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Truckland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Truckland vacation rentals

Beach

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 ￥10,273
￥36,810 total
includes taxes & fees
Sep 17 - Sep 18
Kid-friendly beachy house off Sanibel&FM Beach!
Property grounds

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 ￥27,765
￥82,439 total
includes taxes & fees
Sep 28 - Sep 29
Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view

3. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,904 reviews)
"We had a nice stay"
United States
Gayle
The price is ￥21,865
￥30,400 total
includes taxes & fees
Sep 20 - Sep 21
Edison Beach House
Grand Studio Suite, Kitchenette | Desk, laptop workspace, WiFi (free), bed sheets

4. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (299 reviews)
"Great place!"
United States
Bruce
The price is ￥7,710
￥13,584 total
includes taxes & fees
Oct 15 - Oct 16
Lazy Cuckoo Inn
On the beach, white sand

5. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (972 reviews)
"Highly recommended, coastal by the sea, good for family outings."
United States
MARYTE
The price is ￥23,323
￥81,258 total
includes taxes & fees
Sep 17 - Sep 18
GullWing Beach Resort
Laptop workspace, blackout drapes, WiFi (free), bed sheets

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, (139 reviews)
"The place was very nice and clean and great location"
United States
Monica
The price is ￥11,669
￥13,010 total
includes taxes & fees
Sep 24 - Sep 25
StudioRes by Marriott Fort Myers Airport
Exterior

7. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,699 reviews)
"Excellent place for children"
United States
Jaime E
The price is ￥52,314
￥68,478 total
includes taxes & fees
Sep 23 - Sep 24
Sundial Beach Resort & Spa
Balcony view

8. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,084 reviews)
"the hotel need more staff"
United States
Lazaro
The price is ￥16,496
￥43,820 total
includes taxes & fees
Sep 17 - Sep 18
Lovers Key Resort
Property amenity

9. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,154 reviews)
"Great location"
United States
Nicole
The price is ￥40,559
￥45,223 total
includes taxes & fees
Sep 21 - Sep 22
Island Inn
Exterior

10. 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 ￥20,407
￥34,323 total
includes taxes & fees
Sep 20 - Sep 21
Matlacha Tiny Village
Coffee/tea maker, fridge, microwave, oven

11. 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 ￥47,663
￥106,921 total
includes taxes & fees
Sep 28 - Sep 29
NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN
Outdoor pool

12. Fabulous 5 BR Waterfront Villa for Your Perfect Dream Vacation!

Fabulous 5 BR Waterfront Villa for Your Perfect Dream Vacation!
Pelican
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful pool, lanai, view. Great family fun vacation. "
United States
Mary Kay S.
The price is ￥35,956
￥184,463 total
includes taxes & fees
Sep 17 - Sep 18
Fabulous 5 BR Waterfront Villa for Your Perfect Dream Vacation!
A heated pool

13. Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.

Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.
Caloosahatchee
9.6 out of 10, Exceptional, (122 reviews)
"Close to restaurants and the beach. Nice house overall."
United States
Paul L.
The price is ￥23,790
￥67,005 total
includes taxes & fees
Sep 17 - Sep 18
Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.
Property grounds

14. 2 Queen Bed|Nsmk|Cape Coral FL

2 Queen Bed|Nsmk|Cape Coral FL
Caloosahatchee
10.0 out of 10, Exceptional, (151 reviews)
"Had a lovely time here!"
United States
Anonymous traveler
The price is ￥9,540
￥10,638 total
includes taxes & fees
Sep 17 - Sep 18
2 Queen Bed|Nsmk|Cape Coral FL
BBQ/picnic area

15. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,025 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is ￥15,271
￥27,349 total
includes taxes & fees
Sep 17 - Sep 18
Flamingo Inn
2 bedrooms, WiFi (free), bed sheets

16. 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, (145 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 ￥38,783
￥95,018 total
includes taxes & fees
Sep 27 - Sep 28
SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Outdoor pool, a heated pool

17. Huge Pool, Close to Beach - Bikes, Beach Gear, Everything You Need!

Huge Pool, Close to Beach - Bikes, Beach Gear, Everything You Need!
Caloosahatchee
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay and the house is great. "
United States
Craig L.
The price is ￥16,659
￥54,072 total
includes taxes & fees
Sep 30 - Oct 1
Huge Pool, Close to Beach - Bikes, Beach Gear, Everything You Need!
2 bedrooms, WiFi (free), bed sheets

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, (148 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
The price is ￥27,148
￥82,045 total
includes taxes & fees
Sep 18 - Sep 19
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Dining

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, (21 reviews)
"Perfect location, great long weekend with friends."
United States
Jennifer B.
The price is ￥26,840
￥71,728 total
includes taxes & fees
Sep 17 - Sep 18
Beach Bliss~Walk to Beach & Times Square~Private Pool
Beach nearby

20. 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, (57 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 ￥21,441
￥53,176 total
includes taxes & fees
Sep 21 - Sep 22
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
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
"We stay at The Perry several times per year. Overall a great experience. Staff helpful and friendly."
Christopher 3-night trip
Posted 4 hours ago
The Perry Hotel Naples

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 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 4 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.