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Four Corners Vacation Rentals with Private Pool

(322 rentals)
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
17 reviews

Distance to park: 3 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Magical Dreams come true in this newly renovated home. Beach and Coastal themed Villa, throughout with something for everyone. We recently renovated the entire home with paint, inside and out, landscaping and decor. Come relax and unwind and enjoy our slice of paradise. The property offers a south...

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Featured review

"Kissimmee Villa (Sept - Oct 2025 = 3 Weeks)"

Overall - perfect location, lovely villa / home, great pool and jacuzzi, everything we wanted and needed! A+ A shaky start on arrival with an air conditioning issue, but sorted within a few hours and...

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$145
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
5 reviews

Distance to park: 8 miles to Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...

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Featured review

"Very nice"

We really enjoyed our stay. Community was really nice and house was huge. Had some good amenities and was a real easy drive to all the parks. Pool was nice… wish we paid for heat but we didn’t. ...

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$309
avg per night
Kissimmee House
Sleeps 18, 9 bedrooms, 6 bathrooms
6 reviews

Distance to park: 8 miles to Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...

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Featured review

"Great property!!"

What a great property! It was perfect for our family. Very spacious and clean. Definitely staying there again on our next stay in Florida.

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$389
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
10 reviews

Distance to park: 3 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sample the Florida lifestyle in our four-bedroom, three-bathroom spacious air-conditioned villa with 26ft x 13ft privately screened, heated, south-facing swimming pool and spa. Located on the peaceful Indian Creek community, our holiday home is comfortably furnished throughout, only 3 miles away from...

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Featured review

"Everything as described!"

After a long day of travel and delays, arriving here truly felt like coming home. Everything was exactly as described and fully stocked with everything we needed. We did encounter a small issue with the...

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$177
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 2 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

4 Bedroom /3 Bath / Pool & Spa Vacation Home CONTACT US AND REQUEST A DETAILED QUOTE !! No Booking Fees - Book Direct with the Homeowner Check our Reviews on VRBO - Property #284051

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Featured review

"Awesome"

Thank you Awesome Would do again Very close to everything Great pool sand hot tub Felt safe Thank you again

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$200
avg per night

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Kissimmee Townhome
Sleeps 9, 3 bedrooms, 3 bathrooms
15 reviews

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

**The private pool is not heated unless requested by the guest. Pool heating is available for an additional fee of $10.00 per day. Pool heating must be arranged and paid for prior to arrival.** *Minimum rental age is 25 years old (exception for married couples and active duty military) *Pets are not...

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Featured review

"FANTASTIC property!"

This is the place to stay! This rental truly felt like a home away from home. It was a short drive to countless restaurants and shopping...location is perfect! If you're going to Disney, you'll only...

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$132
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
10 reviews

Distance to park: 5 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away from Disney World, Universal Studios, and other major attractions. Keyless entry for easy access. You'll find all the comforts of home including a private pool, flat screen HDTVs, XBOX 360 and N64,...

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Featured review

"Great Location"

We had an excellent stay during our time at this location. It was close to everything that we needed and wanted to do. The pool heat was perfect for the kids to swim in and the house had everything we needed...

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$225
avg per night
Kissimmee Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Perfect Vacation Home for Disney Lovers After a thrilling day at the parks, retreat to your own private oasis in this stunning vacation home. The king-size master suite offers a peaceful escape for couples, featuring a plush bed, a large flat-screen TV for late-night movie marathons, and an inviting...

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Featured review

"We enjoyed our stay"

When you rent a place to stay you never know what you are going to get until you get there. As soon as we walked in the front door we knew we had done well. Nicely decorated, very clean, in a nice neighborhood. We...

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$145
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 3 miles to Disney Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Great location - fabulous pool area South West Facing - Fully Fenced Area

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Featured review

"Total Relaxation"

Exactly what I was looking for. Great location.Definitely not 1 of those show homes that you are afraid to do anything in. This villa is so Homely and Comfortable with Everything you'll need throughout...

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$135
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 5.5 bathrooms
1 review

Distance to park: 8 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

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Featured review

"Great House for my family"

Husband and I rented this home for us and our family (total of 13 people). The home was very close to Disney and worked great for us. We had plenty of room and it was very clean. The only issue we...

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$251
avg per night
Kissimmee House
Sleeps 18, 9 bedrooms, 6 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...

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Featured review

"Great View"

Fantastic time. Pool overlooks the lake. We had an issue with a burner on the stove the first day and the owner had a brand new stove delivered the next day. The owner has similar properties also. We have...

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$391
avg per night
Kissimmee House
Sleeps 18, 9 bedrooms, 6 bathrooms
5 reviews

Distance to park: 8 miles to Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...

View all property information

Featured review

"Great Vacation Home for Families"

We spent a great week in this home with our extended family. Tons of rooms and bathrooms and a nice big kitchen. Private pool and community water park were great for the kids. Location was convenient. We...

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$411
avg per night
Kissimmee House
Sleeps 14, 6 bedrooms, 4.5 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your dream vacation home located in Windsor at Westside! This 6 bedroom, 4.5 bathroom sleeps 12 perfectly and is pure luxury. This home has 3 king bedrooms, 2 rooms with a twin and double and then one room with twin bunkbeds. The bedrooms are really fun for the kids with a Harry Potter theme...

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Featured review

"Perfect Disney Vacation home!"

The house was exactly as the pictures and the ad stated. Very roomy and close to all the Disney Parks. Loved the pool and hot tub and the spacious kitchen livingroom area. We will definitely rent...

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$299
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
5 reviews

Distance to park: 8 miles to Disney Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee, Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...

View all property information

Featured review

"Awesome"

Verry nice villa, warm jacuzzi. It was awesome. Bathrooms and bedrooms were good. Everthing was clean when we arrived. Great

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$321
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Bring your family to our stunning 6BR 3.5BA in a luxurious gated community just minutes from the world-famous Disney World. Have hours of fun in the game room and scenic pool backyard, or set out to explore local theme parks, golf clubs, restaurants, shops, and more! 6 Comfy Bedrooms (2 Themed) ...

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Featured review

"Wonderful Stay!"

The house was lovely and had everything we needed for my family of 6 week long stay. Kitchen was well stocked with everything we needed, house and pool were clean, and the beds were comfortable. The 80s...

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$241
avg per night
Kissimmee House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 14 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

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Featured review

"Recommend it"

Very clean and welcoming we would definitely come again !!! It had everything we need close and convenient to shops and parks

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$182
avg per night
Kissimmee House
Sleeps 13, 5 bedrooms, 5.5 bathrooms
5 reviews

Distance to park: 12 miles to Disney's Magic Kingdom Park

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Westside Villa! -20 minute drive to all Disney Parks -Private, heated pool; gas grill; EV charger on-site -Modern arcade: racing simulators, virtual reality, vintage games -3 king size suites with smart TVs -2 uniquely themed bunk rooms (Star Wars and Fairy Tale) -All bedrooms have ensuite...

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Featured review

"House rental"

Their 1st flight, their 1st biggest adventure, then the squeals of OMG look at this house and what it had to offer. PRICELESS. The bedrooms and their themes , the video games, the pool was practically...

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$312
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 6 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Introducing 101 Happy Memories Florida Villa, your gateway to unforgettable vacations in the heart of Formosa Gardens, just minutes from the enchantment of Disney World! Step into luxury with our private heated pool and spa, perfect for unwinding after a day of adventure. Thrill-seekers will love our...

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Featured review

"2nd time still a charm"

We enjoyed a stay here 3 years ago and we lucky enough to find it available again in 2024. We can't say enough except that the property was somehow even an improvement over the 1st time. This is a great...

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$306
avg per night
Kissimmee House
Sleeps 17, 8 bedrooms, 6 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

YOUR FLORIDA OASIS AWAITS! This gorgeous villa is NEWLY UPDATED for your Kissimmee Disney Vacation Rental. Located in the gated Windsor at Westside Resort, with 8 bedrooms, 6 bathrooms there is plenty of room to sleep 17 guests! Enjoy your own private pool with privacy curtains (a rare feature in this...

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Featured review

"Five star all the way!"

LOVE THIS HOUSE! This villa was exactly as described - private, luxurious and with all the amenities you could ask for. I was one of the first renters with the new owners and I can’t wait to get back!...

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$417
avg per night
Kissimmee Villa
Sleeps 26, 9 bedrooms, 10 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Imagine a vacation like no other spent in a 9 bedroom, 10 bath custom luxury lakefront pool villa. The Formosa Grand is located in the exclusive gated community of Formosa Gardens Estates and one of the closest communities to Disney (less than 10 minutes!!) No expense was spared in the gorgeous estate...

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Featured review

"A Christmas To Remember"

My Family and I So Enjoyed This Beautiful Mansion For The Week Of Christmas. The Entry/Foyer was decorated with a beautiful tall Christmas Tree. As well as Christmas Decor around the house. Which was an...

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$975
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

RECENTLY REFURBISHED Luxurious Windsor Palms with an extra wide cul de sac lot and with a pool that is not overlooked. Our guests enjoy terrific privacy in one of the premier resorts in the Disney vicinity. We have a south facing pool with kiddy pool and stand alone hot tub. Numerous child friendly...

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Featured review

"Awesome vacation"

Everything was perfect from start to finish. House was better than we expected, owner was great to deal with and will for sure book this house again and have already referred friends to book this property...

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$214
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your dream holiday home on the tranquil, picturesque Windsor Palms Resort near Orlando. Enter this freshly updated four-bedroom, two-bathroom pool & spa villa, which has been carefully designed to provide comfort, fun, and relaxation for families or groups. Just minutes from Central Florida’s...

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$160
avg per night
Kissimmee Villa
Sleeps 16, 8 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to a magical 8-bed 6-bath retreat for up to 16 guests at the Windsor at the Westside resort community. This is an entire home rental. Super Mario game room, Beauty and the Beast dining, Paris-themed kitchen, Guardians of the Galaxy primary bedroom. Upstairs: Hollywood, Pirates, Mickey Mouse, Princesses,...

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$333
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
14 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

5 star Property! Welcome to Sunset Magic Villa! Delightful Windsor at Westside Resort home villa 8 bedrooms (2 Downstairs/6 Upstairs) and 6 full bathrooms. Space for up to 16 guests, (stretch out and relax with all the comforts of home) WEST facing private pool ensuring stunning sunset...

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Featured review

"Très belle expérience"

Tout était parfait, il ne manquait absolument rien. Très bonne communication avec les hôtes. L'emplacement est près de tout.

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$343
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms
5 reviews

Distance to park: 4 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

We are only 3.5 miles from Disney!! So close to all the fun, Hollywood Studios, Sea World, beaches, walks, restaurants and shopping!! We are in the middle of it all! You will enjoy our lovely villa by yourself or with a group. Our pool is one of the biggest among the rental communities. When comparing...

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Featured review

"Wow!!!! Perfect 10 out of 10!!!!"

We stayed at the property for 6 nights during our recent family's Disney World vacation. Right from the start of the process, the owner was very courteous and prompt with her responses to our many questions....

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$429
avg per night
Davenport House
Sleeps 19, 8 bedrooms, 6 bathrooms
1 review

Distance to park: 14 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor Island - Davenport, Florida is an upscale gated community located just 20-25 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

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Featured review

"Nationals 2023"

Best rental property I’ve stayed in by far … the team and I had a great time .. house was perfect from the layout to the bedrooms and game room

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$303
avg per night
Davenport House
Sleeps 25, 10 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Step into a spectacular 10-bedroom, 6-bath retreat located inside the gated Windsor Island Resort — designed for families seeking an unforgettable Orlando getaway. With room for up to 25 guests and 17 beds in all, each space is crafted with comfort in mind. Inside you’ll find themed bedrooms...

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$403
avg per night
Kissimmee Villa
Sleeps 18, 9 bedrooms, 6 bathrooms
3 reviews

Distance to park: 8 miles to Disney's Animal Kingdom Theme Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Seeking a magical family escape in the heart of Disney? This renovated home has amazing theme rooms the kids will love, a private pool, games rooms, and more! Enjoy Star Wars, Harry Potter, and Frozen-themed rooms when you’re not exploring the theme parks or relaxing by the pool. This fun, stylish...

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Featured review

"Amazing family oriented home with everything we needed and more!"

We rented this house for a family vacation and everyone was so impressed with the size of the home and everything it had to offer. The pool area was perfect for kids and the adults. The ensuite was off...

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$468
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Congratulations, you found a nice place for your next holiday, stop searching, fill in the form with your exact dates and I will make a special rental price for you. Look at this lovely picture from our beautiful air-conditioned house. Yes, it is really affordable for you to rent. Cleaning is included...

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Featured review

"Well stocked kitchen and the perfect price!"

Very clean house in a great neighborhood. A bit far from attractions with traffic, took over 40 minutes to get just about anywhere we wanted to go. One bathroom was an en-suite, which left one bathroom...

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$137
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Family’s Kissimmee Retreat — Space, Comfort & Resort Luxury Minutes From Disney Step into a 4,000 sq ft haven designed for families and groups who want to spread out, relax, and create unforgettable memories together. With a private heated pool + spa, multiple king suites,...

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Featured review

"Kissimmee Home/Windsor"

My family & I enjoyed our stay at this lovely home during the summer time. This house gave us an enjoyable experience that we will all remember. We didnt have any problems with the house and we hope to...

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$326
avg per night
Davenport House
Sleeps 20, 8 bedrooms, 6 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Luxury Disney resort-themed 8 bedroom vacation rental home / villa that sleeps up to 20 people. Private pool/spa, games, etc. Star Wars and cruise rooms! Located in the amazing Windsor Island resort community in Orlando, Florida the home is just minutes from Disney World and other attractions. Make amazing...

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Featured review

"Leilani Beach Club"

Spectacular stay. Home was perfect and host was very responsive. Would highly recommend. Very spacious and easy to get in and out. A+ rating

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$309
avg per night
Kissimmee Villa
Sleeps 16, 7 bedrooms, 6.5 bathrooms

Distance to park: 6 miles to Disney

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Bedrooms: 3 King Suites with plush bedding and smart TVs 4 Themed bedrooms (Frozen & Star Wars) with twin beds and immersive decor. The amazing (SpiderVerse) with 1 Queen bunkbed and 1 twin bunkbed. The Encanto bedroom is a King Suite. Entertainment: Private home theater with 120”...

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$506
avg per night
New
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Luxury 6 bedroom 5 bathroom Brentwood villa with a south facing pool and jacuzzi with extended pool deck. Pool heat provided complimentary during colder months, barbecue and heat to the hot tub provided all year round. The villa is continually updated each time we visit from the UK, since October...

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$377
avg per night
Davenport House
Sleeps 12, 5 bedrooms, 5.5 bathrooms
10 reviews

Distance to park: 8 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Whether you're headed to Orlando with friends or can't wait to enjoy time with the entire family, Aloha Oasis brings comfort, entertainment, and convenience into the experience you deserve. This property is integrated into the great Windsor Island Resort with prime proximity to World-Class Shopping...

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Featured review

"Simply, Amazing"

Wow. I don’t even know where to start. The area is beautiful. The house was amazing. Our host Brittany was great. She answered all our questions , and was very attentive to our needs and wants. The resort...

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$231
avg per night
Kissimmee Townhome
Sleeps 10, 5 bedrooms, 4 bathrooms

Distance to park: 7 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide...

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$161
avg per night
Davenport Villa
Sleeps 10, 5 bedrooms, 5 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy beautiful Florida sunsets at this west facing pool and spa villa and grill Welcome to our beautiful 5 Bed, 5 Bath, West Facing Pool Villa located in the quiet gated community of VistaPark. Only 15 mins from Disney, 5 mins to great Shops and Restaurants. This home has all the necessary amenities...

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Featured review

"Great villa would rent again"

We were there for 17 nights and had great time. Plenty of shops and restraunts around. Owners helpful and took good care of us. We went to Disney. Universal. Gatorland and a Cat cafe to see great cats....

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$231
avg per night
Davenport Villa
Sleeps 12, 5 bedrooms, 7 bathrooms
4 reviews

Distance to park: 6 miles to Margaritaville Resort

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to our amazing 5 Bed, 7 bath Villa with heated Pool, Hot Tub and Games Room Enjoy many lazy days on the Private screened Pool Area with large Gas Grill. Each Bedroom has it's own full bath, and smart TV. This home is well furnished with all the necessary amenities to make your family’s...

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Featured review

"The Perfect home and Host"

House is as the pictures and is clean/tidy throughout The beds are very comfortable. We stayed here from 30th August to 24th September 2025 without any problems whatsoever The owner is always helpful...

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$226
avg per night
Kissimmee Villa
Sleeps 10, 5 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Minnie's Mansion! A 5 bd/ 5 bth pool home located in the closest community to Disney World-Windsor Hills Resort! WE HAVE ALL 5 STAR REVIEWS ON VRBO #3553563 This resort features, $2.1 mil Lagoon Style pool with Zero Depth Entry and Water Slides. Also, with a Water Park for the littles!...

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Featured review

"Place is fantastic"

Stayed for a week in April. Had everything we needed, felt at home, and close to all of the major attractions. Was a great quiet area, kids swam in the pool everyday, and hot tub was a needed amenity...

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$225
avg per night
Davenport Villa
Sleeps 10, 5 bedrooms, 5.5 bathrooms
1 review

Distance to park: 10 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Chillax Inn Lil Lana is a 5-bedroom vacation home in Windsor Island Resort, perfect for families and Disney-area getaways. Enjoy themed Toy Story and Mickey Mouse bedrooms, a private pool, and a complimentary in-home arcade. The resort offers pools, a gym, clubhouse, and more. With three king beds and...

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Featured review

"Great spot to stay"

Excellent place for our family of 7. Bedrooms and bathrooms for everyone. Games room was a blast. Kitchen was perfect size as was dining area. Pool was fun too. Close to shopping, groceries, fast food,...

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$285
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 6 bathrooms
2 reviews

Distance to park: 7 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide...

View all property information

Featured review

"Great home"

This was a awesome place we really enjoyed the time we spent there. My kids must have message mr. Charles a thousand times but he had a wonderful home. Nicely decorated huge kitchen, even though i forgot...

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$271
avg per night
Last Minute Deal
Kissimmee Villa
Sleeps 12, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Whimsical Mouse Manor! This 5BR/5BA Disney-themed villa sleeps 12 and features a private pool, Dumbo arcade, and magical bedrooms. Located in Windsor Hills Resort, just 5 minutes to Disney. Free pool heat, crib, smart TVs, and resort waterpark access included. Family fun awaits! Make sure...

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$314
avg per night
Kissimmee House
Sleeps 14, 6 bedrooms, 4 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your ultimate themed vacation experience in the heart of Kissimmee, Florida! Prepare to embark on an extraordinary journey as you step into this spectacular 6-bedroom, 4-bathroom house in the prestigious Windsor Hills community. This newly listed paradise has been meticulously designed to immerse...

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Featured review

"Amazing"

This was an amazing experience for my kids and I. I would definitely choose again!!!!!!!!!!!!!!!!!!!

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$266
avg per night
Davenport Villa
Sleeps 15, 7 bedrooms, 5.5 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Windsor Magical Villa is a 7-bedroom luxury villa inside Windsor Island Resort — one of the most popular short-term rental communities near Walt Disney World. Private pool, spa, game room, themed bedrooms, and full resort amenities, all 9 miles from Disney. THE BEDROOMS Every room has a story...

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$249
avg per night
Davenport House
Sleeps 28, 10 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Imagine your next Orlando adventure launching from a dazzling 10-bedroom, 6-bath escape that sleeps up to 28, tucked inside the gated, resort-style community of Windsor Island Resort. From the moment you step inside, you’ll discover themed bedrooms that wow—from “Toy Story” bunk...

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$385
avg per night
Davenport House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
4 reviews

Distance to park: 6 miles to disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

LOOKING FOR THE PERFECT FAMILY HOUSE IN DISNEY AREA? YOU'VE FOUND IT? Parents, children, teenagers, babies, grandparents - bring all the family because this is what you've been looking for - the perfect base for your family holiday Theme parks or peace and quiet? - No need for compromise...

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Featured review

"Comfy, well-appointed house in great location"

Rented this house for a week while in the Davenport area. Bill was great to work with, and we felt very at-home during our stay. House is updated, clean, and spacious. Especially enjoyed the big sectional...

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$155
avg per night
Kissimmee Villa
Sleeps 14, 6 bedrooms, 4 bathrooms

Distance to park: 3 miles to Disney World Entrance

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

****CONTACT US FOR SPECIAL RATES & DISCOUNTED QUOTES*** Central Breeze Villa located in the popular Windsor Hills Resort. Just 3 miles from Disney. Cozy, quiet & filled with fun to entertain everyone. Enjoy the saltwater pool, spa tub or just lounge on your private lanai. Head inside for a...

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$365
avg per night
New
Kissimmee Villa
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Olivias Dream Villa! A stunning 5 bedroom, 5 bathroom home located in the 5-star luxury Windsor Hills Resort. Situated only 2 miles from Walt Disney World, Windsor hills is the closest 5-star community to the gates of Micky Mouse's home. All 5 bedrooms have their own private bathroom,...

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$260
avg per night
Kissimmee Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our stunning 3 bed, 2 bath villa perfectly located just off Highway 27 in Davenport and is only 15 minutes from Disney main gate. It has an open, inviting floorplan with its own pool and gorgeous private pool, deck and spa; as well as a games room. This home is beautiful fresh and very...

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Featured review

"/19137/?utm_source=floridarentals&utm_medium=email&utm_campaign=ownerInquiry"

We very much enjoyed our Feb 2026 stay at this villa in Davenport. Everything was clean and tidy and the location in this gated community was excellent. Our thanks to Stephen and others for their quick...

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$135
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This unique 4-bedroom, 3-bathroom luxury Town home is situated on the new community of Tuscan Hills. Tuscan Hills is a new secure gated community, with extensive oak landscaping, located in Davenport on highway 27, close to highway 192, and only minutes from interstate 4. The town house is on over...

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$110
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 4 bathrooms
32 reviews

Distance to park: 2 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Wonderfully Themed villa in the beautiful gated community of Windsor Hills, just two miles from Disney. Enjoy complimentary pool & spa heat, themed rooms, and a fun games room in the garage (air hockey, ping ping, foosball)! This is one of very few 4-bedroom units on the resort. We're nice and...

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Featured review

"Amazing rental"

This place was very clean and well put together. The themed rooms were amazing and the location to the Disney parks couldn't get any better than here. It felt safe and clean with all staff in the gated...

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$245
avg per night
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