Holiday rentals in Windsor Hills

Windsor Hills, Disney/Universal, Pool/SPA, 3BR2BA

This renovated 3 Bedroom, 2 Bathroom, Condo is perfect for your next vacation. Located in the popular gated Windsor Hills Community, it is only 2.5 miles to Disney. It is just steps away from the club house with large heated pool, 2 water slides, a water play area, hot tub, fitness room, movie theatre, pool tables, table tennis, arcade games and a convenience shop. There are recreational areas with playgrounds basketball, tennis, beach volleyball, a golf putting green and BBQ/picnic center.

Jackies’s Jungle View Vacation Villa

ALL NEW fully remodeled and updated! 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 community 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.

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.

Disney Spring Break– Pool + Waterpark + Family Fun

Ideal for families traveling to Disney, our spacious 3 bedroom condo at Windsor Hills offers resort-style pools, waterpark access, and fun Disney-themed bedrooms just minutes from the parks. What Makes It Special: - Walk to the resort’s pool & waterpark - Complimentary fast Wi-Fi + free parking - No resort fees - Family & kid-friendly rooms with Disney themes - Fully equipped kitchen Superhost (nearly 100 reviews!) , Guest Favorite, free parking, no resort fees—perfect for families!

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

Family Disney Home | Pool | Game Room | Hot Tub

This 4-bed home in Windsor Hills is the ultimate Disney retreat. Just 3 miles from the parks, it offers a private pool and total privacy with no rear neighbors. - Space: Sleeps 8 in 4 bedrooms, each with a private bathroom and TV. - Pool & Spa: Screened-in heated pool and hot tub with a fenced yard. - Family Fun: Game room with pool/air hockey plus resort water park access. - Convenience: Full kitchen, laundry, and parking. Minutes from Disney, dining, and shopping.

It's too much like a elegant mini-hotel (5)

It's too much like a elegant mini hotel with rich artistic atmosphere！ All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless friendly and courteous guests from Brazil. We will always welcome you!

Themed Pool Home 2 Miles to Disney

Welcome to your dream vacation home! - Newly remodeled 3 bedroom, 3 bathroom townhome with themed rooms - Private splash pool, fully screened-in - Prestigious Windsor Hills Resort with no resort fee - Access to a new kids water park, clubhouse, gym, and more - Free Wifi and fast internet for your Zoom meetings - 24 hour security and gated access - Have a pet? $150 pet fee on 1st; $75 each additional pet - Check out our 5 Star Reviews!

1BD Cottage "Limoncello" in Margaritaville

Welcome to your own island-inspired oasis. Our charming cottage is the perfect home base for your next dream Orlando vacation. The unit comes with all the comforts from home but worlds away. Conveniently located minutes from the Disney parks, a state-of-the art water park and newly opened 196,000 square foot shopping and dining district with multiple dining food and beverage options & brand-new movie theater. All Pets Must Be Preapproved :)

2545 - 5 Bedrooms w/ Pool & Water Park included

Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! Step into pure luxury at this newly remodeled 5-bedroom, 5-bathroom retreat, complete with your very own private pool and spa! Located in the sought-after, gated Windsor Hills Resort, this vacation home isn’t just a place to stay – it’s a place to create lasting memories! Perfectly positioned near the Disney Parks, you’re in for a magical adventure.

NEW! Luxury home minutes to parks

Welcome to @OthergroundOrlando at Windsor Hills, my 5B/5BA luxurious mid century modern home minutes to the parks. • 🎬 Drive-in themed movie theater • 🏎️ Mario Kart themed bedroom • 🏝️ Private pool and spa • 🕹️ Game room with arcades & Xbox • 🖼️ No neighbors behind the home • 🎟️ Short walk to clubhouse with pool & slides • 📶 High speed Wi-Fi • ⭐️ Top resort community *Windsor Hills*