Florida

Kissimmee villas for larger than life Florida holidays

Last updated 22nd June 2017

Nowhere in the world is made for multi-generation, multi-family, kids-of-all-ages, big group, once in a lifetime holidays like good old Florida.

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As far as finding somewhere big enough for everyone to stay, American Sky have that covered with their luxurious – and enormous – self-catering Kissimmee family villas.

As standard, you can expect pools, gardens, masses of personal space and minutes from theme parks and attractions. What’s a bit more surprising is cost, or lack of it: a seven night stay in a four bedroom villa, including flights from the UK, is as little as £519 per person in sunny June.

So if it’s time to put the, ‘Kissimmee for everyone’, theory to the test, have a look at American Sky’s top villas where you can shape your own unforgettable family holiday this year, no matter how big your ambitions.
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Magic Kingdom Park at Walt Disney World Resorts

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1/9 Calabay Parc homes

Calabray Parc villa Kissimmee

Set amongst lush orange groves and scented pine trees, Calabay Parc has exotic Florida perfected. Each spacious villa has its own private swimming pool, pretty gardens and sunny outdoor terrace. There are games rooms for teens, play areas for younger kids, home spas designed to soothe away residual white-knuckle stress, vast American-style kitchens and as much personal space as anyone’s ever going to need.

  • Less than 20 minutes from Disney theme parks, Kissimmee city centre and International Drive.
  • Four, five and six bedroom villas for up to 12 guests.
  • Friendly community atmosphere and private swimming pool.

Seven nights stay in a four bedroom Calabay Parc self-catering family villa, including return UK flights and car hire, from £579 per person incl. flights (based on four adults and four children).

Find out more about Calabay Parc family Homes with American Sky

2/9 Windsor Hills Resort homes

Windsor Hills Villa Kissimmee

Family heaven pretty much sums up Windsor Hills, from the resort’s fun clubhouse with its basketball and tennis courts to the lagoon-style swimming pool and 58-seat cinema. Arcade games’ zones, water slides and chutes, playgrounds or even miniature castles keep cool teens and wannabe Cinderella’s more than happy. And every villa has a private pool and garden too.

  • Under 10 minutes from Magic Kingdom Park at Walt Disney World Resort, 15 minutes from Kissimmee Old Town and next door to Mystic Dunes Golf Course.
  • Five and six bedroom detached villas for up to 12 guests.
  • Exclusive gated community with a wide range of resort facilities.

Seven nights stay in a five bedroom Windsor Hills Resort self-catering family villa, including return UK flights and car hire, from £639 per person (based on five adults and five children).

Find out more about Windsor Hills Resort Villas

3/9 Regal Oak Homes

Regal Oaks Club House Kissimmee

Regal Oaks is minutes from Kissimmee and a short drive from Orlando’s theme parks. But the fun doesn’t begin and end with Disney. The resort’s fresh every day activity programme and kids’ club keeps three to 12 year olds busy when you just want to hang out in the Florida sun. And nobody minds staying put occasionally when there’s a swimming pool with chutes and slides on home territory.

  • 30 minutes from Orlando International Airport, a short drive from Disney theme parks and close to Kissimmee Old Town for shops and restaurants.
  • Two, three and four bedroom townhouses with private patios and room for up to 10 guests.
  • A friendly, family resort with its own restaurant, supermarket, fitness centre and waterpark.

Seven nights stay in a two bedroom Regal Oaks self-catering family townhouse, including return UK flights, and car hire from £589 per person (based on a family of six).

Find out more about Regal Oaks family holidays with American Sky

4/9 Trafalgar Village Resort Homes

Trafalgar Village Villa Kissimmee

In traditional village style, this delightful resort is surrounded by lovely countryside – perfect for a quiet hike or cycle as a change from the excitement of neighbouring theme parks. There are private pools and gardens with every villa and Trafalgar also has its own 48-seat cinema, fun clubhouse and kids playground.

  • 20 minutes drive from Magic Kingdom Park at Walt Disney World Resort, 15 minutes from Kissimmee Old Town and a short distance from water sports and sailing on Lake Tohopekaliga.
  • Four, five and six bedroom villas for up to 12 guests.
  • Gated community surrounded by woodland with running, cycling and hiking trails.

Seven nights stay in a four bedroom Trafalgar Village Resort self-catering family villa, including return UK flights and car hire, from £589 per person (based on four adults and four children).

Find out more about Trafalgar Village Resort Homes with American Sky

5/9 Emerald Island Resort Homes

Emerald Island Villa

An elegantly imagined resort with palm-lined boulevards and chic, individually designed villas. Emerald Island’s great for sociable families with its own clubhouse, cyber café, games room, volleyball and tennis courts, large communal swimming pool and lively community atmosphere.

  • 10 minutes drive from Blizzard Beach, Walt Disney World Resort and Magic Kingdom Park at Walt Disney World Resort.
  • Four, five, six and seven bedroom villas with private pools and gardens, for up to 14 guests.
  • Gated community with extensive private grounds and 24-hour security.

Seven nights stay in a four bedroom Emerald Island Resort self-catering family villa, including return UK flights and car hire, from £599 per person (based on four adults and four children).

Find out more about Emerald Island Resort Homes

6/9 Windsor Palms Resort Homes

Windsor Palms Villa Kissimmee

A clever combination of self-catering independence and resort hotel style, Windsor Palms has everything from Domino’s Pizza and Starbucks to hot tubs, sundecks, playgrounds and cinemas, all minutes from the privacy of each spacious family villa.

  • 10 minutes drive from Epcot and Magic Kingdom Park at Walt Disney World Resort and less than half an hour from Universal Studios.
  • Four and five bedroom villas for up to 10 guests with private swimming pools and gardens.
  • Private gated community with on-site restaurants, cafés and shops.

Seven nights stay in a four bedroom Windsor Palms Resort self-catering family villa, including return UK flights and car hire, from £619 per person (based on four adults and four children).

Find out more about Windsor Palms Resort Homes

7/9 Championsgate Resort Homes

Championgate Villa Kissimmee

Big family occasions or just a huge family holiday for no better reason than sharing the fun of Florida, Championsgate luxurious, detached family homes have enough room for 18 people and plenty of extra space to spread out and indulge in some me-time too. Part of the American Sky Platinum Collection, each villa has its own pool, barbecue, Wi-Fi, UK and IE calls, games room and a welcome grocery pack on arrival.

  • 15 minutes from Magic Kingdom Park at Walt Disney World Resort and 20 minutes from the centre of Kissimmee.
  • A gated community of four – nine bedroom detached family homes with private pools.
  • Championsgate Resort has its own 18-hole golf course, restaurants, clubhouse, waterpark-style swimming pool and fitness centre.

Seven nights stay in a four bedroom Championsgate Resort self-catering family villa, including return UK flights and car hire, from £729 per person (based on four adults and four children).

Find out more about Championsgate Resort Homes with American Sky

8/9 Cristal Cove Platinum Homes

Crystal Cove Pool Kissimmee

Relax into the easy going spirit of Florida and enjoy a little luxury too at Crystal Cove. Each spacious, detached family villa has a private pool and gardens. The lakeside setting adds another serene dimension. And, on the fun front, a friendly clubhouse and community pool are perfect for kids to take a breather from the rollercoaster excitement of Orlando’s theme parks.

  • Minutes from Walt Disney World Resorts and the centre of lively Kissimmee.
  • Four, five and six bedroom detached family villas with private pools, gardens, games rooms or spas and room for up to 12 guests.
  • Gated community with five acre artificial lake, fitness centre, community swimming pool and clubhouse.

Seven nights stay in a four bedroom Crystal Cove Platinum self-catering family villa, including return UK flights, and car hire, from £649 per person (based on four adults and four children).

Find out more about Crystal Cove Platinum homes

9/9 Bella Vida Homes

Bella Vista Homes Kissimmee

From the luxury of your own pool to private gardens and big, bright, airy rooms, Bella Vida Platinum villas are made for memorable family holidays. Pretty Kissimmee Old Town is nearby and Disney is just a short drive away. But, for days when you simply want to relax at home; basketball courts, kids playgrounds, fun swimming pools and acres of lovely lakes on the doorstep, make doing just that very easy too.

  • 15 minutes from Walt Disney World Resorts and the centre of Kissimmee.
  • Four, five and six bedroom detached villas with private pools, gardens and room for up to 12 guests.
  • Lovely outdoorsy setting with 15 acres of lakes, walking and cycling trails, fishing docks and pretty picnic areas.

Seven nights stay in a four bedroom Bella Vida Platinum self-catering family villa, including return flights from the UK, and car hire, from £829 per person (based on four adults and four children).

Find out more about Bella Vida Platinum homes with American Sky