Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16 Kissimmee Exterior photoUpstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16 Kissimmee Exterior photoUpstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16 Kissimmee Exterior photo
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up to 10% cheaper
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Check rooms and rates
From493US$ /night
Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

4489 Monado Drive, Kissimmee, Florida, United States, 34746
-
Near Give Kids The World Village
Perfect
9.2
/10

Rooms & Amenities

Upstay Ultimate Orlando Retreat offers a holiday home with eight separate bedrooms and five bathrooms, each including a bath and a hairdryer. The air-conditioned home features a TV, washing machine, tea and coffee maker, and wardrobe. Guests can enjoy city views from the rooms. Each unit is equipped with ironing facilities, heating, and air conditioning. The kitchen is fitted with a stovetop, refrigerator, dishwasher, and kitchenware. Eight beds are available.

Dining

This holiday home includes tea and coffee facilities and a dining table. Guests can use the barbecue. Onsite restaurants are available.

Leisure and recreation

Guests have access to a private pool and a hot tub. The property features a private entrance.

Location and Surroundings

Upstay Ultimate Orlando Retreat is located eight kilometers from Kissimmee and 35 kilometers from Orlando International Airport. Nearby landmarks include Give Kids The World Village (0.5 km), Shingle Creek Regional Park (1 km), Medieval Times Dinner & Tournament and Osceola County Welcome Center and History Museum (1 km). Fun 'n Wheels Family Fun Parks (2 km) and Wat Florida Dhammaram (2 km) are also close. Other nearby locations include Sam's Club (3 km), Marshalls and Forgotten Citrus Center Monument #2 and Congo River Golf (4 km).

Essential Services

The holiday home is equipped with a washing machine and a dryer.

“This Kissimmee retreat stands out for its generous space and immaculate condition, setting the stage for comfortable group stays. The inclusion of a pool and hot tub elevates the experience, creating a focal point for relaxation and enjoyment. Moreover, its location proves advantageous, placing guests within easy reach of various shops and activities.”
Hotel logo
David MillerEditor, UsFlorida
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Calendar of room availability and rates

See current availability and pricing for your dates

Facilities

Amenities are designed to ensure comfort and memorable stays
Facilities: Great
8.5/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • Pets allowed

Sports & Fitness

  • Fitness centre

Guest Parking

  • Dryer
  • Cookware/ Kitchen utensils

Spa & Leisure

  • Indoor swimming pool
  • Outdoor swimming pool
  • Spa & wellness centre

Room features

  • Air conditioning
  • Heating
  • Patio
  • Tea and coffee facilities
  • Dining table
  • Ironing facilities

Bathroom

  • Washing machine
  • Free toiletries

Self-catering

  • Dryer
  • Cookware/ Kitchen utensils
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Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16 Location

4489 Monado Drive, Kissimmee, Florida, United States, 34746
Map view
4489 Monado Drive, Kissimmee, Florida, United States, 34746
Restaurants
China Bell Asian Restaurant
2300 ft
4382 W Vine St
Chick-fil-A
2800 ft
4450 W Vine St
Steak 'n Shake
2700 ft
4313 W Vine St
Explore Kissimmee
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Give Kids The World Village
Give Kids The World Village
8 minutes' walk
A whimsical resort for critically ill children and their families, featuring storybook-themed accommodations and a variety of fun activities.
Medieval Times Dinner & Tournament
Medieval Times Dinner & Tournament
15 minutes' walk
A dinner show featuring thrilling jousting tournaments, delicious medieval feasts, and vibrant performances in an exciting castle setting.
Shingle Creek Regional Park
Shingle Creek Regional Park
17 minutes' walk
A beautiful natural area offering trails and spots for fishing and kayaking. Great for outdoor lovers looking for tranquility and recreation.
Kissimmee Air Museum
Kissimmee Air Museum
10 minutes' drive
A museum featuring vintage aircrafts and engaging exhibits. Ideal for aviation enthusiasts and families looking to learn about flight history.
Jungle Land Zoo
10 minutes' walk
A small zoo with unique animal encounters and exhibits. Perfect for families looking for an educational and fun experience.
Pirate's Island Adventure Golf
9 minutes' walk
A mini-golf course with a pirate theme, featuring lush landscapes and fun obstacles. Great for families and couples seeking a good time.
AMF Bowling Center
20 minutes' walk
An inviting bowling center with a lively atmosphere, ideal for groups and families looking for an entertaining outing.
Lake Berkley
10 minutes' walk
A scenic lake perfect for relaxing or fishing. A great spot for those looking for a peaceful retreat amidst nature.
China Bell Asian Restaurant
China Bell Asian Restaurant
9 minutes' walk
Chinese and Asian cuisine with a cozy atmosphere. Known for its delicious dumplings and stir-fried dishes. Takeout available.
Chick-fil-A
Chick-fil-A
11 minutes' walk
A casual fast-food chain famous for its chicken sandwiches and waffle fries. Family-friendly with a play area for kids.
Burger King
11 minutes' walk
A well-known fast-food chain offering flame-grilled burgers and a variety of sides. Quick service for a casual meal.
Laser Action
15 minutes' walk
A fun-filled family entertainment center offering laser tag and arcade games. Perfect for a night of excitement for all ages.
Pioneer Village at Shingle Creek
25 minutes' drive
A historical site with interactive exhibits showcasing early Florida life. An engaging experience for history buffs and families.
Local transportation
City Centre
Kissimmee8 min  ·  2.9 mi
Airports
Orlando International (MCO)49 min  ·  20.1 mi
Orlando Executive (ORL)65 min  ·  26.8 mi
Train
Kissimmee Station9 min  ·  3.4 mi
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 10 am
Guest Parking
Public parking is possible on site for free.
Internet
Wireless internet is available in for free.
Pets
Pets are allowed on request.
Former name
free resort access at this 16 guest pool home

Guest ratings and reviews

Guest feedback from past stays
Review score
Based on 3 verified reviews
9.5/10
Perfect
100%
Recommend
Cleanliness
9.0/10
Comfort
9.0/10
Facilities
8.5/10
Location
9.0/10
Staff
9.5/10
Value for money
9.0/10
Guest reviews
based on 5 reviews
9.2/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16
What is the check-in and check-out policy at Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16?
Check-in is from 16:00 and check-out is by 10:00.
How far is Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16 from Orlando International Airport?
The property is 35 km from Orlando International Airport.
What nearby attractions can guests visit from Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16?
Nearby attractions include Gatorland (11 km), Disney Springs (15 km), and ESPN Wide World of Sports (15 km).
What amenities are available for relaxation at Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16?
The hotel features both an indoor and outdoor swimming pool, a hot tub, and a spa and wellness center.
What room amenities are offered at Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16?
Rooms include air conditioning, a fully equipped kitchen, a washing machine, and free Wi-Fi.
Is parking available at Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16?
Free public parking is available on-site without the need for a reservation.
What type of kitchen facilities are included in the accommodations at Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16?
The accommodations feature a fully equipped kitchen with a dishwasher and oven.
What fitness facilities are provided at Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16?
The hotel includes a fitness center for guests to use.
What is the distance from Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16 to Medieval Times Dinner & Tournament?
Medieval Times Dinner & Tournament is located 1 km from the property.

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Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room