Entire home

Upstay: Ultimate Orlando Retreat w Pool & Hot Tub

Kissimmee cottage with outdoor pool

Choose dates to view prices

Thu, Apr 16
Fri, Apr 17
April 2026
3
May 2026
This cottage puts you within a 15-minute drive of Old Town and Disney Springs™. Also, Orlando Vineland Premium Outlets and Disney's Typhoon Lagoon Water Park are within a short drive.

Entire home

8 bedrooms5 bathroomsSleeps 16

Popular amenities

  • Pool
  • Kitchen
  • Laundry facilities
  • Pet friendly
  • Free parking
  • Free WiFi

Main amenities (2)

  • Outdoor pool
  • Air conditioning

Feel at home (6)

  • 8 bedrooms
  • Kitchen
  • Private bathroom
  • Television
  • Free self parking
  • Outdoor swimming pools

Similar properties

House (Multiple Bedrooms) | Property amenity
  • Kitchen
  • Laundry facilities
  • Free parking
  • Free WiFi
2605 Yountville Ave
House | 8 bedrooms, Internet
  • Free parking
  • Free WiFi
Upstay Family Retreat w Pool Games Room Karaoke
Townhome, 6 Bedrooms | Interior
  • Laundry facilities
  • Free WiFi
  • Gym
  • Non-smoking
$732 nightly
$820 total
Apr 29 - Apr 30
Total with taxes and fees
Harmony Haven Boutique Townhome At Azzure Resort Near Disney By Shine Villas 6 Bedroom Townhouse
House (Multiple Bedrooms) | Interior
  • Pool
  • Kitchen
  • Free parking
  • Free WiFi
Kissimmee Home w/ Pool < 9 Mi to Disney World!
House | 5 bedrooms, Internet
  • Free parking
  • Free WiFi
Gorgeous 5 Bd Home Close to Disney Storey Lake Resort 2734
Interior
  • Pool
  • Kitchen
  • Laundry facilities
  • Free parking
Family 6BR Home, Pool & Game Room
House | 12 bedrooms, Internet
  • Free parking
  • Free WiFi
Upstay Veranda Palms Villa Pool Hot Tub Games
House (Multiple Bedrooms) | Interior
  • Pool
  • Kitchen
  • Laundry facilities
  • Pet friendly
Sleeps 16! 8bdr Kid Haven w/ Pool & Arcade Orlando Resort Retreat by Avantstay
Outdoor pool, sun loungers
  • Pool
  • Kitchen
  • Laundry facilities
  • Pet friendly
Florida Breeze
House, Accessible
  • Pool
  • Free WiFi
Storey Lake 5bed Private Pool Free Water Park
Compare similar properties
Mod logo
Earn OneKeyCash on thousands of hotels when you sign in and book. More rewards for more adventures!

About the neighborhood

Map
Monado Drive 4489, Kissimmee, FL, 34746

What's nearby

  • Shingle Creek Regional Park - 7 min walk - 0.7 km
  • Give Kids the World Village - 12 min walk - 1.1 km
  • Medieval Times - 15 min walk - 1.3 km
  • Pirate's Island Adventure Golf - 20 min walk - 1.7 km
  • 192 Flea Market - 2 min drive - 1.4 km

Getting around

  • Kissimmee, FL (ISM-Kissimmee Gateway) - 12 min drive
  • Orlando Intl. Airport (MCO) - 41 min drive
  • Kissimmee Station - 18 min drive
  • Orlando Station - 27 min drive
  • Brightline Orlando Station - 38 min drive

Restaurants

  • ‪Wawa - ‬20 min walk
  • ‪Chipotle - ‬19 min walk
  • ‪Chick-fil-A - ‬20 min walk
  • ‪Steak 'n Shake - ‬2 min drive
  • ‪Pollo Tropical - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Upstay: Ultimate Orlando Retreat w Pool & Hot Tub

This cottage puts you within a 15-minute drive of Old Town and Disney Springs™. Also, Orlando Vineland Premium Outlets and Disney's Typhoon Lagoon Water Park are within a short drive.

At a glance

Property size

    • Private cottage

Arriving/Leaving

    • Check-in start time: 4:00 PM; Check-in end time: 8:00 PM
    • Check-out time is 10:00 AM

Special check-in instructions

    • The check-in location differs from the property location; go to: [We will send you the instructions]
    • Guests must contact the property for check-in information
    • To make arrangements for check-in please contact the property at least 72 hours before arrival using the information on the booking confirmation
    • Information provided by the property may be translated using automated translation tools

Required at check-in

    • Credit card required for incidental charges
    • Government-issued photo ID may be required

Pets

    • Pets allowed
    • Service animals welcome

Internet

    • Free WiFi in public areas

Parking

    • Free onsite self parking

Other information

    • Smoke-free property

Property amenities

Pool/Spa

  • Outdoor pool

Internet

  • Free WiFi

Parking and transportation

  • Free self parking on site

Kitchen

  • Stovetop
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils

Bedrooms

  • 8 bedrooms
  • Bed sheets provided

Bathrooms

  • 5 bathrooms
  • Bathtub

Entertainment

  • TV

Laundry

  • Dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)

Fees & policies

Refundable deposits

  • Breakage deposit: USD 500.00 per stay

Policies

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip.
Host has indicated there is a smoke detector on the property.
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard

Frequently asked questions

Is there a pool at this cottage?

Yes, there's an outdoor pool.

Are pets allowed at this cottage?

Yes, pets are welcome.

Is parking offered on site at this cottage?

Yes, there's free self parking.

What are the check-in and check-out times at this cottage?

Check-in start time: 4:00 PM; Check-in end time: 8:00 PM. Check-out time is 10:00 AM.

What is there to do at Upstay: Ultimate Orlando Retreat w Pool & Hot Tub and nearby?

Upstay: Ultimate Orlando Retreat w Pool & Hot Tub has an outdoor pool.

Does Upstay: Ultimate Orlando Retreat w Pool & Hot Tub have a kitchen or kitchenette?

Yes, there is a kitchen which also includes cookware.

What's the area around Upstay: Ultimate Orlando Retreat w Pool & Hot Tub like?

Upstay: Ultimate Orlando Retreat w Pool & Hot Tub is a short 12-minute walk from Give Kids the World Village and 9 minutes' walk from Shingle Creek Regional Park.

Have a question?

Get instant answers with AI powered search of property information and reviews.