Family-friendly holiday rentals in Windsor Hills, Four Corners

4.94 out of 5 average rating, 354 reviews

Disney World Condo w/ Full Kitchen, Balcony & Pool

Super clean newly renovated condo in Kissimmee, FL 🚗 15 minute drive to Walt Disney World 🚗 25 minute trip to Universal Studios 👮‍♀️Gated community with 24/7 security on site. 👨‍🍳 Full kitchen with everything you need 🧺 Washer/dryer in unit 💻 Fast wi-fi and smart tv's with access to netflix/hulu and cable. 🏊‍♂️ Zero entry heated swimming pool 💪🏼 Full Gym, basketball, tennis courts and walking trails. 🥇Airbnb Superhost We would love to have you stay! Book this Orlando condo Today!

Top guest favourite

Home in Kissimmee

4.92 out of 5 average rating, 144 reviews

Private Pool & Spa, Close Disney, Disney Playhouse

Disney Playhouse – Your Dream Vacation Awaits! Indulge in elegance and comfort at this newly upgraded, pet-friendly retreat. Relax in your private pool & spa within a fully fenced backyard. Unwind in the plush master suite, enjoy Roku TVs in every room, and stay connected with blazing fast 1GB WiFi. The Diner Themed game room features a Marvel electronic pinball machine, pool table, and Wii. Pool heat is optional, hot tub always free! Pets welcome. King Master. Book your luxury getaway today!

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Townhouse in Kissimmee

4.94 out of 5 average rating, 177 reviews

Updated Pics | 5 Miles to Disney | Themed bunkroom

🎉 Just 4 miles from Disney, our luxury townhome is your family’s perfect escape! With a private splash pool, brand-new 65” Smart TV, and family-friendly gear (stroller, pack n’ play, high chair), you’ll have everything needed for a carefree stay. Located across from Windsor Hills Resort’s clubhouse, enjoy resort perks like an Olympic pool, splash pad, fitness center, and theater! Sleeps 8 comfortably with 3 en-suite bedrooms, including a themed Disney beach kids’ room. Fun, comfort, and conveni

4.75 out of 5 average rating, 316 reviews

Flat in Kissimmee

2BR Nice/Convenient Resort Condo 3 Miles to Disney

On 2nd fl/No elevator. Regular Condo Not Childproofed. We had a new AC system with internal germicidal UVC light -kills 99.9 % bacteria and virus! Our 2 bedroom 2 bath 1022 sqft resort-style luxury condo at Windsor Palms Resort offers you a “Home Away From Home” experience. You can relax and unwind in an informal setting with all included amenities of an upscale resort. The new AC system ensure a cool stay, while the internal UV light sterilize the air! Unique guest code = higher security.

4.8 out of 5 average rating, 105 reviews

Home in Kissimmee

View the Disney fireworks from your pool!

Our home is close to Walt Disney World - Shopping - Restaurants . You’ll love the fully stocked granite kitchen, ALL SMART TVs in EVERY room, the views (fireworks), the location, the high ceilings & ceiling fans. Our home is great for couples, families (with kids), and furry friends (pets). Laundry room is INSIDE. The garage is full of games (air hockey, pool & foosball) The pool has a covered lanai with table & chairs for outdoor eating while overlooking our lake with a lighted fountain.

4.85 out of 5 average rating, 181 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)

4.86 out of 5 average rating, 176 reviews

Villa in Kissimmee

Near Disney Gated LakeView Pvt Heated Pool

Lowest Cleaning fee! Military discounts. New Sofa set, Dolby Home theatre, new 65" HD LED TV w/ Airplay. A separate Remote office setup! Sunset Lakes is a secured gated comnty ~12 min from Disney & other parks. Updated Villa offers Lake View pvt pool, gorgeous sunset, Play room, BBQ Grill, Fishing dock. Fully furnished & sparkling clean w/ 4 beds - 1 King, 2 Queens, 2 Twin beds with 3 baths, kitchen & laundry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

4.82 out of 5 average rating, 289 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Brand new flooring, mattresses, AC, water heater and more! Disney SO close! Our Property Manager will see to any needs during your stay, a rental registration is required. Beautiful, clean and comfy condo in Windsor Hills Resort with a new WATER PARK and tons of amenities. Stainless appliances and granite, free wifi/cable, desk/charging station and PS 3 with games, Pack N play, stroller, high chair, wash/dryer, a starter kit of supplies. No hidden fees, free parking. Perfect for families!

4.94 out of 5 average rating, 114 reviews

Lovely well-furnished. See fireworks from balcony!

Whether you come to spend time at Disney, Universal Studios, golf or to lounge by the pool, we invite you to stay in our peaceful and lovely 3rd floor condo in the 5 star Windsor Palms Resort. Watch Disney's Magic Kingdom fireworks from the private screened in balcony! Free parking, resort amenities, high speed WiFi and cable TV. Please note: A a 6% Osceola County Tourist Tax will be added to the booking. We feel its best to be upfront with all our guests and not let it be a surprise.

4.89 out of 5 average rating, 368 reviews

Flat in Kissimmee

Superb Townhouse Newly Renovated 1 mile to Disney

This 2-bedroom rental in Kissimmee is just 1 mile from Walt Disney and only 14 miles from Universal. This home has been completely renovated as of May 2017 with all brand new furniture and linens. This gated community is ideal for families and features plenty of updated, modern conveniences. Take advantage of the many on-site resort amenities including a swimming pool, hot tub, fitness center, tennis and basketball courts, and a fully-equipped game room with a pool table and air hockey.

4.76 out of 5 average rating, 255 reviews

King Bed Small Studio Disney World Universal

Welcome🌞! This unit is on the first floor! Your much deserved fun vacation away from home starts here 😎! Llocated in the heart 💗 of Walt Disney World and all Kissimmee and Orlando best fun spots 🎢! Includes 1 King size bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video perfect for relaxing after a fun-filled day.✨ 🚗 NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!