Vacation Rentals


Properties Available 374 properties available
Suite Features:• 3 bedrooms (4 beds in total) • 2 Bathrooms • Complimentary wifi• Smart TVs • Fully equipped kitchen• In suite laundry machines• Central air conditioning• Large furnished private balcony• Free onsite parkingBuilding Amenities:• Outdoor pool• Game room (table tennis and mini basketball)• Fitness center• Sauna• Meeting RoomsThis pet-
Upstay Tropical Style Family Condo w Pool
Pet Friendly
$120.00 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (39)
Lights, magic, vacation! Stay minutes from Walt Disney World and Disney’s Animal Kingdom in this bright, hotel‑style suite—perfect for families, friends, or anyone chasing the pixie dust.Your Private Suite Includes• 2 plush Queen beds with hotel‑quality linens• Large Smart TV for movie nights after the parks• High‑speed Wi‑Fi + dedicated workstatio
Upstay Studio Apartment w Pool near Disney World
$44.00 USD / average per night
Bathrooms 1 baths
Guests 4 guests
Rating 5 (6)
Spacious 9BR Lakeview Villa with Pool, Hot Tub & Resort Perks Welcome to your ultimate family retreat in sunny Kissimmee—just minutes from Disney! This stylish 9-bedroom, 7-bathroom vacation home comfortably sleeps up to 20 guests and is packed with premium amenities both inside and out. From lake views to a resort-style backyard and a fully upgrad
Upstay 9BR Disney Retreat w Pool BBQ Hot Tub
$360.00 USD / average per night
Bedrooms 9 bedrooms
Bathrooms 7 baths
Guests 19 guests
Rating 5 (30)
Enjoy laid-back coastal living at this two-story canal-front home, complete with private water access and everything you need for a fun-filled getaway. With space for up to 8 guests, it’s ideal for families, couples, or snowbirds seeking sun, fishing, and relaxation.Outdoor Living on the Water• Step outside and embrace life on the canal:• Private b
Hot HOT 22
Canal Front Retreat w Boat Dock Coastal Views
Pet Friendly
$265.00 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (14)
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
Hot HOT 10
Upstay Spacious Home w Private Pool Hot Tub
$171.00 USD / average per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (2)
This 2-bedroom suite at Lake Buena Vista Resort is perfect for families and groups of up to 6 guests. With roomy interiors, a private balcony overlooking the Pirates’ Plunge Pool, and full access to incredible on-site amenities, it’s the ideal home base for an unforgettable Orlando getaway.Your Private Retreat• Master suite with king bed, walk-in s
Buena Vista Resort Condo w Pool Private Patio
$130.00 USD / average per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (37)
Welcome to your peaceful Orlando retreat, tucked inside the gated Ventura Golf Resort. This bright and cozy 2-bedroom, 2-bathroom apartment offers the perfect mix of comfort, convenience, and resort-style living—just minutes from Orlando’s top attractions. Ideal for couples, families, or small groups, it’s fully equipped for a relaxing and memorabl
Upstay 2BR Family Condo Ventura Golf Country Club
$125.00 USD / average per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (2)
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.
Hot HOT 12
Upstay Family Retreat w Pool Cinema Games Room
$362.00 USD / average per night
Bedrooms 10 bedrooms
Bathrooms 8 baths
Guests 20 guests
Rating 5 (10)
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
Family Condo Near Disney w Pool Gym Pets Welcome
Pet Friendly
$117.00 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (3)
Home Highlights:- Large Furnished Sundeck- Private Swimming Pool and Jacuzzi Hot Tub- BBQ Grill and Poolside Dining Option- Large Capacity Indoor Dining Area- Fully Equipped Chef's Kitchen- Smart TVs and High Speed WiFi Connection- In-Home Movie Theater with Projection Screen - Arcade Games Room with Billiards, Foosball. and more- In suite laundry
Upstay Resort Home w private pool ChampionsGate
$225.00 USD / average per night
Bedrooms 8 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (25)
Sunshine, style, and serious fun! This vibrant 4-bedroom, 3-bathroom home is your family’s dream Florida retreat—complete with a private pool, stylish interiors, and a retro Pac-Man-themed game room for nonstop entertainment. Located in the sought-after Solara Resort, you’ll be minutes from Disney and have full access to world-class amenities.Wheth
Spacious 4BR Family Townhouse Private Pool BBQ
$160.00 USD / average per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (20)
Grab your friends and an IPA (is this the cool Austin thing now!? Idk I stopped drinking last year when this home was built. That's a lie... that I stopped drinking) and head outside to the yard for a proper outdoor Olympics. Enjoy corn hole and ring toss while chatting with your buds, reminiscing about the good ol’ days. But, spoiler alert, the go
Stylish 3BR East Side Retreat w Patio BBQ
Pet Friendly
$600.00 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (38)

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