Default HTG hotel image

Truckland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Truckland holiday rentals

1. Kid-friendly beachy house off Sanibel&FM Beach!

Kid-friendly beachy house off Sanibel&FM Beach!
Iona
10.0 out of 10, Exceptional, (9 reviews)
"My daughter and I enjoyed our stay. The house was very clean, beds were comfortable. There were beach chairs and a cooler available to use. The property is not far from the beach and dining, it was easy to find. We would stay here again if our travel plans have us in the area again!"
United States
Jennifer M.
The price is NZ$432
includes taxes & fees
12 Oct - 13 Oct
Kid-friendly beachy house off Sanibel&FM Beach!

2. Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.

Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.
Iona
The price is NZ$1,127
includes taxes & fees
12 Oct - 13 Oct
Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.

3. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (301 reviews)
"Great place!"
United States
Bruce
The price is NZ$164
includes taxes & fees
13 Oct - 14 Oct
Lazy Cuckoo Inn

4. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (158 reviews)
"Great location, clean and comfortable"
United States
Jodi
The price is NZ$167
includes taxes & fees
17 Oct - 18 Oct
StudioRes by Marriott Fort Myers Airport

5. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,934 reviews)
"Great stay."
United States
Angie
The price is NZ$420
includes taxes & fees
12 Oct - 13 Oct
Edison Beach House

6. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,091 reviews)
"Clean room, AC was Perfect, and deck view was amazing"
United States
Carlos
The price is NZ$496
includes taxes & fees
14 Oct - 15 Oct
Lovers Key Resort

7. 2 Queen Bed|Nsmk|Cape Coral FL

2 Queen Bed|Nsmk|Cape Coral FL
Caloosahatchee
10.0 out of 10, Exceptional, (153 reviews)
"Had a lovely time here!"
United States
Anonymous traveller
The price is NZ$119
includes taxes & fees
12 Oct - 13 Oct
2 Queen Bed|Nsmk|Cape Coral FL

8. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,026 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is NZ$310
includes taxes & fees
20 Oct - 21 Oct
Flamingo Inn

9. Marvelous Get Away In The Heart Of Fort Myers

Marvelous Get Away In The Heart Of Fort Myers
Daniels Corridor
9.0 out of 10, Wonderful, (33 reviews)
"Our stay was nice and welcoming, great location."
United States
debbie B.
The price is NZ$292
includes taxes & fees
12 Oct - 13 Oct
Marvelous Get Away In The Heart Of Fort Myers

10. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,161 reviews)
"Great location"
United States
Nicole
The price is NZ$550
includes taxes & fees
30 Oct - 31 Oct
Island Inn

11. Cape Coral FL | King bed

Cape Coral FL | King bed
Caloosahatchee
10.0 out of 10, Exceptional, (197 reviews)
"Views of the lake from this hotel are wonderful. The pool was enjoyable as well."
United States
Anonymous traveller
The price is NZ$125
includes taxes & fees
12 Oct - 13 Oct
Cape Coral FL | King bed

12. The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
East End
9.2 out of 10, Wonderful, (45 reviews)
"So close to everything, and the perfect little spot for a vacation:)"
United States
Dan S.
The price is NZ$502
includes taxes & fees
18 Oct - 19 Oct
The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

13. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (978 reviews)
"Highly recommended, coastal by the sea, good for family outings."
United States
MARYTE
The price is NZ$1,002
includes taxes & fees
12 Oct - 13 Oct
GullWing Beach Resort

14. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (297 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 NZ$396
includes taxes & fees
13 Oct - 14 Oct
Matlacha Tiny Village

15. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,714 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is NZ$827
includes taxes & fees
12 Oct - 13 Oct
Sundial Beach Resort & Spa

16. Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.0 out of 10, Wonderful, (76 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is NZ$571
includes taxes & fees
15 Oct - 16 Oct
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

17. Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Caloosahatchee
9.2 out of 10, Wonderful, (41 reviews)
"Great stay here! Clean and spacious. Loved the amenities and the location ease of access."
United States
Brianna L.
The price is NZ$498
includes taxes & fees
23 Oct - 24 Oct
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

18. The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
East End
9.2 out of 10, Wonderful, (58 reviews)
"It was the perfect place for our beach stay. Clean relaxing and plenty of space. Very close to the beach and great ice cream!"
United States
Trina S.
The price is NZ$650
includes taxes & fees
14 Oct - 15 Oct
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

19. Wake to Gulf Views from this East-End Penthouse

Wake to Gulf Views from this East-End Penthouse
East End
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful view. All the amenities you would want."
United States
MICHELE B.
The price is NZ$643
includes taxes & fees
12 Oct - 13 Oct
Wake to Gulf Views from this East-End Penthouse

20. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (295 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is NZ$198
includes taxes & fees
15 Oct - 16 Oct
Wiggins Pass Chalet
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Truckland Hotel Reviews

Find out more about Truckland

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Truckland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Truckland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Truckland. Seeing all the best attractions is bound to make you fall in love with Truckland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Truckland short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Truckland?

Yes, there are holiday rentals close to the most popular sights in Truckland, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and shops in Truckland. While you're here, grab a bite or have a drink at the restaurants.

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

OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! Beach 🏖️ 2min walk🩴: This holiday home rental outside of Truckland is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Truckland?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Truckland stay.

What can I see and do in Truckland?

While exploring the area, visit family-friendly sights like Jungle Golf Ft. Myers, or get outside and enjoy nature at Bunche Beach. In the wider area, you’ll find Key West Express and Port Sanibel Marina.

What are holiday rentals like in Truckland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Truckland. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.