Upstay Vacation Rentals in Orlando - Florida
211 properties available
Sun, space & comfort in a gated resort community! Welcome to this bright and welcoming 2-bedroom, 2-bathroom condo — the perfect home base for families, couples, or business travelers looking to enjoy the best of Orlando. Located in a secure, gated community with access to top-notch amenities and just 25 minutes from Disney, it’s designed for relax
Please note the listing photos are only representative imagery, the actual furniture and decorations may varyHome Features:• 3 spacious bedrooms • 1 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
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
Modern Comfort, Resort Perks & Family-Friendly Fun! This bright and spacious 3-bedroom, 2-bathroom condo is your perfect home base for exploring Central Florida. Tucked just off Highway 192, you'll be minutes from top golf courses, dining, shopping, and iconic theme parks—with resort-style amenities and thoughtful comforts waiting when you return.P
Step inside your ultimate group retreat — a beautifully designed 12-bedroom, 11.5-bathroom villa at Veranda Palms Resort offering over 5,000 sq ft of stylish living space. From the moment you enter, you’ll be greeted by bright open-concept interiors, modern furnishings, and thoughtful details that make large-group stays effortless. Soak up the Flor
Magic, movies & memories! This 12-bedroom, 11.5-bathroom Bella Vida Resort home is a showstopper for large groups, family reunions, and milestone celebrations. Sleeping up to 24 guests, it’s packed with entertainment, from an Avatar-themed arcade to a private theater and custom-designed themed bedrooms. Just minutes from Disney, you’ll have your ow
Please note: Photos are representative only and the exact suite you receive may vary in layout, furnishings or décor. This is an older building, and some features may reflect its age. We operate independently of the on-site reception and do not provide hotel-style services such as daily cleaning or daily towel and linen changes. Your suite will be
Welcome to the ultimate vacation destination for families, friends, and large groups. Just 8 miles from Walt Disney World and 10 miles from Universal, it combines private poolside fun, a fully equipped cinema room with recliner seats, a game lounge, and access to Bella Vida Resort’s top-tier amenities—making every moment unforgettable.Outdoor Livin
Pack your swimsuits and your sense of adventure—this stylish 4-bedroom, 3-bathroom townhome in Clermont’s Tranquility Townhomes community is ready for your next family getaway! With a private pool, spacious layout, and all the comforts of home, it’s the perfect spot to relax, recharge, and make lasting memories. Just a short drive to Orlando’s icon
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
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