Upstay Vacation Rentals in Orlando - Florida


Properties Available 196 properties available
This stylish and spacious 3-bedroom, 2-bathroom pet-friendly condo is the perfect getaway for families, groups, or anyone looking for comfort and convenience. Located in a resort-style building with top-notch amenities, this condo offers a relaxing retreat with modern touches and plenty of space for up to 8 guests. From a luxurious king suite with
Upstay 3BR Suite w Pool Sauna Games Near Disney
Pet Friendly
$120.00 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (4)
Resort Amenities:• Gated Entrance with 24hr attendant • 6700-sq. ft. Clubhouse• Heated Shallow Entry Resort Pool• Outdoor Jacuzzi Hot Tub• Large Furnished Sundeck• Nature Walking Trails• Sand Volleyball Court• Fitness Center• Cyber Cafe• Spacious Lounge with Coffee and Tea• Outdoor Basketball Court• PlaygroundAs you pull up to your 6-bedroom house,
Lakefront Home w Pool Loft Cinema Games BBQ
$285.00 USD / average per night
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 12 guests
Home Features:- 4 Bedrooms- 3 Bathrooms- Living Room with Sofa Bed- Fully Equipped Kitchen- Dining Area- Private Swimming Pool- Furnished Sundeck- Poolside Dining Area with BBQ Grill- Star Wars Themed Games Room- Complimentary High Speed WiFi- Central A/C- In-Home Laundry Machines- Free Onsite Parking (2 vehicles can park on the driveway)Bedrooms:E
Hot HOT 26
Upstay Dream Home w Private Pool Arcade Theme Rooms
$190.00 USD / average per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (10)
Home features:- 3 Bedrooms (4 beds in total)- Private swimming pool- Foosball table in upstairs TV lounge- Smart TVs in every bedroom- High-speed internet connection- Fully equipped chef's kitchen- Large family dining table & kitchen bar seating- Central air conditioning- Private furnished back patio with recliners- Free onsite parking (2 vehicles,
Upstay Townhouse with Private Pool and Foosball
$115.00 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (3)
Home Features:- 8 Bedrooms (22 Guest Capacity)- 5 Bathrooms- Furnished Sundeck- Private Swimming Pool and Hot Tub- Backyard Grassy Area- In-Home Games Room- BBQ Grill- Fully Equipped Kitchen- Spacious Living Areas- Large Capacity Dining Areas (Indoor & Outdoor)- Laptop Friendly Dedicated Workstation- High Speed WiFi Connection- Smart TVs- Complimen
Hot HOT 19
Upstay Luxury Resort Home w Pool ChampionsGate
Pet Friendly
$300.00 USD / average per night
Bedrooms 8 bedrooms
Bathrooms 5 baths
Guests 22 guests
Rating 5 (81)
Please note the listing photos are only representative imagery, the actual furniture and decorations may vary.Suite Features:• 2 bedrooms (3 beds in total) • 2 bathrooms • Smart TVs plus high speed internet• Fully equipped kitchen• Central air conditioning• 1288 sq.ft.• Private balcony• Free onsite parking Building Amenities:• Outdoor pool• Outdoor
Upstay Condo Close to Disney w Pool and Hot Tub
$113.00 USD / average per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (43)
Home Features:• 2 spacious bedrooms • 2 ensuite bathrooms • Large luxury private furnished patio• Covered outdoor dining area (seats 6)• Private outdoor lounge• Sun recliners and umbrella shades• Screened in patio dining area (seats 4)• Spacious living room with Frozen mural• Smart TVs • High speed internet connection• Fully equipped kitchen with n
Modern 2BR Condo w Private Patio 7 min to Disney
Pet Friendly
$113.00 USD / average per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Home Features:- Swimming pool with removable safety fence- Spill-over hot tub jacuzzi- Poolside dining area with space for 12 - Sun Loungers - Games room with Air Hockey, Foosball and Table Tennis- Upstairs lounge with large projector screen- Billiards table- 12 bedrooms- 11.5 bathrooms- Fully equipped kitchen- Smart TVs- High speed internet access
Hot HOT 10
Upstay Sleeps 26 w Private Pool Hot Tub Games
$475.00 USD / average per night
Bedrooms 12 bedrooms
Bathrooms 11 baths
Guests 26 guests
Home Features:• 10 bedrooms (16 beds)• 8 bathrooms, including 5 ensuite bathrooms• The kids will love the fun themed rooms: Minions, Star Wars, Mickey Mouse, and Toy Story• Back patio that faces a garden - no rear neighbours for added privacy!• Sun loungers• Private swimming pool with removable safety fence• Spill over jacuzzi hot tub• BBQ grill• P
Upstay Modern Home w Pool Games BBQ Sleeps 18
$355.00 USD / average per night
Bedrooms 10 bedrooms
Bathrooms 8 baths
Guests 22 guests
Rating 5 (5)
Suite Features:• 3 bedrooms• 2 Bathrooms • Complimentary wifi• Smart TVs • Fully equipped chef's kitchen• In suite laundry machines• Central air conditioning• Large private balcony• Free onsite parkingBuilding Amenities:• Outdoor pool• Outdoor hot tub• Game room (table tennis and mini basketball)• Fitness center• Sauna • Meeting RoomsThis pet-frien
Upstay Condo Near Disney w Pool Hot Tub Sauna
Pet Friendly
$105.00 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (32)
Please note the listing photos are only representative imagery, the actual furniture and decorations may varySuite Features:• 1 bedroom with a King sized bed • 1 bathroom with a bathtub/shower combo• Open concept kitchen (with stove top, dishwasher, full sized fridge/freezer and microwave - please note there is no oven)• Dining table (seating for u
Modern 1BR King Bedroom Suite with BBQ Games
$64.00 USD / average per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (23)
Home Features:- 6 bedrooms- 5.5 bathrooms- Furnished patio sundeck- Private swimming pool & hot tub- Outdoor dining area- 2 large capacity indoor dining areas- Fully equipped chef's kitchen- Open concept living room with Smart TV- High speed WiFi- Movie lounge with projector screen- In home laundry machines- Games room with basketball, table tennis
Upstay Large 16ppl Home w Private Pool Hot Tub
$180.00 USD / average per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 16 guests

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