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Truckland Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Truckland holiday rentals

A sunset over the ocean with waves and a pier in the distance.

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 HK$572
HK$1,957 total
includes taxes & fees
9 Sept - 10 Sept
Kid-friendly beachy house off Sanibel&FM Beach!
A covered outdoor area with two white Adirondack chairs, a starfish-patterned rug, and a 'WELCOME' sign.

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 HK$1,411
HK$4,245 total
includes taxes & fees
31 Aug - 1 Sept
Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.
A beach view from a balcony with a pool, palm trees, and a building with a balcony.

3. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,887 reviews)
"Our stay at Edison Beach House was amazing. The property owner is very sweet."
United States
Robin Marie
The price is HK$1,111
HK$1,545 total
includes taxes & fees
31 Aug - 1 Sept
Edison Beach House
A beach with a clear sky, palm trees, and a sunlit ocean.

4. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (969 reviews)
"Amazing experience. Going back next year!"
United States
Isabel
The price is HK$1,185
HK$4,130 total
includes taxes & fees
31 Aug - 1 Sept
GullWing Beach Resort
A pool area with lounge chairs and umbrellas, a beach with umbrellas and lounge chairs, and palm trees.

5. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,689 reviews)
"Great place"
United States
moti
The price is HK$3,128
HK$3,916 total
includes taxes & fees
31 Aug - 1 Sept
Sundial Beach Resort & Spa
A modern hotel room with a kitchenette, a bed, a seating area, and a wardrobe.

6. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (125 reviews)
"Great stay."
United States
cynthia
The price is HK$560
HK$624 total
includes taxes & fees
6 Sept - 7 Sept
StudioRes by Marriott Fort Myers Airport
A beach with a view of the ocean and a sunset.

7. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,150 reviews)
"Wonderful room and stay. Beachfront!"
United States
Cindi
The price is HK$1,638
HK$1,827 total
includes taxes & fees
1 Sept - 2 Sept
Island Inn
A beachside area with colorful beach houses, a dock, and a sandy beach.

8. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (296 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 HK$1,037
HK$1,745 total
includes taxes & fees
31 Aug - 1 Sept
Matlacha Tiny Village
A balcony with a view of the beach, a sofa, a table, and a ceiling fan.

9. SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (105 reviews)
"We loved the balcony and the beach, and the comfortable bed and recliners!"
United States
Rochelle P.
The price is HK$1,372
HK$4,194 total
includes taxes & fees
31 Aug - 1 Sept
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

10. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,081 reviews)
"Great spot. Very nice pool area & fantastic sunset views from the balcony"
United States
Chris
The price is HK$948
HK$2,342 total
includes taxes & fees
31 Aug - 1 Sept
Lovers Key Resort
A bedroom with a large bed, a chandelier, a TV, and a view of the ocean.

11. SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (143 reviews)
"Everything was great!! The place was very luxurious, clean, and with beautiful beach views. Also nice having the Publix across the street too!"
United States
Duane M.
The price is HK$1,372
HK$4,194 total
includes taxes & fees
31 Aug - 1 Sept
SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

12. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,023 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is HK$877
HK$1,511 total
includes taxes & fees
31 Aug - 1 Sept
Flamingo Inn

13. NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN

NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN
Mid Island
9.4 out of 10, Exceptional, (38 reviews)
"We had a great stay here! The rooms were clean and beautiful and the common areas were spacious and comfortable! It was a quick walk to the beach and the host provided lots of beach stuff! Aside from a couple loose door handles and a dysfunctional dishwasher, it was perfect! "
United States
Jaclyn M.
The price is HK$2,438
HK$5,523 total
includes taxes & fees
29 Sept - 30 Sept
NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN
A modern building entrance with glass doors, a dark exterior, and potted plants on the sides.

14. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (284 reviews)
"Overall it was an awesome stay."
United States
Patricio
The price is HK$784
HK$870 total
includes taxes & fees
20 Sept - 21 Sept
Wiggins Pass Chalet
A spacious living room with a grey sofa, striped armchair, and a woven coffee table. Large windows offer a view of a tropical garden.

15. 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 HK$1,524
HK$3,586 total
includes taxes & fees
31 Aug - 1 Sept
Driftwood Inn
A family of four holding hands on a sandy beach with a clear sky and calm sea in the background.

16. Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (54 reviews)
"Loved this place! So private and cute! We walked to Wickies for breakfast and lunch and did Mudbugs for dinner! Best beaches were Blind Pass and Tarpon Bay! Make sure to use the code for a discount for Adventures in Paradise Shelling tours!"
United States
Stephen
The price is HK$1,090
HK$2,428 total
includes taxes & fees
8 Sept - 9 Sept
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
A modern living room with a sofa, coffee table, and dining area.

17. 2 Queen Bed|Nsmk|Cape Coral FL

2 Queen Bed|Nsmk|Cape Coral FL
Caloosahatchee
10.0 out of 10, Exceptional, (150 reviews)
"Had a lovely time here!"
United States
Anonymous traveller
The price is HK$448
HK$500 total
includes taxes & fees
31 Aug - 1 Sept
2 Queen Bed|Nsmk|Cape Coral FL
A modern hotel room with a large bed, a chandelier, a balcony with a view of the sea, and a sliding glass door.

18. SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (147 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
The price is HK$1,372
HK$4,170 total
includes taxes & fees
18 Sept - 19 Sept
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
A spacious living room with a fireplace, a large TV mounted on a stone wall, a modern chandelier, and a kitchen area with a marble countertop.

19. Beach Bliss~Walk to Beach & Times Square~Private Pool

Beach Bliss~Walk to Beach & Times Square~Private Pool
Fort Myers Beach
9.8 out of 10, Exceptional, (19 reviews)
"Great stay, location couldn’t be better! We loved the pool and being able to easily walk to the beach, restaurants, bars. There are chairs you can take down to the beach as well. Host was very flexible with our arrival time and willing to accommodate our needs. Would stay again!"
United States
Melanie F.
The price is HK$1,325
HK$3,618 total
includes taxes & fees
12 Sept - 13 Sept
Beach Bliss~Walk to Beach & Times Square~Private Pool
A dining table with white plates, bowls, and glasses, set with a decorative centerpiece.

20. Times Square Hideaway By FL Vibes

Times Square Hideaway By FL Vibes
Downtown Fort Myers Beach
9.8 out of 10, Exceptional, (35 reviews)
"Our location was great! The views were excellent! The only minor downside is the bars music next door plays well into the night."
United States
Paula W.
The price is HK$1,098
HK$2,615 total
includes taxes & fees
31 Aug - 1 Sept
Times Square Hideaway By FL Vibes
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

Sanibel Island Beach Resort

Sanibel Island Beach Resort

8/10 Good
"From front desk to pool to beach, all the staff is excellent. In the summer evenings, the mosquitos and noseeums are really, really bad. If you have a ground floor room by a stairwell, it can be noisy. Notwithstanding, we will definitely visit and stay again."
Justin 3-night trip
Posted 2 hours ago
Sanibel Island Beach Resort

Find out more about Truckland

Search for holiday rentals in Truckland on Expedia! You can easily find your home rentals, villas, holiday apartments in Truckland using one of the methods below:

  • View our selection of featured holiday rentals in Truckland
  • Use the map to find apartments and other holiday homes in the Truckland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Truckland while they last

Look no further and take a look at our great range of rental properties in Truckland!

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 4 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.