Discover a selection of more than 10,000 vacation rentals in West Kissimmee, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including private pools and swimming pools. Prices start at $85 per night, and houses and villas are popular options for a stay in West Kissimmee. Either way, you'll find a rental for everyone's needs.
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Find the best place to stay — West Kissimmee

Top rated rentals — West Kissimmee
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What are the top vacation rentals in or near West Kissimmee?

Whatever your vacation needs, you'll find a rental in or around West Kissimmee that suits your style. Take a peek at these favorites:

  • Make the most of handy amenities like a kitchen and coffee and tea making facilities at "Luxurious Family - 4bedroom - Privacy Fenced Pool Hot Tub". Located around 1 mile from West Kissimmee, this vacation rental has 4 bedrooms and is a hit with guests.
  • "Theme Rooms, Splashpad, Movie Theater" is another winner, offering 7 bedrooms, a living room, high-speed internet services and more. It's around 1 mile from West Kissimmee.

For even more great options, use the search bar at the top of the page to find the perfect West Kissimmee vacation rental for you.

What are the best tiny house vacation rentals in or near West Kissimmee?

For an out-of-the-box vacation experience, book a tiny house rental in West Kissimmee. We'll warn you though — after you've experienced what it's like in a tiny house, the temptation to move into one of these miniature digs will be hard to resist!

  • Look forward to a simpler way of life at "Brand New Tiny House Near Orlando Attractions And Central Florida Beaches". Amenities at this retreat in Clermont include towels, a garden and more.
  • Alternatively, base yourself at "The Cottage - Quaint Tiny Home Filled With Charm". Located in Princeton - Silver Star, this petite abode comes with outdoor furniture and a hair dryer.

What are the top-rated vacation rentals for weekend getaways in or near West Kissimmee?

There's nothing like a short break to reenergize your batteries. Pack your carry-on bag and settle into one of these superb weekend getaways in and around West Kissimmee:

  • Enjoy a change of scenery at "Welcome To The Windsor Fantasy", which is around 2 miles to the east of West Kissimmee. There's lots of nature and adventure to uncover here. Try tennis and cycling or simply explore the sights of Winter Pines Golf Course and Diamond Player's Club - Wekiva.
  • Alternatively, leave your troubles behind at "Minutes To Disney5 - Starman". Stay in with your feet up, or get active and try golf and tennis. When you're ready to explore some nearby attractions, organize a visit to Lake David Park and Inman Park. This fantastic vacation rental is around 1 mile southeast of West Kissimmee.

Can I find studio apartments for rent in and around West Kissimmee?

Studio apartments are hard to match when it comes to convenience, location and affordability. Browse these studio apartments for rent in or near West Kissimmee and get a taste of the buzzing local vibe:

  • Put your suitcase down and your feet up at "Sensational Water View 1 Mile To Disney Newly Renovated Superb Location". Amenities including a pool table and a pool help make guests feel right at home here.
  • Alternatively, organize a stay at "Upgraded Huge Lakefront 1br/2ba Blue Heron Beach Resort Condominium", which comes with conveniences such as internet services and a TV.

With the cash you save on your studio apartment, you'll be able to see more of West Kissimmee. Cultural sights like Osceola Performing Arts Center and Wizardz Magic Theater will help you get a feel for the character of this destination.

Can I find short term rentals in or near West Kissimmee?

Just because you only have a few short days up your sleeve doesn't mean you need to spend it in a bleak hotel room. Take a quick vacation but still have the comforts of home at one of these short-term rentals in or around West Kissimmee:

  • Close to the center of West Kissimmee, "Welcome To The Windsor Magic" is ideal for a short and sweet break. While you're in the area, be sure to visit leading sights like Amway Center and Camping World Stadium.
  • Wake up, pour yourself a coffee and then start planning what to explore around "Clean Themed Rooms, Private Lakeview Yard". Mall at Millenia and Orlando Science Center should be on your radar if you choose to stay at this quality vacation rental.

What are the best romantic weekend getaways in or near West Kissimmee?

Nothing says "I love you" like planning a romantic weekend together. If you want to spend a couple of relaxing nights away with your other half, we've got some romantic getaways in and around West Kissimmee that will set your heart aflutter:

  • Around 1 mile from West Kissimmee, "Luxurious Family - 4bedroom - Privacy Fenced Pool Hot Tub" is an ideal place for lovestruck couples. Beauty services and winery tours are just some of the amenities here.
  • Another option where you can spend a few glorious days together is "Theme Rooms, Splashpad, Movie Theater". Around 1 mile from West Kissimmee, a swimming pool and a restaurant dining guide add to the ambiance here.

Are there mansions for rent in or near West Kissimmee?

Nothing screams "best vacation ever" like staying in a mansion. Spoil your loved ones with a truly unforgettable escape at one of these mansions for rent in and around West Kissimmee:

  • Character, charm and style — "Stunningly Wow 8bedroom Mansion Closest To Theme Parks Pool Outdoor Kitchen Gas Bbq" has it all with some to spare. Approximately 1 mile east of West Kissimmee and offering a swimming pool and beauty services, this lovely place is hard to beat.
  • Another option is "8bedroom Mansion With Pool". Approximately 2 miles to the southwest of West Kissimmee, this sumptuous vacation rental is the crème-de-la-crème of style and character and offers a swimming pool, a garden and more.

What are the best large group vacation rentals in or near West Kissimmee?

Share your trip and multiply the fun. Whether you're organizing an epic getaway with your besties or a big family gathering, you'll have your pick of large group vacation rentals in and around West Kissimmee:

  • There's loads of space to spread out at "Theme Rooms, Splashpad, Movie Theater". Around 1 mile east of West Kissimmee, this welcoming property has 7 bedrooms that sleep up to 16 guests. Top amenities include a swimming pool and a water park.
  • Invite up to 12 of your friends to "Welcome To The Windsor Fantasy" and fill its spaces with laughter and love. This popular option has 5 bedrooms and is around 2 miles to the east of West Kissimmee. It's packed with features to keep large groups comfortable and content, including a kitchen and a swimming pool.

What are the best houses for rent with a pool in or near West Kissimmee?

Having access to a swimming space is always a bonus when you're vacationing, especially if you have kids in tow. Splish splash the days away at one of these houses with a pool in or near West Kissimmee:

  • Toss your swimsuit in your suitcase and enjoy a fun stay with your group at "5 Stars House With Wifi, Game Room". Other amenities here include a kitchen and a garden.
  • Another top-rated option is "Awesome Deals - Fantastic 5bedroom House". There's a lot to love about this property besides its pool, such as a kitchen island and cable/satellite TV services.

What are the best large family vacation rentals in or near West Kissimmee?

You'll always have more fun sharing wonderful times with the folks closest to your heart. Whether you're planning a family escape or reuniting with friends, Vrbo has a large vacation rental that's right for you. These are two of our best in and around West Kissimmee:

  • Get your nearest and dearest under the same roof at "Luxurious Family - 4bedroom - Privacy Fenced Pool Hot Tub", which has 4 bedrooms that sleep up to 8 guests. This escape is located 1 mile to the east of West Kissimmee and comes with amenities such as a nearby coin laundry and a stereo.
  • Another top option is "Theme Rooms, Splashpad, Movie Theater". This property is 1 mile east of West Kissimmee and comes with coffee and tea making facilities, beach sun loungers and more. With 7 bedrooms accommodating up to 16 people, you won't have to leave anyone off your invitation list.

If you'd love to sightsee, there are lots of family-friendly attractions nearby to put on your to-do list. Walt Disney World®, Universal Studios Florida and Magic Kingdom® Park are excellent places to start.