach
Beach
FULLY RESTORED! Rare Walkout Condo On Sanibel Beach
10.0 out of 10, Exceptional, 75 reviews
"We just returned from SanIbel and thought the condo was above our expectations. Per the description the pool is just a few steps and the walk to the beach was short and easy. We loved the decor and cleanliness of the unit. Beautiful, well appointed kitchen, lovely new bath and beach towels, and everything spotless."
FULLY RESTORED! Rare Walkout Condo On Sanibel Beach
Matlacha Tiny Village
Dock
Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, 232 reviews
"We had a very nice stay at the tiny house! (Keep in mind, it is tiny) But very comfortable!! An unique experience and the property was outstanding compared to all the other units in the vicinity. It had a nice spacious canal front deck, and kayaks with a launching deck. Complete mini kitchen and great coffee preps. The beds were very comfortable and unit was very clean and updated. Decorated nicely! Loved the loft! Great alternative to a hotel room. We would definitely stay at Matlacha Tiny...
The price is HK$1,078
per night
26 Jun - 27 Jun
Matlacha Tiny Village
Twin House shared Volleyball pool 3 King bedrooms, 2 sofa sleepes 8
Pool
Twin House shared Volleyball pool 3 King bedrooms, 2 sofa sleepes 8
8.6 out of 10, Excellent, 57 reviews
"This was a great property. The pool was amazing and overall accomodations were wonderful. Location was good on beautiful canal. Only drawback was it was close to busy road."
Twin House shared Volleyball pool 3 King bedrooms, 2 sofa sleepes 8
Pool Villa 'Coral Sunburst' Cape Coral, FL
Pool
Pool Villa 'Coral Sunburst' Cape Coral, FL
8.8 out of 10, Excellent, 16 reviews
"Great location. Spacious living area. Grand kids loved the pool."
Pool Villa 'Coral Sunburst' Cape Coral, FL
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
Beach
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, 85 reviews
"Walked on beach and collected shells. It was very nice and relaxing. Had the best sleep her than I have had in a long time. Nice people ont he island"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
Waterfront Villa Sophie - rehabilitated after hurricane
Pool
Waterfront Villa Sophie - rehabilitated after hurricane
9.8 out of 10, Exceptional, 89 reviews
"Very good holiday overall. Disappointing the kayak couldn’t be used,also lots of ants around the pool. However we still enjoyed ourself."
Waterfront Villa Sophie - rehabilitated after hurricane
Modern Villa - Waterfront w/Gulf Access, huge Pool and Spa, centrally located
Pool
Modern Villa - Waterfront w/Gulf Access, huge Pool and Spa, centrally located
9.8 out of 10, Exceptional, 132 reviews
"Loved the house and pool! The property manager Anya was wonderful too!!"
Modern Villa - Waterfront w/Gulf Access, huge Pool and Spa, centrally located
Pool home, 4 bedroom/ 3bath in a great location in Cape Coral!
Smart TV, video games, DVD player, books
Pool home, 4 bedroom/ 3bath in a great location in Cape Coral!
10.0 out of 10, Exceptional, 64 reviews
"We had such a wonderful stay......very clean, extremely well stocked with everything you need, including beach chairs, all kinds of utensils, spices etc.......great layout of the bedrooms for privacy if you need, nice pool, and responsive host. Highly recommend it!"
Pool home, 4 bedroom/ 3bath in a great location in Cape Coral!
Privacy in Paradise
Beach
Privacy in Paradise
10.0 out of 10, Exceptional, 58 reviews
"Heat place to stay and anchor our adventures from. Thank you!"
Privacy in Paradise
Waterfront Villa with unique view of wide canal and nature preserve - Pool & Spa
Pool
Waterfront Villa with unique view of wide canal and nature preserve - Pool & Spa
9.8 out of 10, Exceptional, 156 reviews
"We absolutely loved everything about Villa Amara. Our hosts were incredibly kind and communicative and super helpful with all our questions. The villa is in a wonderful location in Cape Coral, and the house and the entire property is so well-kept, lovely, and homey. The view from the lanai and pool is stunning; we spent hours just sitting on the porch watching the water, trees, and birds. The house is beautifully appointed with everything guests could need for a comfortable stay. My husband and...
Waterfront Villa with unique view of wide canal and nature preserve - Pool & Spa
SANIBEL SUN CASTLE - Splendid home, great location, heated pool, bike to beach
On the beach
SANIBEL SUN CASTLE - Splendid home, great location, heated pool, bike to beach
9.8 out of 10, Exceptional, 85 reviews
"As the island continues to recover and rebuild from Hurricane Ian, this property suited our vacation accommodation needs. Ralph's communication prior to, during, and after our stay was top-notch. The pool provided an excellent alternative to the beach on hot days, and it was nice to relax and dine on the screened-in porch."
SANIBEL SUN CASTLE - Splendid home, great location, heated pool, bike to beach
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
Fridge, microwave, oven, coffee/tea maker
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
8.0 out of 10, Very good, 2 reviews
"While many homes in this neighborhood are still struggling to recover from hurricane Ian, this cozy litte place is primed for the tourist season! Recently updated with very pretty, Florida decor, and sitting right on the canal for easy access to the gulf, our time spent here was relaxing and pleasant indeed. One thing to note is, it may not be a good fit for an older person who is prone to falls. I care for my mom, and would not have wanted to bring her here, as most of the rooms are on...
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
New Owners! Just Renovated. Serenity and Shelling Oasis. Walk to the Beach.
Beach
New Owners! Just Renovated. Serenity and Shelling Oasis. Walk to the Beach.
10.0 out of 10, Exceptional, 23 reviews
"Excellent location. Super clean, has everything you need to enjoy Sanibel. Communication with owner was great. Beautiful house. Thank you !"
New Owners! Just Renovated. Serenity and Shelling Oasis. Walk to the Beach.
🔆🏝LITTLE PARADISE🏝🔆
Fridge, microwave, oven, stovetop
🔆🏝LITTLE PARADISE🏝🔆
10.0 out of 10, Exceptional, 29 reviews
"Nice place very comfortable. Enjoyed pool and golf cart."
🔆🏝LITTLE PARADISE🏝🔆
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
On the beach, sun-loungers, beach towels
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
10.0 out of 10, Exceptional, 29 reviews
"The home was exactly as advertised. It was well stocked, clean and very peaceful. It was close to the beach and close to the dock for our boat. Communication with the owners was great and their home exceeded our expectations. We look forward to visiting again and highly recommend this property."
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
Gorgeous Sunsets, On the Beach with direct Gulf View, Beach Gear, Free Parking & WiFi!
On the beach
Gorgeous Sunsets, On the Beach with direct Gulf View, Beach Gear, Free Parking & WiFi!
9.2 out of 10, Wonderful, 43 reviews
"We enjoyed our stay very much. We vacationed with our two adult children, one who just graduated from college, so it may be one of the last vacations with just the 4 of us. The accommodations were nice, for just having been opened from the hurricane a couple of years ago. There were some wall patches that still weren't painted yet, but overall, the condo was lovely. The views were amazing from the screened in porch and we spent every morning out there eating breakfast. The location is just a...
Gorgeous Sunsets, On the Beach with direct Gulf View, Beach Gear, Free Parking & WiFi!
Don't see what you're looking for?
See all available properties in Pineland
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.

Other types of properties in Pineland you may be interested in

Margaritaville Beach Resort Fort Myers
Outdoor pool
Margaritaville Beach Resort Fort Myers
4.0 star property
8.6 out of 10, Excellent, 334 reviews
"We enjoyed our stay. The food and drinks on the property were very expensive. "
The price is HK$2,032
per night
23 Jun - 24 Jun
Margaritaville Beach Resort Fort Myers
Sanibel Island Beach Resort
Exterior
Sanibel Island Beach Resort
3.0 star property
8.6 out of 10, Excellent, 1,040 reviews
"The property and room were very nice and well kept. All staff was friendly and helpful. Steps to the beach. Overall, excellent!"
The price is HK$1,874
per night
13 Jun - 14 Jun
Sanibel Island Beach Resort
Dolphin Key Resort
Terrace/patio
Dolphin Key Resort
3.0 star property
8.4 out of 10, Very good, 1,121 reviews
"My fifth time staying here and I’ll be back!"
The price is HK$547
per night
10 Jun - 11 Jun
Dolphin Key Resort
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.

Search for holiday rentals in Pineland on Expedia! 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.

What are some of the best holiday rentals that Pineland has to offer?

TROPICAL HOUSE WITH POOL: This holiday home rental outside of Pineland offers an outdoor pool, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 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 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.

Recent reviews of Pineland properties
Expedia verified reviews

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

5/5 Excellent
"Amazing. "
A verified traveller stayed at The Suites at Fishermen’s Village- 2 Bedroom Suites
Posted 2 days ago
The Suites at Fishermen’s Village- 2 Bedroom Suites