Windsor Hills Private Rentals - By Owner Disney Vacation Homes

Home
United States
Kissimmee, FL
Windsor Hills Private Rentals - By Owner Disney Vacation Homes

Official page for Windsor Hills Resort Kissimmee Orlando. Endorsed and supported by the Resort Management Committee.

Vacation Rentals by owner in the Windsor Hills Resort Kissimmee Orlando

03/14/2026

Loving the new chairs at the pool! Looking forward to more upgrades over the next couple of months!

02/17/2026

The waterpark will reopen tomorrow at 10am!

10/31/2025

If you are in Windsor Hills today, join us for Trunk or Treat near the recreation area! Costumes are encouraged but not required!

10/04/2025

Today the shines on Sunset Memories Villa!

Are you looking for the ultimate in luxury, privacy and fun all while being only 3 miles from Disney? Look no further!
Sunset Memories Villa, our 5 bedroom/5 bath home, has an outside space like no other in all of Windsor Hills Resort.
⭐️Extended pool deck. We have an additional 480 sq. feet of pool deck to enjoy.
⭐️No rear neighbors. Our home is set up on a bluff, so we truly have no rear neighbors.
⭐️3 King main floor bedrooms.
⭐️FREE pool heat/FREE use of BBQ
⭐️FREE use of baby equip. including highchair, double stroller, single stroller, pack and play and table booster seat.
FLORIDA DIVISION OF HOTELS AND RESTAURANTS ID DWE5924863
For pricing and availability, please see our website: ⁦www.sunsetmemoriesvilla.com⁩

09/27/2025

Today the Book Direct Spotlight shines on Making Memories Villas!

✨ Your Magical Orlando Getaway Awaits! ✨

Dreaming of a vacation just 5 miles from Disney?
Discover 3 incredible family-friendly vacation homes, each packed with Disney magic and more!

⚡ The Ministry of Magic – Sleeps up to 12
• Harry Potter, Minions, & Star Wars themed bedrooms
• Mickey & Friends themed game room
• Private pool & spa + BBQ grill
• Full-size washer & dryer & stainless steel appliances

🌴 Mickey’s Beach House – Sleeps up to 10
• South-facing private pool
• 4 bedrooms & 4 baths
• Marvel-themed game room with pool table & Xbox

🌞 Another Day in Paradise – Sleeps up to 10
• Brand-new furnishings, hardwood floors, & a beautiful open floor plan
• 4 themed bedrooms: Harry Potter, Frozen, & Mickey and Friends
• Encanto-themed game room with pool table

📍 Just minutes from Disney magic, these homes are perfect for family vacations, group getaways, or a magical retreat!

👉 Book your dream stay today and make memories that last a lifetime!

🔗 Reserve Your Dates Now:
[https://www.makingmemoriesvillas.com/]

DWE #5917309, DWE #5921384, DWE #5923372

09/07/2025

🏰✨ Today the shines on Disney Adventure Home 🐭❤️🎀
Where Disney magic meets the comfort of home!

💦 Mickey Pool – Splash into fun in a pool with the mouse who started it all
🔍 Hidden Mickeys – Go on a whimsical scavenger hunt
🛌 Royal Quarters – 1 King • 1 Queen • 2 Twins for princes & princesses
🎠 Immersive Decor – Every room sparkles with Disney charm
🚗 5 Minutes to Disney – Just 2 miles from the gates – Bibbidi-Bobbidi-GO!
🌴 Peaceful Retreat – No rear neighbors = more hakuna matata
🎢 Resort Perks – Water slides, splash pad & extras – all FREE!

✨ Your happily ever after starts here!

✨🏰 Book Your Magical Stay Today: ⁦www.OrlandoAdventureHomes.com⁩

Florida License DWE5913227

09/04/2025

Today the shines on Wonderland.

Our "Wonderland" home is a 6 Bedroom/ 4 Bathroom private pool and spa home. It has free pool heat and BBQ grill. Enjoy the private backyard with outdoor TV and outdoor dining for 12. It is a quick walk from Basnett Circle to the playground and the clubhouse, pool and waterslides! Our home is themed throughout with Beach and Key West themed living, dining and family rooms. Bedrooms themed with Animal Kingdom, Pirates of the Caribbean, Alice in Wonderland, Grand Floridian, Polynesian and Contemporary resort theming. Air conditioned Harry Potter themed game room with free commercial grade driving arcades, basketball, Skeeball, multi arcade and Xbox.

See this home’s details and read the 122 ⭐️⭐️⭐️⭐️⭐️ star reviews at www.kristysvacationrentals.com

Stays over 12 nights get special pricing! PM us for a quote today 🌴☀️

DWE5926098
Don’t delay we are booking into 2028 in our 7 Windsor Hills homes.

Special pricing on these dates in 2025 🌴🌺:

9/5-9/15

08/16/2025

✨ Today the book direct spotlight shines on
Galaxy Beyond Villas! Just Minutes from Disney ✨

Your dream Disney vacation starts here! 🌟 This stunning 5-bedroom villa in Windsor Hills has everything your family needs — including a private Mickey pool, air-conditioned game room, themed bedrooms, and access to resort amenities like a waterpark, splash pad, and clubhouse.

👨‍👩‍👧‍👦 Sleeps up to 12
🎬 Star Wars, Toy Story & Mickey Bedrooms
🎮Marvel arcade room and theater
🏝️ South facing pool
🚗 Just 10 miles from Disney!

Book now and make magical memories that are out of this world!!!

www.galaxybeyondvillas.com

DWE5927292

08/03/2025

This week the book direct spot light shines on Amarillo Villa.

Our single-story 4 bedroom (5 bed) pool home on Comrow is ideally located…easily walkable to ALL community amenities.

It boasts 2 KING, a QUEEN and a subtly themed TWIN room with ‘Hidden Mickeys’ - suitable for children and adults. Each bedroom has a private ensuite.

Exceptionally clean. Well maintained. Well managed. Well equipped. Competitive pricing. Reasonable cancellation policy. No rear neighbours. Complimentary pool/spa heat and departure clean.

We offer numerous household and child amenities and pool safety features: watcher lanyards, secure pool fence, pool door alarm, depth markers, and handrails for safety and ease of entry into pool and spa. Comfy patio furniture, nicely landscaped backyard and no rear neighbors.

Count on reliable, friendly and responsive communication with the owner from initial inquiry to departure.

For more information, please click on our website with its LINK to our dedicated FB page. The first post is a recent walk-through video of the villa. The FB page also provides further insight into Villa operations, WH community events, guest experiences and things we like to see and do outside the parks.

Website quotes include TOTAL pricing inclusive of taxes and service fee. Complimentary pool/spa heat and departure clean. Message me directly to receive BEST PRICING and any promotions.
~ Katie 😊
[email protected]

amarillovillawindsorhills.com

DBPR License

07/17/2025

🌊 THRILLER THURSDAY – MORE WATER FUN!

When the Florida heat hits full blast... you don't ride — you SPLASH.

This week’s feature? Aquatica Orlando — SeaWorld’s water park that brings high-speed, high-soaking thrills.

🔹 Ray Rush – a family raft ride with air launches, tunnel spins, and a giant half-pipe finish that makes your stomach drop and your crew scream.

🔹 Riptide Race – the first dueling water slide in Florida. You and your thrill buddy race side-by-side down twisting tubes — fastest wins, loser buys lunch.

These aren't your hotel pool slides. These are thrill rides with water involved.

✅ Fast drops
✅ Competitive racing
✅ Screams and splashdowns
✅ And all within 20 minutes of Windsor Hills

🎤 So tell us:
👉 Would YOU rather fly through the air on Ray Rush?
👉 Or settle a family feud on Riptide Race?

Drop a 💦 if you're ready to cool off with chaos.

07/16/2025

🌊 Walk-about Wednesday: Picnic, play, and peace on the lake in St. Cloud

This week, we’re heading to a local gem that’s big on views and light on crowds. Just 30–35 minutes from Windsor Hills, Lakefront Park in St. Cloud gives families space to breathe, play, and enjoy the water — no tickets or stress required.

Here’s why we love it:
🧺 Lakeside picnic tables + pavilions – shady, scenic, and totally chill
👣 Paved walking paths – perfect for scooters, strollers, or slow morning strolls
💦 Splash pad + playground – a guaranteed kid-pleaser
🦆 Wildlife sightings + fishing pier = low-key Florida fun
🚲 Bike rentals available if you want to ride along the shoreline

There’s even a beach-style area (no swimming, but great for digging in the sand + sunset photos)!

📍Located in St. Cloud — easy to get to, hard to leave

✨ Pro tip: Bring a packed lunch or grab takeout from one of the nearby local cafés for the perfect lakeside meal.

Tag your favorite picnic crew 💛
s

Address

2600 N. Old Lake Wilson Road
Kissimmee, FL
34747

Website

https://www.windsorhillsprivaterentals.com/

Alerts

Be the first to know and let us send you an email when Windsor Hills Private Rentals - By Owner Disney Vacation Homes posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Windsor Hills Private Rentals - By Owner Disney Vacation Homes:

Shortcuts

Want your business to be the top-listed Travel Agency in Kissimmee?