Mad Men Magic Kingdom House*OUTDOOR MOVIE EXPERIENCE*FREE Heated Pool&Spa&Grill*6mi2Disney*WORK SPACE

Mad Men Vacation Rentals

8 Bedrooms - 4.5 Bathrooms
$165  / night  •  for 16 guests

Kissimmee, FL, United States

Family, Dog and Work Friendly (NEW TP-Link Mesh Wifi System for whole House Coverage!)

NEW outdoor movie experience for the BEST staycation EVER! It's “Disney Glam”, it's mid-century modern, & get this: EVERY bedroom has a Magic Kingdom theme (even adult rooms!) because that’s what the Disney spirit is all about! After a fun day at WDW (6 mi. away) or Universal Studios (17 mi.), unwind in our Jacuzzi with fun string lights above! Not going to the parks? Relax in our heated pool, cook out on our grill & enjoy DISNEY+ on our 55in SmartTV (all free of charge)! We offer TWO work spaces for all your virtual work and school needs and we just installed a NEW TP-Link Deco Mesh WiFi System(Deco M3) – Up to 4,500 sq.ft Whole Home Coverage in 20201! We also have a NEW AC unit in our garage game room for all year round enjoyment! Plus our gated community has a gym, tennis, volleyball, playgrounds, & a Tiki bar!


Cable TV
Air Conditioning
Record Player
Two Telework Spaces
Pool Cover to help keep the pool warm
Outdoor Movie Experience
Garage Game Room AC
TP-Link Deco Mesh WiFi System(Deco M3) – Up to 4,500 sq.ft Whole Home Coverage



My husband and I have put our blood, sweat and tears into renovating and decorating our "Mad Men Vacation Rentals". We are truly passionate about creating an amazing experience for our guests! I am happy to answer any questions you may have regarding your stay! We've even created an in-depth guidebook that you'll receive upon confirming your reservation. I respond very quickly to inquiries, so don’t hesitate to ask away!


Emerald Island Resort is a prestigious gated and guarded community on Disney's doorstep. Surrounded by a conservation area, it encompasses over 300 acres with 11 wooded acres in the middle of the community. Once inside, you'll feel as if you've entered a special preserve. Owners and guests alike can enjoy all the facilities provided in the resort, including sauna, 2 heated pools with free WiFi in pool area, Jacuzzi, basketball, volleyball, tennis, kiddie play areas, a nature trail, and much more. For more info about Emerald Island Resort, check out our web page on the web.


• Guests have full access to the home, yard, screened-in patio, pool and Jacuzzi spa.

• Guests also have full access to the community pools, tennis courts, basketball court, volleyball court, walking trail, Tiki bar, exercise gym, playgrounds, sauna and clubhouse.


As you step through the front door of this 2800-square-foot home, you're immediately drawn to the unique geometric wall design and mid-century modern decor throughout the house. The lighting is spectacular as you enter the great room and look through the two sliding glass doors onto the patio where the heated pool and spa are waiting for you! This is the moment you know your vacation has officially begun! Look above and see the beautiful hanging lights overhead that you know will make for some relaxing evenings in the Jacuzzi after those long days at the parks! You might even think: “Who needs to go to the park when we have such an amazing place to stay?! Let's just hang out!” Hear your stomach growl as you notice the propane grill and imagine all the hamburgers, steaks and chicken you can grill for dinner at the Madmen Magic Kingdom House!

Now walk around inside, or should we say, walk back in time and “make the scene"! You’ll be "on cloud nine“ feeling pretty “hip “as you "take in the pad". This open-floor-plan living space is "retro" and “radioactive” with a glamorous flare! But never fear, there's no '50s era “boob tube“ here! You've got a 55-inch smart TV with cable and streams the new DISNEY+ to watch all the Disney shows and movies you want. We also provide a Blu-Ray DVD Player - perfect to catch up on your favorite flicks after a long, exhausting day at the parks. Or turn on some “cool sounds“ with our record player (and yes, we have some vinyl records to listen to) that's Bluetooth-enabled to play your own playlists from your devices! Plus it even plays CDs and cassette tapes. Oh, and did I mention we have high-speed Internet with a NEWly Installed TP-Link Deco Mesh WiFi System(Deco M3) for Up to 4,500 sq.ft (Whole Home Coverage) and central air conditioning, too?

Your teenagers won't know where to take their selfies first, in front of the modern geometric wall design or in one of the two hanging chairs! Both are signature Mad Men Vacations Homes designs!

Before you know it, you’re going to hear your crew running around the house checking out the fun-themed bedrooms, all based on the Magic Kingdom! On the first floor, discover the Jungle Cruise master suite, the largest in the house! Complete with a luxurious en suite bathroom featuring a soaker tub, a separate shower and private toilet. With its walk-in closet and a flat screen TV, this is the perfect space for those who don’t want to have to traipse up and down the stairs. This room also features one of TWO work spaces that we offer at Mad Men Magic Kingdom House! This is a game changer for our business travelers and couples looking for a work from home Disney getaway or staycation. This is also perfect for families that have children doing virtual school or homeschool. And of course it is a huge help for parents needing to virtual work a few days while on vacation! With ample windows and light you will be able to focus, stay organized and get your work done so you can do what you came to do, play! Also on the first floor is the Big Thunder Mountain Railroad bedroom with a queen bed. It’s the wildest room on the frontier!

Upstairs you'll find two more private master suites, both with king beds and en suite bathrooms. One is the Under the Sea - Little Mermaid room, because, as Sebastian the crab says, “Life under the sea is better than anything they got up there!” The other master suite takes its inspiration from Cinderella's Castle because, as we all know “A dream is a wish your heart makes... when you're fast asleep.”

Upstairs you'll find two more queen bedrooms. The Space Mountain room has a bed that looks like it came off a spaceship! When you wake up from a night of restful sleep in this bed you'll be ready to say “All systems go!"

The theme of the other queen bedroom is Peter Pan’s Flight! (You might even find Peter's missing shadow!) And as you drift off to Never Never Land, don't be surprised if you find yourself following Peter as he soars to the “Second star on the right and straight on 'til morning!”

The two kids' bedrooms will truly let your little ones' imaginations run wild - as they step into the roles of princesses and pirates! The Disney Princess room features a custom-made princess castle bed, complete with a play dungeon and a carriage bed, both twin sized. The Pirates of the Caribbean room features a custom-made pirate ship bed that's full size, accompanied by an extra twin bed. Before long you'll be hearing happy voices shouting “Avast, mateys!” or singing “Let it go... let it go....” during playtime!

Back downstairs, you won’t want to “put an egg in your shoe and beat it“ here! The only place you'll want to put an egg is in one of the "pots 'N pans" in the fully equipped, open concept kitchen! This space features stainless-steel appliances, a microwave oven, coffee maker, toaster, mixer, and even a crock-pot!

If you have a baby, don’t worry about packing a booster seat or highchair - we’ve got you covered! We have infant/toddler strollers (2 single strollers and 1 double stroller), a crib, two pack-and-plays, an ergonomic baby carrier, white noise machine, kiddie toys, books and games. And don’t think those board games are just for kids! On a rainy day, there’s nothing like playing a board game together for creating lasting family memories! We've got a great selection!

Of course we provide a laundry room, complete with a washer and dryer! So no need to bring a change of clothes for every day – you can pack light, do a little laundry, and start each day of your vacation with fresh, clean clothes!

And let's not forget the game room! It's got a 50 inch flat-screen TV, a pool table, a shuffleboard table, and a Foosball table. There's a cool retro dining table (a Madmen Vacations feature) for eating snacks or playing cards, and some nice chairs for relaxing and reading! Plus we just installed a NEW AC unit to keep it cool all year round for your enjoyment! THIS is a game changer, no pun intended!

Madmen Magic Kingdom House is a perfect destination for families, couples, friends and business travelers! All mattresses and pillows have hypo-allergenic protective covers! Fully renovated top to bottom in the spring of 2019, there's new paint, new light fixtures, new floors and new high-end quartz countertops throughout the house, with completely updated furnishings! It's brand new inside!

Don't want to pay for your pup to go to the kennel while your gone or pay someone to take care of him/her? No worries! We are dog friendly! Read our house rules to find out more! ($100 fee applies)

A few things to note:

• There is NO SMOKING inside the property including the game room. If you smoke we will take the entire security deposit. We have a detector to let us know if you are smoking in the house or garage game room.

• While our community has many beautiful homes and amenities to enjoy, it's important to note that the houses are in close proximity to each other, which is why we can't permit parties (and you'll appreciate that the neighbors don't!).


There is public transportation available in the Kissimmee - Orlando area on the LYNX buses but to get to and from the airport, parks or really anywhere if you don't want to drive it is best to get use Uber or Lyft.

Be sure and check the house manual for more transportation information.


• You you must pay a one time $20 fee per vehicle upon entering Emerald Island Resort to park at the resort. You will get an access card to get in and out. See my guidebook for more info once you confirm the reservation.

• We can no longer allow early check in's or late check out's due to the pandemic. Our cleaners need the entire time to have the house adequately cleaned for each upcoming guests. Thank you.

• We provide a starter kit containing toiletries, soaps, paper products and trash bags. If you run out of anything, there's a plethora of grocery and variety stores nearby.

• We provide a gas grill, and unlike many places, we don't charge extra for its use. We just ask you to please clean it afterwards or else we will charge a $50. Thanks!

• Remember: There is NO SMOKING ON THE PREMISES and NO PARTIES ALLOWED! We're serious. Immediate eviction with ** NO REFUND ** will result if there is a party on the property! Security guards drive through the neighborhood and, trust me, they will let us know! And our housekeeper can tell if there's been smoking, even in the garage, and she will let us know!

IMPORTANT: Trailers and RVs cannot be parked in Emerald Island Resort over night. If your party has either of these, you'll have to park them off site. Check the house manual for information on nearby parking.

• If you're new to vacationing in Florida, you're new to our wildlife! You might see a bald eagle soaring overhead, or an armadillo scuttling through the woods. You can't spend much time outside without seeing numerous little green Anoles. They're quick little lizards that are fun to watch, but don't try to catch 'em or scare 'em away! They play an important role in keeping our Florida bugs in check!

•Speaking of bugs, in central Florida's warm climate, every season except winter is an active time for ants, house flies and Palmetto Bugs, which sometimes find their way inside. Flies are horrible if you dont dispose of your trash appropriately by putting all trash in bags, tying tightly and prevent trash overflow. The best way to keep them away is to not leave doors open or food out; sweep up after meals and wipe the counters clean! If trash cans are full outside you MUST take to trash compactor which is the first right out of the gate in the community or infestation will occur. We provide a fly zapper light which is best to be left on at all times in the house in the Spring, Summer and Fall.

• You must sign an agreement 24hours prior to your check in date to use the movie screen and projector for your stay.

What guests are saying:

Airbnb user
Airbnb review
Very nice and spacious house, perfect for a family reunion or large group vacation. It is very close to Disney and Orlando. The host is very responsive and helped us with any question we had.
Airbnb user
Airbnb review
This house is amazing! My family and I stayed there for 12 days couldn’t have picked a better location. Rebecca is a great host and thinks off all the amenities to provide while you’re on your stay. Next time we’re back in Orlando, we will definitely stay there again!
Airbnb user
Airbnb review
My family enjoyed the house and the host were very good with communication. Very close to Disney.
Airbnb user
Airbnb review
Rebecca was an amazing host! She was very quick in answering any questions we had before and after our stay and made us very excited for our trip!
Airbnb user
Airbnb review
What a great place to relax and unwind!! Communication was amazing and very agreeable. We look forward to out next visit. PS: there were lots of extra touches baby strollers, baby gate, extra towels, pool towels, fun radio with lots of channels, and lounge furniture by the pool.
Kathleen Gilpin
We had such a wonderful time at your house! The themed rooms were so thoughtfully done—we loved them. The spaciousness of the house was also appreciated. We loved having a pool at the house—so convenient!

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