Upstay Vacation Rentals in Orlando - Florida
228 properties available
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
Sunshine, Style & Space for the Whole Crew! This bright, pet-friendly 3-bedroom, 2-bathroom condo is the ultimate retreat for families, couples, or friend groups ready to enjoy the best of Central Florida. Located just off Highway 192, you'll be surrounded by great dining, golf, shopping, and top attractions—with full access to amazing resort ameni
Ahoy, vacationers! This 2-bedroom, 2-bathroom suite at Lake Buena Vista Resort is the ultimate family-friendly retreat. With 1,080 sq. ft. of space, themed bedrooms, and a private balcony overlooking the Pirates’ Plunge Pool, it’s a perfect blend of comfort, fun, and convenience for up to 6 guests.Your Private Retreat:• Master suite with king bed,
Movie Lounge, Games & Poolside Fun – Minutes from Disney!Make unforgettable memories in this newly updated 6-bedroom, 5.5-bath Solana Resort home—perfect for family vacations, group getaways, and theme park adventures. With a private pool, hot tub, movie lounge, and game-filled garage, this spacious retreat offers entertainment for every guest, jus
Sunshine, Space & Serious Style! This 7-bedroom, 6-bathroom home is built for comfort, connection, and unforgettable family fun — all just 9 miles from Disney! Whether you’re cooling off in your private pool, relaxing in the upstairs lounge, or enjoying access to Windsor Island’s world-class resort amenities, this stylish retreat has everything you
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
Space to Connect. Room to Relax. Built for Groups.This spacious 10-bedroom, 8-bathroom home in Sonoma Luxury Resort offers the perfect balance of shared living and private comfort—ideal for reunions, celebrations, or multi-family vacations near Orlando’s world-famous attractions. From generous indoor spaces to a sun-filled outdoor retreat, the home
Unit Features:• 3 bedrooms (4 beds in total)• The kids will love the Mickey themed bunk bed room!• 2 Bathrooms including an ensuite bathroom - with soaker tub• Smart TVs• High speed internet• Fully equipped kitchen• Central air conditioning• In suite laundry machines• Private furnished patios• 1288 sq.ft.• Free onsite parking Welcome to your perfe
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
Perfect for families and large groups, this spacious 10-bedroom, 8-bathroom home is packed with immersive features—like themed kids’ rooms, a Star Wars game room, and a private movie theater. Located in the brand-new Windsor Cay community, guests enjoy full access to Windsor Cay Resort’s incredible Hawaiian-style water park and clubhouse amenities.
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
Please note the listing photos are only representative imagery, the actual furniture and decorations may varyHome Features:• 3 bedrooms (4 beds in total) • 2 Bathrooms • Large furnished patio• Family dining table• Smart TV's• Comfortable living room• High speed internet• Fully equipped kitchen• Central air conditioning• In suite laundry machines•
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