Entire home
Retro 50s 3BR Villa with Pool and Waterpark Access Just 2 Miles from Disney
Lakefront holiday home with fitness centre and outdoor pool
Photo gallery for Retro 50s 3BR Villa with Pool and Waterpark Access Just 2 Miles from Disney
Reviews
9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 81440 sq ft
Popular amenities
Explore the area
Kissimmee, FL
- Place, Mystic Dunes Golf Club19 min walk
- Place, Disney's Animal Kingdom® Theme Park7 min drive
- Place, ESPN Wide World of Sports Complex8 min drive
- Airport, Orlando, FL (MCO-Orlando Intl.)34 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Magic Suite- First floor Bedroom
1 Double Sofa Bed
Mickey Suite- Second floor Bedroom
2 Single Beds
Owner's Suite- Second floor King Bedroom
1 King Bed
2 bathrooms
Magic Suite Bathroom
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Mickey Suite Bathroom
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer
Owner's Suite Bathroom
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Dining area
About this property
Retro 50s 3BR Villa with Pool and Waterpark Access Just 2 Miles from Disney
2 Miles from Walt Disney World | Retro-Themed Vacation Rental | Private Plunge Pool
Step back in time to the nostalgic charm of the 1950s in this unique two-story retro-themed townhome—modern comfort meets vintage flair! Located just 2 miles from Disney and moments from other major Orlando attractions, it’s the perfect stay for magical memory-making.
Take a quick stroll to the community’s resort-style pool, waterslides, and clubhouse—all just steps from your door.
Whether you’re mixing work and fun, planning park-hopping adventures, or seeking a simple escape from the everyday, Retro Retreat is ready to welcome you.
Welcome to Retro Retreat at Windsor Hills!
FEATURES THAT DELIGHT OUR GUESTS
2 miles from Walt Disney World
16 miles to Universal Studios Florida
12 miles to SeaWorld Orlando
Ground floor bedroom with en-suite bathroom
Kitchen fully equipped with essential cooking items
Smart lock for seamless check-in
Complimentary on-site parking for two vehicles
GOOD TO KNOW
Families are warmly welcomed: Highchair, pack-and-play, and a wagon included.
Ideal for extended stays and snowbirds in a gated community
Remote workers enjoy high-speed Wi-Fi, fitness center, ATM, and Cyber Café access
DETAILS AND AMENITIES
KITCHEN: Stocked with utensils, pots, pans, coffee maker, dishwasher, and appliances to support home-cooked meals.
LAUNDRY: Full-size washer and dryer included.
LIVING/DINING AREA: Spacious layout with dining table and breakfast ledge for 8 guests, plus a large Smart TV.
BEDROOMS:
Second Floor
Owner Suite: King bed, USB headboard charging, reading lights, Smart TV, private bath
Mickey Suite: Twin beds, Smart TV, reading lights
First Floor
Magic Suite: Flex room with Queen sleeper sofa, desk, office chair, Smart TV, and access to full bath
TECH & ENTERTAINMENT:
Fast Wi-Fi (239 Mbps)
Smart TVs in every room
OUTDOORS:
Private lanai with a plunge pool
PARKING:
Two vehicles allowed. One in the driveway, the other in designated nearby resort spots. First come, first served.
COMMUNITY AMENITIES:
Resort pool, hot tub, and splash area
Fitness center, tennis, basketball, volleyball, ping pong, mini golf
Game room, movie theater, marketplace & grill, ATM
Playground and recreation park
SECURITY:
Safe, gated community with 24/7 manned security. Guest registration required with driver’s license presented at arrival.
EXTRAS & NOTES
Optional pool heat: $40/night, set to 86°F from 8 AM–10 PM (note: heating time may vary based on weather)
Weekly lawn and pool maintenance expected during stays
Kid-friendly board games available on request
Special occasion? Balloon bouquets, cakes, cupcakes, and gift baskets available—just ask!
Step back in time to the nostalgic charm of the 1950s in this unique two-story retro-themed townhome—modern comfort meets vintage flair! Located just 2 miles from Disney and moments from other major Orlando attractions, it’s the perfect stay for magical memory-making.
Take a quick stroll to the community’s resort-style pool, waterslides, and clubhouse—all just steps from your door.
Whether you’re mixing work and fun, planning park-hopping adventures, or seeking a simple escape from the everyday, Retro Retreat is ready to welcome you.
Welcome to Retro Retreat at Windsor Hills!
FEATURES THAT DELIGHT OUR GUESTS
2 miles from Walt Disney World
16 miles to Universal Studios Florida
12 miles to SeaWorld Orlando
Ground floor bedroom with en-suite bathroom
Kitchen fully equipped with essential cooking items
Smart lock for seamless check-in
Complimentary on-site parking for two vehicles
GOOD TO KNOW
Families are warmly welcomed: Highchair, pack-and-play, and a wagon included.
Ideal for extended stays and snowbirds in a gated community
Remote workers enjoy high-speed Wi-Fi, fitness center, ATM, and Cyber Café access
DETAILS AND AMENITIES
KITCHEN: Stocked with utensils, pots, pans, coffee maker, dishwasher, and appliances to support home-cooked meals.
LAUNDRY: Full-size washer and dryer included.
LIVING/DINING AREA: Spacious layout with dining table and breakfast ledge for 8 guests, plus a large Smart TV.
BEDROOMS:
Second Floor
Owner Suite: King bed, USB headboard charging, reading lights, Smart TV, private bath
Mickey Suite: Twin beds, Smart TV, reading lights
First Floor
Magic Suite: Flex room with Queen sleeper sofa, desk, office chair, Smart TV, and access to full bath
TECH & ENTERTAINMENT:
Fast Wi-Fi (239 Mbps)
Smart TVs in every room
OUTDOORS:
Private lanai with a plunge pool
PARKING:
Two vehicles allowed. One in the driveway, the other in designated nearby resort spots. First come, first served.
COMMUNITY AMENITIES:
Resort pool, hot tub, and splash area
Fitness center, tennis, basketball, volleyball, ping pong, mini golf
Game room, movie theater, marketplace & grill, ATM
Playground and recreation park
SECURITY:
Safe, gated community with 24/7 manned security. Guest registration required with driver’s license presented at arrival.
EXTRAS & NOTES
Optional pool heat: $40/night, set to 86°F from 8 AM–10 PM (note: heating time may vary based on weather)
Weekly lawn and pool maintenance expected during stays
Kid-friendly board games available on request
Special occasion? Balloon bouquets, cakes, cupcakes, and gift baskets available—just ask!
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
Have a question?
BetaGet instant answers with AI powered search of property information and reviews.
Similar properties
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat Included
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat Included
- Pool
- Hot tub
- Kitchen
- Washer
10.0 out of 10, (106 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Starting a wash load of towels is always appreciated! Leave beds unmade
All trash must be bagged (13 gal) placed inside the bench & latched closed. Overflow must be brought to a resort trash compactor.
Log out of any streaming channels on the TVs.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
This property does not have any lifts
A car is recommended for transport to and from this property
About the area
Kissimmee
Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks and on a lake. Old Town and Flamingo Crossings Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Hollywood Studios®. Travelling with kids? Don't miss Disney's Blizzard Beach Water Park and Disney's Animal Kingdom® Theme Park. Discover the area's water adventures with fishing and swimming nearby, or enjoy the great outdoors with ecotours and cycling.
Kissimmee, FL
What's nearby
- Mystic Dunes Golf Club - 19 min walk - 1.7 km
- Disney's Animal Kingdom® Theme Park - 7 min drive - 4.8 km
- Reunion Resort Golf Course - 8 min drive - 6.8 km
- ESPN Wide World of Sports Complex - 8 min drive - 7.1 km
- Disney's Hollywood Studios® - 9 min drive - 8.5 km
Getting around
Restaurants
- McDonald's - 4 min drive
- Starbucks - 3 min drive
- Del Taco - 3 min drive
- Drafts Sports Bar & Grill - 16 min walk
- Sickies Garage Burgers & Brews - 4 min drive
Frequently asked questions
About the host
Hosted by Rita Maria
I don’t just design vacation rentals—I imagine birthday candles being blown out, little ones skipping off to Disney, and stories that become family lore. That’s the lens I bring to every home I host.
Before founding Property ReImagined LLC, I spent over 15 years as a lead designer for Royal Caribbean—crafting guest spaces that blended comfort, luxury, and connection across their global fleet. That experience taught me how to anticipate needs, elevate details, and deliver joy on a world-class stage.
Now I bring that same standard to land—curating family-friendly vacation homes near Walt Disney World that are warm, whimsical, and exceptionally managed.
Because behind every reservation is a real story—and it’s my joy to help shape it.
💫 Our Hosting Philosophy
✨ Magical Hospitality
We believe little things aren’t little. From surprise welcome touches to themed spaces made for celebration—we’re here to add a sprinkle of pixie dust to your stay.
✨ Clean, Safe & Thoughtfully Prepared
Every home is cleaned, staged, and inspected by licensed professionals. We prepare each space with care—so all you need to do is relax.
✨ Guest-First, Always
If something’s off, we want to know. We resolve issues with speed, empathy, and integrity—because your peace of mind is part of the experience.
✨ Designed for Real-Life Magic
Our homes are made for connection: shared meals, poolside laughs, milestone moments, and late-night talks that last long after checkout.
✨ Built on Respect & Integrity
We honor the trust of our guests, our neighbors, and the owners who partner with us. That means clear policies, fair practices, and high standards—every time.
Whether you're visiting Orlando for the theme parks, a milestone celebration, or a long-overdue family reunion—thank you for letting us be part of your story. Welcome home. 🏡✨
Warmly,
Rita Maria ✨Curator of Magical Stays
Before founding Property ReImagined LLC, I spent over 15 years as a lead designer for Royal Caribbean—crafting guest spaces that blended comfort, luxury, and connection across their global fleet. That experience taught me how to anticipate needs, elevate details, and deliver joy on a world-class stage.
Now I bring that same standard to land—curating family-friendly vacation homes near Walt Disney World that are warm, whimsical, and exceptionally managed.
Because behind every reservation is a real story—and it’s my joy to help shape it.
💫 Our Hosting Philosophy
✨ Magical Hospitality
We believe little things aren’t little. From surprise welcome touches to themed spaces made for celebration—we’re here to add a sprinkle of pixie dust to your stay.
✨ Clean, Safe & Thoughtfully Prepared
Every home is cleaned, staged, and inspected by licensed professionals. We prepare each space with care—so all you need to do is relax.
✨ Guest-First, Always
If something’s off, we want to know. We resolve issues with speed, empathy, and integrity—because your peace of mind is part of the experience.
✨ Designed for Real-Life Magic
Our homes are made for connection: shared meals, poolside laughs, milestone moments, and late-night talks that last long after checkout.
✨ Built on Respect & Integrity
We honor the trust of our guests, our neighbors, and the owners who partner with us. That means clear policies, fair practices, and high standards—every time.
Whether you're visiting Orlando for the theme parks, a milestone celebration, or a long-overdue family reunion—thank you for letting us be part of your story. Welcome home. 🏡✨
Warmly,
Rita Maria ✨Curator of Magical Stays
Why they chose this property
Windsor Hills is an unmatched VACATION RENTAL HOME COMMUNITY
What makes this property unique
1950's theme. Private splash pool with no neighbors peeking over your fence. Unique Design. Each room comes with its own en-suite full bathroom, so there is no need to share bathrooms.
Did we mention we are located 2 miles from 🎠 Disney World ®️ and offer themed rooms.
Did we mention we are located 2 miles from 🎠 Disney World ®️ and offer themed rooms.
Languages:
English, French, Spanish, Portuguese
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback