Truckland Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Truckland

Fridge, microwave, oven, stovetop
Beach Bliss @Jane’s

Vacation Home in Iona

10.0 out of 10, Exceptional, (5)
"Would definitely stay here again"
United States
Kasey R.
$250 nightly
The price is $276
Dec 6 - Dec 7
Total with taxes and fees
Beach Bliss @Jane’s
Terrace/patio
Private for Couple or Single - Beach only 2 miles

Apartment in Iona

8.4 out of 10, Very Good, (7)
"Beautiful place in a quiet neighborhood"
United States
Daniel
$209 nightly
The price is $231
Jan 4 - Jan 5, 2026
Total with taxes and fees
Private for Couple or Single - Beach only 2 miles
Interior
SO "Time to Wander" Pet Friendly Beach Retreat

Mobile Home in Iona

10.0 out of 10, Exceptional, (6)
"Great location - very clean, beautiful place! "
United States
Kim S.
$130 nightly
The price is $146
Dec 5 - Dec 6
Total with taxes and fees
SO "Time to Wander" Pet Friendly Beach Retreat
Fridge, microwave, oven, stovetop
So Coastal! A family and pet friendly home

Vacation Home in Iona

9.6 out of 10, Exceptional, (5)
"Property was very clean and updated. Nice screened in porch, kitchen and bath. Host was very responsive and check in process was easy. "
United States
Jeffery L.
$180 nightly
The price is $196
Dec 5 - Dec 6
Total with taxes and fees
So Coastal! A family and pet friendly home
Fridge, microwave, oven, stovetop
So Beachy! A family and Pet-friendly Spacious Home

Vacation Home in Iona

7.0 out of 10, Good, (2)
"Love the interior decoration. The house is clean and spacious. Shawn is very welcoming and responsive."
United Kingdom
YING-MU L.
$180 nightly
The price is $196
Dec 7 - Dec 8
Total with taxes and fees
So Beachy! A family and Pet-friendly Spacious Home
Laptop workspace, blackout drapes, free WiFi, bed sheets
StudioRes Fort Myers Airport

Aparthotel in Fort Myers

3.0 star property
8.4 out of 10, Very Good, (12)
"Clean room, staff, amenities, easy check in, easy access to gas stations, restaurants, and retail. "
United States
Gina
$84 nightly
The price is $94
Dec 11 - Dec 12
Total with taxes and fees
StudioRes Fort Myers Airport
Property grounds
Delightful Luxury Suite In The Heart Of Fort Myers

Apartment in Daniels Corridor

9.6 out of 10, Exceptional, (45)
"This is a great place, the owners are so nice and helpful with everything great place to stay. We were very pleased with this beautiful place. Shopping, restaurants and over all cool and clean place. "
United States
Hugo B.
$163 nightly
The price is $179
Dec 5 - Dec 6
Total with taxes and fees
Delightful Luxury Suite In The Heart Of Fort Myers
Grand Studio Suite, Kitchenette | Living area | 43-inch Smart TV with cable channels, Hulu, streaming services
Lazy Cuckoo Inn

Aparthotel in Fort Myers Beach

2.0 star property
9.0 out of 10, Wonderful, (222)
"Great location and very clean, cute place"
United States
Sarah
$80 nightly
The price is $90
Dec 11 - Dec 12
Total with taxes and fees
Lazy Cuckoo Inn
Fridge, microwave, stovetop, coffee/tea maker
Magnolias Suite

Apartment in Westminister

9.8 out of 10, Exceptional, (12)
"The apartment was super clean and our stay was great. The little extras that the host thought of were a special touch. If we ever need a place to stay in that area, we will rent again. "
United States
J Todd L.
$169 nightly
The price is $186
Dec 5 - Dec 6
Total with taxes and fees
Magnolias Suite
Sun loungers, beach towels
SUNSHINE GETAWAY VACATION RENTALS

Condo in Fort Myers

8.4 out of 10, Very Good, (137)
"Easy location to get where we needed. Clean and spacious."
United States
Chris N.
$243 nightly
The price is $268
Dec 20 - Dec 21
Total with taxes and fees
SUNSHINE GETAWAY VACATION RENTALS
Exercise/lap pool
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Aparthotel in Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (719)
"great staff, nice rooms, quiet and pleasant get away"
United States
Andy
$199 nightly
The price is $222
Dec 14 - Dec 15
Total with taxes and fees
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view
Edison Beach House

Aparthotel in Fort Myers Beach

3.5 star property
9.4 out of 10, Exceptional, (1571)
"Great room and view! Very clean and comfortable. Would recommend, a great location!"
United States
Catherine
$256 nightly
The price is $285
Dec 9 - Dec 10
Total with taxes and fees
Edison Beach House
Beach nearby
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

Cottage in East End

9.4 out of 10, Exceptional, (58)
"Great locationThe bikes were a great asset "
United States
Brian Z.
$300 nightly
The price is $318
Dec 5 - Dec 6
Total with taxes and fees
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Pool
Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

Vacation Home in Pelican

9.6 out of 10, Exceptional, (54)
"Every time excellent in every way!!!"
United States
Kim G.
$232 nightly
The price is $256
Dec 5 - Dec 6
Total with taxes and fees
Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!
Dock
Matlacha Tiny Village

Villa in Matlacha

3.0 star property
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
$208 nightly
The price is $223
Dec 14 - Dec 15
Total with taxes and fees
Matlacha Tiny Village
Property grounds
Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!

Apartment in Daniels Corridor

9.4 out of 10, Exceptional, (57)
"Great spot, especially if you’re playing baseball nearby very easy access"
United States
Eric H.
$163 nightly
The price is $179
Dec 5 - Dec 6
Total with taxes and fees
Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!
Sun loungers, beach towels
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Vacation Home in Pelican

9.4 out of 10, Exceptional, (38)
"Everything was as listed! My husband and I had a great stay while visiting friends. Location was perfect and the space was super cozy! Would definitely recommend!"
United States
julie l.
$216 nightly
The price is $238
Dec 5 - Dec 6
Total with taxes and fees
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Property grounds
GOLF COURSE DUPLEX 2 bedroom 1 bath

Vacation Home in San Carlos Park

8.8 out of 10, Excellent, (21)
"A lovely place to stay."
United States
Jennifer D.
$256 nightly
The price is $282
Dec 5 - Dec 6
Total with taxes and fees
GOLF COURSE DUPLEX 2 bedroom 1 bath
2 outdoor pools, cabanas (surcharge), pool umbrellas
Sundial Beach Resort & Spa

Condo resort in Mid Island

5.0 star property
8.6 out of 10, Excellent, (2583)
"wonderful family friendly and spotless resort"
United States
Mary Anne
$408 nightly
The price is $455
Dec 7 - Dec 8
Total with taxes and fees
Sundial Beach Resort & Spa
Exterior
Marvelous Get Away In The Heart Of Fort Myers

Apartment in Daniels Corridor

8.8 out of 10, Excellent, (24)
"Nice private stay in a good area. Check in and check out was super easy. "
United States
Jennifer S.
$149 nightly
The price is $164
Dec 5 - Dec 6
Total with taxes and fees
Marvelous Get Away In The Heart Of Fort Myers
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

The Perry Hotel Naples

The Perry Hotel Naples

10/10 Excellent
"No real breakfast, a coffee shop with limited menu. "
Peter 1-night trip
Posted 21 hours ago
The Perry Hotel Naples

Find out more about Truckland

Everything you need to know about Truckland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Truckland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Truckland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Truckland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Truckland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Truckland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $90 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Truckland rentals

At Expedia, we put the best Truckland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Truckland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Truckland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Truckland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Truckland?

Yes, we have vacation rentals close to the most popular points of interest in Truckland, or you can choose a more secluded option if you'd like a relaxing place to 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 vacation home rentals in Truckland?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: Visitors like this Truckland vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Truckland?

With 5 Expedia vacation rentals, you're sure 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 larger area, you’ll find Key West Express and Port Sanibel Marina.

What are vacation rentals like in Truckland?

Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Truckland. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family trip.