Truckland Vacation Rentals

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Tonight
Nov 12 - Nov 13
Tomorrow
Nov 13 - Nov 14
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Vacation Rentals in Truckland

Exercise/lap pool
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, (702)
"great staff, nice rooms, quiet and pleasant get away"
United States
Andy
The price is ￥18,437
￥26,595 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view
Edison Beach House

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 ￥23,417
￥30,732 total
includes taxes & fees
Nov 19 - Nov 20
Edison Beach House
2 outdoor pools, cabanas (surcharge), pool umbrellas
Sundial Beach Resort & Spa

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 ￥51,163
￥65,464 total
includes taxes & fees
Nov 16 - Nov 17
Sundial Beach Resort & Spa
Terrace/patio
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

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 **
Outdoor pool
GullWing Beach Resort

GullWing Beach Resort

3.5 star property
South Island
9.4 out of 10, Exceptional, (932)
"Great location"
United States
Andrey
GullWing Beach Resort
Luxury Suite, Sea View | Beach/ocean view
Island Inn

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 ￥36,820
￥41,055 total
includes taxes & fees
Nov 18 - Nov 19
Island Inn
Property entrance
Wiggins Pass Chalet

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
Balcony view
Lovers Key Resort

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
Beach nearby, sun loungers
4 Bedroom Beach Home on a Private Island with a Private Pool

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
Grand Studio Suite, Kitchenette | Living area | 43-inch Smart TV with cable channels, Hulu, streaming services
Lazy Cuckoo Inn

Lazy Cuckoo Inn

2.0 star property
Fort Myers Beach
9.0 out of 10, Wonderful, (220)
"Great location and very clean, cute place"
United States
Sarah
The price is ￥8,389
￥14,335 total
includes taxes & fees
Nov 16 - Nov 17
Lazy Cuckoo Inn
Apartment, 1 Bedroom | Private kitchen | Full-size fridge, microwave, oven, stovetop
Landing Apartments near North Fort Myers

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
Dock
Matlacha Tiny Village

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 ￥17,886
￥31,499 total
includes taxes & fees
Nov 17 - Nov 18
Matlacha Tiny Village
Outdoor pool, a heated pool, sun loungers
Resort Harbour Properties

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
Beach/ocean view
Sanibel Siesta on the Beach

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
Outdoor pool, a heated pool
2 Private Cabanas with kitchen and a Private Pool.

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.
Condo (2 Bedrooms) | Property amenity
Seaside 303

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

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

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🏝️🌅 🏖️
Outdoor pool, a heated pool
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

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!
4 bedrooms, iron/ironing board, travel crib, WiFi
Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH

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 ￥23,417
￥64,117 total
includes taxes & fees
Nov 30 - Dec 1
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

Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

10/10 Excellent
"Everything was as expected, nice room, great staff, easy parking"
Alan 1-night trip
Posted 15 hours ago
Baymont by Wyndham Fort Myers Central

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
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  • 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 12 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.