
Holiday rentals with a washing machine and dryer in Windsor Hills
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Top-rated rentals with washing machine and dryer in Windsor Hills
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Disney Escape at Windsor Hills
This is a fantastic family vacation townhouse located just four miles from Walt Disney World! Inside, you'll find a full kitchen with a breakfast bar, a dining table for six, and a living area with a TV for streaming all your favorite channels! Right outside, take a refreshing swim in your private pool. Guests will be able to enjoy a wide variety of resort-style amenities close by including a community clubhouse with a game room, Olympic-size pool, children's waterpark, putting green, and more!

Private Gated Community 8 mins away from Disney!
Gorgeous brand NEW luxury condo gated w 24 hr security guard. 8 mins from Disney & all parks!! 2 bedrooms, 2 bathrooms (rain shower & tub) Therapeutic beds in every room, including full size pull out. Smart TVs in every room w/cable, Netflix, Wifi. Extra steps to clean & sanitize. 2 min walk to Super Walmart. Walking distance to food, shopping, gas, Starbucks & more. washer dryer, coffee, tea, toiletries Clubhouse Resort with pool, jacuzzi, playground, gym, tennis & volley ball court, lake.

Star Wars Retreat: Free Waterpark!10min to Disney!
This Star Wars and Mickey-themed 3-bedroom, 3-bath townhouse is located just ten minutes from Disney in the popular & secure Windsor Hills Resort. Amenities include FREE WATER PARK and SPLASH PAD, pool, playgrounds, gym, arcade, etc! Screened-in patio, complete with private splash pool. Open concept main floor includes space for enjoying a movie night or eating dinner as a family. Living room and 3 bedrooms come with Smart TVs for streaming. Hi-speed WiFi, cable TV. Washer/Dryer *Please Note:

Tito's Beachy Townhouse, 1.5 miles from Disney
One of the closest and newest communities to Walt Disney World! Located just 5 minutes from Disney, our freshly updated townhouse is the perfect location for your next Florida adventure. A fully equipped kitchen, super-fast Wifi, heated pool, and a brand new Walmart just down the street are only a few of the many amenities you will find with this incredible rental. Our 1600 sq. ft. home is bright, fresh, and waiting to welcome our next guests. Absolutely the best unit in the entire community!

Family, Windsor Hills, Sleep In with 11AM Checkout
Walk into your home away from home. Enjoy a relaxing stay. Located on 4th floor. Enjoy morning coffee on a screened-in balcony or a late snack. Pet-free home. Please NO Smoking. Children are always welcome. Come enjoy all of the accommodating facilities at Windsor Hills with a top-notched 24/7 gated security. FREE parking & leisure activities! Maximum of 3 cars allowed per reservation. This includes all guest that are visiting. All unregistered drivers will be denied access by HOA.

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun
Welcome to Mickasita @ Windsor Hill's! Our condo is the ideal family vacation spot, conveniently located just minutes away from Disney World and all your desired attractions. During your stay, our whole-condo dehumidifier will maintain a comfortable and healthy level of humidity. Recently upgraded, our condo is sparkling clean and offers many resort amenities with the convenience of a home. You'll find new beds with fresh linens, flat-screen TVs, high-speed internet, a gym, and more.

* Quiet and cozy 3 Bedroom/3 Bath next to Disney !
Nicely furnished and decorated 3 BDR/3 bath townhome in a gated, secured community less than 2 miles from Disney area. This is a prime location for visitors. Walmart is less than a mile away, and lots of restaurants, shops and tourist attractions are available nearby on US-192. Disney and Universal Studios theme parks are only a short drive away. Otherwise relax in the living room sofa and enjoy Netflix and DISNEY+ on the 4K 60" TV, take a dip in the pool, or read a book on the patio !

*Modern Luxury Reunion Oasis | Pool, Spa & Cinema
Wow-factor luxury meets unforgettable family fun, just minutes to Disney, at this show-stopping home in the exclusive Reunion Resort. Step outside to a massive 2,400-sq-ft southwest-facing pool deck with outdoor kitchen, private pool, overflow spa, and no rear neighbors—perfect for all-day sun and sunset swims. Inside: private movie theater, billiards game room, and spectacular Star Wars & Frozen II theme bedrooms with tube slide, plus Xbox and PlayStation for nonstop entertainment.

Chic Vibes Comfy King Bed Next to Parks/Food/shops
Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Mr. Clean's Cozy Disney Home w/ Luxury Finishes
• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

A Refined Modern Oasis next to Disney World
An architecturally stunning 2400 square foot corner villa next to Disney World Orlando that is privately owned and designed by the world-renowned Pininfarina Group of Italy embodies modern sophistication with open-concept living, high ceilings, 4 bedrooms (2 master bedrooms – one on each floor), 4 en-suite bathrooms, and a downstairs half bath. All bathrooms each have their own bath and shower supplies. THERE ARE NO CAMERAS ANYWHERE ON OR IN THE PROPERTY.

Magical Stay Near Disney & ESPN
🏰 Make magical memories just minutes from Disney & ESPN! Bright 3BR, 2BA condo for up to 6 guests in a safe, gated community—perfect for families or friends! Why you’ll love it: Family-friendly & ideal for kids 🏡 Relax in comfort after a fun day at the parks 🍳 Fully equipped kitchen for easy meals 🛍️ Close to restaurants, shopping & entertainment 🎢 Only 1.5 miles from Disney World & ESPN Stress-free, unforgettable family vacation awaits!
Popular amenities for Windsor Hills washing machine and dryer rentals
Apartment rentals with a washing machine and dryer

Luxury Resort Style Condo Near Disney-103

Condo in Kissimmee

King Bed Apartment, Close to Disney

3BR/2Bath Spacious condo 15min to Disney

Superb Townhouse Newly Renovated 1 mile to Disney

2 Bd/ 2 Ba Sleeps 8! Storey Lake (4721-203 CT)

Modern 3 Bedroom Apartment Near the Theme Parks

Great Full Apartment. Just 5' from Disney Orlando
House rentals with a washing machine and dryer

Margaritaville Cottage 10 Minutes to DisneyWorld!

Hibiscus Villa w/ themed rooms, game room and pool

Disney Retreat | Huge Pool with Spa | 2 King beds

4BD 2BA Kissimmee Pool House near Disney

No Stairs!-Beside Pool-No Rear Neighbors!

Windsor Hills Home w/Arcade Game Room|Near Disney

NEW Stunning Villa located 5-10 Min from Disney

8052 Heated Pool Grill House Kissimmee by Disney
Apartment rentals with a washing machine and dryer

Minutes to Disney best of Home, with a Resort feel

Stylish Condo 20 mins to Disney/King Bed

Magic Stay at Windsor Hills! 2 bedroom apartment!

Resort Style Sunshine Oasis near Theme Parks

Disney Dream Condo & Pool

Disney Oasis by the lake

Resort condo minutes from Disney!!!

Chic Disney Resort Condo • Pool Access Near Parks
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £166 | £170 | £182 | £182 | £164 | £169 | £180 | £164 | £149 | £162 | £178 | £205 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals with a washing machine and a dryer in Windsor Hills

Total holiday rentals
Explore 630 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 13,500 verified reviews to help you choose

Family-friendly holiday rentals
580 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
620 properties feature pools

Rentals with dedicated workspaces
370 properties have a dedicated workspace

Wifi availability
630 of Windsor Hills holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor Hills rentals

4.7 Average rating
Windsor Hills stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Family-friendly rentals Windsor Hills
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- Rentals with a washing machine and dryer Four Corners
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Camping World Stadium
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club




