Family-friendly holiday rentals in Windsor Hills, Four Corners

4.98 out of 5 average rating, 100 reviews

Mickey's Lakefront Villa at Sunset Lakes

Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

Superhost

4.8 out of 5 average rating, 107 reviews

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.

4.94 out of 5 average rating, 179 reviews

Townhouse in Kissimmee

5 miles to Disney- Private Pool - Arcade Games

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 a 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 convenience await!

4.89 out of 5 average rating, 110 reviews

Home in ChampionsGate

Modern Villa-Game room-Theater & Pool/Spa

<b>Beautiful villa fully renovated with themed movie theater and game room, west facing private pool & spa and in a gated community</b> -8 Bedrooms (2 master suites) – Themed Kids Bedrooms -Starship Movie Theater 120" 4K screen -Game room - Xbox & PS4, basketball and air hockey games (AC equipped) -West facing Heated Pool/SPA ($30/day extra) -And free access to The Oasis and The Retreat Club Houses. Within 20-30 min of all theme parks, great shopping, restaurants & the Orlando Int'l Airport

Superhost

Villa in Kissimmee

4.77 out of 5 average rating, 222 reviews

Feel the Magic:9min Disney • South Pool • Play Fun

✨ Your Magical Getaway Starts Here Wake up to the Florida sun shining over your private pool, unwind in the bubbling spa in the afternoon, and enjoy moments of rest and fun in a home that’s fully equipped and comfortable. Magic Kings House invites you to create unforgettable memories with family and friends, offering comfort and privacy in Windsor Palms, the resort of choice for the guests. Every detail has been thoughtfully prepared to make your vacation easy, relaxing, and truly memorable.

4.81 out of 5 average rating, 341 reviews

Tropical Villa,Private Pool, 3.5 miles from Disney

Beautiful 4 BR villa with extended south facing pool deck. It's situated just minutes away from the world-renowned theme parks, including Disney World, Universal Studios, and SeaWorld. Our cozy villa offer a perfect base for families and friends to enjoy all the attractions while enjoying the quiet surroundings and warm sunshine. The villa is well equipped with modern amenities to make your stay comfortable and enjoyable. Book your stay with us today and start making unforgettable memories!

4.82 out of 5 average rating, 291 reviews

Condo in Kissimmee

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!

4.87 out of 5 average rating, 221 reviews

RU Incredible Parents? Themed-7bed, 4mi. to Disney

One of a kind 7 bedroom themed home with pool, sleeps 15 close to Disney! (And, yes, location does matter.) Our clubhouse is designed to make your once in a lifetime vacation memorable. We spoke to Disney experts (children) about what they prefer and created a magical experience. There is something for everyone with surprises throughout! Why limit your experience only to the parks? Read our reviews and see why parents that book with our Magical Clubhouse are ‘Incredible’ to their families.

4.91 out of 5 average rating, 190 reviews

Villa in Davenport

Beautiful villa home near Disney

We Canadians built this luxurious Florida home. 6BR, sleeps 12, screened lanai, upgraded saltwater pool, wading pool, spa/hot tub (pool/spa heat $35/day.) Piano. Smart 4K TV's all rooms with Netflix, Disney, Prime, etc. Full kitchen seats 6+2 , dining room seats 10, second fridge in garage, hardwood & ceramic floors, 2 car garage with opener, 50amp plug for EV charging. Minutes to Disney/Universal, Margaritaville. Crib/playpen/highchair. Computer desk, chair. Blazing internet.

4.94 out of 5 average rating, 107 reviews

No Stairs!-Beside Pool-No Rear Neighbors!

Our home’s location CANNOT be BEAT! It’s not only a mere 1.5 miles to the entrance to Disney World (do you know how important that is? Have you heard about Disney traffic!?), but it’s also right BESIDE the Oakwater Resort POOL, spa, children’s playground, splash pad, clubhouse & tennis courts. No futons or pull-out couches to fuss with. REAL beds for everyone! NO STAIRS! This means our space is perfect for kids or older adults. Every member of the family will enjoy our home!

4.95 out of 5 average rating, 168 reviews

🏰 Disney Princess Crownhouse! Closest to Disney!

*100% 5-star reviews in 2025* *End unit* South facing pool Magical 3 bed, 3 bath luxury crownhouse in 5 star gated Windsor Hills Resort. *2 miles from the gate of Walt Disney World! Enjoy our magical Mickey and Princess Rooms designed with both adults and kids in mind. Your little princess will love our Princess room with Disney collection princess furniture. *Resort pool, a fully equipped kitchen, you and your family will have a truly magical vacation! Princess-tastic!

Superhost