Upstay Vacation Rentals in Orlando - Florida


Properties Available 169 properties available
This awesome home can host up to 10 guests at a time, and it's even pet-friendly! Kids will love the fun themed bedrooms, featuring MIckey Mouse and StarWars characters. The home has a large back sundeck, complete with recliners chairs and a sparkling swimming pool. There's a poolside dining table and BBQ grill - perfect for family dinners al fresc
Upstay Resort Home w Pool BBQ Games Room
Pet Friendly
$150 USD / average per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (14)
This bright and spacious lakefront home is located at the West Haven Village in Davenport. The thrill of Orlando's world-renowned theme parks is just a short drive away, and golf enthusiasts will delight in the proximity of the renowned ChampionsGate Golf Course. The retail destination of Posner Park is located just a few miles away, offering outle
Upstay Spacious Lakefront Home Near Disney
$109 USD / average per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (18)
This pet-friendly two-bedroom condo is located right off the 192, with easy access to a great selection of restaurants, golf courses, shopping spots and entertainment. Featuring two bedrooms, this condo can host up to 6 guests at a time. There is a large King bedroom with en suite bathroom, which has a private patio entrance attached. The bathroom
Upstay Large Condo w Pool Hot Tub Sauna Gym
Pet Friendly
$95 USD / average per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (26)
This pet-friendly three-bedroom condo is located right off the 192, with easy access to a great selection of restaurants, golf courses, shopping spots and entertainment. Featuring three bedrooms, this condo can host up to 7 guests at a time. There is a large King bedroom with a private patio entrance attached, and sparkling ensuite bathroom. The ba
Beautiful Condo w Outdoor Pool Hot Tub and Sauna
Pet Friendly
$110 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (11)
This pet-friendly two-bedroom condo is located right off the 192, with easy access to a great selection of restaurants, golf courses, shopping spots and entertainment. Featuring two bedrooms, this condo can host up to 4 guests at a time. There is a large King bedroom with en suite bathroom, which has a private patio entrance attached. The bathroom
Pet Friendly Condo with Pool Hot Tub Games Room
Pet Friendly
$103 USD / average per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (67)
Please note the listing photos are only representative imagery, the actual furniture and decorations may vary.You'll love the indoor space:• 2 unique bedroom styles (3 beds in total) offering a perfect balance between luxury and comfort.• 2 Bathrooms including an ensuite bathroom - with tub • Smart TVs plus high speed internet.• Fully equipped kitc
2BR Condo Pool and Hot Tub Near Disney
Pet Friendly
$103 USD / average per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (42)
There are a lot of themed rental properties in Orlando, but this is not one of them. (If you're wondering, though, if you can sleep beneath a nine-foot Elsa from Frozen, the answer is absolutely yes.) Just a mere 20 minutes from Disney World, it's a calm, neutral-colored oasis to give you a break from the technicolor madness of the parks. With fiv
Upstay Awesome Bungalow Home w Swimming Pool
$135 USD / average per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (6)
Please note the listing photos are only representative imagery, the actual furniture and decorations may vary.You'll love the indoor space:• 3 unique bedroom styles (4 beds in total) offering a perfect balance between luxury and comfort.• The kids will love the Mickey themed bunk bed room!• 2 Bathrooms including an ensuite bathroom - with tub• Smar
Luxury 3BR Condo Hot Tub Pool Near Disney
Pet Friendly
$128 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (25)
Let's kick things off with the amazing back deck. Picture this: a private swimming pool where you can cool off from the glorious Florida sun. We've even got comfy sun recliners for your total relaxation. Now, let's talk about the kitchen. You'll find top-of-the-line appliances, a spacious island countertop, and fully stocked cabinetry. Whether you'
Modern Home w Private Pool and BBQ Near Disney
Pet Friendly
$110 USD / average per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (3)
Please note the listing photos are only representative imagery, the actual furniture and decorations may vary.You'll love the indoor space:• 2 unique bedroom styles (3 beds in total) offering a perfect balance between luxury and comfort.• 2 Ensuite bathrooms • Smart TVs plus high speed internet.• Fully equipped kitchen.• Central air conditioning.•
Modern 2BR Condo Pool Hot Tub Close to Disney
Pet Friendly
$105 USD / average per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (44)
This spacious pet-friendly 3-bedroom condo can comfortably host 7 guests at a time. Featuring a King bedroom with a sparkling en suite bathroom, with both a soaker tub and standing shower. The second bedroom is a spacious Queen, and both bedrooms have their own smart TVs and private patio access. The third bedroom is a fun Minions themed bunk-bed r
Condo Near Disney w Outdoor Pool and Hot Tub
Pet Friendly
$103 USD / average per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (12)
Located over at the Bella Vida Resort, just a measly 20 mins drive away from the magical kingdom of Walt Disney World (yeah, we're basically neighbors!), this 6-bedroom vacation home has room for your whole crew. It can host up to 16 guests at a time, so bring the whole fam! Let's kick things off with the amazing back deck. You get the added privac
Modern Pool Home w Games Hot Tub and BBQ
Pet Friendly
$270 USD / average per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 5 (11)

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