Upstay Vacation Rentals in Orlando - Florida
217 properties available
This spacious and stylish 12-bedroom, 11.5-bathroom home in Veranda Palms Resort is designed for unforgettable group stays. Sleeping up to 26 guests, it's perfect for family reunions, large gatherings, or multi-family vacations—all just minutes from Disney, Universal Studios, and Orlando’s top attractions.From a private poolside haven to a loaded g
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
Let the good times roll! This playful 6-bedroom, 5-bath family retreat at Solterra Resort is designed for groups that love to relax, play, and make memories together. With room for up to 18 guests, a private pool, hot tub, two bikes for cruising the resort, a game loft, and access to resort amenities, it's the perfect home base for your next Orland
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
Lake Views, Private Pool & Movie Nights – 5BR Fun-Filled Retreat at Bella Vida Resort. Welcome to your dream getaway! This 5-bedroom, 5-bathroom vacation home at Bella Vida Resort is a sun-soaked escape for families and groups looking for both adventure and relaxation. With resort-level amenities, a private lake-facing pool, and in-house entertainm
Step into your own private slice of resort-style paradise. This spacious villa blends luxury, comfort, and non-stop entertainment — approximately 15 miles from Universal Studios — giving your group the perfect home base for an unforgettable Orlando stay. Whether you’re relaxing by the pool and hot tub, exploring the themed bedrooms, or enjoying the
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
Home Features:- 8 bedrooms, 5 bathrooms - Fun themed bedrooms: A Star Wars-themed bunk room and a Taylor Swift-themed twin room- Private swimming pool and hot tub- Furnished patio with covered outdoor dining area and sun loungers- In-home Harry Potter themed movie theater- Additional 2 TV lounge areas with smart TVs- Large capacity indoor dining ta
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
Family-owned and professionally managed by Upstay, Waypoint Villa delivers hotel-quality standards, local support, and a seamless stay from booking to checkout.✔ Pool Heating ( available October - March )✔ Hot tub heating ( Available all year- round )✔ Baby travel essentials available✔ Thoughtfully designed for groups, no surprise add-onsHome Highl
Your dream group getaway starts here! This 10-bedroom, 8.5-bathroom villa at Windsor Cay Resort is designed for large families and groups up to 26 guests seeking fun, comfort, and style—all just 9 miles from Disney and under an hour from Universal. Step inside to discover stunning themed bedrooms, vibrant entertainment spaces, and modern amenities
Step into sunshine and serenity at this bright and welcoming 2-bedroom, 2-bathroom condo — the ideal home base for families, couples, or friends exploring Central Florida. Perfectly positioned just off Hwy 192, you’ll be minutes from world-famous attractions like Disney and Universal, plus great local dining, golf, and shopping.Blending resort-styl
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