
Apartment holiday rentals in Windsor Hills
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Top-rated apartment rentals in Windsor Hills
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My Disney Grandview
One-of-a-Kind Corner Penthouse Overlooking the Pool The Crown Jewel of Windsor Hills -the only top-floor corner condo directly overlooking the resort . No long walks or loading the car - step outside and you’re there ★ Perfect for Disney Families Sleeps 8-3 Bed/2 Bath Free Resort Access, and parking Gated community 9 min to Disney World Pack n’ play, high chair, stroller, Add my listing to your wishlist by clicking the ❤ in the upper-right I want you! Tell me what I can do to be your host

Whiskey Bent Disney Townhouse 3 bedroom 3 bath
Come relax at our townhouse with private pool in Windsor Hills Resort. A 24/7 gated resort offering a clubhouse, with a lagoon style Swimming Pool that is heated for use year round and has a Water Park,fitness center, Tennis court,Putting Green, Basketball court,Sand Volleyball, Ping Pong,playground, game room,DVD rental and ATM You will be located just a couple of miles from the Walt Disney World entrances and also close to Universal, golfing, shopping and many other attractions. No resort fee

Newly Renovated Condo! 1.5 miles from Disney World
Make your next trip to Florida one to remember when you stay at our NEWLY RENOVATED 3 bedroom, 2 bath condo located at the Gated Resort Community of Windsor Hills, Four Corners. Just miles from Walt Disney World, Universal studios, Downtown districts, Shopping, golfing and many Restaurants, Windsor Hills has many resort's amenities that are perfect for the family vacation. Our condo grants access to an array of amazing amenities – water park, large pool, arcade room, movie theater and more!!

Disney Family Vacation Special! Windsor Hills+Pool
Perfect 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 Disney World. What Makes It Special: - Walk to the resort’s pool & waterpark - all included! - 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, Excellent customer service!

Luxury condo near Walt Disney Parks - Kissimmee FL
Entire family will enjoy this luxury condominium located in Kissimmee Florida. Minutes away from all Walt Disney parks, quick drive to Disney Springs and close to major highways. Many attractions within walking distance such as water parks, Studio Grille movie theater, grocery stores, pharmacies, gift shops and plenty restaurants. The condominium includes two primary bedroom suites with en-suite fully remodeled bathrooms. Entire condo is beautifully remodeled to make you feel at home.

8070-304 Luxury 2BR Apt Kissimmee Orlando Disney
Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped Apartment Condo Hotel for up to 6 guests, located right behind Sunset Walk, MargaritaVille Resort & Island H2O Water Park in Kissimmee. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. Everything you need is steps away: Restaurants, Ice Cream, Shops, Studio Movie Theater, Water Park, Live Music, Slingshot, Supermarkets & more... EV Charger Available.

2-Bedroom Renovated Lakeside Condo Near Disney
This large lakeside renovated (July 2023) condo is located minutes from all theme parks and is within walking distance to many restaurants and an outlet mall. Enjoy our two main pools (with tiki bar and hot tub) and poolside recliners. Condo includes: large private balcony; laundry; two full bathrooms; master king bed/ensuite; second bedroom with XL twin beds and a bunk bed nook for kids; 55-inch Samsung smart TV in living area and Amazon Fire TVs in each bedroom.

Vibrant Haven 10 Min to Parks Pet-Friendly
Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Cozy Apartment Close to Disney
Welcome to our charming apartment in the heart of Kissimmee! Perfectly situated near Disney & Animal Kingdom, Shopping, Dining and Entertainment are at your fingertips. This delightful accommodation is an ideal choice for couples, solo adventurers, extended stay, and business travelers. Whether you're in town for a magical vacation, a business trip, or a romantic getaway, our apartment provides the perfect home base for your adventures.

The Cozy Escape
Escape to our cozy 1 bed, 1 bath apartment, perfectly nestled adjacent to the main house yet completely private. Whether you're seeking a romantic couples' retreat, a productive work trip, or some well-deserved "me time," this spot has it all! After an exciting day out, unwind in our comfortable space, relax & recharge. With assigned parking, you can come & go with ease!

°o° Modern 3B/2B Condo in Windsor Hills by Disney
Welcome to your perfect vacation getaway! This beautifully updated 3-bedroom, 2-bathroom condo is located in the highly sought-after Windsor Hills Resort, just minutes from the entrance to Walt Disney World. With new upgrades, spacious bedrooms, and unbeatable resort amenities, this home offers comfort, convenience, and fun for the whole family.

Enchanted Poolside Retreat
Relax in a luxurious poolside condo with breathtaking views in the heart of Windsor Hills. Just minutes from Disney, our space offers a serene retreat with resort-style amenities, a private balcony, and a beautiful view of the pool. Perfect for families or couples seeking comfort, convenience, and a little magic during their Orlando adventure.
Popular amenities for Windsor Hills apartment rentals
Weekly apartment rentals

Luxury Serenity + Reunion Living Near Disney

Oasis of Davenport.

Joyful Disney Getaway with Kids Room & Heated Pool

Cozy 1BR Suite w/ Full Kitchen & Pool Access

Disney Vacation Home Rental - Close to Disney!

Nice 3B2B Windsor Hills Resort Condo 14 min Disney

3BD condo 10 min Disney, 3 min walk Walmart

Peaceful Disney Escape!
Private apartment rentals

Modern Condo in Reunion Resort Near Disney

Bahama Bay 3BR/2Bath, 1ST Floor 75 Inch Smart TV

Brand New gorgeous Storey Lake 7 Guests Lake view

Blue Heron Beach Resort Orlando With 2 Balcony

Apartamento 313 Club House -Davenport/Orlando- FL

Orlando Magic condo near Disney/golf. 2 bed/2 bath

Unique Lake Condo- TOP location!

Themed 3BR/3BA Getaway – Perfect for Families
Apartment rentals with a hot tub

Orlando 11th Floor - 5 min From Disney. Blue Heron

Premium LakeView/3BR Condo/Walk to StoreyClubHouse

Condo in Kissimmee

Beach Heaven minutes from Disney

Blue Heron Lakeview Condo-2 miles from Disney

1st Floor • $0 Parking • No Fees • 14 mins Disney

Spacious Modern Penthouse

Cozy Golf View Apartment • Pool • Disney
Quick stats about flat rentals in Windsor Hills

Total holiday rentals
Explore 10 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 150 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Wifi availability
10 of Windsor Hills holiday rentals include wifi access

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

4.9 Average rating
Windsor Hills stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Windsor Hills
- Rentals with a cinema Windsor Hills
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- Fitness-friendly rentals Windsor Hills
- Rentals with a hot tub Windsor Hills
- Family-friendly rentals Windsor Hills
- House rentals Windsor Hills
- Pet-friendly rentals Windsor Hills
- Rentals with a patio Windsor Hills
- Rentals with outdoor seating Windsor Hills
- Apartment rentals Windsor Hills
- Rentals with pools Windsor Hills
- Rentals with an EV charger Windsor Hills
- Flat rentals Four Corners
- Flat rentals Osceola County
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Give Kids the World Village
- Southern Dunes Golf and Country Club




