Upstay: Stylish Resort Getaway w/ Pool near Disney — Winter Garden, FL — vacation rental

Upstay: Stylish Resort Getaway w/ Pool near Disney

📍 Winter Garden, FL, US
GGuesty~$115
Per night, excl. host's fees · ~ estimatesHow we estimate

Welcome to your home away from home in the heart of Palisades Condominiums—a well-loved community blending both short and long-term stays. This stylish three-bedroom condo offers the perfect balance of comfort, convenience, and resort-style living. Ideal for small families or a getaway with friends, the space is thoughtfully designed for relaxation and connection. You’re just a 10-minute drive from the magic, making this an unbeatable location for your Orlando adventures.

About the Home

Welcome to your perfect Orlando base—a bright and spacious 3-bedroom, 2-bathroom condo designed with families and small groups in mind. Whether you're relaxing after a theme park day or enjoying a quiet morning on the balcony, this home has everything you need. Please note the listing photos are only representative imagery, the actual furniture and decorations may vary Comfortable, Family-Friendly Bedrooms • Three thoughtfully furnished bedrooms with four total beds • A Star Wars-themed bunk room that’s a hit with younger guests • Primary suite with a private ensuite bathroom featuring a tub • Fresh linens, cozy bedding, and ample closet space Cook, Dine & Unwind • Fully equipped kitchen with modern appliances and cookware • Smart TVs and high-speed Wi-Fi for entertainment or remote work • Central air conditioning for year-round comfort • Indoor dining area plus a furnished private balcony for outdoor meals or evening drinks All the Extra's You’ll Appreciate • 1,288 sq. ft. of bright, well-designed living space • A quiet and welcoming community with easy access to nearby attractions • Ideal for quick getaways, extended stays, or family vacations Book now and experience the perfect mix of style, comfort, and convenience—all just a short drive from the magic of Disney!

Good to know

• For smooth and secure check-in, all guests must complete the Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is complete. Thank you for helping us ensure a seamless stay! • The images on the listing are representation of all the units within the building. The unit you will stay in will be confirmed on your arrival date. • Please note that the heater for the pool and spa is temporarily unavailable. We apologize for any inconvenience and appreciate your understanding. Pet Friendly: Pets are welcome at our property. A maximum of two pets under 40 lbs each is permitted. A pet fee of $99 per pet applies and will be collected after booking. Additional Services: • Rent a Pack 'n play for $39 (one-time fee) • Rent a highchair for $29 (one-time fee)

The Neighborhood

Palisades Condominium is right off the 192, with easy access to a great selection of restaurants, shopping spots and entertainment.

Guest Access

Parking: • There is free parking available in the lot underneath the building, please note this cannot be reserved and is on a first come, first serve basis, with a height restriction of 7.5 Ft. Open spaces surrounding the main building are available for taller vehicles. Unit Access: • As you enter through the main entrance to the lobby, you'll notice hallways with wide clearance and two elevators. Guest Convenience: • Lobby vending machine available offering drinks and snacks for quick and easy access during your stay. • Keep entertained with complimentary access to the condo amenities open from 8am to 10pm, year round: Outdoor pool | Game room (ping pong table and mini basketball) | Fitness center | Sauna Please note the images on the listing are representation of all the units within the building. The unit you will stay in will be confirmed on your arrival date.

House Rules and Terms

1. Parties, events, and smoking/vaping are prohibited in or around our property. 2. Please check-out on time. 3. Please keep pets off the beds and furniture. Thank you for helping us keep the home comfortable for every guest. 4. Firearms and weapons are strictly prohibited on the property.

What this place offers

Safety & cleaning 5Family, pets & fun 5Parking & access 2Views & setting 2Tech & work 3Pool & outdoors 5Kitchen & dining 14Comfort & essentials 19Rules & details 1
Carbon monoxide detector
Cleaning Disinfection
Enhanced cleaning practices
Fire extinguisher
Smoke detector
Gym
Pets allowed
Ping pong table
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
Elevator
Free parking on premises
Downtown
Town
Internet
TV
Wireless Internet
Communal pool
Hot tub
Outdoor pool
Outdoor seating (furniture)
Swimming pool
Baking sheet
Blender
Coffee maker
Dining table
Dishes and silverware
Dishwasher
Freezer
Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Wine glasses
Air conditioning
Bathtub
Bed linens
Body soap
Ceiling fan
Clothing storage
Conditioner
Dryer
Essentials
Hair dryer
Hangers
Heating
Hot water
Iron
Room-darkening shades
Shampoo
Shower gel
Towels provided
Washer
Long term stays allowed

Booking and price

Book on
the host's own site (upstayreservation.guestybookings.com). CielStay links you there and charges no fee.
Nightly rate
Close to the typical rate for the 26 homes we list in Winter Garden

More homes nearby

Explore around Winter Garden

Kissimmee & the Orlando Theme Park Area, Florida
Travel guide · Florida
Kissimmee & the Orlando Theme Park Area, Florida
Kissimmee and the surrounding Orlando area communities — Davenport, ChampionsGate, and south Orlando — form the heartland of American family vacation travel. Walt Disney World, Universal Orlando, and SeaWorld anchor a destination where multi-bedroom villas with private heated pools, themed bedrooms, and resort-community water parks have become the defining accommodation. Whether your group wants a six-bedroom villa with a game room five minutes from Disney, an eight-bedroom resort estate with twin theaters at ChampionsGate, or a condo near International Drive, this guide covers where to stay, what to expect from the resort communities, and how to plan a trip centered on the world's most famous concentration of theme parks.

Property sourced from Guesty • Listing stale? Update it!

$115/ night
excl. host's fees
GuestsUp to 7
Bedrooms3
Bathrooms2
Guests2
Pets · not listed as allowed0
📅 No current calendar from the host's site
GGuesty~$115
Per night, excl. host's fees · ~ estimatesHow we estimate