Truckland Holiday Rentals

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Holiday Rentals in Truckland

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
Bonita Springs
9.2 out of 10, Wonderful, (701)
"great staff, nice rooms, quiet and pleasant get away"
United States
Andy
The price is NZ$314
includes taxes & fees
2 Dec - 3 Dec
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Edison Beach House

3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1552)
"All around great place to stay"
United States
David
The price is NZ$353
includes taxes & fees
17 Nov - 18 Nov
Edison Beach House

Sundial Beach Resort & Spa

5.0 star property
Mid Island
8.6 out of 10, Excellent, (2581)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is NZ$751
includes taxes & fees
13 Nov - 14 Nov
Sundial Beach Resort & Spa

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva
9.6 out of 10, Exceptional, (100)
"Everything was perfect."
United States
Tom C.
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

GullWing Beach Resort

3.5 star property
South Island
9.4 out of 10, Exceptional, (932)
"Great location"
United States
Andrey
GullWing Beach Resort

Island Inn

3.5 star property
West End
9.4 out of 10, Exceptional, (1116)
"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 NZ$471
includes taxes & fees
18 Nov - 19 Nov
Island Inn

Wiggins Pass Chalet

4.0 star property
Naples
9.6 out of 10, Exceptional, (236)
"Room was very clean, staff was awesome, and the location was perfect. I will definitely stay here again."
United States
Tamisha
Wiggins Pass Chalet

Lovers Key Resort

3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1012)
"The attention was excellent,very polite staff definitely I m going back with my family thank you"
United States
Antonio
Lovers Key Resort

4 Bedroom Beach Home on a Private Island with a Private Pool

North Captiva
9.8 out of 10, Exceptional, (26)
"My family and I (8 adults) stayed at Sandy Feet during the week of New Years, and had a great time. The home is absolutely gorgeous, and accurately described in the listing. We all had fun using the pool and foosball tables, laying out on the deck(s), of course walking the beach. This home has everything you could possibly want to make your vacation on North Captiva a success. Yamirka (owner) and Tortuga Properties were both very communicative and responsive to whatever questions we had. ...
United States
Daniel W.
4 Bedroom Beach Home on a Private Island with a Private Pool

Lazy Cuckoo Inn

2.0 star property
Fort Myers Beach
9.0 out of 10, Wonderful, (219)
"Great location and very clean, cute place"
United States
Sarah
The price is NZ$165
includes taxes & fees
17 Nov - 18 Nov
Lazy Cuckoo Inn

Landing Apartments near North Fort Myers

4.0 star property
Hancock
9.4 out of 10, Exceptional, (44)
"It was a good deal for the price"
United States
Lucretia
Landing Apartments near North Fort Myers

Matlacha Tiny Village

3.0 star property
Matlacha
8.8 out of 10, Excellent, (265)
"Amazing spot. Love it. Quiet, and very suitable for us. The hosts are amazing; they will do anything in their power to accommodate your needs. Highly recommend it."
United States
Isabel
The price is NZ$362
includes taxes & fees
17 Nov - 18 Nov
Matlacha Tiny Village

Resort Harbour Properties

3.5 star property
Punta Rassa
9.6 out of 10, Exceptional, (361)
"Pool was beautiful. Beach was disappointing."
United States
Linda
Resort Harbour Properties

Sanibel Siesta on the Beach

2.5 star property
Mid Island
10.0 out of 10, Exceptional, (2)
"Long weekend get away from the cold! Right on the beach!"
United States
Lisa
Sanibel Siesta on the Beach

2 Private Cabanas with kitchen and a Private Pool.

Pelican
9.4 out of 10, Exceptional, (26)
"Property manager was great. Really enjoyed our stay. Would highly recommend others to stay here. "
United States
David H.
2 Private Cabanas with kitchen and a Private Pool.

Seaside 303

3.5 star property
Mid Island
10.0 out of 10, Exceptional, (1)
"The property is all new inside and right on the beach. Gorgeous views, amazing wildlife, beautiful sunsets. We loved it."
United States
Kara
Seaside 303

Luxurious Waterfront Villa with 4 Bedrooms, Private Heated Pool and Hot Tub!

Pelican
9.8 out of 10, Exceptional, (122)
"Great place to spent your holiday. We really enjoyed the house, the pool and the neighborhood. A full recommendation and a five star rating. Thank you Damien"
Germany
Björn H.
Luxurious Waterfront Villa with 4 Bedrooms, Private Heated Pool and Hot Tub!

BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH LAGOON POOL PICKLEBL🏝️🌅 🏖️

4.0 star property
Mid Island
9.8 out of 10, Exceptional, (51)
"AMAZING!!! AMAZING Couple getaway!!! Everything you need for a memorable vacation!!!"
United States
Ken S.
BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH LAGOON POOL PICKLEBL🏝️🌅 🏖️

PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

Trafalgar
10.0 out of 10, Exceptional, (42)
"Very beautiful home with a great pool. We throughly enjoyed our stay and the management was very accommodating during our stay. The bikes, beach toys and coolers were great to have during our stay."
United States
Lesley B.
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH

Fort Myers
9.6 out of 10, Exceptional, (23)
"We had a very relaxing stay and Andy was very helpful and communicative even though his wife had just given birth to a baby! 10/10 would recommend :) "
United States
Mussia K.
The price is NZ$738
includes taxes & fees
30 Nov - 1 Dec
Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH
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

Find out more about Truckland

Everything you need to know about Truckland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Truckland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Truckland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Truckland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Truckland holiday rentals we have selected for you start as low as NZ$165 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Truckland rentals

At Expedia, we put the best Truckland holiday 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 holiday.

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. 

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?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: This holiday home rental outside of Truckland is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Truckland?

With 12 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.