1 King 1 Queen 2 Twin
Welcome to Retro Retreat at Windsor Hills!
The sun is shining over Windsor Hills!
Our charming 1950's Retro themed 3-bedroom townhome vacation rental, nestled within the breathtaking Windsor Hills resort in the heart of Kissimmee, Florida. Step back in time and experience the nostalgic charm of the 1950s while enjoying modern amenities and the luxuries of contemporary living.
FEATURES THAT DELIGHT OUR GUESTS
- Ground floor bedroom with en suite bathroom
- Kitchen equipped with all necessities
- Convenient smart lock for seamless check-in
- Complimentary on-site parking
You'll be delighted by the carefully curated decor that pays homage to the vibrant spirit of the 1950s. The living room features plush, retro-style furniture, vintage-inspired artwork, and pops of bold colors that harmonize perfectly with the polished hardwood floors.
The fully equipped kitchen is a delightful mix of vintage charm and modern functionality. From the classic chrome accents to the retro refrigerator, cooking and dining in this space will be a delightful experience. Whether you're preparing a quick snack or a full-course meal, you'll find everything you need at your fingertips.
After a day of exploring the wonders of Central Florida, unwind on the lanai or sip a cool drink by the main pool while surrounded by palm trees and lush landscaping. The warm Florida sunsets will provide the perfect backdrop for creating lasting memories with loved ones.
As part of the Windsor Hills resort community, you'll have access to an array of incredible amenities. Splash in the massive lagoon-style pool, zip down the waterslides, or simply soak in the sun on the pool deck. Enjoy a friendly game of tennis, basketball, or volleyball at the sports courts, or let the kids burn off energy at the playground. Additionally, the resort offers a well-equipped fitness center, a movie theater, and a clubhouse with a game room.
The location is unbeatable. Just minutes away from the enchantment of Walt Disney World and other major theme parks, you'll be able to experience the magic of Orlando without compromising on comfort and style.
Whether you're seeking a fun-filled family vacation or a getaway with friends, our 1950's Retro themed townhome at Windsor Hills is the perfect destination. Relive the nostalgia of the past while creating cherished memories that will last a lifetime.
Book your stay now and embark on a unique and unforgettable vacation experience!
These rates were set in USD.  These rates were last updated 2 months ago.
|Rate||Period||Nightly||Min Stay||Change Over||Tax Rate|
|2023 Winter||01 Dec 2023 - 20 Dec 2023||$209.00||2||US State Taxes 13.50%|
|2023 Christmas & New Year||21 Dec 2023 - 03 Jan 2024||$409.00||3||US State Taxes 13.50%|
|2024 â€¢ Jan||04 Jan 2024 - 14 Feb 2024||$249.00||2||US State Taxes 13.50%|
|2024 â€¢ Valentines||15 Feb 2024 - 24 Feb 2024||$409.00||2||US State Taxes 13.50%|
|2024 Spring break||25 Feb 2024 - 30 Apr 2024||$259.00||3||US State Taxes 13.50%|
|2024 May||01 May 2024 - 31 May 2024||$229.00||2||US State Taxes 13.50%|
|2024 Summer||01 Jun 2024 - 31 Aug 2024||$259.00||2||US State Taxes 13.50%|
|2024 Fall||01 Sep 2024 - 19 Sep 2024||$229.00||2||US State Taxes 13.50%|
The following booking options are available for the property:
Turnaround Cleaning fee 135.00 Per Booking
Pool heating 20.00 Per Day
Pet Fee 135.00 Per Booking
20.00 percent required at time of booking
80.00 percent required 5 days Before Checkin
Refund of 50.00 percent due if cancelled 15 days from check in date
Refund of 100.00 percent due if cancelled 30 days from check in date
Refund of 0.00 percent due if cancelled 14 days from check in date
Payment of 300.00 required 5 days Before Checkin, refunded 5 days after checkout
Unparalleled community amenities - 15 Minutes from beautiful Celebration - Orlando airport, Universal studios, and Downtown Orlando all within a 30-minute drive.
Within a 5 minute drive to Super Walmart, grocery stores & restaurants.
Only 10 minutes from Disney World!
- Swimming pool, Hot tub & Water park
- Fitness center
- Tennis, basketball, volleyball, Ping Pong, Toddler lot & reaction park
- Game room, DVD rentals, Movie theater & ATM
- Marketplace & Grill
- Cyber Cafe
FREE on-site waterpark - head to the Welcome Center to obtain your wrist bands
House was very clean. Kids loved the private pool after a long day of exploring Orlando!
William's review of your place - 13 Jun 2023
Our family had a great experience! The location is wonderful and the house is really cute. We loved the theme.
Amy's review of your place - 10 Jun 2023
Lovely house in a great location, close to the Parks.
Oliver's review of your place - 02 Jun 2023
Beautiful place. Close to the parks in Theme (10-20 minutes) and a Walmart which is 2 minutes by car Located in a secure complex with some water activities for rest days. The home is clean, very nicely decorated and, most of all, perfectly equipped. Strollers are available. Rita Maria is also a very responsive and available host. Without a doubt a very good place to make known for anyone who wants to have a good family holiday in theme parks, but not only.
Thierry's review of your place - 05 May 2023
We enjoyed our stay here - perfect location! So close to Disney, shopping and restaurants. We really enjoyed our vacation!
Melissa's review of your place - 24 Apr 2023
Enjoyed our stay and will return. Very convenient location. Nice having the pool right there and the water park a short walk away.
Dave's review of your place - 27 Mar 2023
Extremely responsive host with Rita Maria. Any question that you had she was quick to resolve or give a suggestion. Also the house was great. The pool was fun especially after a day at the park. It takes 20 minutes to get to the magic kingdom and about the same to get home. Traffic can be heavy depending on the day near the Walmart around the corner from the house. Also do curbside pickup for this Walmart as it’s a super busy tourist store. Also buy your souvenirs from here as they are half the price of the park. Will make future reservations for this place again in a heartbeat. Thanks for the wonderful stay!
Wesley's review of your place - 25 Mar 2023
Tres bel endroit. Parfait pour une famille et tres pres de Walt Disney. Rita a repondu tres rapidement ï¿½ toutes nos demandes . Un sejour parfait 😍 pour notre famille .
Lydia's review of your place - 04 Mar 2023
Really enjoyed our stay. The property was just as described and within very close proximity to Disney which is where most of our times was spent. The pool was an added bonus to relax in after a long day of walking through the parks. Would highly recommend to anyone visiting the area!
Mike's review of your place - 25 Feb 2023
Stop looking & get booking! The Retro Retreat is a gem of a place - perfectly located for Disney in particular. We arrived at the parks within 10-15 minutes in the mornings and we’re home in 30 minutes (traffic dependent). The gated secure Windsor Hills development feels safe & like a resort with great facilities. Rita Maria was an excellent host - the place was spotless when we arrived with 3 en suite bedrooms, a well appointed kitchen and cosy living/dining room looking out to the lanai & private pool - all beautifully themed. We would love to stay again on our next trip to Florida :)
Stuart - 04 Apr 2022
We have been coming to Disney for years with family. We have stayed at most of the Disney resorts at least once and will now always stay here.
Jamie - 15 Mar 2022
Great location & amenities. LOVED the theme of the house, super easy check in/out!
Victoria - 17 Feb 2022
We have stayed a few times now at Windsor area and from now on we will always check to see if this rental is available first. It was perfect! So clean, so quiet, great communication, helpful and even go above and beyond after our visit when we forgot an item. Can’t wait to come back!
Brittany - 11 Feb 2022
We absolutely loved our stay! Very clean, and true to the pictures! Safe, gated community as well!
Crystal - 03 Jan 2022
A Perfect Home for our Family We've stayed at Windsor Hills previously and love the neighborhood, but this home was a notch above other rentals. You could tell that the owners took care of the property, furniture, and furnished it for renters to have a great vacation. The property was very clean and perfect for us. It was well equipped with everything we needed. We had two children with so it was great that the rental was equiped with quality a pack-and-play, high chair, and baby gates. We loved our time here and would love to stay again in the future.
Eric L - 19 May 2021
Beautiful place This property is decorated so cute! It has all the conveniences of home, and very close to shops and restaurants. The process to enter the front gates is a bit aggravating so make sure to add everyone who will come visit to the list. We really like this property and the pool was a great added benefit! Rita is great to work with and responds quickly to all needs! Thank you so much for having us, we can’t wait to come back next year!!
Carrie M - 03 May 2021
We loved the Retro Retreat! We came to spend some time at Disney and absolutely loved how family friendly it was! Rita had everything we needed to accommodate our stay including all the baby essentials which was so helpful to not have to worry about packing. We felt right at home!
Sam - 22 Apr 2021
This place was fantastic. Great location especially for Disney. Close to shopping and restaurants. Easy check-in in a nice gated community. Rita Marie was quick to respond when we needed her and she made sure check in was easy. The house was very clean and has more than what you need for your stay. The private splash pool was also really nice especially after long hot days in the parks. Can not wait to stay with her again!!!
Donna - 09 Apr 2021
Nice and Neat We really enjoyed our stay! The place is nicely decorated and very clean. We had a few things that messed up during our stay but the owner and PM were very helpful in getting things worked out. We would def come back.
Jamie S - 21 Mar 2021
We have stayed in other properties inside Windsor Hills before so we knew we already loved the location. This property was great! Super clean, looked exactly liked the pictures posted! The pool was very refreshing! Kitchen was well stocked although we didn’t cook anything. The retro theme was super cool and we will definitely consider staying there again! 09/06/2020 at 11:40 AM
Andrea M - 06 Sep 2020
Birthday trip We had a great time At the retro retreat! The decor is so adorable and well thought out. The townhome came well quipped with all the necessities. We loved the private pool as well as the community pool/water park. It is 12 minutes from Disney and about 6 mins from walmart. Would definitely come back to this property for future trips! Also, Rita was extremely quick to respond to any questions I had. 08/26/2020 at 3:14 PM
Ginger G - 26 Aug 2020
“Place is just as described and very clean! Best part is the private pool! We loved the theme of the home as well!”
Alexandra - 16 Aug 2020
Don’t even need to leave the resort! We arrived Friday at 3:45 and the front gate allowed us to check in (before 4pm check in), bonus. It was about a 10 process with waiting in line. The door code to the until did not activate until exactly 4pm, however. 😂 The condo is exactly as expected. My 13 year old daughter was enamored by the decor. The refrigerator and stove were excellent! There were all the essentials needed for a young child such as baby bathtub, high chair, stroller. The resort was just great, the water park was so fun and the slides too! The slides were fast and scary. Lots of fun! But the best part was the pool in unit. Great time. Hopefully we will be back Check out easy. 07/13/2020 at 1:55 PM
Jennifer J - 13 Jul 2020
We were able to secure a reservation as soon as Windsor Hills (WH) opened. We've stayed at WH before, but this time we stayed at Retro Retreat the beginning of June, and had a fantastic time! This townhouse is beautiful - pictures don't do it justice. Plenty of space, lots of charm and the decor is wonderful; all the comforts of home, PLUS a private pool! Location can't be beat! Planning another stay this year!
Melinda - 07 Jun 2020
This vacation rental is perfect! After having 4 Disney vacations canceled due to closures, we decided to spend the week here relaxing by the pool and enjoy the other things Orlando has to offer. We love Windsor Hills, so this was our first choice. This lovely townhouse was perfect. It was spotlessly clean and looked exactly like the photos. We absolutely loved the retro decor. It's what drew me to this townhouse over any others. Communication with the owner was efficient (& fast) and check in was flawless. Everything in this townhouse seemed like it was brand new (or nearly brand new). The home is well supplied with everything you need. The owner took special extra precautions due to the pandemic and CDC recommendations. We appreciated the thought and care regarding that. The private pool was clean, well maintained, and the water was the perfect temperature. We loved it! I've already recommended this rental to three other friends and we'll definitely rent again in the future! Highly recommend!!
Janice - 31 May 2020
Had a fun time staying at this Airbnb with the family. The place was clean, comfy and the kids enjoyed the house and all the amenities that came with it. The fact that this place was so close to Disney World made it easier traveling to and from the park. I recommend this house to any future guests, thank you Rita!
Karina - 09 Mar 2020
I would recommend this place due to all the amenities this place has to offer. It’s close to everything and very family friendly.
Mel Ruiz - 01 Mar 2020
Last Updated - 6 hours ago