The upstairs unit of the Jessamine Dream duplex — three bedrooms, your own kitchen and living space, and a large deck looking over Lake Jessamine.
Upstairs is its own complete home: a king master suite with private en-suite and lake views, two more bedrooms, and your own kitchen, living, and dining — with a large deck for coffee over the water. The grounds bring the yard games, fire pit, and fishing dock with poles provided, five minutes from Downtown Orlando.
About the wider estate this home is part of:
Welcome to Lake Jessamine Dream, a spacious 7 bedroom lakefront duplex in Orlando, Florida, managed by Orlando Area Luxury Rentals. Located directly on Lake Jessamine and just minutes from Downtown Orlando, this private retreat sleeps up to 16 guests and features two full kitchens, a private pool with cold plunge, hot tub, sauna, fire pit, and peaceful water views. Perfect for family vacations, extended stays, group trips, or winter getaways near Universal Studios, Walt Disney World, and Orlando International Airport.
Lake Jessamine Dream offers the rare combination of waterfront living and central Orlando convenience. Located directly on Lake Jessamine, this spacious duplex provides peaceful lake views while remaining only five minutes from Downtown Orlando, 15 minutes from Orlando International Airport, and under 25 minutes from Universal Studios and Walt Disney World. The layout makes this home ideal for larger families or groups who want space and privacy. Each level functions as its own self-contained unit with kitchen, living, and dining areas, allowing guests to gather together or spread out comfortably. Whether you are planning a winter getaway, extended stay, holiday visit, or group vacation, the property balances entertainment amenities with a relaxed lakefront atmosphere. Enjoy crisp mornings by the water, afternoons by the pool, and evenings in the hot tub or around the fire pit. With bocce ball, a putting green, paddleboards, and fishing access, there is something for every age group. The property is also pet-friendly, making it a convenient option for families traveling with dogs.
A king master suite plus two cozy bedrooms — the whole floor to yourselves. Tap a room to explore it.
Jessamine Upstairs is part of Jessamine Dream. The calendars are linked automatically: when the whole property is booked, this unit is blocked — and when this unit is booked, the whole-property listing is blocked for those dates. Whatever you reserve is exactly what you get.
All 12 five-star reviews, unedited — from Airbnb, Vrbo, Google, and direct guests. See reviews for all our homes ›
The location is so beautiful, unfortunately we didn’t get to experience sitting out on the porch because it was freezing but it would have been extremely peaceful. Austin was also very easy to get ahold of. He also check in half way through the stay. Would definitely recommend 10/10
This place is incredible. The stairs can be a little daunting if you have limited mobility, but the views of the lake you get in return make it all worth it. Very clean, very safe neighborhood. I recommend 100% The hosts were quick to respond and very friendly.
Awesome place to stay, very safe community, and very convenient to Orlando area. Highly recommend this place. The large deck is awesome to sit out on and relax, the view is incredible.
Good restaurants and things very close by.
Great spot, nice neighborhood, convenient location, beautiful view,
and all the comforts of home.
Plenty of room. The view was amazing, we had a great time.
Can't say enough good things! the deck was beautiful, the neighborhood was very safe, lake view was awesome, the airport was only 15 min away, and it was 10 minutes to downtown.
Some of the other things that i liked was the attention to detail on all the furnishings. you can tell when people just piece mail a unit or when they put effort in and this place definitely shows some effort.
ghita and austin were also both very friendly and answered all my questions right away. definitely worth the 5 stars!!!
Cozy place. Hosts were great to work with.
Great location & communication from host.
Very kind people, appreciate the stay!
Great stay. Private peaceful place!
Amazing hosts and beautiful scenery. A great place to relax and reconnect. My only mention would be to read the entire description when booking. Since it is two separate units certain areas are shared and off limits to upstairs guests. I usually go by photos and reviews skimming the description so it seemed a little misleading. (Since my family prefers private housing when using vacation rentals).
Aside from that that We would definitely stay at another property with ORLANDO EPIC RENTALS.
They even supplied the wood for the fire pit.
10 outta 10
Real-time availability for Jessamine Upstairs. Booking direct with Orlando Area Luxury Rentals means the same dates at a better price than the listing sites — no extra traveler fees.
5355 Jessamine Ln, Orlando, FL — directly on Lake Jessamine, 5 minutes from Downtown Orlando, 15 from the airport, ~20 from Universal and Disney.
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