Upstay Vacation Rentals in Orlando - Florida
157 properties available
Outdoor Paradise & Poolside Fun• Private pool & hot tub (Please note: Hot tub heating is currently unavailable)• Screened-in back patio sundeck with picturesque lake views• Poolside dining area with sun loungers and outdoor BBQ grillLiving Area & Game Room• Spacious group seating area with TV and WiFi• Converted garage game room featuring billiards
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
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
Family-Friendly 6BR Home w/ Pool, Hot Tub & Game RoomSpacious and stylish, this 6-bedroom, 4.5-bath retreat is perfect for group getaways! Enjoy two master suites (one on each floor), a private pool & hot tub, and a Mario-themed game room. Whip up meals in the fully equipped kitchen, relax across two living areas, and dine indoors or al fresco.Home
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
Sunshine, style, and nonstop fun. This vibrant 4 bedroom, 3 bathroom Florida retreat features a private pool, stylish interiors, and a retro Pac Man themed game room for group entertainment. Located in the sought after Bella Vida Resort, you are minutes from Disney with access to world class amenities.Whether you're splashing in the sun or kicking
Welcome to your perfect Orlando base—a bright and spacious 3-bedroom, 2-bathroom condo designed with families and small groups in mind. Whether you're relaxing after a theme park day or enjoying a quiet morning on the balcony, this home has everything you need.Please note the listing photos are only representative imagery, the actual furniture and
Resort Living, Private Poolside Bliss & Endless Family Fun! This spacious 5-bedroom, 5-bathroom retreat is your ticket to a perfect Florida vacation. Set in a stunning resort community with two luxury clubhouses, this home features a private pool, Jacuzzi hot tub, themed entertainment spaces, and top-tier amenities for the whole crew—just minutes f
Big house, bigger memories! This 12-bedroom, 11.5-bathroom vacation home is the ultimate retreat for large families, group getaways, and memory-making reunions. Located in the sought-after Veranda Palms Resort, you’re just minutes from Disney and Orlando’s top attractions—with space for 24 guests, endless entertainment, and resort-style amenities i
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
Home Features:- 5 Bedrooms (Theme Rooms for the Kids!)- 4 Bathrooms- Large Sundeck with Private Outdoor Swimming Pool- The Lion King Themed Games Room with Billiards and Arcade Games- Kids Secret Hideout TV Room- Indoor and Outdoor Dining Areas- BBQ Grill- Fully Equipped Chef's Kitchen- Large Open Concept Living Space - Smart TVs- High Speed WiFi C
Welcome to the ultimate Orlando group getaway! This 15-bedroom, 15.5-bathroom luxury villa in the gated Veranda Palms Resort is more than a vacation home—it’s an entertainment hub designed for families and friends. Hosting up to 31 guests, it blends comfort, fun, and convenience in every corner.Game, Play & Movie Magic:Why settle for just a pool wh
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