Make a holiday rental apartment or villa in Rolling Hills, Florida your home away from home

The prestigious Rolling Hills estate in Florida is a beautifully designed and maintained development in the shadow of the world famous Disney World Resort, Florida. Rolling Hills is one of the closest to the front gates of Orlando’s most famous theme park, located just 5 minutes down the attraction lined US 192.

Things to do on holiday in Rolling Hills, Florida

The main attractions for a Rolling Hills villa are the numerous theme parks, which define the whole region. Nowhere in the world is there such a concentration of world class attractions, from the dizzying rides of Disney World to the sea life displays of Sea World, the film sets of Universal Studios to the refreshing entertainment of Wet n’Wild. The theme parks are within a few minutes drive of a Rolling Hills villa, allowing you to come and go as you please, taking lunch at home before returning to tackle a handful more rides.

This part of Florida is awash with golf courses too, and as long as you can provide a handicap certificate, there will be no trouble in getting a tee-off time on any number of Florida’s finest golf courses. The Mystic Dunes Golf course is a fantastic place to start your Florida golf holiday, located just 1 km from the front gates of the Rolling Hills development.

The open countryside around Rolling Hills is a haven of activity too. There are many miles of walking, cycling and horse riding trails throughout the countryside. You can even wrestle an alligator at Gator Land, or even go fan boating alongside them on the Boggy Creek. Lake Kissimmee and the surrounding creeks are perfect for fishing too.

Places to visit on holiday in Rolling Hills, Florida

If the heat of the summer means that the allure of the Atlantic coast can become too much! Located just under an hour from the Atlantic beaches of Florida, a Rolling Hills villa is easily within reach if you have access to a car, and the trip is well worth it. Cocoa Beach is one of the finest in the area, although competition is extremely high. Sailing, fishing and a whole range of water sports are available from Cocoa Beach, providing many hours of entertainment.

Weather in Rolling Hills, Florida

Florida’s reputation as a year round resort is well deserved. Throughout the year, average monthly temperatures never dip below 20˚C, meaning that you hardly need pack a jumper as you prepare to take your Rolling Hills holiday. During the summer months, temperatures never become too hot, remaining below 40˚C for the vast majority of the time.

Cheap flights to Rolling Hills, Florida

When holidaying in Florida, taking a hire car is highly recommended, as public transport is minimal and distances are great. Orlando International Airport (MCO), which receives regular, direct flights from the UK, is an hour from Rolling Hills, which is a very pleasant drive. British Airways and Virgin Atlantic both provide cheap flights to Rolling Hills, mainly leaving from London.

Self-catering holiday homes in Rolling Hills

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Lakeview villa in desired location

— Property 427902
Rolling Hills villa rental - Front View
4 Bedrooms, Sleeps 10,
Villa, 2 Bathrooms, 1 Separate Toilet, town, pool
Rates - per property (GBP)
£55 - £79/night
£385 - £550/week
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Large 3 bedroom villa with lakeview, 5 minutes from Disney

— Property 13971
Rolling Hills villa rental - Large luxury 3 bedroom Villa
3 Bedrooms, Sleeps 6,
Villa, 2 Bathrooms, resort, waterfront, pool
Rates - per property (GBP)
£400 - £550/week
Calendar Updated 16 Nov 2009

Property Review

We stayed in July 2009 with our 2 sons and found the villa was the perfect choice for our holiday. The location, condition, furnishings, outlook and professional service from were the key factors...
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Spacious villa 3 miles from Disney

— Property 89267
Rolling Hills villa rental - Front view
4 Bedrooms, Sleeps 8,
Villa, 2 Bathrooms, resort, pool
Rates - per property (GBP)
£500/week
Calendar Updated 15 Nov 2009

Property Review

We would just like to thank you on the excellent villa that you have in Kissimmee. We thoroughly enjoyed our stay there in May 2009. The property was very clean when we arrived, and well...
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Luxury Villa, 4BR / 3BA, Private Pool only 5 minutes from Disney

— Property 52321
Rolling Hills villa rental - Front View of Villa
4 Bedrooms, Sleeps 10,
Villa, 3 Bathrooms, resort, jacuzzi
Rates - per property (GBP)
£350 - £600/week
Calendar Updated 16 Nov 2009

Property Review

It was a amazing place to stay. It was clean, and had everything that we needed. The pool was lovley and the hot tub was great. The children really enjoyed it, they couldn't wait to get into the...
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Lovely 4 bed, 3 bath Villa 5mins from Disney

— Property 91222
Golf Holiday Rental
Rolling Hills villa rental - Villa front
4 Bedrooms, Sleeps 10,
Villa, 3 Bathrooms, resort, pool
Rates - per property (GBP)
£69 - £77/night
£450 - £500/week
Calendar Updated 12 Nov 2009

Property Review

I stay here for a week with my wife, two kids and my parents and all of us loved it. If you are looking for a comfy cozy home away from home, this is it.
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A Genuine 5 Minutes From Disney, 101 DALMATIANS KIDDIES TWIN BEDROOM

— Property 87095
Rolling Hills villa rental - South Facing Pool
4 Bedrooms, Sleeps 8,
Villa, 3 Bathrooms, resort, pool
Rates - per property (GBP)
£68 - £85/night
£425 - £525/week
Calendar Updated 5 Nov 2009

Property Review

From start to finish, our holiday was a complete success .After we contacted Mary and Philip about their beautiful villa, everything was made so easy for us. They were a pleasure to deal with and...
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Beautifully furnished home with pool/games room, 5 minutes to disney

— Property 63602
Rolling Hills house rental - Our Executive 5 Bedroom Villa
5 Bedrooms, Sleeps 11,
House, 3 Bathrooms, 1 Separate Toilet, town, pool
Rates - per property (GBP)
£650 - £750/week
Calendar Updated 2 Nov 2009

Property Review

We have recently returned from a two week holiday staying at this beautiful villa. We had a fantastic time, location was superb (only a couple of minutes from Disney and a short drive from...
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Beautifully furnished 6 bedroom Villa only a few minutes to Disney

— Property 98256
Rolling Hills villa rental - Dancing Palms Villa
6 Bedrooms, Sleeps 12,
Villa, 4 Bathrooms, resort, town, pool
Rates - per property (GBP)
£625 - £850/week
Calendar Updated 15 May 2009

Property Review

This is very nice house in a good location. It's within 20 minutes of disney, universal and sea world. There's lots of restaraunts and a fair amount of shopping nearby. We had ten people total...
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4 Bedrooms/3 Bathrooms House (Sleeps 10 air-conditioning, beach, beach towels, blender, books, highchair, clothes dryer, cycling, starting at £54/night £376/week £1,280/month
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7906 Golden Pond Circle

— Property 88318h
4 Bedrooms/3 Bathrooms House (Sleeps 10 adventure, dish washer, family, fishing, fridge, golf, linen provided, microwave, starting at £144/night
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7930 Magnolia Bend Court

— Property 88345h
4 Bedrooms/3 Bathrooms House (Sleeps 10 adventure, dish washer, family, fishing, fridge, golf, linen provided, microwave, starting at £148/night
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Enjoy Peace & Pool - just 3 miles to Disney, 2 master suites, WiFi,

— Property 255749
4 Bedrooms/3 Bathrooms House (Sleeps 10 resort, private pool, air-conditioning, internet access, satellite or cable, TV, DVD, starting at £76/night £457/week
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Lakeside Vacation Rental Villa close to Disney Orlando Florida Wireless Internet

— Property 164435
4 Bedrooms/2 Bathrooms Villa (Sleeps 8 lake, private pool, air-conditioning, internet access, satellite or cable, TV, DVD, starting at £58/night £405/week £1,524/month
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Luxury Home 2.5 Miles to Disney South Facing Pool 4 bedrooms/3 baths

— Property 171093
4 Bedrooms/3 Bathrooms House (Sleeps 8 town, private pool, air-conditioning, internet access, satellite or cable, TV, DVD, barbecue, starting at £485/week
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7951 Magnolia Bend Court

— Property 88346h
4 Bedrooms/3 Bathrooms House (Sleeps 10 adventure, dish washer, DVD, family, fishing, fridge, golf, linen provided, starting at £154/night
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Luxury 4BR/3BA Home w/ Pool in Rolling Hills, Kissimmee

— Property 306518
4 Bedrooms/3 Bathrooms House (Sleeps 9 private pool, air-conditioning, internet access, satellite or cable, TV, DVD
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Minutes to Disney - The Elizabeth Villa - Games room

— Property 145300
6 Bedrooms/4 Bathrooms House (Sleeps 12 private pool, jacuzzi, garden, pets considered, air-conditioning, internet access, satellite or cable, TV
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Pond & Fountain View Pool Home 5 mins Disney Game Room 60'' TV HUGE Deck Spa BBQ

— Property 152500
6 Bedrooms/3 Bathrooms Villa (Sleeps 12 lake, private pool, garden, air-conditioning, internet access, satellite or cable, TV, DVD, starting at £732/week
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Luxury 4 Bedroom/3 Bath Home with HDTV/Air Con/ Pool /Hot Tub/Games Room

— Property 227068
4 Bedrooms/3 Bathrooms Villa (Sleeps 8 town, private pool, air-conditioning, internet access, satellite or cable, TV, DVD, starting at £509/week
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Rolling Hills

— Property 7003521h
6 Bedrooms/4 Bathrooms Villa (Sleeps 12 children welcome, pets not allowed, private pool, adventure, air-conditioning, clothes dryer, Deck Furniture, dish washer, starting at £91/night
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Beautiful Natural Lake View - Elegant Home

— Property 255448
4 Bedrooms/3 Bathrooms House (Sleeps 8 town, private pool, air-conditioning, internet access, satellite or cable, TV, DVD
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Beautiful Natural Lake View - Elegant Home

— Property 255276
4 Bedrooms/3 Bathrooms House (Sleeps 8 town, private pool, air-conditioning, internet access, satellite or cable, TV, DVD
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Ultra Luxury, 5 Bedroom, Pool Home, HDTV, 2 Master Suites, Sleeps 12!

— Property 178467
5 Bedrooms/4 Bathrooms House (Sleeps 12 private pool, air-conditioning, internet access, satellite or cable, DVD
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Come and Enjoy Your Vacation in a House by the Mouse- !!FREE INTERNET!!

— Property 320911
4 Bedrooms/3 Bathrooms Villa (Sleeps 8 resort, town, starting at £473/week
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4 BR/ 2 BA Luxury Villa - near Disney 7956 GPC

— Property 86651h
4 Bedrooms/2 Bathrooms Villa (Sleeps 8 children welcome, pets not allowed, broadband access, private pool, adventure, air-conditioning, dish washer, family
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Luxurious Waterfront Disney Bellagio

— Property 222823
6 Bedrooms/4 Bathrooms Villa (Sleeps 14 resort, waterfront, private pool, tennis court, garden, pets considered, air-conditioning, internet access, satellite or cable, starting at £134/night £915/week £3,659/month