When to go to Orlando
Aim for late October through mid-April — 72-82 F, post-rainy-season, hurricane window closed after November 30 — with the sweet spots in early December and mid-January to early February when park crowds thin. Trailer-specific timing: Wekiwa Springs releases sites at 8 a.m. daily for dates 11 months out (10 for non-residents) and summer Saturdays are gone in 15 minutes, while the Kissimmee resorts hold 12-month windows with far less drama. Avoid late August through early October: peak hurricane season means a possible evacuation with a trailer in tow on a jammed I-4, and daily 4-6 p.m. supercells make every afternoon hitch-up a soaking.
Where the trip actually bases in Orlando
Every place below comes from the Orlando arrival guide.
Encore Tropical Palms RV Resort
The unhitch-and-stay base: full hookups on 69 acres, trailers to 45 feet, roughly $85 a night, 4 miles from Walt Disney World and walking distance to Old Town Kissimmee. Drop the trailer Sunday, run park days all week in the tow vehicle, and use the included dump station before the Saturday return.
Encore Sherwood Forest RV Resort
The sibling Kissimmee resort at about $80 a night: full hookups for rigs to 45 feet, pool, hot tub, and mini golf, sitting 4 miles from Disney and 12 from Universal. When Tropical Palms is booked — or when your week splits between both park systems — this is the equivalent move with the same 12-month booking window.
2 more places around Orlando
Wekiwa Springs State Park Campground
The state-park counterprogram to park week: $24 a night, 60 sites split between 50-amp full-hookup and 30-amp water/electric loops. A towable is the right rig here — leave camp set up and day-trip in the car. Its dump station also takes walk-ups for $10, the cheapest non-guest dump in the metro per the city guide.
Orlando NW / Orange Blossom KOA Journey
The Apopka fallback with 100-foot paved pull-throughs — meaningful with a long truck-and-fifth-wheel combination, since you may never need to back up at all. Around $75 a night with full hookups; the dump station runs $20 for non-guests if you are just passing through on the way out of the metro.
Coming to Orlando? Tell us the nights.
Owners in Florida can submit listings for review. Give us the window you want — you get one email the day a rig covers it, and nothing else.
Frequently asked about towable rentals in Orlando
Can I park a trailer at a friend's house near Orlando?
In unincorporated Orange County, only with a county Boat/RV permit pulled before you arrive — placement, screening, and setback rules apply, and code enforcement responds to neighbor complaints against both the property owner and the visitor. Inside Orlando city limits, residential street parking is off the table entirely. A licensed park is the reliable answer.
Which Orlando-area campground should I pick for Disney trips?
Tropical Palms and Sherwood Forest both sit about 4 miles from Disney property with full hookups for trailers to 45 feet at $80-85 a night on 12-month windows. Fort Wilderness is inside the gates but books 499 days out by phone for peak weeks. Wekiwa Springs at $24 is the nature-day counterweight, 16 miles north.
What tow vehicle do I need for an Orlando trailer trip?
Match the listing's stated dry weight to your vehicle's tow rating — every PickRV towable publishes it, and half-ton-towable tags flag what a common pickup pulls. Flat Florida terrain is about as forgiving as towing gets; the real work is the I-4 corridor, so plan arrivals outside the 4-6 p.m. storm window.
Around Orlando
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What it costs, without the drip
Travel trailers and fifth-wheels on PickRV list from $65 to $285 per night — the budget-friendly end of the catalog because you bring the tow vehicle. Checkout adds one 10% service fee, and a cancellation at least 48 hours before pickup returns the rental charges in full. Site fees in the Orlando plan run $24-85 a night; check each listing's dry weight against your tow rating before booking.
What counts as Towables on PickRV
A towable is the camper you pull behind your own truck or SUV instead of driving. You supply the tow vehicle; the host supplies the living space. That split usually means a lower nightly rate than a motorhome, plus the freedom to unhitch at the campsite and keep your truck for day trips. PickRV covers four common types. Travel trailers are the all-rounder for families. Fifth-wheels are taller, roomier rigs that connect to a pickup bed for stable long-distance towing. Popup and teardrop trailers are light and simple — easy to pull to a state park lake or a weekend festival. The key number is tow weight: each listing lists dry weight so you can match it to your vehicle. Renters pay one transparent 10% service fee at checkout, with no drip pricing, and a cancellation at least 48 hours before pickup returns the rental charges in full.