Family-Friendly Hotels in Windsor Hills, FL: Compare 10+ Sites & Save

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  6.  Windsor Hills

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112 Best Family-Friendly Hotels in Windsor Hills (Starting from $53)

Oakwater Resort 2805
Oakwater Resort 2805
Hotel
Windsor Hills, Kissimmee, Florida, USA
1.2k from Windsor Hills center

Pool, Child Friendly, Air Conditioner, Internet, Parking, Hot Tub, Balcony/Terrace

7.0

Good

16 reviews

$63
Average price / night
Check Availability
Westgate Towers Resort
Westgate Towers Resort
Hotel
7600 W Irlo Bronson Memorial Hwy, Kissimmee, FL, 34747, United States
1.6k from Windsor Hills center

AC, Arcade, Bar, Barbecue, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment

8.6

Fabulous

1008 reviews

$122
Average price / night
Check Availability
Quality Inn & Suites By the Parks
Quality Inn & Suites By the Parks
Hotel
Orlando, FL, USA
1.5k from Windsor Hills center

Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay, Accessible hotels

8.1

Very Good

1524 reviews

$73
Average price / night
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Orbit One Vacation Villas
Orbit One Vacation Villas
Hotel
2950 Entry Point Blvd, Kissimmee, FL, 34747, United States
1.6k from Windsor Hills center

AC, Balcony, Extra Bed, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Hot Tub, Internet, Kitchen

9.4

Superb

1482 reviews

$185
Average price / night
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Ramada by Wyndham Kissimmee Gateway - Free Theme Park Shuttle
Ramada by Wyndham Kissimmee Gateway - Free Theme Park Shuttle
Hotel
Orlando, FL, USA
1.6k from Windsor Hills center

Cheap, Accommodations, Pools, Parking, Ramada, Pet-friendly, 3-star, Lodgings, Places to stay

7.8

Good

6734 reviews

$82
Average price / night
Check Availability
ette hotel
ette hotel
Hotel
3001 Sherberth Rd, Kissimmee, FL, 34747, United States
1.8k from Windsor Hills center

AC, Babysitting, Breakfast Available, Business Services, Crib, Elevator, Extra Bed, Fitness Equipment, Free Parking

9.6

Exceptional

427 reviews

$381
Average price / night
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Super 8 by Wyndham Kissimmee-Orlando
Super 8 by Wyndham Kissimmee-Orlando
Hotel
FL, USA
1.7k from Windsor Hills center

Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Accessible hotels

6.2

Good

723 reviews

$134
Average price / night
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Holiday Inn Resort Kissimmee by the Parks by IHG
Holiday Inn Resort Kissimmee by the Parks by IHG
Hotel
3011 Maingate Ln, Kissimmee, FL, 34747, United States
2.0k from Windsor Hills center

AC, Bar, Breakfast Available, Business Services, Crib, Elevator, Extra Bed, Fitness Equipment, Free Parking

8.2

Very Good

1485 reviews

$95
Average price / night
Check Availability
Galleria Palms Orlando - Free Theme Park Shuttles
Galleria Palms Orlando - Free Theme Park Shuttles
Hotel
Orlando, FL, USA
1.8k from Windsor Hills center

Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.3

Very Good

3012 reviews

$128
Average price / night
Check Availability
FABULOUS 4BD/4.5 BA w/private BBQ
FABULOUS 4BD/4.5 BA w/private BBQ
Hotel
Kissimmee, FL, 34747, United States
2.0k from Windsor Hills center

AC, Arcade, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

New to Booking
$374
Average price / night
Check Availability
Extended Stay America Select Suites - Orlando - Kissimmee
Extended Stay America Select Suites - Orlando - Kissimmee
Hotel
Orlando, FL, USA
1.8k from Windsor Hills center

Accommodations, Pet-friendly, Lodgings, Places to stay, Accessible hotels

5.5

Review score

191 reviews

$64
Average price / night
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Enjoy Disney w/family | 4BR+ Full Kitchen + W n D
Enjoy Disney w/family | 4BR+ Full Kitchen + W n D
Hotel
Kissimmee, FL, 34747, United States
2.5k from Windsor Hills center

AC, Arcade, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

New to Booking
$383
Average price / night
Check Availability
Magic in the Air
Magic in the Air
Hotel
Windsor Hills, Kissimmee, Florida, USA
1.8k from Windsor Hills center

Parking, Hot Tub, Balcony/Terrace, Kitchen, Air Conditioner, Internet, Pool

New to Booking
$88
Average price / night
Check Availability
Silver Lake Resort
Silver Lake Resort
Hotel
7751 Black Lake Road, Kissimmee, FL, 34747, United States
2.6k from Windsor Hills center

AC, Arcade, Bar, Barbecue, Business Services, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour

8.4

Very Good

1284 reviews

$121
Average price / night
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Travelodge by Wyndham Kissimmee Orlando
Travelodge by Wyndham Kissimmee Orlando
Hotel
1.8k from Windsor Hills center

Accommodations, Pools, Pet-friendly, Lodgings, Places to stay, Accessible hotels

5.4

Review score

228 reviews

$112
Average price / night
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Disney's All Star Sports Resort
Disney's All Star Sports Resort
Hotel
1701 West Buena Vista Drive, Lake Buena Vista, FL, 32830, United States
3.3k from Windsor Hills center

AC, Arcade, Babysitting, Bar, Breakfast Available, Children Club, Elevator, Fitness Equipment, Frontdesk 24 Hour

8.6

Fabulous

1006 reviews

$140
Average price / night
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Rodeway Inn Kissimmee Maingate West - Free Theme Park Shuttle
Rodeway Inn Kissimmee Maingate West - Free Theme Park Shuttle
Hotel
Orlando, FL, USA
1.9k from Windsor Hills center

Guest Services, Kitchen, Parking, Security/Safety, Pet Friendly, Accessibility, Smoking

6.7

Good

3205 reviews

$53
Average price / night
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Disney's Animal Kingdom Lodge
Disney's Animal Kingdom Lodge
Hotel
2901 Osceola Parkway, Kissimmee, FL, 32821, United States
3.5k from Windsor Hills center

AC, Arcade, Babysitting, Balcony, Bar, Breakfast Available, Business Services, Children Club, Elevator

8.8

Fabulous

1003 reviews

$448
Average price / night
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ette luxury hotel & spa - Near Disney Theme Parks
ette luxury hotel & spa - Near Disney Theme Parks
Hotel
Windsor Hills, Kissimmee, Florida, USA
1.9k from Windsor Hills center

Luxury, Accommodations, Pools, Parking, Spa, Pet-friendly, 5-star, Lodgings, Places to stay

9.3

Superb

1036 reviews

$499
Average price / night
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Comfort Inn & Suites Kissimmee by the Parks
Comfort Inn & Suites Kissimmee by the Parks
Hotel
Orlando, FL, USA
1.9k from Windsor Hills center

Accommodations, Pools, Parking, 3-star, Lodgings, Jacuzzis, Places to stay, Family, Accessible hotels

6.9

Good

247 reviews

$91
Average price / night
Check Availability
voco Kissimmee Orlando by IHG
voco Kissimmee Orlando by IHG
Hotel
Orlando, FL, USA
2.3k from Windsor Hills center

Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay

8.2

Very Good

16 reviews

$135
Average price / night
Check Availability
Quality Inn & Suites Kissimmee by The Lake
Quality Inn & Suites Kissimmee by The Lake
Hotel
Orlando, FL, USA
2.3k from Windsor Hills center

Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay

7.7

Good

3577 reviews

$80
Average price / night
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Disney's Animal Kingdom Villas - Jambo House
Disney's Animal Kingdom Villas - Jambo House
Hotel
Orlando, FL, USA
3.5k from Windsor Hills center

Accommodations, Pools, Spa, 4-star, Lodgings, Places to stay, Family, Accessible hotels

New to Booking
$592
Average price / night
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Disney's Animal Kingdom Villas - Kidani Village
Disney's Animal Kingdom Villas - Kidani Village
Hotel
Orlando, FL, USA
3.7k from Windsor Hills center

Accommodations, Parking, Lodgings, Places to stay

New to Booking
$399
Average price / night
Check Availability
Destiny Palms Hotel Maingate West
Destiny Palms Hotel Maingate West
Hotel
Kissimmee, FL, USA
4.1k from Windsor Hills center

Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Accessible hotels

8.2

Very Good

1973 reviews

$70
Average price / night
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The Inn at Celebration, Autograph Collection
The Inn at Celebration, Autograph Collection
Hotel
Orlando, FL, USA
5.5k from Windsor Hills center

Accommodations, Parking, Boutique, Pet-friendly, 4-star, Lodgings, Places to stay, Family, Accessible hotels

7.9

Good

174 reviews

$269
Average price / night
Check Availability
Bahama Bay Resort 33503
Bahama Bay Resort 33503
Hotel
Windsor Hills, Kissimmee, Florida, USA
5.9k from Windsor Hills center

Parking, Hot Tub, Ocean View, Balcony/Terrace, Kitchen, Air Conditioner, View

7.8

Good

10 reviews

$79
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family-Friendly Hotels in Windsor Hills.

Stay Near Windsor Hills's Top Attractions

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Windsor Hills Family-Friendly Hotels on the Map

Frequently Asked Questions

You can explore 112 verified family-friendly hotels in Windsor Hills. These include kid-friendly resorts, suite-style accommodations, and hotels designed to make traveling with children more comfortable.

Prices for family-friendly hotels in Windsor Hills vary depending on the season, room size, and occupancy. Rates typically start from around $53 per night, with larger family suites or peak travel dates often costing more.

Many family-friendly hotels in Windsor Hills offer cribs, pack-and-play options, or rollaway beds upon request. Availability and fees can vary, so it’s helpful to review the property details before booking.

Yes, some hotels in Windsor Hills offer dedicated kids' clubs, play areas, and supervised activities. These features can help keep children entertained and give parents more flexibility during their stay.

For busy travel periods such as school holidays or summer months, it’s a good idea to book 60 to 90 days in advance to secure the best options. During quieter periods, you may find more availability closer to your travel dates.

Family-friendly hotels in Windsor Hills often include amenities such as Child Friendly, Pool, and Laundry. These features are designed to make stays more convenient and comfortable for both adults and children.

Yes, some hotels in Windsor Hills cater to both families and pets. Currently, 25 listings allow pets, although policies may vary. You can filter your search to find accommodations that welcome both children and pets.