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
Search
Prev
Next
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
Unavailable
Check-In
Check-Out
September 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30      
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 $142 6 $142 7 $144 8 $229 9 $234 10
$160 11 $139 12 $139 13 $147 14 $152 15 16 17
$150 18 $142 19 $142 20 $142 21 $148 22 $228 23 24
25 $215 26 27 28 29 30 31
November 2026
Su Mo Tu We Th Fr Sa
1 $150 2 $150 3 $150 4 5 6 7
$176 8 $173 9 $182 10 $182 11 $187 12 $247 13 $251 14
$203 15 $191 16 $187 17 $187 18 19 20 21
22 $330 23 $398 24 $442 25 $447 26 $441 27 $414 28
$206 29 $162 30          
December 2026
Su Mo Tu We Th Fr Sa
    $161 1 $162 2 3 4 5
$217 6 $206 7 $194 8 $200 9 $223 10 $252 11 $261 12
$204 13 $198 14 $208 15 $186 16 $213 17 $351 18 $512 19
$585 20 $636 21 $653 22 $681 23 $703 24 $730 25 $735 26
$743 27 $745 28 $740 29 $734 30 $734 31    
January 2027
Su Mo Tu We Th Fr Sa
          $717 1 $645 2
$282 3 $238 4 $217 5 $207 6 $203 7 8 9
10 $180 11 $173 12 $178 13 $179 14 15 16
17 $214 18 $186 19 $192 20 $201 21 22 23
24 $203 25 $201 26 $208 27 $216 28 $240 29 $240 30
$221 31            
February 2027
Su Mo Tu We Th Fr Sa
  $220 1 $224 2 $245 3 $256 4 $279 5 $287 6
$290 7 $302 8 $303 9 $298 10 $326 11 $439 12 $500 13
$498 14 $436 15 $385 16 $357 17 $354 18 $353 19 $348 20
$328 21 $327 22 $319 23 $357 24 $354 25 $356 26 $348 27
$319 28            
March 2027
Su Mo Tu We Th Fr Sa
  $351 1 $349 2 $307 3 $322 4 $430 5 $437 6
$401 7 $413 8 $396 9 $384 10 $409 11 $485 12 $476 13
$486 14 $492 15 $492 16 $493 17 $491 18 $535 19 $527 20
$550 21 $450 22 $414 23 $446 24 $477 25 $575 26 $643 27
$620 28 $656 29 $656 30 $645 31      
April 2027
Su Mo Tu We Th Fr Sa
        $670 1 $601 2 $529 3
$477 4 $424 5 $442 6 $495 7 $569 8 $500 9 $418 10
$353 11 $326 12 $331 13 $336 14 $338 15 $370 16 $364 17
$573 18 $604 19 $604 20 $604 21 $611 22 $629 23 $627 24
$627 25 $636 26 $630 27 $631 28 $632 29 $633 30  
May 2027
Su Mo Tu We Th Fr Sa
            $313 1
$272 2 $235 3 $238 4 $246 5 $260 6 $282 7 $288 8
$276 9 $235 10 $268 11 $263 12 $253 13 $285 14 $271 15
$261 16 $271 17 $228 18 $410 19 $410 20 $410 21 $261 22
$269 23 $246 24 $232 25 $236 26 $251 27 $327 28 $327 29
$327 30 $281 31          
June 2027
Su Mo Tu We Th Fr Sa
    $306 1 $306 2 $304 3 $288 4 $294 5
$298 6 $273 7 $269 8 $278 9 $280 10 $335 11 $335 12
$363 13 $359 14 $367 15 $374 16 $408 17 $498 18 $514 19
$515 20 $525 21 $473 22 $432 23 $454 24 $472 25 $458 26
$520 27 $498 28 $542 29 $548 30      
July 2027
Su Mo Tu We Th Fr Sa
        $599 1 $729 2 $735 3
$736 4 $621 5 $577 6 $552 7 $569 8 $601 9 $581 10
$518 11 $549 12 $383 13 $417 14 $468 15 $555 16 $521 17
$412 18 $367 19 $359 20 $374 21 $421 22 $492 23 $480 24
$388 25 $339 26 $327 27 $339 28 $383 29 $423 30 $421 31
August 2027
Su Mo Tu We Th Fr Sa
$348 1 $345 2 $338 3 $312 4 $342 5 $359 6 $344 7
$306 8 $285 9 $274 10 $280 11 $291 12 $314 13 $294 14
$264 15 $248 16 $221 17 $221 18 $244 19 $260 20 $264 21
$251 22 $251 23 $249 24 $246 25 $227 26 $239 27 $241 28
$219 29 $228 30 $228 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
Reviews Reviews

Currently, there are 0 reviews for this Property.

Request More Info Request More Info

Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

I agree

Copyright © 2026 • Upstay

All Rights Reserved.