Top 10 Villas With Private Pool In Orlando, Florida

Anne Nicole
Anne Nicole 
Updated
| 5 min read

Orlando is home to several well-loved magical places, such as Walt Disney World, Universal Orlando Resort, and SeaWorld. Leave the unworldly realities behind for a while, unleash your inner childlike wonder, and experience fairytales in real life in Orlando, Florida. Aside from the iconic theme parks, this city also offers a space for science, arts, and culture through galleries, including WonderWorks, Orlando Science Center, and the Orlando Museum of Art. Experience the feisty nightlife spirit of the city at Downtown Orlando and reconnect with nature at Gatorland. Live at a momentary castle after ticking the long list of your travel fantasies. Scroll down and choose among this list of the top villas with private pool in Orlando, Florida.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on February 08, 2024.

1. Five-bedroom villa with themed rooms (from USD 399)

This stylish 5-bedroom villa can sleep up to 12 guests. It offers several Disney-themed bedrooms with character wall designs, perfect for young girls and boys and even for kids at heart.

For entertainment, this villa includes a movie room with a big screen and home theater seating for a relaxed movie marathon of 30 in-house films. A game room consisting of a pool table and arcade game equipment is also available here. A screened-in swimming pool for all ages also welcomes you to this place. Heating for the pool is possible with additional charges.

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Orlando, Florida, United States
25.66 km (16.0 mi) from Main Gate Flea Market
villa 12 Guests 5 Bedrooms 5 Bathrooms

Top guest reviews
Cleanliness:
it was very clean and spacious
Host:
the owner was very helpful
the host is amazing really taking care of every little detail
owners were very responsive and my kids loved the themed bedrooms
Location:
great location and great property
we also enjoyed the water park daily
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2. Charming villa with beautiful lake views (from USD 146)

Located in a quiet neighborhood in northern Orlando, this charming villa can house up to six people in three comfortable rooms with white walls and black accents. The sizeable living area comes with a 42-inch smart TV with free Netflix and broadcast channels, while the kitchen has a microwave, a stove, a coffeemaker, and a blender.

Fun amenities include a large barbecue area, a billiards table, a dartboard, and a garden-style swimming pool enclosed in glass. The pool area comes with outdoor seating, so you can rest between laps. This villa is an ideal spot to spend your next holiday with your family and friends.

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29.35 km (18.3 mi) from Main Gate Flea Market
9 reviews   Wifi Available
villa 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
very nice house with a beautiful pool area
Cleanliness:
the property was clean and beautiful
Host:
hans is a great host
it was a pleasure to work with the owner
hans is an amazing owner
the neighbors were all friendly
Location:
it's a beautiful spacious home in a nice neighborhood close to everything orlando has to offer
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3. Family-friendly villa with golf course view

This family-friendly villa is nestled 30 minutes away from top city attractions and 40 minutes from the beach. This accommodation is at the core of Ventura Country Club, where families can play golf or marvel at the calming manicured fields.

This property features a private pool with a hot tub overlooking the golf course. Three cozy bedrooms can comfortably accommodate six guests. Other facilities include two clean bathrooms, a fully equipped kitchen, and a spacious living area.

Stayed at this property?
Orlando, Florida, United States
27.85 km (17.4 mi) from Main Gate Flea Market
10 reviews   Wifi Available
Entire villa 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Cleanliness:
very clean; great house location and very safe neighborhood
Host:
pall was an excellent host as he swiftly responded every time i reached out
Location:
great peaceful tranquil location
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Nearby villas with private pool

4. Colorful villa with entertainment facilities (from USD 229)

This five-bedroom villa in Loughman is less than an hour’s drive from Orlando. This property is magical in itself, with vibrant walls, classic furniture, and movie-themed details, setting a coordinating motif throughout.

Entertainment facilities include a pool area with a hot tub enclosed in transparent screening with sun loungers, a private game room with air hockey and foosball, and a billiards table in the living area. Five themed rooms can accommodate ten guests. Heating for the pool is possible with additional daily charges.

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13.25 km (8.3 mi) from Main Gate Flea Market
167 reviews   Wifi Available
villa 10 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 10
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
the house was clean and plenty of towels
the villa was clean and the decor was perfect
this was a wonderful and clean house for my family to stay
the house was very clean and the back pool area provided excellent privacy
everything was as expected and clean
Host:
everything was excellent and the owners were a pleasure to deal with
the owners were great and the property was overall excellent would love to stay again some day
communication with owners and host was great
Location:
great location clean comfortable nice size rooms close to shopping restaurants and disney/universal
the location is great neighborhood was off putting but the house surely made up for that
adventure house is the place for your families next vacation
this is a great property in a quiet little neighborhood with a great pool
our family had a great time and enjoyed the close proximity to the disney parks
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5. Beautiful villa with pool deck and hot tub (from USD 178)

This luxurious villa boasts high-end facilities and amenities that will complete your vacation in Florida. This property has four well-maintained bedrooms furnished with large beds and standard amenities, one of which comes with a Disney theme.

The villa also has a fully equipped kitchen with a spacious marble countertop and storage space, a separate dining area, and a carpeted living room. One of the best things about this property is its family room with a flat-screen TV, where families can enjoy a movie marathon together. Other facilities include a game room, a fitness center, and an indoor swimming pool. Two bedrooms have direct access to the pool deck area.

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17.96 km (11.2 mi) from Main Gate Flea Market
202 reviews   Wifi Available
villa 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the pool was well heated and very welcome after a day in the parks
great accommodations with comfortable beds and amenities
the games room is a huge plus with plenty to do for all ages
Cleanliness:
excellent communication from the beginning to now everything was wonderful the house was clean and beautifully furnished
perhaps the best thing about tuscan ridge is how clean and well kept this property is
the villa is extremely well equipped very comfortable and very clean
this home was a very beautiful and comfortable home close to disney world(about 20minaway) clean and accommodating
the house is beautiful carpet was spotless almost hard to believe anyone has stayed there before
Host:
terri must be commended for her friendly efficiency in all matters relating to our booking and stay
Location:
the location is excellent - stores nearby and not far from i-4
if staying here you will definitely need a car as there really isn't anything within walking distance
the neighborhood is immaculate quiet safe and has many friendly people around
we have rented many places over the years and tuscan ridge is by far the nicest one yet
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6. Family-owned villa with Disney ambiance (from USD 216)

This upscale family-owned villa has four personally customized bedrooms with different Disney-inspired layouts. Envisioning a complete Disney experience, the property features a private pool and a lanai with a Hawaiian Disney motif. Adjacent to the pool area is a fire table for smores and early morning coffee. There is also a surfing table that doubles as a bar table.

The in-house game room comes with table tennis, foosball, air hockey, billiards, and board games to maximize quality time together. Arcade games and a chess setup are also available in the living room.

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17.66 km (11.0 mi) from Main Gate Flea Market
175 reviews   Wifi Available
villa 12 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 12
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
we really enjoyed the heated pool the house was extremely spacious
Cleanliness:
the house was clean and had just about anything you might want or need in a house
it had everything extremely clean well stocked and just whimsical and lovely
Host:
the owner was attentive and kind
the reminders are very helpful
also keith was very friendly accommodating and provides world class response times
thank you to the owners for making our stay such an enjoyable one
he was very kind and took care of us
Location:
it was a quiet peaceful neighborhood that we felt extremely safe in
property was exactly as described it was easy to locate close to disney world which was our main designation
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7. Mickey’s Magical Villa (from USD 225)

The vacation villa located at Windsor Hills Resort is approximately 2 miles (3.2 kilometers) away from Disney World. Providing a perfect parallel of comfort and convenience, Mickey’s Magical Villa features four spacious bedrooms that can sleep up to eight people. Two of which feature Disney themes.

This classy accommodation includes a well-stocked kitchen with a bar counter, a large living area with a flat-screen TV, and a private dining area overlooking the swimming pool. A fully equipped game room and an indoor swimming pool with sun loungers are some additional facilities to enrich your vacation.

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9.75 km (6.1 mi) from Main Gate Flea Market
219 reviews   Wifi Available
villa 8 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 8
Minimum Nights: 5
Refund Policy :

Top guest reviews
Amenities & Room:
all great as was the well stocked kitchen with all necessary tools for cooking at home
there was plenty of room for us all and the games room was a brilliant addition
the beds were super comfortable and the game room was an added plus would stay again for sure
the pool hot tub and game room ( converted garage) were great
it was nice to have our own pool/hot tub
Cleanliness:
the villa was clean and comfortable
the pool is beautiful and clean and was so nice to have right out the back door
very clean and close to so many attractions
Host:
the owner was very helpful and responsive
the property manger as well as the owner were wonderful and very easy to communicate with
the owners were very helpful during the booking process and even after our stay
the house is huge and the owners are great to deal with
fast easy communication with the owners
Location:
windsor hills is the perfect location for a quick trip to disney
the villa is in a perfect location just 10-15 mins away from magic kingdom
our stay was very nice and the location is excellent
the disney and universal parks were all an easy drive between 15-30 minutes away
definitely the place to go for our next family visit
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8. Private villa for eight (from USD 160)

Located 6.7 miles (10.8 kilometers) away from SeaWorld and 4.2 miles (6.8 kilometers) from Gatorland, this executive-style vacation villa is perfect for a mid-sized group. This property in Whispering Oaks guarantees a peaceful vacation with garden views.

This place can sleep eight people in three classic bedrooms and one Mickey Mouse-themed room. Additionally, a covered lanai sits beside a heated swimming pool where guests can have breakfast or snacks between laps. The pool area is covered with transparent screening, perfect for sunbathing in the morning or stargazing at night.

Stayed at this property?

5.14 km (3.2 mi) from Main Gate Flea Market
184 reviews   Wifi Available
villa 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the only challenge was the beds were not as soft as we would have liked
loads of seating covered space with table and natural habit as a view
the heated pool and spa was our favorite
the outdoor shaded dining room area was always fantastic all of this complimenting the superb interior
the pool is fantastic but better still is its private outlook and the hot tub
Cleanliness:
the house was very clean and comfortable
home was tidy clean and super private the pool and hot tub so clean and relaxing
the house was clean cozy and comfortable
the house and neighborhood was clean and quiet
the house was very clean
Host:
host was very responsive to any questions we had
great property and communicative owner and property manager
he's a great host and quick communicator
the owner is a really good communicator and answered me very quickly when i had questions
easy rental and good communications with the owner
Location:
this was close to many attractions
close to a great walking running or biking trail
“perfect house for a relaxing and enjoyable visit to central florida
we loved the house and its location
the house has everything you need great pool and hot tub close to everything and much more
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9. European-style villa with nature views (from USD 165)

This spacious villa exudes a contemporary European-inspired interior and architecture. It can accommodate up to 10 guests in four brightly lit rooms filled with natural light. The deluxe indoor facilities include a living area with a flat-screen TV, a kitchen with a bar counter, a family room with a couch and a TV, and a play area with a pool table and air hockey.

The outdoor area also provides excellent amenities. Dive into the expansive pool, achieve a tan on the sun loungers, or relax at the hot tub. The lanai is the perfect spot for sharing stories while taking in nature views. This villa is perfect if you are looking for a peaceful and comfortable holiday.

Stayed at this property?

19.07 km (11.9 mi) from Main Gate Flea Market
185 reviews   Wifi Available
villa 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
a huge table with plenty of chairs and lounge chairs
the villa was wonderful and it had plenty of room for our group
the pool and and game room were loved by all
Cleanliness:
very clean and spacious
it was very clean
very clean and comfortable to stay in
very nicely decorated and super clean
the villa was clean comfortably furnished with multiple areas for the kids and adults to relax
Location:
the house is beautiful and it is in a great location
while it was a bit far away from the disney parks it was a nice place to stay
we really enjoyed the pool and hot tub it was perfect to unwind from walking all day
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10. Lakefront villa with romantic sunset views

Overlooking a peaceful lake, this private villa boasts antique furniture manifesting a timeless ambiance. It comes with three bedrooms that can comfortably fit up to eight guests. This property is an ideal vacation home as it allows easy access to many leisure activities nearby, such as fishing, bird watching, cycling, golfing, and other water sports.

This rental has an indoor swimming pool if you want to spend quality time with your travel companions. Other facilities include a game room and a private sitting area surrounded by large windows that provide scenic lake views. This is the best spot to watch the sunrise over a cup of coffee.

Stayed at this property?

35.13 km (21.9 mi) from Main Gate Flea Market
109 reviews   Premier Host Wifi Available
villa 8 Guests 3 Bedrooms 4 Bathrooms

Accommodates: 8
Minimum Nights: 14
Refund Policy :

Top guest reviews
Amenities & Room:
the furnishings were nice and comfortable
loved the florida room and view of the lake
pros: beautiful home spacious rooms old world furniture and beds were very comfortable
everything from the beautiful sunsets over the lake to the fully loaded game room
it would be nice to have a tv in the master bedroom
Cleanliness:
the sheets lienen bed spreads were all freshly washed and plenty of clean towels available
the home was clean and spacious
Host:
nice owners like that would fix it for sure
the hosts were gracious and answered promptly
easy booking and fast response from owner on clarification type questions
Location:
the property is in a great location
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
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Fulfill your fairytale fantasies in Orlando

Dreams do come true in the Sunshine State. But there is more to Orlando than its theme park fame, so be ready to explore its hidden wonders. If you haven’t decided where to stay, consider booking any of the top villas with a private pool in Orlando, Florida, for a magical stay.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Anne Nicole, a graduate of Bachelor of Science in Tourism Management from Pamantasan ng Lungsod ng Maynila, worked as a travel writer for Trip101. Alongside her role as a literary editor and ESL...Read more

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