A waterfront with palm trees and a boat dock.

Pineland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Pineland holiday rentals

Private beach nearby, motor boating, fishing

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is S$545
includes taxes & fees
16 Jul - 17 Jul
MALU LANI Inn & Marina
Exterior

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (292 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
The price is S$255
includes taxes & fees
16 Jul - 17 Jul
Matlacha Tiny Village
Property amenity

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,139 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
The price is S$373
includes taxes & fees
19 Jul - 20 Jul
Island Inn
Balcony view

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,263 reviews)
"Really cute and calm beautiful place to stay."
United States
Maria
The price is S$253
includes taxes & fees
29 Jul - 30 Jul
The Suites at Fishermen’s Village- 2 Bedroom Suites
Interior

Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is S$452
includes taxes & fees
20 Jul - 21 Jul
Beach Days & Backyard Nights! Fort Myers Retreat
Interior

2 Mi to Dtwn Fort Myers: Condo w/ Parking

2 Mi to Dtwn Fort Myers: Condo w/ Parking
3.0 star property
Fort Myers
The price is S$379
includes taxes & fees
16 Jul - 17 Jul
2 Mi to Dtwn Fort Myers: Condo w/ Parking
Living area

Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"The cottage was well stocked with all we needed. It was also immaculate with a lovely garden. The beach was a 5 minute walk."
United States
Maureen
The price is S$599
includes taxes & fees
19 Jul - 20 Jul
Driftwood Inn
1 bedroom, Internet

Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful room and amenities and the breakfast was delicious and with so many options. Loved the communication and cannot wait to come back! "
United States
Crissa
The price is S$338
includes taxes & fees
11 Aug - 12 Aug
Hibiscus House Bed Breakfast Citrus Room
Living area

Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home
3.0 star property
Hancock
The price is S$749
includes taxes & fees
4 Aug - 5 Aug
Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home
Exterior

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,667 reviews)
"Excellent stay and amenities for families. "
United States
Megan
The price is S$659
includes taxes & fees
2 Aug - 3 Aug
Sundial Beach Resort & Spa
Beach/ocean view

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,812 reviews)
"I love this place, my favorite place to vacations."
United States
Johanna
The price is S$319
includes taxes & fees
21 Jul - 22 Jul
Edison Beach House
2 bedrooms, Internet

Tropical Mango Grove Stay Whiskey Creek Area

Tropical Mango Grove Stay Whiskey Creek Area
2.0 star property
McGregor
The price is S$388
includes taxes & fees
16 Jul - 17 Jul
Tropical Mango Grove Stay Whiskey Creek Area
Desk, laptop workspace, free WiFi, bed sheets

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (294 reviews)
"Clean room, good location, easy check in instructions."
United States
Brooklyn
The price is S$120
includes taxes & fees
16 Jul - 17 Jul
Lazy Cuckoo Inn
1 bedroom, Internet

Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"We had a lovely time enjoyed the staff and the end Keeper Lisette. Everything was great. We’ll stay again."
United States
Katherine
The price is S$318
includes taxes & fees
11 Aug - 12 Aug
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada
1 bedroom, Internet

Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is S$319
includes taxes & fees
16 Jul - 17 Jul
Hibiscus House Bed Breakfast Inn Parrot Room
1 bedroom, Internet

Hibiscus House Bed Breakfast Inn Flamingo Suite

Hibiscus House Bed Breakfast Inn Flamingo Suite
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (1 review)
The price is S$318
includes taxes & fees
26 Jul - 27 Jul
Hibiscus House Bed Breakfast Inn Flamingo Suite
4 bedrooms

Riverfront Home w Private Dock Pool Beaches

Riverfront Home w Private Dock Pool Beaches
2.0 star property
McGregor
The price is S$1,211
includes taxes & fees
22 Jul - 23 Jul
Riverfront Home w Private Dock Pool Beaches
1 bedroom, Internet

Hibiscus House Bed Breakfast Seashell Room

Hibiscus House Bed Breakfast Seashell Room
2.0 star property
Fort Myers River District
The price is S$321
includes taxes & fees
16 Jul - 17 Jul
Hibiscus House Bed Breakfast Seashell Room
Outdoor pool

Bel-Air Beach Club

Bel-Air Beach Club
4.0 star property
Fort Myers Beach
The price is S$4,901
includes taxes & fees
1 Aug - 2 Aug
Bel-Air Beach Club
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pineland Hotel Reviews

Best Western Plus Beach Resort

Best Western Plus Beach Resort

8/10 Good
"All rooms have an ocean view and the hotel is on the beach. Rooms are spacious and the kitchenettes are wonderful with large fridge and microwave and all the needed plates, cups, utensils, pots and pans. This is a great family resort. Breakfast was good but the seating is cramped. Small pool with adequate number of lounges but not a lot of umbrellas. Local restaurants are walkable. No charge to park your car."
Renee 5-night trip
Posted 9 hours ago
Best Western Plus Beach Resort

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 10 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 Sanibel Island Southern Beach.

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.