13+ Best Kissimmee Vacation Rentals with Private Pool

Are you visiting the theme parks in Florida and looking for vacation rentals in Kissimmee with private pool? We’ve got you covered!

Kissimmee is a very convenient location when it comes to visiting Disney and Universal Studios. It’s very close by (less than 10 minutes) and there are fantastic vacation rentals.

Kissimmee is also easily accessible as it’s only 25 minutes drive from Orlando Airport.

Most of them are actually quite affordable. They are large houses and the price usually works at less than $50 per person and per night.

It’s also a fun place to stay as you will find loads of ‘Disney’ or ‘Harry Potter‘ themed rentals!

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Kissimmee vacation rentals with private pool

Quick overview of the best vacation rentals in Kissimmee with Private Pool

You will find below a complete overview of the best vacation rentals with private pools in Kissimmee however, if you are in a rush and want to jump straight to the good stuff, here is a summary.

Best Vacation Rentals in Kissimmee with private pool

In this section, you will discover the best Kissimmee rentals with private pool. This includes a selection of luxury homes and budget options.

Luxury Home

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Located only 4 miles from Disney World and 11 miles from Universal Studios, this luxury home is ideal for families and group of friends.

The house is very spacious and beautiful decorated. There are all the amenities you would expect including a fully equipped kitchen, Wi-Fi, TV, private pool and even a hot tub!

The house is also very close to the shops and outlets which is very convenient.

There are 5 bedrooms and it can sleep up to 12 guests. You will find 5 bathrooms (no need to wait for a shower!).

The kids will also enjoy the games room with the basketball net and air hockey table.

Click here to see the latest prices.

 

Villa with private pool


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If you are looking for a large vacation house in Kissimmee, this Airbnb will be ideal for you

This 6-bedroom house can sleep up to 16 guests! You will find all bed sizes including king, queen, double and bunk beds! Everyone will find the perfect one!

The house also has 4.5 bathrooms which is extremely convenient for a large group. You won’t need to wait for a shower, there should always be one available!

In terms of location, this is as good as it gets. There are shops (Publix and Wallmart) and restaurants in a 10 minutes radius. You will also be less than 10 miles from Disney so you can easily drive there in the morning.

The amenities are fantastic and include a games room, a fully equipped kitchen, AC and more!

The pool area is very pleasant. There are loads of seats and chairs, perfect to work on your tan! You will also find a table, a barbecue and a hot tub!

Click here to see the latest prices.

The Lake House

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Looking for a spacious villa in Kissimmee with private pool and hot tub? We’ve got you covered!

This beautiful house is ideally located only 10 minutes from Disney and 20 minutes from Universal Studios. It’s a great place to stay for families and group of friends. There 7 bedrooms and 4.5 bathrooms which is perfect for up to 16 guests.

The amenities are outstanding and include a fully equipped kitchen, a gym, washing machine and dryer. Kids will particularly enjoy it as there is also a games room!

The pool area is covered but you can still enjoy the sunshine as the walls and ceiling are made of glass. There is also a hot tub that you will love! The views of the lake are beautiful and add to the charm of the property.

Click here to see the latest prices.

Conservation View

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This cute house rental in Kissimmee with private pool and hot tub is ideal for people looking for a quiet place to stay.

The house itself is pretty traditional and feels very “homey”. There are 4 bedrooms and it can accommodate up to 8 people. There are all the amenities you would expect including a fully equipped kitchen, Cable TV and Wifi.

But the true highlight of the property is the swimming pool area. There is loads of light and you will love lying on the chairs, working on your tan. The pool is pretty large and there are games. Your kids will spend a lot of time there!

You will also find a hot tub where you can relax while watching the kids!

Click here to see the latest prices.

Stylish home with lake view

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Located half-way between Kissimmee Airport and Lake Buena Vista, this beautiful house with private pool is perfect for a family or group of friends.

There are 4 bedrooms and 3 bathrooms. It can easily accommodate up to 8 guests.

The pool area is lovely. It’s covered, spacious and the views of the lake are very pretty. You will enjoy watching the sunset from there or go for a quick evening stroll.

The house is very nicely furnished and comfortable. The amenities include a fully equipped kitchen, TV, washing machine, dryer and plenty more!

Click here to see the latest prices.

Mickey’s Fun House


Do you love everything Disney? Then this one is for you!

Located near Celebration, in Indian Ridge, this 3 bedroom house is ideal for a small family looking for a funhouse near Disney World. The amenities are incredible and will make happy both parents and kids.

There is a covered pool where you can swim as well as an outdoor hot tub. Inside, you will find a games room with a pool table and video games.

You can park up to 3 cars in the driveway which is very convenient.

The property is fenced and there is a beautiful Disney mural by the pool. You can take many beautiful photos with your kids there. The kids’ room is also Disney themed. Your little girls will feel like princesses!

Click here to see the latest prices.

Disney Family Home

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If you are looking for a luxury vacation rental near Disney World, this one is for you!

It’s a beautiful and spacious house with 4 bedrooms. It can accommodate up to 8 people (perfect for families and group of friends).

The house itself is very pretty. It’s yellow and there are palm trees all around. Basically the perfect Florida house!

Inside, you will find some ‘Disney’ and ‘Harry Potter’ themed bedrooms. Nothing too much, just enough to bring the magic in!

The swimming pool area is very pleasant. It’s covered and there is also a hot tub where you can relax while the kids are playing.

In terms of location, you will be less than 5 miles from Disney World which is very convenient.

Click here to see the latest prices.

Outstanding Townhouse

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If you are looking for a stylish house, this super cute Airbnb will be perfect for you! It sleeps up to 13 people which is ideal for a large group of friends or 2 families.

You will find 5 rooms and 4 bathrooms! No need to wait for a shower, there will be more than enough!

The house itself is beautifully decorated and features a bit of a boho style. At the back, you will find a small private pool with chairs.

It’s only 10 minutes from Disney which is very convenient. There is free parking so you can easily park your car and drive to the parks in the morning.

Click here to see the latest prices.

 

Tropical Villa

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If you are looking for a family house in Kissimmee, this Airbnb will be perfect for you.

Ideally located only 10 minutes from Disney, it’s an excellent choice for families visiting Florida and planning on going to Disney a few times.

The house has 4 bedrooms and can sleep up to 8 guests.

There is a private covered pool which is a huge plus! Even when it rains, you will be able to go for a swim! It’s also worth noting that it is surrounding by glass windows, meaning you can still enjoy the sunshine!

The bathrooms are also very spacious which is very convenient for a large group.

Click here to see the latest prices.

Lake View Home

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If you are looking for an affordable vacation rental in Kissimmee with a private pool, this one is for you!

There are 4 bedrooms and it can accommodate up to 10 people. It’s not quite as big as the other houses mentioned previously however, it works out at less than $30 per night and per person which is an excellent price! More importantly, it’s great value for money.

The house is air-conditioned (which you can only appreciate in Florida) and has a cute pool at the back. From the pool, you can enjoy the views of the lake. It’s very pretty!

Click here to see the latest prices.

 

Themed Vacation Rentals in Kissimmee with private pool

If you are looking for a vacation rental in Kissimmee, it’s safe to assume that you are planning on visiting the theme parks. If you want to bring home the magic of Disney and Universal Studios, here are some incredible themed homes!

Are you incredible parents?

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This is one of the most unique rentals in Kissimmee with private pool! As the name may suggest, this is the perfect place to book to make your kids super happy!

Each room is decorated after a Disney or Universal universe. This includes a ‘Harry Potter’ room, a ‘Frozen’ room and plenty more! It truly is a paradise for people who love movies and are visiting Florida for the theme parks!

It is a very fun house and you will love spending time there. Almost just as much than at Disney.

There are 7 bedrooms and it can sleep up to 15 guests. Perfect for large families and groups.

Outside, you will find an amazing private pool as well where you can go for a swim after a hot day!

Click here to see the latest prices.

Wizarding Home

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Calling all Potterheads for this one! If you’ve always dreamt of discovering the Wizarding World, you will be in for a treat in Kissimmee. Not only is Florida home to the Universal Studios and the Wizarding World of Harry Potter but you can also find awesome Harry Potter themed Airbnbs!

This is one of them!

With this Airbnb, you will really feel like a wizard. Each bedroom features one of the Hogwarts houses. Even the bathrooms are themed!

The hosts really went the extra mile to make your stay magical!

Additionally, you will find a private swimming pool!

Altogether, this villa has 5 bedrooms and can accommodate up to 10 guests.

Click here to see the latest prices.

So Close to Disney

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This luxury villa in Kissimmee is perfect for people who want to get a bit of everything. It has 4 bedrooms and can sleep up to 10 guests.

You will find a couple of ‘Disney’-themed rooms for the kids, a huge cinema room and a private pool!

The kitchen is very spacious and fully equipped so you can easily prepare all your meals there.

Unlike other properties, this Airbnb is not entirely themed. If you are looking for a fully-themed rental, it won’t be the place for you but it will be ideal for people who want to get some ‘Disney’ vibes at home, without pushing it too much.

At the back, you will find the private pool with chairs and a table where you can sit for dinners or breakfasts.

Click here to see the latest prices.

 

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