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Upstay Disney Family Adventure with Pool & Hot Tub

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Relax in the spacious pool or unwind in the hot tub, perfect for family fun or evening dips
Bright living area perfect for relaxing, family time, or cozy movie nights together
Dine in style at a table for 10 ready for meals and gatherings with family and friends
Kids can race into fun in a Toy Story-themed room with car-shaped beds and space to play
Second-floor living area with billiards and sofa for families, kids, and friends to relax and play
10 bedrooms8 bathroomsSleeps 20

Popular amenities

  • Private pool
  • Hot tub on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine

Explore the area

View in a map
Davenport, FL
  • Place, Northeast Regional Park
    ‪1 min drive‬
  • Place, Lake Davenport
    ‪3 min drive‬
  • Place, beach near Bahama Bay
    ‪3 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪41 min drive‬

Rooms & beds

10 bedrooms (sleeps 20)

Bedroom 1

2 Queen Beds

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

1 Single Bunk Bed

Bedroom 7

2 Single Beds

Bedroom 8

1 King Bed

Bedroom 9

1 Queen Bed

Bedroom 10

2 Single Beds

8 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Bathtub · Toilet · Shower only

Bathroom 5

Bathtub · Toilet · Shower only

Bathroom 6

Bathtub · Toilet · Shower only

Bathroom 7

Bathtub · Toilet · Shower only

Bathroom 8

Bathtub · Toilet · Shower only

Spaces

Kitchen
Balcony

About this property

Upstay Disney Family Adventure with Pool & Hot Tub

Summary:

Welcome to your Disney family adventure with Upstay! Perfect for families and large groups, this home features a huge pool for adults and a relaxing hot tub for unwinding, plus a BBQ grill by the pool for outdoor dining. Enjoy themed bedrooms, central air conditioning to keep you cool during your stay, and a game room for endless entertainment. Stay close to the magic of Disney, with full access to resort perks like a lazy river, splash zone, and sports courts.

Book your stay today!



The Space:

Create Magical Memories

After a day at Disney, unwind in a space designed for fun and connection

• Private pool for adults to relax

• Hot tub for extra relaxation

• BBQ grill, sun loungers, and dining area for outdoor fun



Gather, Dine, and Connect

Enjoy shared meals and family time in a space designed for connection

• Fully equipped kitchen with center island for easy prep and serving

• Dining table comfortably seats 10, with essentials included

• Gather on comfortable seating for 8 and watch your favorite shows

• Stay connected with high-speed WiFi for work, play, and family fun

• Refreshment station with bar chiller, between dining area and patio



Play, Laugh, and Compete

Have fun with a variety of games at the property:

• Ping pong

• Pool table

• Air hockey



Rest, Dream, and Play

This home offers 10 bedrooms designed for comfort and fun:

• King Room with Bathtub – king bed, private ensuite bathroom with tub, perfect for relaxing and soaking after a day at Disney

• Toy Story Room – two single beds let kids play alongside Woody and Buzz, watch adventures, and enjoy their own private ensuite shower

• Frozen Room – twin bunk beds in an Arendelle-inspired space for movie nights with Anna and Elsa and a private ensuite shower

• Moana Room – tropical-inspired space with a queen bed and Jack and Jill bath shared with the Harry Potter room

• Harry Potter Room – young wizards can relax with two single beds and a Jack and Jill bath connecting to the Moana room

• Other King Bedrooms – king beds with private ensuite walk-in showers, bright, spacious, and ideal for unwinding

• Queen Bedroom – queen bed with private ensuite walk-in shower, comfortable and inviting for a restful stay

All bedrooms are equipped with Smart TVs for streaming your favorite shows



Windsor Island Resort Amenities (Included):

• Massive resort pool with lazy river & dual waterslides

• Kids' splash zone and playground

• Fitness center, sports courts, and arcade

• Clubhouse with restaurant & bar

• Daily entertainment & family activities (some may require a fee, including mini-golf)



Guest Access:

• Guests will have full access to the entire home during their stay

• Guest entry through the community is secured; you will be greeted by a security guard

• Driveway parking is available for up to 2 vehicles

• Overflow parking available by the resort clubhouse, overnight parking allowed

• Street parking is prohibited

• Enjoy access to Windsor Island Resort amenities, including pool, lazy river, splash zone, fitness center, sports courts, and clubhouse, open from 6am to 8pm



The Neighborhood:

Windsor Island Resort in Davenport, Florida is located 9 miles from Walt Disney World. McDonald’s is 1 mile away, with Publix within 1.2 miles, while dining along US-27 and Posner Park, located 7.2 miles away, provide access to additional shopping and restaurants, making it a convenient base for family vacations, golf trips, and outdoor stays.



Nearby attractions:

• Easy access to McDonald's ~ 1 mile

• Publix Super Market at Berry Town Center 1.2 miles

• Highlands Reserve Golf Club ~ 2 miles

• ChampionsGate Golf Club ~ 6 miles

• Posner Park ~ 7.2 miles



Getting Around:

Nearby attractions and Destinations:

• Hilochee Wildlife Management Area ~ 8 miles

• Walt Disney ~ 9 miles

• Orlando Tree Trek Adventure Park Zip Line ~ 9 miles

• Fun Spot America ~ 12 miles

• Webb's Candy ~ 12 miles

• Gore Airport ~ 14 miles

• Lake Louisa State Park ~ 18 miles

• SeaWorld Orlando ~ 18 miles

• Universal Studios Orlando ~ 22 miles

• LEGOLAND Florida Resort ~ 29 miles



(Please note: these distances are approximate and travel times may vary depending on traffic conditions.)



Other Things to Note:

• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed.



• To ensure smooth access to Windsor Island, guests must be registered in advance. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM, and last-minute registrations may not be processed. Please provide the names of all guests aged 18+ in advance so we can assist with registration. Thank you!



• Please note that pool service is scheduled weekly and may occur during your stay. This is a brief visit to maintain the pool, and technicians will only access the pool area.



Pet Friendly

• Pets are welcome. A maximum of 2 pets under 60 lbs each is allowed.

• A pet fee of $139 per pet will be added if pets are included at booking. If not declared, the fee will be charged separately after booking.

• Please note only one pet can be selected on the booking platform—any additional pet fees will be collected after booking.



Additional Services

• Pool and hot tub heating is available upon request and is not included in the booking price.

– $45/night per service or $79/night for both

– 2-night minimum required

– Please request at least 24 hours in advance



• BBQ propane tank rental: $69 (one-time fee). Please request in advance so it can be prepared for your arrival.



• Baby gear rentals:

– Pack ’n Play: $39 (one-time fee)

– Highchair: $29 (one-time fee)



• Mid-stay cleaning is available for stays longer than 3 nights and must be scheduled in advance for an additional fee.



Interaction with Guests:

We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.

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About the area

Davenport

Located in Four Corners, this holiday home is in the city centre and near theme parks. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Disney's Blizzard Beach Water Park and Disney's Hollywood Studios® are not to be missed.
Map
Davenport, FL

What's nearby

  • Northeast Regional Park - 1 min drive - 1.1 km
  • Lake Davenport - 3 min drive - 2.1 km
  • beach near Bahama Bay - 3 min drive - 2.1 km
  • Four Corners FC - 3 min drive - 3.1 km
  • Highland Reserve Golf Club - 4 min drive - 3.8 km

Getting around

  • Kissimmee Station - 33 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 46 min drive

Restaurants

  • ‪McDonald's - ‬20 min walk
  • ‪7-Eleven - ‬5 min drive
  • ‪Circle K - ‬5 min drive
  • ‪Twistee Treat Berry Town - ‬19 min walk
  • ‪Dutch Bros Coffee - ‬4 min drive
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