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
Unavailable
Check-In
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August 2026
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16 17 18 19 $195 20 21 22
$219 23 24 25 26 $258 27 28 29
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September 2026
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    $135 1 $139 2 $139 3 4 5
6 7 8 9 $195 10 11 12
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$273 20 21 22 $183 23 $190 24 25 26
27 $174 28 $177 29 $178 30      
October 2026
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4 $212 5 $215 6 $225 7 $248 8 $290 9 $295 10
$277 11 $222 12 $229 13 $213 14 $209 15 16 17
18 $244 19 $232 20 $228 21 $227 22 $236 23 $229 24
$213 25 $199 26 27 28 29 $235 30 $220 31
November 2026
Su Mo Tu We Th Fr Sa
$212 1 $197 2 $192 3 $200 4 5 6 7
$232 8 $233 9 $248 10 $252 11 $254 12 $266 13 $265 14
$242 15 $229 16 $233 17 $231 18 19 20 21
22 $367 23 $385 24 $490 25 $488 26 $479 27 $443 28
$246 29 $232 30          
December 2026
Su Mo Tu We Th Fr Sa
    $202 1 $198 2 $208 3 $238 4 $247 5
$238 6 $222 7 $215 8 $221 9 $244 10 $267 11 $284 12
$245 13 $233 14 $245 15 $218 16 $255 17 $401 18 $534 19
$609 20 $650 21 $655 22 $768 23 $801 24 $825 25 $824 26
$759 27 $736 28 $714 29 $695 30 $696 31    
January 2027
Su Mo Tu We Th Fr Sa
          $682 1 $617 2
$298 3 $225 4 $207 5 $203 6 $191 7 8 9
10 $178 11 $172 12 $180 13 $180 14 15 16
17 $249 18 $192 19 $203 20 $210 21 $224 22 $230 23
$217 24 $209 25 $207 26 $216 27 $232 28 $245 29 $253 30
$235 31            
February 2027
Su Mo Tu We Th Fr Sa
  $225 1 $225 2 $243 3 $254 4 $272 5 $282 6
$280 7 $298 8 $299 9 $308 10 $340 11 $436 12 $512 13
$506 14 $413 15 $362 16 $349 17 $354 18 $346 19 $344 20
$304 21 $340 22 $353 23 $402 24 $370 25 $373 26 $357 27
$353 28            
March 2027
Su Mo Tu We Th Fr Sa
  $359 1 $354 2 $368 3 $357 4 $483 5 $463 6
$402 7 $406 8 $394 9 $405 10 $409 11 $494 12 $495 13
$501 14 $509 15 $503 16 $509 17 $503 18 $559 19 $550 20
$577 21 $506 22 $501 23 $520 24 $519 25 $560 26 $548 27
$510 28 $542 29 $540 30 $553 31      
April 2027
Su Mo Tu We Th Fr Sa
        $628 1 $589 2 $523 3
$449 4 $396 5 $416 6 $480 7 $554 8 $504 9 $426 10
$351 11 $323 12 $329 13 $334 14 $342 15 $354 16 $355 17
$481 18 $570 19 $575 20 $575 21 $589 22 $600 23 $598 24
$599 25 $631 26 $624 27 $620 28 $616 29 $614 30  
May 2027
Su Mo Tu We Th Fr Sa
            $308 1
$278 2 $243 3 $238 4 $241 5 $255 6 $268 7 $285 8
$261 9 $236 10 $268 11 $269 12 $276 13 $294 14 $278 15
$264 16 $270 17 $260 18 $423 19 $414 20 $409 21 $253 22
$242 23 $240 24 $227 25 $230 26 $236 27 $327 28 $327 29
$327 30 $242 31          
June 2027
Su Mo Tu We Th Fr Sa
    $240 1 $239 2 $249 3 $254 4 $267 5
$257 6 $251 7 $249 8 $259 9 $267 10 $327 11 $329 12
$357 13 $363 14 $371 15 $377 16 $393 17 $449 18 $461 19
$461 20 $470 21 $458 22 $397 23 $416 24 $463 25 $451 26
$514 27 $514 28 $514 29 $513 30      
July 2027
Su Mo Tu We Th Fr Sa
        $518 1 $658 2 $668 3
$670 4 $494 5 $484 6 $460 7 $480 8 $557 9 $545 10
$487 11 $376 12 $367 13 $453 14 $445 15 $501 16 $480 17
$399 18 $356 19 $349 20 $366 21 $417 22 $495 23 $480 24
$398 25 $350 26 $337 27 $347 28 $389 29 $439 30 $438 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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