Condominium - Rating 5 (18)

Modern 3BR Resort Condo with Pool near Disney


Bedroom 3 bedrooms
Bathroom 2 baths
Guests 7 guests
Pets Allowed Pets Allowed

  • Location: Orlando, Florida
  • Type: Condominium
  • View: Downtown

Location Location

Description Description
Sunshine, smart tech, and resort-style amenities—this 3-bedroom, 2-bathroom condo is your perfect Orlando-area retreat. With space for up to 7 guests, themed bedrooms, and access to a pool, and fitness center, this home blends comfort and convenience just a short drive from Disney and Universal.

Relax, Unwind, and Recharge:
• Spacious open-plan living area with cozy seating & Smart TV
• High-speed WiFi, central A/C & in-suite laundry machines
• Private furnished balcony—great for coffee or evening drinks
• Dining area for 6 and fully equipped kitchen with granite countertops & stainless steel appliances

Sweet Dreams for the Whole Crew:
• Bedroom 1: King bed | Smart TV | Balcony access | Ensuite with soaker tub + separate shower
• Bedroom 2: Queen bed | Smart TV | Balcony access
• Bedroom 3: Minions-themed bunk room | Twin over Full bunk | Smart TV

2 Full Bathrooms:
• Primary ensuite: Spa-like bath with large soaker tub + standing shower
• Shared second bathroom with tub/shower combo

Resort-Style Perks:
• Outdoor pool
• Fitness center & sauna
• Game room with ping pong & mini basketball
• Secure building with free onsite parking beneath the unit

Location, Location, Location:
Tucked in the charming Winter Garden area, you're:
• ~5 miles from Walt Disney World
• ~17 miles from Universal Studios & SeaWorld
• ~2 miles from local dining, groceries & downtown Winter Garden shops

Guest Access & Parking:
• Full access to the entire suite + resort amenities
• Free onsite parking in the lot beneath the building
• Pet-friendly (just let us know in advance!)

Why Stay With Us?
We’ve hosted hundreds of happy guests and earned consistent 5-star reviews for our warm hospitality and spotless spaces. Whether you're here for family fun, a couple’s retreat, or a friends’ getaway, we’ve got you covered.

Like what you see? Save this listing to your wish list and start planning your Orlando escape today!

• For smooth and secure check-in, all guests must complete the Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is complete. Thank you for helping us ensure a seamless stay!

• Please note that the heater for the pool and spa is temporarily unavailable. We apologize for any inconvenience and appreciate your understanding.

Pet Friendly:
Pets are welcome at our property. A maximum of two pets under 40 lbs each is permitted. A pet fee of $99 per pet applies and will be collected after booking.

Additional Services:
• Rent a Pack 'n play for $39 (one-time fee)
• Rent a highchair for $29 (one-time fee)

Cancellation Policy Cancellation Policy
We offer flexible cancellations for all reservations made on upstay.com

  • 0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
  • 5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
  • 9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)

For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.

Booking On Other Sites

Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.


Booking Deposit

50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.



Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
October 2026
Su Mo Tu We Th Fr Sa
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25 26 $60 27 $61 28 29 30 31
November 2026
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$74 1 $62 2 $64 3 $66 4 5 6 7
8 9 $102 10 $98 11 $104 12 13 14
15 $101 16 $80 17 $74 18 19 20 21
$114 22 $83 23 $96 24 $120 25 $125 26 27 28
29 30          
December 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 $116 5
$109 6 $107 7 $88 8 $88 9 $101 10 $117 11 $124 12
$96 13 $88 14 $95 15 $100 16 $80 17 $99 18 $127 19
$176 20 $192 21 $201 22 $210 23 $251 24 $252 25 $261 26
$251 27 $252 28 $252 29 $251 30 $317 31    
January 2027
Su Mo Tu We Th Fr Sa
          $290 1 $230 2
$169 3 $141 4 $122 5 $121 6 $131 7 $126 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 $135 23
$127 24 $121 25 $121 26 $118 27 $131 28 $138 29 $137 30
$125 31            
February 2027
Su Mo Tu We Th Fr Sa
  $115 1 $115 2 $117 3 $131 4 5 6
7 $129 8 $127 9 $122 10 $130 11 $255 12 $240 13
$235 14 $115 15 $104 16 $105 17 $111 18 $128 19 $121 20
$108 21 $107 22 $112 23 $123 24 $118 25 $123 26 $129 27
$117 28            
March 2027
Su Mo Tu We Th Fr Sa
  $134 1 $128 2 $111 3 $117 4 $133 5 $138 6
$112 7 $105 8 $112 9 $111 10 $116 11 $161 12 $164 13
$160 14 $152 15 $151 16 $156 17 $154 18 $155 19 $152 20
$143 21 $112 22 $113 23 $120 24 $146 25 $179 26 $172 27
$164 28 $105 29 $112 30 $117 31      
April 2027
Su Mo Tu We Th Fr Sa
        $135 1 $126 2 $123 3
$105 4 $101 5 $100 6 $107 7 $125 8 $122 9 $119 10
$118 11 $117 12 $119 13 $122 14 $103 15 $125 16 $114 17
$120 18 $143 19 $143 20 $144 21 $200 22 $200 23 $200 24
$200 25 $172 26 $169 27 $147 28 $170 29 $170 30  
May 2027
Su Mo Tu We Th Fr Sa
            $146 1
$145 2 $129 3 $142 4 $125 5 $142 6 $148 7 $146 8
$143 9 $136 10 $115 11 $115 12 $115 13 $123 14 $123 15
$124 16 $98 17 $119 18 $137 19 $137 20 $162 21 $125 22
$125 23 $105 24 $107 25 $107 26 $101 27 $124 28 $123 29
$120 30 $103 31          
June 2027
Su Mo Tu We Th Fr Sa
    $105 1 $112 2 $118 3 $118 4 $118 5
$116 6 $113 7 $114 8 $98 9 $115 10 $130 11 $130 12
$121 13 $121 14 $121 15 $121 16 $114 17 $123 18 $120 19
$128 20 $128 21 $130 22 $130 23 $134 24 $136 25 $135 26
$159 27 $142 28 $158 29 $147 30      
July 2027
Su Mo Tu We Th Fr Sa
        $164 1 $183 2 $183 3
$182 4 $168 5 $163 6 $159 7 $159 8 $162 9 $151 10
$128 11 $121 12 $118 13 $127 14 $134 15 $158 16 $141 17
$124 18 $116 19 $116 20 $119 21 $126 22 $153 23 $149 24
$150 25 $122 26 $121 27 $116 28 $121 29 $137 30 $137 31
August 2027
Su Mo Tu We Th Fr Sa
$139 1 $117 2 $120 3 $116 4 $117 5 $118 6 $118 7
$121 8 $112 9 $112 10 $117 11 $117 12 $117 13 $117 14
$111 15 $111 16 $110 17 $115 18 $113 19 $113 20 $113 21
$111 22 $110 23 $105 24 $105 25 $108 26 $108 27 $108 28
$105 29 $104 30 $103 31        
September 2027
Su Mo Tu We Th Fr Sa
      $103 1 $103 2 $98 3 $98 4
$98 5 $99 6 $99 7 $98 8 $103 9 $109 10 $107 11
$99 12 $99 13 $100 14 $74 15 $107 16 $102 17 $94 18
$88 19 $90 20 $90 21 $79 22 $107 23 $90 24 $90 25
$78 26 $80 27 $80 28 $91 29 $108 30    
Swipe Swipe for Availability


Amenities 53 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Elevator
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Garden or backyard
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Pets allowed
  • Refrigerator
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Single level home
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Wireless Internet
  • Communal pool
  • Outdoor pool
  • Swimming pool

Reviews Rating 5 (18) Reviews
Rating 5
Amazing, peaceful place to stay and closer to Disney parks. Lot of near by restaurants and shops that are open late in night.
Anonymous - Posted: 3/6/2026
Rating 5
Muy buena ubicación, cómodo y limpio
Anonymous - Posted: 2/27/2026
We are so happy to hear that you enjoyed our location and that you found the space comfortable and clean. We always strive to provide the best possible experience for our guests. We hope you had a wonderful time and that you will consider returning in the future. Thank you for your review!
Upstay staff
Posted: 3/4/2026
Rating 5
Great experience, would definitely recommended and stay again. Loved the size of the home, privacy and location
Anonymous - Posted: 2/17/2026
Thank you so much, Tony! 😊✨ We’re truly happy to know you had such a great experience. It means a lot that you’d recommend us and choose to stay again that’s the best compliment we can receive! 🙌🌟 We’d love to welcome you back anytime you’re in the area. Safe travels and see you next time! 🏡😊
Upstay staff
Posted: 2/18/2026
Rating 5
Good place close to Disney.
Anonymous - Posted: 2/1/2026
Thank you for your feedback, Leonard! We're glad to hear that you enjoyed our location and found it convenient for your Disney adventures. It’s always our goal to provide a comfortable stay for our guests. We hope to welcome you back for another visit soon!
Upstay staff
Posted: 2/4/2026
Rating 5
We stayed for just a few days, we only wanted a place to sleep because spent all day in the parks place was spacious and it met the expectations
Anonymous - Posted: 1/19/2026
Thank you for sharing your experience with us! We're glad to hear that our space met your expectations and provided a comfortable place to rest after your busy days at the parks. It sounds like you made the most of your time in Winter Garden, and we hope you had a fantastic time exploring. If you ever find yourselves back in the area, we would love to host you again!
Upstay staff
Posted: 1/21/2026
Rating 5
Great stay Great host Thank you for hosting us
Anonymous - Posted: 1/18/2026
We’re so glad to hear that you had a great stay! It was our pleasure to host you, and we appreciate your kind words. Thank you for choosing Upstay for your time in Winter Garden. We hope to welcome you back again soon!
Upstay staff
Posted: 1/21/2026
Rating 5
cómodas habitaciones
Anonymous - Posted: 1/11/2026
Rating 5
Excellent spot! Great host clear communication!
Anonymous - Posted: 1/5/2026
Thank you, Virginia! We're so glad to hear that you enjoyed your stay and found our communication clear. It was a pleasure hosting you, and we hope to welcome you back to Winter Garden in the future!
Upstay staff
Posted: 1/6/2026
Rating 5
The place was absolutely awesome and safe for my 3 grandkids. I would love to stay here again!
Anonymous - Posted: 12/30/2025
Thank you, Marcia! We're so glad to hear that you and your grandkids enjoyed your stay with us. Creating a safe and welcoming environment for families is our top priority, and it’s wonderful to know we hit the mark. We would love to host you all again in the future!
Upstay staff
Posted: 1/3/2026
Rating 5
Great location, responsive host with great recommendations, love the layout of the condo, easy parking, full kitchen and laundry
Anonymous - Posted: 12/24/2025
Thank you, Christina, for your wonderful feedback! We're delighted to hear that you enjoyed the layout of the condo and found the location convenient. It’s great to know that our recommendations were helpful during your stay. We strive to make everything as easy as possible for our guests, from parking to having a fully equipped kitchen and laundry. We hope to welcome you back for another stay soon!
Upstay staff
Posted: 1/3/2026
Rating 5
great place. clean located close to the parks and good restaurants. Great communication
Anonymous - Posted: 12/17/2025
Thank you, Nancy, for your wonderful feedback! We're delighted to hear that you enjoyed your stay at Upstay and found our location convenient for both the parks and nearby restaurants. It’s always our goal to provide a clean and welcoming environment, and we appreciate your kind words about our communication. We hope to welcome you back for another great experience in the future!
Upstay staff
Posted: 12/18/2025
Rating 5
Beautiful home
Anonymous - Posted: 11/27/2025
Thank you, Liz, for your kind words about our home! We’re delighted to hear that you found it beautiful. It was a pleasure hosting you, and we hope you enjoyed your time in Winter Garden. Your feedback inspires us to keep providing a wonderful experience for our guests. We would love to welcome you back anytime!
Upstay staff
Posted: 12/1/2025
Rating 5
the place was wonderful! definitely need a car to get around but the area is beautiful. super easy to check in. however, we did ask for extra towels but didn’t receive them. everything else was great!
Anonymous - Posted: 11/21/2025
Thank you for your kind words about our place! We're glad to hear you enjoyed the beauty of the area and found the check-in process easy. We apologize for the oversight regarding the extra towels; we strive to provide everything our guests need for a comfortable stay. Your feedback is invaluable, and we’ll make sure to address this for future guests. We hope to welcome you back soon!
Upstay staff
Posted: 11/23/2025
Rating 5
Would definitely stay again! Beautiful, quiet property and fast response times.
Anonymous - Posted: 10/21/2025
Thank you, Jaymie! We're so glad to hear that you enjoyed your stay at our property. It’s wonderful to know that you found the space beautiful and quiet, as we strive to create a peaceful retreat for our guests. We also appreciate your recognition of our quick response times; we believe that communication is key to a great experience. We would love to welcome you back anytime! The Upstay Family
Upstay staff
Posted: 10/26/2025
Rating 5
Wonderful place to stay would 100% stay again
Anonymous - Posted: 10/6/2025
Good Afternoon Jarquavius, Thank you for your kind words. We are pleased to hear you enjoyed your stay. We would absolutely love to rehost you in the near future. Have an excellent day!!!
Upstay staff
Posted: 10/7/2025
Rating 5
awsome stay
Anonymous - Posted: 8/22/2025
Thank you so much, Jatin 🫡
Upstay staff
Posted: 8/22/2025
Rating 5
Good stay , great location.
Anonymous - Posted: 8/15/2025
Rating 5
Amazing place to stay! Very responsive. I would love to stay again. Highly recommended! A
Anonymous - Posted: 8/2/2025
Thank you so much for the wonderful review! It truly means the world to me to hear that you had such a positive experience during your stay. I’m delighted that you found the place comfortable and that my responsiveness met your expectations. It would be an absolute pleasure to host you again anytime you’re in the area. Guests like you make hosting such a rewarding experience, and I truly appreciate you taking the time to share your feedback. Please don’t hesitate to reach out if you have any questions about future bookings or if there’s anything I can do to make your next stay even better. Thank you again for choosing to stay with me, and I hope to welcome you back soon! Warm regards, Luiz Cabral
Upstay staff
Posted: 8/3/2025
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