A seven-bedroom duplex right on Lake Jessamine — two full kitchens, a private pool with cold plunge, hot tub, sauna, and a fishing dock, five minutes from Downtown Orlando.
Jessamine Dream is a true duplex: separate upstairs and downstairs units, each with its own kitchen, living room, and dining area — so big groups spread out instead of stacking up. Between them sits the good stuff: a private pool with a cold plunge, a poolside hot tub, a sauna and weight room, a fire pit, bocce ball, and a putting green. Fishing poles and paddleboards are included for the dock, and jet-ski rentals deliver right to the lake. All of it five minutes from Downtown Orlando — and yes, the owners have both hit buzzers on American Ninja Warrior.
Each floor lives like its own home — full kitchen, living room, and dining on both levels, with seven bedrooms between them including a downstairs tropical master, the detached Harry Potter twin room, and an upstairs king suite. The game room brings a pool table, ping pong, and arcade basketball; the yard brings the fire pit, putting green, and bocce court; the dock brings sunrise fishing on Lake Jessamine.
Want just one floor? The Upstairs and Downstairs units can also be booked individually.
A downstairs unit, an upstairs unit, and one detached surprise — a living-room futon brings total sleeping to 16. Tap a room to explore it.
The duplex layout is the trick: families and friend groups get togetherness by the pool and privacy on their own floors. Guests use Jessamine for family reunions, golf trips, and long lakefront stays year-round.
“It comfortably fit our group of 13 with plenty of space to spread out. The private pool and hot tub were a huge hit — and one of the highlights was being able to fish right off the dock.”
“The sauna was incredible and the hot tub became a nightly gathering for everyone. The split plan — upstairs and downstairs units with their own kitchens and living spaces — gave everyone the peaceful moments they needed. Can't wait to stay again!”
“Eight of us planned a golf trip and were looking for a place to stay together and relax when we got back. The playroom and pool area did the job for us!”
“The place was spotless and well maintained. We especially enjoyed the hot tub, pool, and fire pit — and the location just south of downtown Orlando was great.”
“We rented jet skis and they brought them right to the lake outside. The house was very spacious — we will definitely be back.”
“Loved the ample space for our group and clean rooms. Centrally located in Orlando made it a breeze getting to our planned events.”
Verified-stay reviews via Airbnb, Vrbo & direct bookings.
Real-time availability for Jessamine Dream. Booking direct with Orlando Area Luxury Rentals means the same dates at a better price than the listing sites — no extra traveler fees.
Comparing dates? See availability for all our homes on one calendar ›
5355 Jessamine Ln, Orlando, FL — directly on Lake Jessamine, 5 minutes from Downtown Orlando, 15 from Orlando International Airport, 20 from Universal and the Convention Center, and 22 from Disney.
