Truckland Holiday Rentals

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Check prices for these dates

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Truckland holiday rentals

Laptop workspace, blackout curtains, free WiFi, bed sheets
StudioRes Fort Myers Airport

StudioRes Fort Myers Airport

StudioRes Fort Myers Airport
3.0 star property
Fort Myers
9.0 out of 10, Wonderful, (20)
"Loved stay here!!! "
United States
Melissa
The price is S$163
includes taxes & fees
4 Jan - 5 Jan, 2026
StudioRes Fort Myers Airport
Exercise/lap pool
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
Bonita Springs
9.2 out of 10, Wonderful, (740)
"Room great clean, staff great.loved pool"
United States
Dennis
The price is S$352
includes taxes & fees
4 Jan - 5 Jan, 2026
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Beach/ocean view
Edison Beach House

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1593)
"Awesome stay "
United States
mary
The price is S$302
includes taxes & fees
1 Jan - 2 Jan, 2026
Edison Beach House
Property entrance
Wiggins Pass Chalet

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (244)
"Room was very clean, staff was awesome, and the location was perfect. I will definitely stay here again."
United States
Tamisha
Wiggins Pass Chalet
Balcony view
Lovers Key Resort

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1018)
"The condo was great. Beautiful location and wonderful room."
United States
Jason
Lovers Key Resort
Outdoor pool
GullWing Beach Resort

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
The price is S$873
includes taxes & fees
4 Jan - 5 Jan, 2026
GullWing Beach Resort
1 bedroom, Internet
Hibiscus House Bed Breakfast Citrus Room

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, (1)
"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$286
includes taxes & fees
30 Dec - 31 Dec
Hibiscus House Bed Breakfast Citrus Room
Exterior
Matlacha Tiny Village

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (268)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is S$275
includes taxes & fees
5 Jan - 6 Jan, 2026
Matlacha Tiny Village
Living area
Lazy Cuckoo Inn

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
9.0 out of 10, Wonderful, (226)
"Room was very clean, and spacious. Very convenient location for Ft. Myers’s beach and Sanibel. "
United States
ANNA
The price is S$157
includes taxes & fees
30 Dec - 31 Dec
Lazy Cuckoo Inn
Private kitchen
Flamingo Inn

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (983)
"Will definitely stay here again!"
United States
Sasha
The price is S$285
includes taxes & fees
1 Jan - 2 Jan, 2026
Flamingo Inn
Beach/ocean view
Island Inn

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1123)
"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 S$371
includes taxes & fees
4 Jan - 5 Jan, 2026
Island Inn
Floor plan
Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches

Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches

Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches
3.0 star property
Three Oaks
Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2584)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is S$597
includes taxes & fees
7 Jan - 8 Jan, 2026
Sundial Beach Resort & Spa
1 bedroom, Internet
Hibiscus House Bed Breakfast Seashell Room

Hibiscus House Bed Breakfast Seashell Room

Hibiscus House Bed Breakfast Seashell Room
2.0 star property
Fort Myers River District
The price is S$284
includes taxes & fees
29 Dec - 30 Dec
Hibiscus House Bed Breakfast Seashell Room
1 bedroom, Internet
Hibiscus House Bed Breakfast Inn Flamingo Suite

Hibiscus House Bed Breakfast Inn Flamingo Suite

Hibiscus House Bed Breakfast Inn Flamingo Suite
2.0 star property
Fort Myers River District
The price is S$293
includes taxes & fees
5 Jan - 6 Jan, 2026
Hibiscus House Bed Breakfast Inn Flamingo Suite
1 bedroom, Internet
Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
The price is S$313
includes taxes & fees
30 Dec - 31 Dec
Hibiscus House Bed Breakfast Inn Parrot Room
2 bedrooms
Redfish Retreat - South End Pool Home

Redfish Retreat - South End Pool Home

Redfish Retreat - South End Pool Home
2.0 star property
South Island
The price is S$1,078
includes taxes & fees
4 Jan - 5 Jan, 2026
Redfish Retreat - South End Pool Home
1 bedroom, Internet
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

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
The price is S$284
includes taxes & fees
6 Jan - 7 Jan, 2026
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada
3 bedrooms
Docked at Dakota Sunset - Mid Island Pool Home

Docked at Dakota Sunset - Mid Island Pool Home

Docked at Dakota Sunset - Mid Island Pool Home
2.0 star property
Mid Island
The price is S$1,032
includes taxes & fees
6 Jan - 7 Jan, 2026
Docked at Dakota Sunset - Mid Island Pool Home
3 bedrooms
Docked at Dakota Sunrise

Docked at Dakota Sunrise

Docked at Dakota Sunrise
2.0 star property
Mid Island
The price is S$1,264
includes taxes & fees
6 Jan - 7 Jan, 2026
Docked at Dakota Sunrise
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 Truckland Hotel Reviews

DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"Absolutely amazing stay! This Diamondhead resort in exceeded our expectations in every way. From the moment we arrived, the staff was welcoming, friendly, and genuinely attentive, making us feel relaxed and taken care of right away. The location is unbeatable, right on the beach with breathtaking views, stunning sunsets, and easy access to the sand and water. Waking up to the sound of the waves and enjoying morning coffee overlooking the Gulf was unforgettable. Our room was spotless, comfortable, and beautifully maintained, with a great view. The resort amenities were top-notch: a gorgeous pool area, clean beach setup, and everything you need for a stress-free vacation. The grounds were well-kept and had a peaceful, tropical feel. Would definitely stay again!"
Anthony 7-night trip
Posted 1 day ago
DiamondHead Beach Resort

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.

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.