The best trailer rentals in Windermere, FL
Over 1 million nights booked
|
4.4(11,300 reviews)
Top trailers in Windermere, FL
Superhost
2023 Jayco Jay Flight with Bunkroom
5.0$130 USD /night
Lauren's Heartland Mallard m33 Travel Trailer
5.0$115 USD /night
Superhost
2024 Mav27 **Welcome to our...Airbnb on Wheels II ** Delivery and setup only
5.0$98 USD /night
Superhost
Stephanie's Keystone "Heidi" LHS Travel Trailer
4.8$69 USD /night
Debra's Forest River rockwood Travel Trailer
5.0$100 USD /night
Forest River Flagstaff E Pro Travel Trailer
5.0$100 USD /night
Delivery Only
Grand Design Bunkhouse Perfect for Families
5.0$150 USD /night
GoRoadie's Forest River Salem cruise lite Travel Trailer
5.0$99 USD /night
Superhost
Amazing Catalina Legacy Bunkhouse perfect for your Vacation! Delivered to Fort Wilderness
5.0$125 USD /night
Big Bertha's Bunkhouse- 2022 Forest River Wildwood 29VBUD
$99 USD /night
trailers available for delivery in Windermere, FL
Aunt Annie's Attic Forest River 26DBH Travel Trailer
$59 USD /night
Delivery Only
Carson's Keystone Cougar Sport Fifth Wheel
$125 USD /night
Delivery Only
NEW 2025 Disney Dutchmen Colorado Travel Trailer
$120 USD /night
Grand Design Transcend Bunkhouse
$110 USD /night
Superhost
Welcome to Our Family's Airbnb on Wheels I ***2023 Forest River 263bhxl Salem Cruise Lite Travel Trailer
5.0$98 USD /night
Most popular RV searches in Windermere, FL
MotorhomeClass AClass BClass CCampervanFifth WheelTravel trailerToy haulerMicro trailerGrand RiverRockwoodKeystoneDutchmenHeartlandGrand DesignStarcraftColemanCrossroadsPalominoKZPrime TimeCruiser RVHighland RidgeNucampThor Motor CoachFleetwoodEntegra CoachAirstreamWinnebagoForest RiverJaycoGulf StreamCoachmen
How to rent a trailer in Windermere, FL with RVezy
Search available RVs
Use RV search to specify where, when, and how you want to travel. Looking for pet-friendly RVs? With delivery? You got it!
Explore the best RVs
Each RV listing provides you with pictures, prices, descriptions, available add-ons, reviews, and information about the owner.
Book your RV
Booking requests include your basic travel plans to help owners get to know you and make recommendations for your trip!
Hit the road!
On the first day of your trip, your host will walk you through their RV so that you’re well prepared for your adventure!
Do you own an RV? Make money by renting it out.Learn more
Recent trailer rental reviews in Windermere, FL
We used the RV for overflow sleeping accommodation for a big thanksgivings family gathering. The RV was delivered on time and set up quickly. It was in perfect condition and ready to use. Lauren answered our questions quickly and she was very nice to work with for the entire process. We would gladly rent this RV again!
Great little camper. We will definitely rent it again
Love it! I highly recommend! ⭐️⭐️⭐️⭐️⭐️
A Perfect Glamping Experience with Jana and Jerry’s Airbnb on Wheels!
Our family camping trip was transformed into a cozy retreat thanks to Jana and Jerry’s amazing Airbnb on wheels! From the moment we stepped in, we felt right at home. The bed was super comfortable, and the full kitchen setup was a dream—coffee maker, perfectly sized fridge, and everything we needed to cook real meals, not just campfire snacks!
We loved having the TV with app connectivity—streaming Hulu and all our favorite shows made evenings extra relaxing. The bathroom setup was so convenient, and the hot shower was a luxury after a day outdoors. I turned to my husband and said, “This is it—I’m done with tents!”
Jana and Jerry thought of everything to make this mobile home feel like a true getaway. If you’re looking for a camping experience with comfort, warmth, and all the right amenities, I highly recommend this stay. We’ll definitely be back!
I have so many photos to share, maybe at least ten photos allowed!
Anyways, thank you Jana and Jerry!
What are RV trailers?
Trailers are a versatile and popular RV option for those who want the flexibility of towing their accommodations behind a vehicle. This type of RV comes in various shapes and sizes, such as travel trailers, pop-up campers, fifth wheels, and toy haulers. Their lengths can range from 10 to 40 feet, with weights varying from 1,000 to 20,000 pounds. Trailers can be used for road trips, weekend getaways, or family vacations, as they offer a range of amenities and sleeping arrangements to accommodate different needs. When towing a trailer RV, it is essential to have a suitable tow vehicle and ensure that you are familiar with the trailer's handling and turning capabilities, especially when reversing or navigating tight spaces.
Renting a trailer can cost between $50 and $250 per night, depending on the RV's size, amenities, and age. You will need a tow vehicle with the appropriate towing capacity and hitch setup to tow a trailer. Many guests prefer to have their RV rental delivered directly to their destination because it's convenient and eliminates the need to tow. Your RVezy host will walk you through the basic operations of your rental, including managing the black tank (waste), gray tank (used water), extending and retracting any slides or pop-ups, and operating the generator (if applicable). Make sure to ask your host any questions or address any concerns you may have to ensure a smooth and enjoyable RV rental experience.
Frequently asked questions about renting a trailer in Windermere, FL
How does renting a trailer in Windermere, FL work?
RVezy connects local trailer owners in Windermere, FL with travelers looking for adventure. From secure payments and verified profiles to insurance and roadside assistance, RVezy handles all the details so you can focus on the fun part: hitting the open road!
How much does it cost to rent a trailer in Windermere, FL?
The average trailer rental near Windermere, FL starts at around $150/night, depending on the size, features, and season. Many hosts offer weekly or monthly discounts between 10%–20%, so the longer you travel, the more you save.
What’s included in my trailer rental in Windermere, FL?
Many trailers on RVezy comes with the essentials you need for a smooth getaway, including cookware, utensils, bedding and even camping gear. Many hosts go the extra mile with outdoor chairs, BBQs, or add-ons like generators. Each listing clearly shows what’s included.
What type of vehicle do I need to tow trailer in Windermere, FL?
To tow a trailer in Windermere, FL, you’ll need a vehicle with enough towing capacity for its weight. Most mid-size SUVs and trucks can handle lightweight travel trailers, while larger fifth wheels may need a heavy-duty pickup with a fifth-wheel hitch. Ask the host in Windermere, FL to confirm if your vehicle is suitable before booking.
How do I set up a trailer at a campsite near Windermere, FL?
Setting up a trailer at a campground near Windermere, FL is straightforward. Most trailers and fifth wheels come with stabilizing jacks, power hookups, and leveling tools. Your RVezy host in Windermere, FL will walk you through the setup process during pickup to help you park safely once you reach your site.
Can I rent a trailer for a one-way trip from Windermere?
Most rentals on RVezy are round-trip, meaning you’ll return the trailer to the same location where you picked it up. However, some hosts in Windermere, FL may be open to one-way trips or delivery to another city if arranged in advance. Message the host directly to ask about one-way travel options before booking.
Is insurance included when renting a trailer in Windermere, FL?
Every trailer rental includes comprehensive insurance coverage and 24/7 roadside assistance. That means protection for both you and the vehicle, so you can travel confidently knowing you’re covered no matter where the road takes you.
Are trailers in Windermere, FL pet-friendly?
Many trailer owners near Windermere, FL welcome pets. You can filter by Pet-Friendly when searching to find the perfect RV for you and your furry co-pilot.
Can the trailer be delivered near Windermere, FL?
Delivery is one of the most convenient features on RVezy. Whether it’s your driveway, a local campground, or a festival site near Windermere, FL, many hosts offer to deliver and set up the trailer right at your chosen location. It’s perfect if you’d rather skip the driving and start relaxing!
What's the best time of year to rent a trailer in Windermere, FL?
The best time to rent a trailer in Windermere, FL depends on the season and what kind of trip you’re planning. Peak RV season runs from May through October, when the weather is warm and campgrounds are open. Spring and fall are great times to find lower prices and fewer crowds, especially for trailer getaways close to home.
How far in advance should I book my trailer trip in Windermere, FL?
During peak summer months, the most popular trailers in Windermere, FL can book out two to three months in advance, so it’s best to book your trailer as early as possible! Last-minute rentals are often available, but booking early gives you more choices, better prices, and time to coordinate pickup or delivery with your host.
Have more questions about your trailer rental in Windermere, FL?
RVezy’s friendly customer support team is available before, during, and after your trip to help with anything you need for your RV rental in Windermere, FL. You can reach us anytime at help.rvezy.com or contact us here: https://help.rvezy.com/hc/en-us/requests/new.
Nearby cities to rent a trailer
Oak Ridge, FL8 miles awayConway, FL13 miles awayCelebration, FL13 miles awayRio Pinar, FL17 miles awayGoldenrod, FL17 miles awayBelleview, FL50 miles awayOdessa, FL66 miles awayGreater Carrollwood, FL67 miles awayTampa, FL68 miles awayDunedin, FL83 miles awaySt. Petersburg, FL85 miles awayGainesville, FL93 miles awayFruit Cove, FL112 miles awayBell, FL118 miles awayJacksonville, FL127 miles awayPalmona Park, FL128 miles awayFort Myers, FL131 miles awayBranford, FL131 miles awayYulee, FL148 miles awayDelray Beach, FL168 miles away
Explore nearby campgrounds
Oak Ridge, FL8 miles awayConway, FL13 miles awayCelebration, FL13 miles awayRio Pinar, FL17 miles awayGoldenrod, FL17 miles awayBelleview, FL50 miles awayOdessa, FL66 miles awayGreater Carrollwood, FL67 miles awayTampa, FL68 miles awayDunedin, FL83 miles awaySt. Petersburg, FL85 miles awayGainesville, FL93 miles awayFruit Cove, FL112 miles awayBell, FL118 miles awayJacksonville, FL127 miles awayPalmona Park, FL128 miles awayFort Myers, FL131 miles awayBranford, FL131 miles awayYulee, FL148 miles awayDelray Beach, FL168 miles away
View all campgrounds