Top rated rentals — Windsor Hills

What are the top holiday rentals in or near Windsor Hills?

Whatever your holiday needs, you'll find a rental property in or around Windsor Hills that fits you like a glove. Take a peek at these favourites:

  • Make the most of conveniences like a pool table and a stereo at "Luxurious Family - 4bedroom - Privacy Fenced Pool Hot Tub". Located around 2 kilometres from Windsor Hills, this unique property has 4 bedrooms and good guest reviews.
  • Another great option is "Theme Rooms, Splashpad, Movie Theatre", which is around 2 kilometres from Windsor Hills. With 7 bedrooms, an outdoor pool and heating, it has everything you need to make your stay comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Windsor Hills holiday rental for you.

What are the top-rated holiday rentals for weekend getaways in or near Windsor Hills?

Put aside those household chores, because weekends were made for having fun. Take time out at one of these weekend getaways in and near Windsor Hills and make the most of all the incredible things to do nearby:

  • Enjoy a change of scenery at "Welcome To The Windsor Fantasy", which is around 0null16 kilometres to the southeast of central Windsor Hills. There's lots of adventure and nature to keep you happy here. Try surfing and boogie boarding and hiking and biking or just wander around the sights of Dubsdread Golf Course and Lake Cecile.
  • Alternatively, enjoy a rejuvenating getaway at "Minutes To Disney5 - Starman". Use it as a base to unwind, or head out and try your hand at some tennis and cycling. When you're ready to explore more of the area, plan a visit to Orange Avenue and Lake Eola. This terrific holiday rental is around 2 kilometres southwest of Windsor Hills.

Can I find studio apartments for rent in and around Windsor Hills?

Typically compact, reasonably priced and well located, it's not hard to fall for the charms of a studio apartment. Settle into one of these options and experience the energy of Windsor Hills up close:

  • Put your bags down and your feet up at "At Sea" Condo 10 Minutes From Disney". Amenities including towels and a water park will make you feel right at home here.
  • Another popular option is "Mystic Dunes 1 Bedroom Resort - Accommodates 4". Take advantage of air conditioning, heating and other convenient amenities during your stay.

When it's time to step foot outside your studio apartment and sightsee, there's lots to keep you on the move around Windsor Hills. Interested in culture? Don't miss Wizardz Magic Theatre and Osceola Performing Arts Centre.

Can I find short term rentals in or near Windsor Hills?

Now and then, you just need to take some time out, even if it's only for a few short days. Enjoy a delightful combination of relaxation and sightseeing at one of these short-term rentals in or around Windsor Hills:

  • "Welcome To The Windsor Magic" is near the centre of Windsor Hills, which means there are tons of things to keep you on the go. Explore well-known sights like Osceola Heritage Park and Silver Spurs Arena when you're not hanging out in your cosy rental.
  • Roll out of bed, cook up some breakfast and then plan what to explore around "Clean Themed Rooms, Private Lakeview Yard". Kissimmee Lakefront Park and Medieval Times should be on your radar if you stay at this top-rated rental.

What are the best romantic weekend getaways in or near Windsor Hills?

Nothing says "I love you" quite like planning a romantic weekend together. If you're eager to spend a couple of relaxing evenings away with your partner, we've got some romantic getaways in and around Windsor Hills that will get your heart racing:

  • Put on some soothing music and chill together at "Luxurious Family - 4bedroom - Privacy Fenced Pool Hot Tub". Around 2 kilometres from Windsor Hills, this property has all you need for a romantic weekend away, including beauty services and winery tours.
  • "Theme Rooms, Splashpad, Movie Theatre" is another terrific option that's bound to impress. It's about 2 kilometres from Windsor Hills and comes with a dining table and a restaurant dining guide.

Are there mansions for rent in or near Windsor Hills?

Nothing screams "best holiday ever" like staying in a mansion. Indulge your nearest and dearest with a memorable escape at one of these mansions for rent in or near Windsor Hills:

  • Around 2 kilometres to the northwest of Windsor Hills is "Stunningly Wow 8bedroom Mansion Closest To Theme Parks Pool Outdoor Kitchen Gas Bbq". Along with its grand design and classy interiors, you'll be impressed by its first-class amenities, such as golf and beauty services.
  • Another top pick is "Incredible Mansion With Themed Bedrooms". Around 3 kilometres to the south of Windsor Hills, this gorgeous holiday rental is the crème-de-la-crème of style and character and comes with beauty services, a swimming pool and more.

What are the best large group holiday rentals in or near Windsor Hills?

Holiday with others and have even more fun. Whether you're organising an adventurous escape with pals or a family reunion, you'll have your pick of large group holiday rentals in and near Windsor Hills:

  • Providing comfort, space and privacy, you'll get your guests' nod of approval at "Theme Rooms, Splashpad, Movie Theatre". Up to 16 people can be accommodated at this property which has 7 bedrooms, a water park and a kitchen. It's around 2 kilometres to the northwest of Windsor Hills.
  • Nothing takes priority over being with the people you love, and "Welcome To The Windsor Fantasy" makes it easy to do that. Located around 0null16 kilometres to the southeast of Windsor Hills, as many as 12 people can stay in this holiday rental which has 5 bedrooms. A swimming pool and a kitchen are among the numerous amenities you'll have at hand.

What are the best houses for rent with a pool in or near Windsor Hills?

From boisterous games of follow the leader to refreshing morning dips, a pool promises hours of fun for adults and kids alike. Earn major brownie points with the fam by booking a house with a swimming space in or near Windsor Hills:

  • Leading our list of cool pool retreats is "5 Stars House With Wifi, Game Room". Travelling groups will feel right at home here, with convenient amenities like a kitchen and coffee and tea making facilities also at hand.
  • "Awesome Deals - Fantastic 5bedroom House" is another top option. After you've enjoyed a refreshing dip with the kids, take advantage of other conveniences like a theme park and childrens activities.

What are the best large family holiday rentals in or near Windsor Hills?

You'll always have more fun sharing those special memories with the folks that are closest to your heart. Whether you're organising a family catch-up or celebrating a special occasion with your best friends, Vrbo has a large holiday rental to suit your style. Here are two of our best in and around Windsor Hills:

  • Sleeping as many as 8 guests in 4 bedrooms, "Luxurious Family - 4bedroom - Privacy Fenced Pool Hot Tub" is the perfect place to hang out with the family. This top-rated escape is 2 kilometres to the northwest of Windsor Hills and has amenities that include nearby whale-watching activities and a fenced pool.
  • "Theme Rooms, Splashpad, Movie Theatre" also offers the space you need to reconnect with loved ones. This option is around 2 kilometres to the northwest of Windsor Hills, and accommodates as many as 16 guests in its 7 bedrooms. A kitchen and a dining table will help keep everyone comfortable and content.

When you're ready to get out and explore, there are lots of family-friendly attractions in the area to keep everyone happy. Fun Spot America, Skate Reflections and Kissimmee Go-Karts should be at the top of your itinerary.

What are the best large houses to rent with indoor pools in or near Windsor Hills?

Go for a dip anytime you please when you book one of our large rental houses with an indoor pool. Dust off your swimsuit and consider these getaways in or near Windsor Hills that come with this fancy perk:

  • Invite a few friends over for a leisurely paddle around at "Disney Five Star Pool Villa Home At Windsor Hills". This property has space to spare, with 4 bedrooms comfortably sleeping 8 guests. A swimming pool and a kitchen are other things to love about this place.
  • Alternatively, whisk your crew away to "Disney 2 Miles Lake View Fabulous Family Formosa Villa So Much Luxury 4u", which has 7 bedrooms and caters for up to 16 guests. Along with that swanky pool tucked away inside, a water park and a swimming pool will help keep everybody happy and comfortable.

Use the search bar at the top of the page and adjust the filters to find more outstanding Windsor Hills holiday rental options for your next big getaway.