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
Check-Out
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 $150 12 $156 13 14 15
16 17 18 19 $218 20 21 22
$240 23 24 25 26 $249 27 28 29
30 31          
September 2026
Su Mo Tu We Th Fr Sa
    $135 1 $135 2 $135 3 4 5
6 $162 7 $145 8 $147 9 $157 10 11 12
$189 13 $180 14 15 16 17 18 19
$287 20 21 22 $190 23 $197 24 25 26
27 $181 28 $180 29 $183 30      
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 $247 5 $251 6 $264 7 $264 8 $280 9 $281 10
$261 11 $216 12 $224 13 $227 14 $230 15 16 17
18 $202 19 $200 20 $191 21 22 23 24
$185 25 $172 26 27 28 29 $234 30 $220 31
November 2026
Su Mo Tu We Th Fr Sa
$210 1 $199 2 $194 3 $204 4 5 6 7
$239 8 $243 9 $260 10 $266 11 $269 12 $276 13 $276 14
$257 15 $240 16 $244 17 $240 18 19 20 21
22 $372 23 $398 24 $506 25 $500 26 $494 27 $452 28
$251 29 $237 30          
December 2026
Su Mo Tu We Th Fr Sa
    $206 1 $201 2 $211 3 $245 4 $252 5
$239 6 $222 7 $215 8 $222 9 $243 10 $269 11 $293 12
$246 13 $234 14 $248 15 $222 16 $255 17 $375 18 $506 19
$616 20 $655 21 $659 22 $782 23 $808 24 $804 25 $824 26
$796 27 $770 28 $741 29 $718 30 $719 31    
January 2027
Su Mo Tu We Th Fr Sa
          $693 1 $632 2
$278 3 $233 4 $219 5 $211 6 $201 7 8 9
10 $185 11 $180 12 $186 13 $187 14 15 16
17 $252 18 $198 19 $204 20 $210 21 $227 22 $231 23
$219 24 $209 25 $213 26 $222 27 $238 28 $251 29 $257 30
$243 31            
February 2027
Su Mo Tu We Th Fr Sa
  $234 1 $237 2 $252 3 $256 4 $273 5 $283 6
$279 7 $302 8 $300 9 $309 10 $340 11 $430 12 $504 13
$499 14 $411 15 $362 16 $351 17 $355 18 $351 19 $351 20
$311 21 $337 22 $351 23 $404 24 $371 25 $377 26 $359 27
$347 28            
March 2027
Su Mo Tu We Th Fr Sa
  $365 1 $357 2 $358 3 $358 4 $514 5 $485 6
$408 7 $380 8 $379 9 $393 10 $417 11 $500 12 $507 13
$510 14 $516 15 $511 16 $504 17 $510 18 $555 19 $559 20
$578 21 $509 22 $504 23 $524 24 $510 25 $558 26 $550 27
$510 28 $538 29 $537 30 $565 31      
April 2027
Su Mo Tu We Th Fr Sa
        $629 1 $586 2 $526 3
$449 4 $404 5 $419 6 $491 7 $556 8 $506 9 $426 10
$356 11 $324 12 $332 13 $337 14 $348 15 $358 16 $362 17
$504 18 $577 19 $581 20 $585 21 $592 22 $607 23 $605 24
$605 25 $613 26 $613 27 $613 28 $613 29 $613 30  
May 2027
Su Mo Tu We Th Fr Sa
            $300 1
$270 2 $239 3 $234 4 $236 5 $256 6 $271 7 $287 8
$262 9 $236 10 $276 11 $277 12 $283 13 $294 14 $280 15
$279 16 $279 17 $269 18 $430 19 $419 20 $420 21 $257 22
$266 23 $243 24 $228 25 $234 26 $239 27 $323 28 $322 29
$322 30 $238 31          
June 2027
Su Mo Tu We Th Fr Sa
    $235 1 $241 2 $252 3 $260 4 $273 5
$264 6 $258 7 $256 8 $266 9 $272 10 $329 11 $332 12
$359 13 $368 14 $382 15 $388 16 $400 17 $459 18 $472 19
$475 20 $480 21 $473 22 $406 23 $431 24 $463 25 $456 26
$512 27 $512 28 $512 29 $511 30      
July 2027
Su Mo Tu We Th Fr Sa
        $519 1 $660 2 $677 3
$680 4 $497 5 $487 6 $463 7 $481 8 $563 9 $550 10
$489 11 $382 12 $374 13 $458 14 $445 15 $505 16 $485 17
$406 18 $361 19 $354 20 $371 21 $417 22 $499 23 $489 24
$406 25 $356 26 $346 27 $354 28 $406 29 $456 30 $427 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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