SUN // Sunnyside 229: 10-Bedroom Vacation Home Boasting Luxury And Comfort in Kissimmee, FL

Living area with comfy sectional sofa and flat screen TV
Living area with comfy sectional sofa and flat screen TV
Toy story themed game room with kid's slide, arcades, and funhouse mirrors
Hobbit house themed bedroom

SUN // Sunnyside 229: 10-Bedroom Vacation Home Boasting Luxury And Comfort in Kissimmee, FL

At SUN // Sunnyside 229, indulge in a blend of supreme comfort and luxe in Kissimmee, Florida. This vacation retreat has 10 bedrooms, a private pool, hot tub, air conditioning, and more.


Vacation Home in Kissimmee Florida

229 Southfield Street
How Many Bedrooms? 10 Bedrooms • Sleeps 28
How Many Bathrooms? 9 Full Bathrooms
How Much Living Space? 5156 sqft.
Air Conditioning: Yes
Pool: Pool (Private), Pool
Internet: Internet Access
Television: Television
Washer/Dryer: Yes
Map of Kissimmee

Rates & Availability  
(Displayed in USD)


  • Rates From $555 to $1,555 per night

Rates from $555 per night
Additional fees may apply
45 Rentals Available
Reservations and Guest Services BranchVR

In Business Since 2019


Daytime Phone Number
Evening Phone Number
Reference this Property as:

Property #178257
SUN // Sunnyside 229



Season Nightly Weekly Monthly
Sukkot 2024
Oct 11, 2024 - Oct 28, 2024
$855 n/a n/a
Oct/Nov 2024
Oct 29, 2024 - Nov 19, 2024
$555 n/a n/a
Thanksgiving 2024
Nov 20, 2024 - Dec 01, 2024
$995 n/a n/a
Dec 2024
Dec 02, 2024 - Dec 15, 2024
$575 n/a n/a
Christmas/NYE 2024
Dec 16, 2024 - Jan 02, 2025
$1,555 n/a n/a
Jan 2025
Jan 03, 2025 - Jan 31, 2025
$555 n/a n/a
Feb 2025
Feb 01, 2025 - Feb 28, 2025
$555 n/a n/a
Mar 2025
Mar 01, 2025 - Mar 08, 2025
$555 n/a n/a
Mar 2025
Mar 09, 2025 - Mar 31, 2025
$855 n/a n/a
Apr 2025
Apr 01, 2025 - Apr 05, 2025
$855 n/a n/a
Passover 2025
Apr 06, 2025 - Apr 27, 2025
$1,295 n/a n/a
Apr 2025
Apr 28, 2025 - Apr 30, 2025
$855 n/a n/a
May 2025
May 01, 2025 - May 31, 2025
$595 n/a n/a
Jun 2025
Jun 01, 2025 - Jun 12, 2025
$595 n/a n/a
Jun 2025
Jun 13, 2025 - Jun 30, 2025
$855 n/a n/a
Jul 2025
Jul 01, 2025 - Jul 31, 2025
$855 n/a n/a
Aug 2025
Aug 01, 2025 - Aug 16, 2025
$855 n/a n/a
Aug 2025
Aug 17, 2025 - Aug 28, 2025
$795 n/a n/a
Labor Day 2025
Aug 29, 2025 - Sep 02, 2025
$795 n/a n/a
Sep 2025
Sep 03, 2025 - Sep 30, 2025
$555 n/a n/a
Sukkot 2025
Oct 01, 2025 - Oct 18, 2025
$855 n/a n/a
Oct 2025
Oct 19, 2025 - Oct 31, 2025
$555 n/a n/a
Nov 2025
Nov 01, 2025 - Nov 18, 2025
$555 n/a n/a
Thanksgiving 2025
Nov 19, 2025 - Nov 30, 2025
$995 n/a n/a
Dec 2025
Dec 01, 2025 - Dec 14, 2025
$575 n/a n/a
Christmas/NYE 2025
Dec 15, 2025 - Jan 01, 2026
$1,555 n/a n/a
Jan 2026
Jan 02, 2026 - Jan 31, 2026
$555 n/a n/a
Feb 2026
Feb 01, 2026 - Feb 28, 2026
$555 n/a n/a
Mar 2026
Mar 01, 2026 - Mar 25, 2026
$555 n/a n/a
Passover 2026
Mar 26, 2026 - Apr 15, 2026
$1,295 n/a n/a
Apr 2026
Apr 16, 2026 - Apr 30, 2026
$855 n/a n/a
May 2026
May 01, 2026 - May 31, 2026
$595 n/a n/a
Jun 2026
Jun 01, 2026 - Jun 11, 2026
$595 n/a n/a
Jun 2026
Jun 12, 2026 - Jun 30, 2026
$855 n/a n/a
Jul 2026
Jul 01, 2026 - Jul 31, 2026
$855 n/a n/a
Aug 2026
Aug 01, 2026 - Aug 15, 2026
$855 n/a n/a
Aug 2026
Aug 16, 2026 - Aug 31, 2026
$795 n/a n/a
Labor Day 2026
Sep 01, 2026 - Sep 07, 2026
$795 n/a n/a
Sep 2026
Sep 08, 2026 - Sep 19, 2026
$555 n/a n/a
Sukkot 2026
Sep 20, 2026 - Oct 07, 2026
$855 n/a n/a
Oct 2026
Oct 08, 2026 - Oct 31, 2026
$555 n/a n/a
Nov 2026
Nov 01, 2026 - Nov 17, 2026
$555 n/a n/a
Thanksgiving 2026
Nov 18, 2026 - Nov 30, 2026
$995 n/a n/a
Dec 2026
Dec 01, 2026 - Dec 13, 2026
$575 n/a n/a
Christmas/NYE 2026
Dec 14, 2026 - Jan 04, 2027
$1,555 n/a n/a

Property Description

*** DISCOUNTS FOR 8+ NIGHT STAYS ***
Inquire for more details
(some restrictions apply)

Upon entering, and a few steps inside, you’ll notice the expansive living/ dining/ kitchen area, furnished with contemporary furniture and high-end kitchen appliances. In fact, the kitchen features dual refrigerators and dishwashers to make preparing meals for large groups a breeze. The spacious living area features a large comfy sectional and 86 inch mounted flat-screen television and becomes the foundation of a memorable family night. A large dining table with lots of seating can be found to the right of the kitchen.

The ground floor gets plenty of natural light, thanks to the large glass panel sliding door which is also your access to your very own private resort-style pool. A large gourmet Weber grill and stylish colorful contemporary pool furniture can also be found on the pool deck for all of your entertainment and relaxation needs.

Speaking of entertainment, head upstairs to the Toy inspired game room with multiple arcades and a couple of funhouse mirrors perfect for taking funny photos. Movie night may never be the same after you view your favorite film in the vintage 1930’s movie theater.

When you’re ready to call it a night, head to one of the 10 bedrooms including a ground floor poolside master suite with attached spa-like ensuite. There are numerous themed bedrooms with bunk beds which the kids will surely love.

Features
> 10 Bedrooms
> 9 Bathrooms
> Numerous Fully Immersive Themed Spaces
> Toy Themed Bedroom w/ Slide Through Wall
> Hobbit-inspired Bedroom w/ Large Tunnel
> Whimsical Triple-decker Bus Bunks
> Vintage 1930’s Style Theater
> Multiple Arcades Throughout
> Chefs Kitchen w/ 2x Refrigerators and Dishwashers
> TVs in most Bedrooms
> One of The Largest Floorplans Available in Encore
> Lightning Fast 1,000 Mbps Wireless Internet
> Large Weber Genesis Barbecue Grill
> Contemporary Furniture Throughout
> Central Heat & Air Conditioning
> Dual Washers & Dryers
> Epic Pool & Spa Deck
> 5,156 Sqft

Bedrooms
Bedroom 1 – 1st floor, King Bed
Bedroom 2 – 1st floor, King Bed
Bedroom 3 – 1st floor, King Bed
Bedroom 4 – 2nd floor, King Bed
Bedroom 5 – 2nd floor, 2 Full Beds
Bedroom 6 – 2nd floor, 4 Twin XL Beds
Bedroom 7 – 2nd floor, 2 Full XL Beds
Bedroom 8 – 2nd floor, King
Bedroom 9 – 2nd floor, 2 Full XL Beds
Bedroom 10 – 2nd floor, Queen Bed

Bathrooms
Bathroom 1 – 1st floor in Bedroom 1, roll-in shower
Bathroom 2 – 1st floor in Bedroom 2, dual sinks, glass enclosed shower, large soaker tub
Bathroom 3 – 1st floor in Bedroom 3, glass enclosed shower
Bathroom 4 – 2nd floor in Bedroom 4, dual sinks, glass enclosed shower
Bathroom 5 – 2nd floor in Bedroom 5, glass enclosed shower
Bathroom 6 – 2nd floor in Bedroom 6, glass enclosed shower
Bathroom 7 – 2nd floor in hallway, dual sinks, glass enclosed shower
Bathroom 8 – 2nd floor in Bedroom 9, glass enclosed shower
Bathroom 9 – 2nd floor in hallway, glass enclosed shower

Resort Community
You’ll find the exclusive community of Encore to be conveniently located minutes away from all of the top attractions, tons of restaurants, and more shopping than you’ll be able to handle. Stroll the well-manicured grounds of the resort and find beach volleyball courts, a clubhouse with restaurants and bars, and many cozy seating areas. Unfortunately, Encore waterpark access is not available as the HOA has many restrictions. Jimmy Buffett’s Island H2O, a much larger and advanced waterpark is a mere 10-minute drive away.

Neighborhood
Guests will find this home as centrally located as it gets just steps away from all the action. You’re less than 15 minutes to Walt Disney World, Disney Springs, and ESPN Wide World of Sports. Great shops and eateries such as Ford’s Garage, Carrabba’s, Bonefish Grill, Miller’s Ale House, and Cracker Barrel are all within 10 minutes on Irlo Bronson/ 192.

Worth Mentioning
> We manage nearby properties if you need more than one!
> A rental agreement requiring signature will be sent to the confirmed guest after booking. A copy of this agreement can be provided prior to booking as requested.
> This home will be stocked with a very limited starter set of consumables such as soaps and paper products. Guests are advised to either bring or purchase additional after arrival.
> Contactless check-in is anytime after 4p with checkout anytime before 10a
> We have a strict no party policy, the registered guest will need to be 25+, excessive use of the property/ extra cleaning required/ failure to follow checkout procedures/ breach of rental agreement will result in steep additional charges.
> Guests will have access to park 5 cars, if you’re planning on bringing more please inquire first
> The pool & spa located in the backyard can be heated for $40 per day. Pool heat is required to heat the spa as they cannot be separated.
> Access to Encore’s waterpark and transportation are not included in this rental (due to resort restrictions) but you can still have room service delivered
> A photocopy of your drivers license and credit card may be required upon check-in
> PLEASE read the entire listing and feel free to reach out with any questions


Activities and Special Interests

This property provides access to the following activities and special interests:

» Biking
» Fishing
» Golfing
» Hiking
» Scuba Diving
» Sailing
» Surfing
» Wind Surfing
» Kayaking
» Luxury
» Horseback Riding
» Boating

Property Features

» Towels/Linens
» Stereo
» Refrigerator
» Coffee Maker
» Microwave
» Dishes/Utensils
» Stove
» Highchair
» Toaster
» Oven
» Freezer
» Blender
» Parking
» Garage
» Hair Dryer
» Iron / Ironing Board
» Balcony

Suitability

» Children Welcome

Featured Amenities

» Air Conditioning
» Television
» Hot Tub
» Pool (Private)
» Pool
» Dishwasher
» Grill
» Internet Access
» Washer/Dryer
» Luxury

Entertainment

» Video Games
» Game Room
» Basketball Court

Outdoor

» Garden
» Playground