Upstay Contemporary Retreat w Pool BBQ Backyard
Ready for family dinners. A beautiful dining setup for six with room for your littlest guest
Step into luxury with a king bed, warm side lighting, and a beautiful room mirror
Pool days done right. The perfect spot to lounge and unwind all afternoon
Pure relaxation for your guests. A beautifully screened pool perfect for peaceful sunny days
Presented by Upstay
The perfect spot for your morning coffee or evening drinks next to the pool
Sip and unwind in style. Enjoy premium seating with a private wine distillery right behind you
The ultimate gathering spot. Enjoy seamless transition from dinner to movie night in one space
Immersive sound and a massive screen. Your private home theater experience awaits
Your private tasting room. A gorgeous glass wine cellar built right into your living space
Step straight from the pool to the table. Modern dining made for sunny days
The heart of the home. A gorgeous kitchen island with instant access to your private pool oasis
A culinary dream for your getaway. Enjoy a beautifully designed kitchen with all the modern essentials
Smart living starts here. A beautifully designed space fully prepared for effortless gourmet dining
Keep the conversation flowing. Grab a cold drink from the smart fridge and step right into the cozy living room
From quick morning breakfasts at the island to cozy family dinners at the table. This space is built for gathering
A dream bedroom setup. Enjoy cozy nights with warm side lighting and a spacious mirror to help you get ready for the day
Your private retreat. Stream your favorite movies from the king bed or curl up with a book in your cozy lounge corner
Unpack and feel right at home. Plenty of sleek cabinet space to keep your vacation wardrobe neat and organized
A dedicated clothing care station makes getting ready for nights out completely effortless
No morning rush here. A beautifully bright bathroom featuring a double vanity so everyone has plenty of space to get ready
Your personal home spa. Wash the day away in the glass walk in shower or enjoy a long relaxing soak in the deep tub
Wake up to beautiful natural light. A comfortable queen bed dressed in premium linens and framed by bright windows
The perfect spot to unwind. Cozy up in crisp high quality linens and enjoy your favorite shows right from the queen bed
Indulge in a little self care. Choose between a refreshing rinse in the modern shower or a deeply relaxing bath
Slip into ultimate relaxation. A beautifully dressed double bed with cloud-soft linens designed for a perfect night of sleep
A cozy sanctuary with everything you need. Step out of bed and get ready easily at your stylish side dresser and mirror
Unwind on your own terms. Melt your worries away in the deep soaking tub or start your day with a crisp, refreshing shower
Bright, airy, and incredibly cozy. Two comfortable single beds dressed in fresh linens with beautiful natural light streaming in
The ultimate setup for sharing. Wind down with your favorite movies on the screen while tucked into soft, premium sheets
Sleek and spacious comfort. Two single beds with premium linens and large windows for a bright, clean feel
Simple, clean, and comfortable. Two single beds with crisp linens and large windows for a bright, refreshing feel
Simple, stylish, and clean. This convenient guest bathroom has everything you need to get ready for the day
A beautifully bright and spotless powder room featuring a sleek mirror and sink to freshen up easily
Enjoy a dedicated in-suite washer and dryer to keep your clothes fresh and clean
Secure and worry-free parking. A spacious garage with plenty of room for your vehicle and extra storage
A beautiful two-story property featuring a private driveway with plenty of parking space for your group
Enjoy a peaceful environment just steps from your front door
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House

Upstay Contemporary Retreat w Pool BBQ Backyard

Bedroom 5 bedrooms
Bathroom 4 baths
Guests 10 guests
Pets Allowed Pets Allowed
  • Location: Orlando, Florida
  • Type: House
  • View: Downtown
Location Location
Description Description
Private Outdoor Oasis
• Private pool with lanai
• BBQ grill (propane available for rent)
• Outdoor dining for shared meals and lounging
• Large open grassed area for your furry friends to run around

Indoor Comfort & Entertainment
• Lounge area with smart TV and a fireplace for cozy nights in
• Karaoke machine located in the living area for group fun
• Complimentary WiFi
• Fully equipped kitchen with all the essentials
• Dining area for family and group gatherings
• Central air conditioning and heating
• Wine cellar (decorative feature only and not available for use)
• In-home laundry with washer and dryer

Rest, Recharge, and Stay Together
Please note that all bedrooms are located on the second floor, up a flight of stairs, which may not be suitable for mobility challenged guests
• Bedroom 1: King bed with 65 inch smart TV, walk-in closet and private ensuite
• Bedroom 2: Queen bed with 65 inch smart TV and Jack and Jill bathroom shared with Bedroom 3
• Bedroom 3: Full bed with Jack and Jill bathroom shared with Bedroom 2
• Bedroom 4: Mickey Mouse themed room with twin bed and 55 inch smart TV with Jack and Jill bathroom shared with Bedroom 5
• Bedroom 5: Twin bed with Jack and Jill bathroom shared with Bedroom 4
There are 2 half bathrooms for busy mornings

• 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. Thank you for helping us ensure a seamless stay!
• Please note that all five bedrooms are located on the second floor and may not be suitable for guests with mobility challenges.

Pet Friendly:
• Pets are welcome at our property. A maximum of two pets under 60 lbs each is permitted. A pet fee of $99 per pet applies and will be collected after booking.

Additional Service:
• Planning a BBQ? A propane tank is available for a one-time $69 charge. Please let us know at least 24 hours in advance so we can have everything ready for you to enjoy the grill.
• 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
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November 2026
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$150 15 $150 16 $150 17 $150 18 $189 19 $211 20 $231 21
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$161 29 $154 30          
December 2026
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$246 20 $297 21 $409 22 $487 23 $527 24 $582 25 $580 26
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January 2027
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$219 31            
February 2027
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$442 14 $360 15 $367 16 $356 17 $352 18 $342 19 $337 20
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March 2027
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April 2027
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$377 11 $369 12 $374 13 $399 14 $401 15 $402 16 $530 17
$609 18 $631 19 $642 20 $653 21 $656 22 $653 23 $625 24
$621 25 $611 26 $612 27 $618 28 $632 29 $621 30  
May 2027
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$321 9 $262 10 $263 11 $266 12 $290 13 $322 14 $308 15
$289 16 $318 17 $314 18 $434 19 $429 20 $422 21 $416 22
$309 23 $288 24 $270 25 $275 26 $290 27 $352 28 $358 29
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June 2027
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$332 6 $318 7 $320 8 $324 9 $332 10 $391 11 $383 12
$409 13 $413 14 $420 15 $429 16 $466 17 $524 18 $516 19
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July 2027
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$453 11 $427 12 $426 13 $450 14 $511 15 $563 16 $541 17
$452 18 $404 19 $409 20 $458 21 $485 22 $553 23 $529 24
$449 25 $446 26 $450 27 $457 28 $442 29 $487 30 $471 31
August 2027
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$433 1 $431 2 $419 3 $414 4 $402 5 $406 6 $386 7
$370 8 $367 9 $345 10 $323 11 $336 12 $360 13 $349 14
$315 15 $299 16 $290 17 $293 18 $313 19 $322 20 $311 21
$296 22 $280 23 $295 24 $273 25 $292 26 $315 27 $295 28
$263 29 $253 30 $240 31        
September 2027
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      $234 1 $258 2 $303 3 $303 4
$302 5 $228 6 $207 7 $214 8 $228 9 $238 10 $236 11
$228 12 $238 13 $232 14 $228 15 $229 16 $230 17 $237 18
$224 19 $213 20 $209 21 $215 22 $224 23 $233 24 $235 25
$227 26 $214 27 $210 28 $215 29 $227 30    
October 2027
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          $236 1 $243 2
$236 3 $236 4 $237 5 $237 6 $247 7 $293 8 $289 9
$285 10 $222 11 $223 12 $228 13 $240 14 $252 15 $250 16
$253 17 $253 18 $256 19 $257 20 $254 21 $256 22 $252 23
$236 24 $228 25 $228 26 $231 27 $246 28 $260 29 $258 30
$256 31            
Swipe Swipe for Availability
Amenities 52 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Garden or backyard
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot water
  • Indoor fireplace
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Pets allowed
  • Private entrance
  • Refrigerator
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Wireless Internet
  • Outdoor pool
  • Private pool
  • Swimming pool
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