Upstay Vacation Rentals in Orlando - Florida
155 properties available
Please note the listing photos are only representative imagery, the actual furniture and decorations may varyHome 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)• Spac
Treat your family or group to the ultimate Orlando escape! This 5-bedroom, 4-bathroom vacation home is packed with entertainment, comfort, and style—from a private pool and BBQ-ready patio to a full game room and an in-home movie theater. Nestled inside the gated Windsor Cay Resort, you’ll enjoy full access to brand-new resort amenities, including
Sunshine, Space & Resort-Style Living! This roomy, pet-friendly 2-bedroom, 2-bath condo is the ideal home base for families, couples, or small groups eager to unwind and explore the best of Central Florida. Perfectly situated just off Highway 192, you'll be close to top dining, shopping, golf, and world-famous attractions—plus enjoy access to fanta
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
Sun, space, and family fun! This bright, pet-friendly three-bedroom, two-bathroom condo is perfectly arranged for up to 7 guests. The layout features a fully equipped kitchen, a comfortable living area, and in-suite laundry. A spacious setup where everyone can fuel up for the Disney magic!Please note the listing photos are only representative image
Please note the listing photos are only representative imagery, the actual furniture and decorations may varySuite Features:• 2 Queen beds• Living Room with a sofa bed• 1 Bathroom with a bathtub• Kitchen (please note this unit does not include an oven)• Dining table (seating for up to 4)• TV with complimentary cable, plus high speed internet• Centr
Sun, Space & Family Fun Near the Magic! This stylish, pet-friendly 3-bedroom, 2-bathroom condo is a comfortable retreat for families, couples, or friend groups looking to unwind in Winter Garden—just a short drive from Orlando’s top attractions. With beautiful nature views, resort-style amenities, and a thoughtfully designed layout, this suite has
Welcome to your Orlando escape! This newly renovated 3-bedroom, 2-bathroom condo at Vista Cay Resort comfortably sleeps up to 12 guests and puts you center stage—just minutes from Universal Studios, SeaWorld, and the Orange County Convention Center. Whether you're chasing theme park thrills or winding down in resort-style comfort, this chic and spa
Soak up the Florida sunshine at this private group getaway in Sonoma Resort! Your outdoor oasis features a private swimming pool, spill-over hot tub, sun loungers, and a covered dining area with a BBQ grill — perfect for long afternoons and fun-filled evenings under the stars.Private Patio Perks:• Screened-in swimming pool with added privacy panels
Spacious 2-bedroom, 2-bathroom condo with a fully equipped kitchen, private bedrooms, screened-in patio, and resort amenities.Please note the listing photos are only representative imagery, the actual furniture and decorations may varyYour Private Escape Includes:• 2 bedrooms with 1 king bed and 2 queen beds (sleeps 6 guests)• 2 full bathrooms incl
A Magical Place to Relax and Enjoy• Private pool with BBQ grill for outdoor dining and relaxation• Outdoor lounge area with beach chairs for relaxing and enjoying fresh air• Indoor living area with Smart TV and WiFi for comfort and entertainmentFeel at Home While You Cook and Dine• Fully equipped kitchen for easy meal preparation• Center island wit
Home Highlights:- Large Furnished Sundeck- Private Swimming Pool and Jacuzzi Hot Tub- BBQ Grill and Poolside Dining Option- Large Capacity Indoor Dining Area- Fully Equipped Chef's Kitchen- Smart TVs and High Speed WiFi Connection- In-Home Movie Theater with Projection Screen - Arcade Games Room with Billiards, Foosball. and more- In suite laundry
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