Let’s play the word association game! What comes to your mind when you hear “Disney World”? We’re sure your answer is Orlando. In the heart of Florida, it’s a great destination that’s known for its theme parks. Trust us; a single visit to Orlando is never enough! But since there are many things to explore in the city, you’ll also need to find the perfect accommodation that allows you to relax. Enter the top Orlando vacation homes with pool! These holiday homes have plenty of space, are equipped with top-notch amenities, and, best of all, come with a relaxing swimming pool that lets you relax your body and soothe your tired muscles! Since there are hundreds of vacation homes in Orlando with pool, which one should you book? To help you out, we’ve picked some of the best options out there! Let’s take a look at them!
For more accommodation with pools in the city, check out these best hotel pools in Orlando!
Table of contents
Great Escape Manor
11
Situated within Reunion Resort is the Great Escape Manor, one of the most popular Orlando vacation homes with pool. With more than 5,000 sq ft of space, this vacation home allows you to be in the center of it all! Some of Orlando’s top attractions, including Disney, are just a short drive away. But who says you have to venture out to have fun? Inside the villa, you’ll find a bright open-plan living area that’ll let you bond with your family. Want to whip up a meal? Feel free to do so in the modern kitchen! There’s also a formal dining area for up to 20.
As one of the top vacation homes in Orlando with pool, the on-site infinity edge pool truly doesn’t disappoint. If you want to cool off, we can’t think of any place better than the pool! Plus, you can find a spillover tub as well. And once you’re done swimming, you can take a quick rest on the sun lounger as you listen to your favorite playlist from the backyard speakers. Better yet, guests can also take advantage of the summer kitchen with a BBQ! That’s not all! This fancy villa also comes with a games room and a home theater!
Key features:
- 9 bedrooms
- 9.5 bathrooms
- Sleeps 20
- Private pool
- Hot tub
- Game room
- Home theater
- Themed bedrooms
- Table tennis
Included amenities:
- Complimentary Wi-Fi
- Air conditioning
- Private parking
- BBQ
- Table tennis
- Pool table
- Open-plan living area
- Fully equipped kitchen
- Breakfast bar
- Formal dining area
- Al fresco dining area
- Summer kitchen
- Sun loungers
- Backyard speakers
The Serene
10
The next villa on our list of the best Orlando vacation homes with pool is The Serene. This amazing vacation home boasts upscale furnishings throughout. The main living room is both warm and welcoming, featuring plenty of seating for everyone in the group. Apart from that, a sleek and fully equipped kitchen also allows everyone to cook hassle-free. What’s more, there’s a four-person breakfast bar and two dining tables as well.
Searching for entertainment aside from Orlando’s theme parks? Perfect! As one of the best vacation homes in Orlando with a pool, there’s a home theater with an Xbox One for movie lovers and gaming enthusiasts! Head outside and spot a lanai, our favorite place to relax. There, you can also dine al fresco. Of course, there’s also a beautiful pool and a spillover tub for you to enjoy. Fret not, as they’re surrounded by greeneries for the ultimate privacy.
Key features:
- 8 bedrooms
- 8 bathrooms
- Sleeps 16
- Private pool
- Spillover tub
- Home theater
- Game room
- Themed bedrooms
Included amenities:
- Complimentary Wi-Fi
- Private parking
- Air conditioning
- Open-plan living area
- Fully equipped kitchen
- Breakfast bar
- Indoor dining area
- Upstairs loft area
- Sun loungers
- Covered lanai
- Al fresco dining area
- Bedding and towels included
Eternity Villa At Reunion Resort
9
When talking about the best Orlando vacation homes with pool, the Eternity Villa At Reunion Resort should be in the conversation. This beautiful mansion is an excellent option for generational families with kids. There are 12 well-equipped bedrooms on-site, and there’s tons of space on the property that can comfortably accommodate up to 33 guests! Better yet, all bedrooms come with en suite bathrooms, plush bedding, and walk-in showers. While they’re super cozy, don’t get too comfortable, as you should also explore other areas on the property! For instance, you can whip up your go-to breakfast or lunch in the modern kitchen.
To keep everyone in the group entertained, this mansion boasts a huge home theater, a games room, and a kids’ playroom. No matter how old you are, there’s always something exciting for you to do. And if the weather is nice, why don’t you take a relaxing dip in the oversized swimming pool? Named one of the top vacation homes in Orlando with pool, the pool area is our favorite. Plus, it’s accompanied by a spillover tub. There are also sun loungers around the pool and an outdoor kitchen. For your comfort, you can also find a TV lounge and dining area outdoors as well.
Key features:
- 12 bedrooms
- 12.5 bathrooms
- 11,500 sq ft
- Sleeps 33
- Home theater
- Game room
- Media lounge
- Fitness room
- Themed bedrooms
Included amenities:
- Complimentary Wi-Fi
- Air conditioning
- BBQ
- Pool table
- Fully equipped kitchen
- Outdoor kitchen
- Indoor dining area
- Al fresco dining area
- Outdoor TV lounge
- Open-plan living area
- Multiple seating areas
- Breakfast bar
- Sun loungers
- Pool washroom
- Ceiling fans throughout
Modern Sunset Mansion
8
The Modern Sunset Mansion is an extravagant villa that’ll make your upcoming trip your best one! Offering stunning views of the warm sunset and golf course, it’s worth two thumbs up! As one of the top Orlando vacation homes with pool, it features an open-plan living area with modern furnishings. Meanwhile, the kitchen is fully equipped with modern appliances. On top of that, there’s a breakfast island for 5 and a formal dining room for 10. While the others are busy preparing the food, you can cozy up on the plush sofa and watch something on the smart TV.
Want to feel the warm Orlando sun? Head outside to the patio and make a splash into the infinity edge pool! Named one of the top vacation homes in Orlando with pool, you can rest assured the pool is clean and big! It’s accompanied by a spillover spa and a summer kitchen with a BBQ. Besides that, you should also catch your breath and relax on the lounger! Once you’re done enjoying your meal al fresco, why don’t you spend your time with your loved ones in the home theater for a movie night? Or, you and your kids can play some games in the games room. Then, call it a day and have a good night’s rest in one of the six luxurious bedrooms!
Key features:
- 6 bedrooms
- 7 bathrooms
- Sleeps 16
- Private pool
- Hot tub
- Outdoor kitchen
- Game room
- Home theater
- Themed bedroom
Included amenities:
- Complimentary Wi-Fi
- Air conditioning
- BBQ
- Pool table
- Fully equipped kitchen
- Outdoor kitchen
- Formal dining area
- Al fresco dining area
- Open-plan living area
- Breakfast bar
- Spillover spa
- Sun loungers
- Bedding and towels included
Royale Reunion
7
Looking for luxurious Orlando vacation homes with pool? Look no further than Royale Reunion! This modern home can sleep up to 24 guests in 10 beautifully appointed bedrooms, 2 of which are built for kids. Once you enter the villa, you’ll be charmed by the massive open-plan living area, which is perfect for bonding with your family. Apart from that, you can also expect a fully equipped kitchen and a formal dining area that can seat up to 20 guests. Additionally, there are two breakfast bars as well. If you’re not the chef in the family, sit back in the family room and watch your favorite TV show!
Want to keep your body fit? You can do so by working out in the home gym. Or you can also burn some calories by swimming in the infinity-edge pool, which is the reason why this Orlando villa is named one of the top vacation homes in Orlando with pool. After you’re done swimming, relax on the sun lounger and soak up the sun! In addition to that, there’s also a summer kitchen and bar outdoors. But among all of its amenities, the most surprising ones are the 25 slot machines! Test your luck and have tons of fun!
Key features:
- 10 bedrooms
- 11.5 bathrooms
- Sleeps 24
- Private pool
- Hot tub
- Themed games room
- Home theater
- Themed bedrooms
- Fitness room
- Secret kids playroom
- Outdoor kitchen
Included amenities:
- Complimentary Wi-Fi
- Casino
- BBQ
- Table tennis
- Air conditioning
- Balcony
- Breakfast bar
- Open-plan living area
- Fully equipped kitchen
- Indoor dining area
- Summer kitchen
- Poolside bar
- Al fresco dining area
- Large great room
- Sun loungers
The Dream at Reunion Resort
6
Welcome to The Dream at Reunion Resort, one of the most sought-after vacation homes in Orlando with pool! With an elegant design and top-notch amenities, it’s hard not to love this vacation home. This exceptionally homey villa has plenty of natural light and an open concept. The open-plan living area has plenty of seating areas, allowing everyone in the group to spread out and cook, eat, and chillax. We’re sure you’ll fancy the kitchen, as it has modern appliances and granite countertops. If cooking isn’t your thing, kick back and unwind in the living room as you enjoy the show on the smart TV!
Step outside, and you’ll find a private lanai with a BBQ and summer kitchen. There’s also an al fresco dining area for six. As one of the best Orlando vacation homes with pool, this villa allows you to make a splash in the pool whenever you want. Additionally, there’s also an arcade room for endless fun. In addition to classic arcade games, there are Xbox and PS5 as well! Designed to accommodate a group of 16, there are 5 bedrooms on the property. Our favorite, however, is the suite on the first floor. It’s the perfect room for travelers who want to have a bit more privacy and away from the rooms set on the second floor.
Key features:
- 5 Bedrooms
- 5.5 Bathrooms
- Sleeps 16
- Private pool
- Hot tub
- Private balcony
- Game room
- BBQ
Included amenities:
- Complimentary Wi-Fi
- Air conditioning
- Pool table
- BBQ
- Open-plan living area
- Fully equipped kitchen
- Indoor dining area
- Al fresco dining area
- Summer kitchen
- Breakfast bar
- Upstairs loft area
- Sun loungers
- Bedding and towels included
The Luxury Modern Mansion
5
We think this villa needs no introduction, as the name says it all! Elegant and enchanting, The Luxury Modern Mansion is a nice choice for those who enjoy the finer things in life. The open-plan living area is tremendously big, with leather sofas and accent chairs. We also love the gourmet kitchen, which boasts high-quality stainless steel appliances and everything else you possibly need. Once you’re done cooking, enjoy your food in the dining area that can seat up to 12. Why don’t you burn some in the home gym if you think you’ve consumed too many calories? You can also do so by swimming in the private pool! Accompanied by a spillover tub, a BBQ, and a summer kitchen, the pool area is to die for!
As one of the best Orlando vacation homes with pool, the pool isn’t the only thing this villa is proud of. For entertainment, guests can step into the home theater for a nice old-school movie marathon! Apart from that, you can also find an upstairs loft area with a pool table and air hockey table! Meanwhile, the bedrooms are scattered across two floors. Perfect for a group of 20, there are 8 airy bedrooms on the property. And if you want to explore the villa’s surrounding area, simply take the shuttle to visit the nearby attractions!
Key features:
- 8 bedrooms
- 9.5 bathrooms
- Sleeps 20
- Private infinity edge pool
- Fitness center
- 2 game rooms
- Home theater
- Spillover tub
- Access to resort amenities
Included amenities:
- Complimentary Wi-Fi
- Air conditioning
- Private parking
- Open-plan living area
- Formal dining area
- Breakfast bar
- Summer kitchen
- BBQ
- Al fresco dining area
- Sun loungers
- Upstairs loft area
- Indoor ceiling fans
- Linens and towels provided
The Mansion At Reunion Resort
4
We’re sure everyone staying at The Mansion At Reunion Resort will have a blast! Newly renovated, this vacation home offers the amenities you can expect from a five-star resort. Upon your arrival, you’ll be greeted by an oversized open-plan living area. It comes with incredible views of the sky. Are you the chef in the family? If so, you’ll have tons of fun in the gourmet kitchen. There’s also a dining area that can seat up to 16, and there are 3 additional kitchen bars! Additionally, we love the living room a lot and find it the perfect place for some relaxing family time.
Another spot for relaxing is the private pool! As one of the best Orlando vacation homes with pool, we appreciate how big and well-kept the pool area is. The villa also offers spa services if you want to spoil your tired body. When the nights come, you can admire the beautiful stars with a glass of wine in hand in the al fresco dining area! Once you’re done filling your tummy, head to the home theater for a memorable movie night. Or, you can have some fun in the games room or go to the on-site mini bowling alley! Don’t forget to also work out in the modern gym.
Key features:
- 12 bedrooms
- 12.5 bathrooms
- Sleeps 32
- Private pool
- Hot tub
- Themed bedrooms
- Home theater
- Game room
- Home gym
Included amenities:
- Complimentary Wi-Fi
- Air conditioning
- Indoor bowling alley
- Pool table
- Fully equipped kitchen
- Outdoor kitchen
- Indoor dining area
- Al fresco dining area
- Open-plan living area
- Breakfast bar
- Spa area
- Poolside lounge area
The Outstanding Oasis
3
Living up to its name, The Outstanding Oasis is truly outstanding! It’s so amazing that it may end your search for the best Orlando vacation homes with pool! Packed with upscale amenities and tons of space for a group of 30, you won’t regret spending your nights here. When it comes to gathering, the main living room should be your go-to place. It features fancy leather couches, a flat-screen TV, and decorative lighting. We’re also fans of the gourmet kitchen, which features modern appliances and a breakfast bar. Apart from that, there’s also a formal dining area for up to 20.
If you’re group consists of film buffs, we highly recommend spending the night in the home theater! There are three rows of comfy seats, and the last one boasts a dinner bar that allows guests to snack while watching the movie. What’s more, there’s also a fun games room with multiple gaming tables. But if working out is more of your thing, feel free to work up a sweat in the home gym instead! Of course, as one of the best vacation homes in Orlando with pool, we also have to talk about the pool! It’s the perfect spot to relax, and it comes with a jacuzzi to soothe your tired muscles after a long day of exploring Orlando.
Key features:
- 11 bedrooms
- 10 bathrooms
- Sleeps 30
- Private pool
- Game room
- Private fitness room
- Access to resort amenities
Included amenities:
- Complimentary Wi-Fi
- BBQ
- Air conditioning
- Pool table
- Jacuzzi
- Gourmet kitchen
- Formal dining area
- Outdoor kitchen
- Al fresco dining area
- Home theater with a bar
- Breakfast bar
- Sun loungers
- Bed linens and towels provided
Treasure House At Reunion Resort
2
There may be plenty of Orlando vacation homes with pool, but those with the right mind will obviously want to spend their nights at Treasure House At Reunion Resort! Featuring 14 en suite bedrooms, this vacation home can comfortably sleep up to 30 people. In addition, all bedrooms on the property are fitted with standard in-room amenities and some extras, like a walk-in wardrobe! Of course, there’s more. Those who want to try out new recipes can prepare their food in the fully equipped kitchen. There’s also an additional outdoor kitchen with a BBQ for al fresco dining under the starry sky.
Seen by many as one of the best vacation homes in Orlando with pool, it also boasts a private water park with a slide and lazy river! As if the relaxing private pool isn’t enough! Moreover, you can play bowling with your friends in the on-site bowling alley for some friendly competition. But if your ideal night involves binge-watching movies, you may want to spend your night in the home theater instead. Meanwhile, those who want to keep themselves fit will appreciate the gym and golf simulator. Furthermore, there’s a spa center, rooftop pool, and hot tub for rejuvenation. While you’re pampering your body, kids can have fun playing a pinball machine in the games room!
Key features:
- 14 bedrooms
- 16 bathrooms
- Sleeps 30
- Rooftop pool
- Private pool with lazy river
- Basketball court
- Home theater
- Games room with a bowling alley
- Home spa
Included amenities:
- Complimentary Wi-Fi
- Air conditioning
- Home gym
- Elevator
- Squash court
- Hot tub
- Fully equipped kitchen
- Outdoor kitchen
- Indoor dining area
- Al fresco dining area
- Open-plan living area
- Golf simulator room
- Karaoke room
- Conference room
- Multiple balconies
The Incredible Idyll
1
Have you been searching for Orlando vacation homes with pool that can accommodate large groups? If so, look no further than The Incredible Idyll! Near Disney, this contemporary vacation home has 12 spacious bedrooms and can comfortably accommodate up to 28 travelers. Moreover, each bedroom is cozy and beautifully decorated, and the ones for kids are themed! What we love the most is the fact that there are plenty of fancy amenities throughout the property! You can expect a modern gourmet kitchen, a state-of-the-art private gym, and an epic games room that’ll keep your kids and yourself happy!
Head outside and you’ll find the villa’s massive backyard, which is home to a private pool. As one of the top vacation homes in Orlando with pool, we’re happy to say that the pool at this villa isn’t disappointing. It’s huge and comes with a spillover tub, waterfalls, and sun loungers as well (some of them float)! Additionally, you can find an outdoor bar, too! Best of all, the villa also offers a shuttle service that can take you to the nearby theme parks or wherever you want on the resort property!
Key features:
- 12 bedrooms
- 13.5 bathrooms
- Sleeps 28
- Private pool
- Game room
- Home theater
- Outdoor sports bar
- Themed bedrooms
- Access to resort amenities
Included amenities:
- Complimentary Wi-Fi
- Air conditioning
- Hot tub
- Home gym
- Private parking
- Pool table
- BBQ
- Open-plan living area
- Fully equipped kitchen
- Formal dining area
- Outdoor kitchen
- Al fresco dining area
- Sun loungers
- Pool washroom
- Shuttle service
Things You May Need During Your Stay
- Top Villas Attraction Ticket – Since you’re in Orlando, visiting the theme parks is a must! That’s why we recommend getting Disney or Universal Studios tickets from Top Villas! Aside from finding special prices there, your family will all be happy!
- Top Villas Car Rent – Considering the number of attractions in Orlando is a lot, you may want to rent a car from Top Villas. That way, you can explore even the furthest hotspot without relying too much on the villa’s shuttle.
- Shoes for Disney World – Disney World is extremely huge, so you need to make sure you have a pair of comfy shoes. Take a look at our recommendations that can help you explore every corner of Disney World comfortably!