Family-friendly vacation rentals in Windsor Hills, Four Corners

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Windsor Hills, Four Corners

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Kissimmee

4.94 out of 5 average rating, 300 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!

Sep 2 – 9

R2,130 ZAR per night

Guest favorite

Condo in Kissimmee

4.85 out of 5 average rating, 124 reviews

2 miles to Disney.Mickey Mouse Condo-Windsor Hills

♥ 2/2 top floor condo (sleeps 6) in Windsor Hills Resort,2 miles from Disney World entrance ♥ Free access to resort pool & waterpark ♥ All amenities open 365 days ♥ Free parking ♥ Free wifi, Smart TVs in all 3 rooms ♥ Master bedroom w/ queen bed & 12" memory foam mattress ♥ Mickey kids bedroom w/ bunk bed, XBox One, air hockey & toys ♥ Strollers, mini crib, pack n play, high chair, step stool in unit ♥ Fully equipped kitchen ♥ Washer & dryer in unit ♥ 2 elevators in building ♥ Valet trash pickup

Apr 19 – 26

R3,349 ZAR per night

Guest favorite

Townhouse in Kissimmee

4.94 out of 5 average rating, 143 reviews

4 Miles to Disney | Resort Waterpark | Splash Pool

Our townhome offers a luxury space for the whole family to relax and recharge! We are located in a private resort with lots of FREE amentities. This townhome is right across the street from the main clubhouse and amenities. Each bedroom has its own full on-suite bathroom. We have a brand new 65 in smart tv to enjoy family movies after a relaxing in your own private splash pool! We have a jogging style stroller, pack n play, gate, and high chair, so you can pack lite! We are 5 miles to Disney!

Jan 14 – 21

R5,065 ZAR per night

Guest favorite

Townhouse in Kissimmee

4.95 out of 5 average rating, 133 reviews

✰Beautiful Townhouse❤️3.5 Miles from Disney✰

We are located in a beautiful gated resort that is ✓3.5 miles from Disney World and 3 miles from many restaurants and shopping. You will have access to ✓heated community pool ✓hot tub ✓sauna ✓fitness center ✓Free Wifi ✓parking ✓coffee ✓cable TV in every bedroom. ✓One of the few resorts that have NO DAILY RESORT FEES! We believe you will enjoy staying here as much as we do. If you are looking for a place that feels more like home, then look no further, we're the place you should stay.

Jul 26 – Aug 2

R2,674 ZAR per night

Guest favorite

Villa in Kissimmee

4.81 out of 5 average rating, 134 reviews

5 bedrooms South-Facing Pool/Spa. Close to Disney.

Luxurious family owned villa with 5 beds/5 baths located only 3 miles to Disney. We do our best to provide the perfect place after a day in Disney or Universal parks. Relax in our private spa (free pool heat upon request!) Your kids will love the STAR WARS/Mickey playground themed bedrooms. You can enjoy a movie on the HD projector in the game room. Make use of our Fiber-speed Wi-Fi. Cable TV. Still some energy? Try the dueling water slides and kids' dancing waters at the communal pool.

Aug 12 – 19

R5,817 ZAR per night

Guest favorite

Home in Kissimmee

4.9 out of 5 average rating, 185 reviews

Nana & Pops Magical Villa ~ Disney ~ Heated Pool

Beautiful, clean 2136 sq. ft. single story villa with air conditioning and heat; tastefully decorated. The two master suites overlook the pool/spa which are accessed via ensuite bathrooms. There is a queen bedroom and two twin bedrooms. TVs in each bedroom are cable connected or have Spectrum app available. All bedrooms are fully furnished with built-in closets, chest of drawers, mirrors and linens. The spacious living room is homey and welcoming. Rates include pool/spa heat and grill!

Sep 5 – 12

R3,674 ZAR per night

Guest favorite

Home in Kissimmee

4.97 out of 5 average rating, 150 reviews

Luxurious (2 Masters) Pool & Hot Tub Game RM BBQ

Luxurious Family 4 Bedroom (2 Master Suites) and 3 Bathroom • Recently Renovated Luxury Home • Sleep up to 8 • 4 bedrooms, 2 are Disney themed and ideal for kids • Amazing location just 2 miles from Disney World • Privacy Fence - Screened in Pool with Above-Ground Hot Tub (Free Hot Tub Heating) and seating plus BBQ • Large Smart TV in lounge - All bedrooms have Roku Smart TVs • Extra-long California King beds • All master bedrooms with ensuites • Games room with pool table/ping pong

Sep 28 – Oct 5

R4,570 ZAR per night

Superhost

Townhouse in Kissimmee

4.86 out of 5 average rating, 317 reviews

Splendid house 5 min from Disney

Crestwynd Bay condominium is only 1,5 miles to Disney Parks entrance. Walmart is 0,3 miles,very near. Beautiful and complete townhouse with 3 bedrooms, 3 bathrooms, kitchen equipped, laundry room, free WIFI, exterior area . Self check-in. This condo has community pool and children playground. Parking for car in front of the house. Is five minutes from target ,pharmacies , restaurants and fast foods. Ten minutes of outlets and 15 min from Universal and Island Parks. Great location!

Jan 21 – 28

R3,211 ZAR per night

Guest favorite

Townhouse in Kissimmee

4.92 out of 5 average rating, 228 reviews

Beautiful Farm House Decor near Disney, Sleeps 6

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

Sep 18 – 23

R1,928 ZAR per night

Superhost

Condo in Kissimmee

4.81 out of 5 average rating, 259 reviews

Lovely 2/2, WATER PARK! 2mi to Disney, Sanitized!

Clean and comfy with Disney SO close! Our Property Manager will see to any needs during your stay! The condo is beautifully renovated in Windsor Hills Resort with a new WATER PARK and tons of amenities. New carpet, 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!

Aug 15 – 22

R2,870 ZAR per night

Guest favorite

Cottage in Kissimmee

4.96 out of 5 average rating, 421 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

Apr 4 – 11

R1,901 ZAR per night

Guest favorite

Apartment in Kissimmee

4.92 out of 5 average rating, 319 reviews

Great Full Apartment. Just 5' from Disney Orlando

Fantastic apartment in a nice and quiet place. Private gate area with security, locate in the best resort of Kissimmee: Legacy Dunes. Only 4 milles from Disney Parks. Full kitchen, laundry, central A/C, 2 bedroom, 2 bathrooms. Living room, dining room, balcony. Climatized pool, club house, fitness area, tennis court, childs área, free parking and wifi.

Apr 25 – May 2

R2,127 ZAR per night