Condo vacation rentals in Windsor Hills, Four Corners

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Top-rated condo rentals in Windsor Hills, Four Corners

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Guest favorite

Condo in Kissimmee

4.87 out of 5 average rating, 150 reviews

Luxurious Mickey's Dream Home!

Wonderful Mickey-themed 2 bed 2 bath condo in the Windsor Hills Resort located 2 miles from Disney World Entrance! Our Condo is a modern, clean & upgraded condo, that offers the comforts & convenience of home. Features: Granite counter-topped well-stocked kitchen, comfortable beds with clean linens, Smart TVs in all rooms, cable TV, free WiFi. Washer & dryer in unit, Valet trash pickup, with 2 elevators in the building. Free Parking, Free access to resort pool, waterpark & lots more (see below)

Nov 3 – 10

G$28,033 GYD per night

Guest favorite

Condo in Kissimmee

4.82 out of 5 average rating, 149 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

Welcome to Windsor Hills' Gated Vacation Community! Perfect for an adventurous family vacation or a relaxing getaway in the sun. I am excited to host your stay. Your unit is located on the 3rd floor. Get a quick exercise and hike up (39 stairs) to the front door or catch a break and use the elevator located on the ground level. Once inside, enjoy the newly remodeled 2Bdr, 2Bth condo, fully equipped to accommodate your stay. We are a PET and SMOKE-FREE property. Additional cleaning fee applied.

Jan 20 – 27

G$30,333 GYD per night

Guest favorite

Condo in Kissimmee

4.89 out of 5 average rating, 152 reviews

Disney's Doorstep, 3 Bed 2 Bath, Waterslides!

Welcome to your dream vacation! This 3 bedroom, 2 bath, is right on Disney's doorstep, this amazing vacation rental has all the amenities you'd put on your dream list. Two water slides, a kids splash park, walk in pool, movie theater with wheelchair access, game room, fitness center, putting green, playground, shop for snacks, and more! This condo also comes fully furnished with a washer/dryer, WiFi, elevator for wheelchair access, and more. This is sure to be your relaxation destination.

Aug 7 – 14

G$36,258 GYD per night

Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 124 reviews

Spacious Luxury Condo in Windsor Hills Resort!

Totally Renovated condo in WHR, you'll have plenty of space to spread out after a fun filled day in the theme parks. Sit back & relax on the big comfy sofas while watching the 65" HDTV w/Cable & Blu-ray player. The Kid's Retreat has 2 Twin over Full bunk beds, table & chairs for snacking or games & media area with a 42" HDTV, Cable & Blu-ray. Plus an ensuite bath with DOUBLE sinks to make getting ready a breeze. Free Amenities & No Resort Fees! Cleaned & Sanitized using CDC guidelines.

Oct 19 – 26

G$38,902 GYD per night

Guest favorite

Condo in Kissimmee

4.93 out of 5 average rating, 166 reviews

Family Disney Adventure at Windsor Hills

FREE - Pool and water park are available The Resort is well situated for all the attractions, Disney is 2 miles away, Golf, shops and the Florida sunshine awaits. Walmart is 5 mins drive away for all your essentials. Windsor Hills is a gated resort offering a clubhouse, with Swimming Pool, Hot Tub & Water Park, fitness center, Tennis, Basketball, Volleyball, Ping Pong, tot lot, game room, DVD rental and ATM. For your convenience the social area offers a market place and cyber coffe.

Sep 24 – Oct 1

G$34,692 GYD per night

Guest favorite

Condo in Kissimmee

4.94 out of 5 average rating, 133 reviews

Minutes from the Magic - Windsor Hills 3br 2ba

**PLEASE NOTE** Pool will be closed for maintenance 9/5/2024 to 10/5/2024 Beautiful condo with incredible amenities just minutes from Walt Disney World. Plenty of room for the entire family with three bedrooms and two full baths. Windsor Hills is a gated resort community with all of the amenities you can imagine! Beautiful, zero-entry pool, splash pad, and water slides will help you beat the heat. A fitness center, arcade, shop, cafe, sports courts, and movie theater are on site!

Mar 30 – Apr 6

G$30,303 GYD per night

Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 111 reviews

Windsor Hills Resort - Disney Pool View Condo

Location, location, location! Windsor Hills pool view condo and only 2 miles to Disney World! This newly updated 3 bedroom pool view condo is in the beautiful Windsor Hills Resort gated community. The single level condo is located in the closest building to the pool, water park, clubhouse, hot tub, movie theater, and arcade. The condo has one of the best balcony views in the entire resort. Located on the third floor, the balcony looks directly over the resort pool and lake.

Nov 20 – 27

G$37,846 GYD per night

Guest favorite

Condo in Kissimmee

4.9 out of 5 average rating, 180 reviews

Perfect Condo | Pool & Tiki Bar | 15 min. Disney

Perfect Space! Perfect Vibe! Perfect location! Perfect Price! Very close to DISNEY and H2O WATER PARK. Conveniently located in the gated Windsor Palms resorts with lots of restaurants and activities nearby. Tastefully furnished, top floor, two-bedrooms / two-bathrooms condominium (Quiet 3rd-floor unit). Included high-speed internet allows you to work while you are away. If you have a bigger party, check my other condo in the building by looking at Airbnb.com rooms/52778689

Jul 21 – 28

G$22,239 GYD per night

Guest favorite

Condo in Kissimmee

4.9 out of 5 average rating, 189 reviews

Exclusive Windsor Hills Resort near Disney World

2 bed/2 bath condo in Windsor Hills Resort, so close to Disney you can hear the fireworks! Featuring a water park with dueling slides, a splash area, a heated lagoon pool & hot tub, themed playgrounds, workout room, tennis & more! NO resort fees. NO extra costs for guests! All the comforts of home, including a stocked kitchen, comfortable beds, linens and towels, fiber optic high speed WiFi, cable TV in every room, games, movies and more! --Deep cleaned between every guest--

Jun 3 – 10

G$32,594 GYD per night

Guest favorite

Condo in Kissimmee

4.85 out of 5 average rating, 132 reviews

WH Condo. Pool/Waterpark and close to Disney!

Take an elevator to unit 302 and witness beautifully decorated Disney themed rooms. Directly outside is a lovely pool and kid-friendly waterpark. Other amenities include: game room, theater, exercise room, tennis courts, play grounds, sand volleyball, putting green, basketball court and a marketplace and grill. Located 15 minutes to all 4 Disney parks and Sea World! Looking for more space? Check out our townhome also located in Windsor Hills at 7668 Fitzclarence

Jan 7 – 14

G$35,760 GYD per night

Guest favorite

Condo in Kissimmee

4.98 out of 5 average rating, 100 reviews

Disney Oasis

Enjoy Disney Oasis, our 3-bedroom, 2-bath condo, ideal for families! Nestled in a gated community with 24/7 security, we're just 3 miles from Walt Disney World® and close to other theme parks. Indulge in our resort-style amenities: a double Olympic-sized pool, thrilling waterslides, and a fun splash pad. Enjoy the convenience of nearby shopping, dining, and entertainment. Our condo is not just a place to stay, but a gateway to an unforgettable vacation!

Jan 5 – 12

G$35,005 GYD per night

Guest favorite

Condo in Kissimmee

4.92 out of 5 average rating, 173 reviews

Windsor Hills, New Water Park, Next to Disney!

This fantastic 3 bedroom, 2 bathroom condo is located a few miles from Disney World in the highly coveted (and gated) Windsor Hills Resort. You will have access to all that Windsor Hills has to offer including A NEW WATER PARK, double Olympic sized pool, play grounds, clubhouse, gym, video arcade, marketplace and grill, tennis courts, and more! This condo features an amazing themed bedroom that will help your little ones feel the Disney magic!

Jan 11 – 18

G$41,600 GYD per night