Upstay Vacation Rentals in Orlando - Florida
159 properties available
Welcome to a luxury group retreat in Sonoma Resort. This expansive 15 bedroom, 15 bathroom home offers the perfect setting for large gatherings, featuring a private pool, home theater, game room, spacious living areas, and premium amenities for an unforgettable stay.Your Private Outdoor Oasis:Soak up the Florida sunshine and enjoy outdoor living at
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 Comforts You Can Enjoy• Central air conditioning and heating for year round comfort• In unit washer and dryer for easy laundry• High speed WiFi for work or streaming• Private balcony and patio areas for fresh air and relaxation• Outdoor seating spaces for unwinding and enjoying the surroundings• The home accommodates 2 vehicles: 1 in the priva
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
Welcome to your home-away-from-home in peaceful Crescent Lakes. This spacious 6-bedroom retreat is designed for groups and families who want to relax, recharge, and enjoy effortless access to Orlando’s world-famous theme parks.Step outside to your own sun-soaked escape:• South-facing private pool that stays warm in the Florida sun• Spillover hot tu
Sun-Drenched Poolside Sanctuary• Private swimming pool + relaxing hot tub• Fully enclosed private screened-in pool lanai• Premium poolside loungers for soaking up the sun• Shaded outdoor couch seating area• Outdoor dining table for 10 for open-air mealsUnwind & Connect Headquarters• The Living Room: Open-concept space built for gathering the whole
Soak up the Florida sunshine in your private outdoor oasis, complete with:• Private screened swimming pool & hot tub with child safety fence• Furnished patio with loungers, and outdoor seating• BBQ grill for al fresco dining and poolside feasts• Fully fenced backyard for privacy and peace of mindEntertainment & Fun for Everyone:• Games room featuri
Unbeatable LocationStay close to everything Orlando offers:~9 miles to Walt Disney World~14 miles to Universal Studios & SeaWorld~20 miles to Orlando International Airport (MCO)Close to championship golf courses, outlet malls & premium shoppingEpic group getaways await. With room for everyone to spread out and gather together, this mansion delivers
Please note the listing photos are only representative imagery, the actual furniture and decorations may varyYou'll love the indoor space:• 1 bedroom (3 beds in total, including sofa bed) offering quality linens, comfy pillows and comforters.• 1 Bathroom with a bathtub.• Fully equipped kitchen (please note this unit does not include an oven).• Dini
Relax, Unwind & Enjoy the View• Comfortable living area with a couch and Smart TV• Private backyard patio overlooking the lake• Stay connected with complimentary WiFi throughout the home• Enjoy year-round comfort with a central air conditioning and heating system• Convenient parking with one garage space and one driveway space availableCook, Dine &
Relaxation, Resort Vibes & Room for the Whole Family! This spacious, pet-friendly 2-bedroom, 2-bathroom condo is the perfect retreat for families, couples, or small groups looking to soak up the sun and experience the best of Central Florida. Ideally located just off Highway 192, you’ll be minutes from top restaurants, shopping, golf courses, and w
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
Tell us what you're looking for and someone will contact you with available options.