Osceola County Holiday Homes with Childcare

We selected the 175 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Osceola County

Lake Escapes

Lake Escapes

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

This Orlando resort condo was made for both relaxation and excitement. Wake up to lake views from the private balcony, then dive into the fun with access to resort amenities including pools, a lazy river, golf course, gym, clubhouse, restaurant, and cinema.

Fun-Filled Getaway

Fun-Filled Getaway

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Tailor-made for family fun, this five-bedroom home on the outskirts of Orlando is close to all the excitement of the city’s famous theme parks – but it’s just as entertaining in this sprawling house. The kids will be ecstatic with the two themed kids’ rooms – think Minions mischief and superhero adventures – and a Mario-inspired game room packed with slides, nets, hoops, Nintendo Switch, and PS4.

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

This Orlando villa is the perfect family vacation home, with plenty of entertainment options for kids and adults alike. The themed bedrooms are a hit with the little ones, including a toy room and basketball-themed bedroom complete with over-the-top bunk beds.

Wondrous Villa

Wondrous Villa

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

If you're looking to stay somewhere that little ones will never forget, which also gives plenty of thought to older guests, this expansive vacation villa is full of charming surprises. The home sleeps sixteen guests across six bedrooms, with two very much aimed at the kids – one bottom bunk can only be accessed through a giant pair of goggles – and one master bedroom having an obvious edge with its larger en-suite bathroom and private balcony.


We selected the top 3% holiday homes in Osceola County Holiday Homes with Childcare

Explore the 175 most perfect homes in our collection

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Most popular homes in Osceola County

The Great Blue Hole

The Great Blue Hole

  • 18 guests

  • 7 bedrooms

Four Corners, Osceola County

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Orlando Sunshine

Orlando Sunshine

  • 20 guests

  • 7 bedrooms

Osceola County, Florida

Castle and Cape Villa

Castle and Cape Villa

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

Family Adventure Base

Family Adventure Base

  • 12 guests

  • 5 bedrooms

Four Corners, Osceola County

The Magic of Love

The Magic of Love

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Orlando Adventure

Orlando Adventure

  • 20 guests

  • 9 bedrooms

Four Corners, Osceola County

Strawberry Sunrise

Strawberry Sunrise

  • 18 guests

  • 6 bedrooms

Polk County, Florida

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Frequently asked questions

Looking for holiday homes with childcare in Osceola County, Florida, United States? You’ve come to the right place: speak to one of our Plum Experts who can arrange childcare as an addition to your booking in Osceola County, Florida, United States. Enjoy your trip away, comfortable in the knowledge that the kids are being looked after. All of our Plum Guide rentals are fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Our experts are on hand day and night to help if you ever need anything.

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