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Kissimmee Vacation Rentals with Private Pool

(166 rentals)
Kissimmee House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our beautiful villa situated in Veranda Palms, ideally located close to US-192 and only a 10-minute drive from I-4Our home boasts peaceful water views at the back with no rear neighbours plus the front is situated across from open countryside.The villa has also been professionally decorated...

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Featured review

"Comforts of Home"

The mattresses and blankets were fantastic. Everything was very clean, and I loved the themed rooms. The pool was great too, with floats and towels for everyone. The only thing I think could have been improved...

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$185
avg per night
Kissimmee Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This well maintained 3 bedroom 2 baths home located in the renowned Lindfields Estate.It is perfectly placed to maximize your family’s vacation fun here in the entertainment capital of Florida!You will not want to miss this lovely vacation home close to Disney and on the doorsteps of local...

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Featured review

"Lovely home from home"

An Amazing House located superbly close to Disney Land, Malls. and Old town. Karen is a lovely host.

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$140
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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$368
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 4.5 bathrooms
14 reviews

Key Amenities

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

About this property

Moran Disney Rentals would love to welcome you to our Luxury 6 bedroom house which is perfectly located on the exclusive Emerald Island Resort community less than 3 miles from the Walt Disney a world Parks in Florida. This property has 6 bedrooms two of which are master bedrooms with a further two and...

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Featured review

"Great location & spacious"

Great location for Disney, very generous sized bedrooms - had everything we required, would definitely return.

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$165
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...

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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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$383
avg per night

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Kissimmee House
Sleeps 16, 8 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious home is designed to impress with top-tier amenities and elegant touches, making it ideal for families or groups craving an unforgettable escape. Enjoy the ultimate blend of comfort and excitement ensuring your stay is spectacular.Bedroom 1: (3) Twin Beds, Bathroom Attached Bedroom 2:...

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Featured review

"A lovely home"

This house was nice very well decorated. The kids loved the pool we couldn’t get them out. The house was very spacious the rooms was big. Nice kitchen as well

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$339
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to this beautiful luxury villa on the gated 5 Star Resort of Lake Berkley. This villa has 5 bedrooms, 2 of which are on the ground floor and 3 are on the first floor. It can sleep up to 10 comfortably.This is a perfect location for fishing on 3 well stocked lakes. Fish all day long whilst...

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$200
avg per night
Kissimmee Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our idyllic 3 bed, 2 bath villa at Indian Ridge in the heart of Kissimmee. Because it is close to both the US192 and the I-4 it is a perfect place in which to enjoy Disney (10 minutes away) and Universal which is 20-25 minutes away.You are greeted by an airy, open plan living space creating...

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$135
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our stunning spacious 5 bedroom, 4 bath home located in the much sought after community of Tuscan Hills near DisneyThis beautiful home offers 2 masters en-suite bedrooms and 3 sitting rooms.Full air con and hi-speed WiFi throughout.The villa uniquely has 3 sitting rooms, two of...

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Featured review

"Amazing villa"

My family and I stayed at this wonderful villa for 5 nights. The house is very spacious,.clean and in a secured gated community. Watersong community is the best area for villa rentals close to Disney. We...

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$200
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This fabulous 4 Bed Villa is located in secure gated Lake Berkley ResortThis fabulous 4 Bed Villa is located in a peaceful corner of Lake Berkley Resort with beautiful views to the Conservation Area and one on the lakes at Lake Berkley.The villa is fully equipped with everything you will need...

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Featured review

"2 week family vacation"

Our family had an amazing trip. It was as comfortable as being at home. Great communications with owner and management group if we had an issues or questions. Thank you.

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$125
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This stunning home has 4 bedrooms and 2.5 bathrooms. It is located in a gated community in the 4 corners area of Western Hills, close to the theme Parks.This bright and airy home offers space and tranquillity with its own private pool and spa. The added bonus is that you have uninterrupted views over...

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$120
avg per night
Kissimmee Villa
Sleeps 10, 5 bedrooms, 3 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This fantastic 5 bedroom, 4 bath Vacation Villa offers all of the conveniences of home and everything you need for a fun family vacation including a Private Screened-In Pool, Outdoor Spa, Games Room, Fully Equipped Kitchen, Free Wireless High-Speed Internet, Full Size Washer/Dryer, Coffee Maker and Microwave....

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Featured review

"Amazing Villa and location"

Stayed at Emerald Island Resort in July. Villa was in an excellent location and was gorgeous, massive, real good value and helped made a holiday of a lifetime!

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$205
avg per night
Kissimmee House
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This beautiful home is a 3-bedroom, 2-bathroom with its own private screened pool. The home is located in Lindfields; a peaceful subdivision situated approximately 10 minutes from the Walt Disney World entrance and is conveniently located for the other attractions. It is an ideal location with easy access...

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Featured review

"Cheap and cheerful"

Villa was easy to find, near plenty of shops and restaurants. Villa was nice and clean, could have done either a bit of tlc. Ad we entered the villa there were lots of bushes protruding over the path A...

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$115
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This stunning 4 Bed 2 Bath Villa enjoys one of the premier positions on Lake Berkley Resort with an unspoilt beautiful view over the lake. Enjoy breakfast, lunch or dinner on the pool patio whilst watching the wildlife on the lake. If you enjoy fishing then you only need to walk a few yards to fish in...

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Featured review

"Another Great Stay"

We just finished another great stay at this fabulous villa. The management team made our vacation worry free. We highly recommend you choose this villa with its great location in Lake Berkley for your next...

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$125
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
19 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A stunning, larger than average 4 Bed 3 Bathroom villa.There are 2 sitting rooms both with lots of comfortable seating. Both rooms have large screen TVs, ideal for when the adults want to watch the latest sports programme whilst the kids enjoy the latest Disney film. Netflix subscription is also included...

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Featured review

"Another great stay"

Another year renting from Stephen and Co and another happy family holiday. Villa had everything we needed for our stay and was cleaned to a high standard. Accessing the house was easy, we felt safe with...

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$120
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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$450
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Bring your family and stay at this beautiful vacation home in the Emerald Island Resort community. You will be just minutes away from Walt Disney World® Resort, and all of the nearby theme parks and attractions of Orlando, Florida. This home has 1 King en-suite, 1 queen en-suite and 2 sets of twins.This...

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Featured review

"Nice"

Nice location nice place nice ppl. Will continue to rent with Florida rentals on every vacation my family decides to take.

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$165
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our fabulous 4-bedroom, 3-bathroom family villa, located in the highly sought-after community of Orange Tree in Clermont, just off Highway 27.This spacious and fully air-conditioned home is ideal for families or groups of up to 8 guests. With two living areas, a fully equipped kitchen,...

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Featured review

"AWESOME!!!!"

This home is just as described. It is clean, well kept, beautifully decorated and spacious with plenty of kitchen utensils. The game room was so much fun. We had a few hiccups but the property management...

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$140
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 REFURBISHEDLuxurious 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 Villa
Sleeps 18, 8 bedrooms, 4.5 bathrooms
17 reviews

Key Amenities

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

About this property

One of the closest communities to Walt Disney World (less than 3 miles away), Emerald Island Resort is a quiet oasis in which to spend your vacation. Emerald Island is an exclusive man gated resort community less than a mile from the world famous US Highway 192 where you will find shops, restaurants,...

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Featured review

"One of the best rentals to date"

Everything that was in house info was delivered. Safe neighborhood and close to everything. House was clean and well set up for our family. Pool and hot tub were our favorite with plenty of room for everyone.

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$186
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Luxury villa right on lake edge. Free fishing on 3 lakes. Gated 5 Star Resort.FREE Gas BBQ.Hi speed WiFi and air con throughout the villa.Our 4 Bed, 2 Bath villa is furnished to a very high standard and benefits from a perfect lake view position.Free fishing on 3 well stocked lakes. The...

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Featured review

"VIPVILLA"

Nice villa with wonderful lake view and very spacious booking was easy and efficient check in was great and super easy.

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$149
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our superb 4-bedroom, 2.5-bathroom villa, located in the peaceful community of Eagle Pointe in Kissimmee, just minutes from Highway 192 and a short drive to Disney and other major Orlando attractions.The villa is spacious, comfortable, and well-equipped with everything you need for a relaxing...

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$165
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 12 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful lakeside home with a private south facing pool in a gated community 12 miles from Disney. Enjoy fishing in the lake behind the house. Game room with pool table, skeet ball, foosball table and a gaming system with hundreds of old favorites like Pac Man and Mario Brothers. 4 bedrooms and 3 bathrooms....

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Featured review

"Vacation home"

It was a very relaxing vacation home. Everything was clean and dust free. No complaints at all. It’s a very nice community.

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$168
avg per night
Kissimmee House
Sleeps 20, 9 bedrooms, 6 bathrooms
4 reviews

Distance to park: 2 miles to Disney’s Animal Kingdom Park

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. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, This 24 hour guard gated...

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Featured review

"Disney Vacation"

We enjoyed our stay. The owner was quick to respond to all my questions and issues we had . Great neighborhood and location to the parks!

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$337
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
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Ideal for your next family vacation, this striking 4-bedroom, 3 bath Disney area vacation home is conveniently located just 10 minutes to the Walt Disney World Resort, 15-20 minutes from Universal Studios Florida and SeaWorld Orlando. Florida’s famous beaches are just a quick 45 minutes away. ...

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Featured review

"Ref Villa 26"

Lovely villa on Cumbrian Lakes gated community in Kissimmee. Very nice outlook, overlooking lake from the pool area. Close to parks and attractions, great support from management company and Stephen at...

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$170
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our beautiful 4-bedroom, 3-bathroom villa, located in the gated community of Lake Berkley Resort in Kissimmee, just off US-192 and close to all of Orlando’s top attractions.The villa is spacious, bright, and thoughtfully furnished to make your stay as comfortable as possible. It can...

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Featured review

"Emerald Island Resort"

Enjoy my 12 days stay with family kids had a blast at the theme parks. There were some minor problems but they were very responsive and was dealt with in a timely manner.

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$160
avg per night
Kissimmee Villa
Sleeps 24, 9 bedrooms, 6 bathrooms
14 reviews

Distance to park: 2 miles to Sunday's Grill

Key Amenities

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

About this property

For last minute rentals or longer extended rentals, please inquiry about our discounted rates.This luxury vacation home is located in the Windsor at Westside upscale resort community - A perfect destination for DISNEY WORLD (10 minutes away), golf, and relaxing and celebrating with family and friends....

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Featured review

"Excellent"

Thank You Ann great service. Me and my family will be renting from you again in the future

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$319
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our superb 5-bedroom, 5-bathroom villa, located in Highgate Park, a gated community on the villages of Legacy Park close to Disney and other major Orlando attractions.The villa is spacious, comfortable, and well-equipped with everything you need for a relaxing family getaway. It can sleep...

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Featured review

"very nice villa"

Headline sums it up, this is a very nice villa. No negative comments as the villa is just as described and seen in the photos. We will definitely book this villa again. James

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$150
avg per night
Kissimmee House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This is a luxurious 3 bedroom 3 bathroom villa with private pool with conservation view on Eagle Pointe Resort, Kissimmee, Orlando.The villa was recently refurbished and now benefits from ceramic tile and wood flooring throughout. The villa is furnished to a very high standard. Uniquely the villa...

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Featured review

"Excellent Vacation"

Great family-friendly house with a stunning pool and wonderful hot tub. Close to all major theme parks, many restaurants & stores. Neighborhood is super quiet with walking paths & nearby park.

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$120
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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$246
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
24 reviews

Key Amenities

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

About this property

DISCOUNTED RATES FOR ALL REMAINING OPEN DATES IN 2026!Note: The availability calendar is only accurate up to 18 months in advance. If your desired dates are beyond that timeframe, please confirm availability.Luxury 4 BR / 3 Bath Villa with Private Pool and Spa in Guarded Gated Resort Close to...

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Featured review

"Fantastic Stay"

We had two wonderful weeks here in May and honestly could not have asked for a better place to stay. The location was fantastic, with so many great amenities, restaurants, and of course the parks all within...

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$208
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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$238
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
8 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...

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Featured review

"GREAT"

Great home for large family .. home is located close to shops … it’s a great location to be at! Very nice

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$299
avg per night
Kissimmee Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This is a beautiful professionally decorated and furnished 3 Bed, 2 Bath Villa located at Lake Berkley Resort. Have your vacation here in comfort and relaxation with air conditioning throughout.Full air con and hi-speed WiFi throughout.The spacious sitting room has a Queen sofa sleeper bed so...

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Featured review

"We absolutely loved the villa."

The villa was perfect for our family. It was extremely spacious and well equipped. It had everything we needed.The pool was perfect for enjoying lazy mornings and there were lots of pool toys for the...

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$130
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This stunning Disney area pool villa offers your family comfortable and convenient accommodations that will make your next Florida vacation a memorable one.Ideal for your next family vacation, this attractive 4 bedroom, 2 bath Disney area vacation home is conveniently located just 10 minutes to the...

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$170
avg per night
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 3 bathrooms
18 reviews

Key Amenities

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

About this property

Welcome to Toy Box Townhouse! A newly renovated townhome with modern touches, ensuites for each of the three bedrooms, and a Toy Story themed kids' bedroom that's only 10 minutes away from Walt Disney World.Enjoy some Resort Amenities: Water Park Zero Entry Pool Putting Green ...

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$202
avg per night
Kissimmee Villa
Sleeps 9, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Luxury villa right on lake edge. South facing poolNestled in the heart of Kissimmee, this large 4 bedroom lake front Villa is the perfect blend of relaxation, adventure, and convenience for an unforgettable getaway. Upon entering, guests are greeted with stunning views of the tranquil lake, setting...

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Featured review

"Very nice villa"

We had a lovely vacation at this very nice villa. It has everything you would need. Clean and modern, We will book again. David and family

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$155
avg per night
Kissimmee Villa
Sleeps 12, 5 bedrooms, 3 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This villa is a stunning 5 Bed 3 Bath villa that can comfortably sleep 12 guests.A stunning, larger than average, 5 Bed 3 Bathroom villa with a fantastic private pool. All rooms in the villa are spacious. The villa is furnished and maintained to a very high standard.The villa is spaciously arranged...

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Featured review

"Lovely villa in a quiet location"

We stayed here in April for 14 days, the villa was lovely and clean and had everything we needed. The villa is roughly 20 minutes to the disney parks and 35 to universal. We would stay here again!

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$140
avg per night
Kissimmee Villa
Sleeps 11, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

Magic Lake View Villa near Disney- Totally private (no neighbors looking in either side) heated PRIVATE South pool with hot tub facing a 14 acre natural fishing lake on a prestigious Lake Berkley Resort, 24/7 Security - gated territory, 100% SAFE! Just 7.8 miles to DISNEY! The villa has everything...

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Featured review

"Amazing Serene stay"

This was a lovely clean and very modern designed residence with amazing amenities for each 1 of the family members to enjoy and plenty of space and room for everyone. 10 out of 10.

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$250
avg per night
Kissimmee Villa
Sleeps 10, 5 bedrooms, 3 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Recent major refurbishment. New beds, bathrooms and giant ourdoor LED screen.Your villa is located on the gated 5 Star Lake Berkley Resort in Kissimmee. 5 Beds, 3 Bath home that is beautifully furnished throughout (Big TV/Games Room/Heated Pool/Free Internet). Our villa is furnished to a very high...

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Featured review

"Beautiful Centrally located Villa"

We stayed at the Villa for 10 days! It was the perfect location and a beautiful home. It was spacious and lots of room on the pool deck. The TV screen in the pool area was a wonderful addition. The villa...

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$170
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 5 bathrooms
7 reviews

Distance to park: 6 miles to Disney world

Key Amenities

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

About this property

Welcome to our luxury finished 3600 Sq ft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica and the Convention Center...

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Featured review

"Pleasant Stay in Crystal Cove"

Large and spacious home in Kissimmee. Close to many attractions and restaurants. Bedrooms, kitchen and bathrooms. Pleasant and easy to maintain for extended stay. Washer and Dryer on site make vacation...

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$261
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms

Distance to park: 6 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This beautiful 5 bedroom house is located in Crystal cove gated community. Perfect vacation home for families with small children or large groups. This vacation villa offers a sunny private pool, relaxing spa overlooking the lake. There are 2 master suites, private pool, community pool / gym. Pool...

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$235
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
16 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Your villa is located in an upscale gated community located just 8 miles from Walt Disney World. Terra Verde Resort is one of the most desired resorts in the Orlando area. Only a 25-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions....

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Featured review

"Great vacation home"

Very clean, lots of room, vacation home. Great location in the middle of everything. Room for family of 10

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$155
avg per night
Kissimmee Villa
Sleeps 16, 7 bedrooms, 5.5 bathrooms
1 review

Distance to park: 3 miles to Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

"Dory's Magic" is our Emerald Island Resort 7 bed/5.5 bath vacation home offering a fully air-conditioned games room in addition to a south-facing pool/spa and multiple living areas. It offers several complimentary amenities such as a BBQ grill, free full-size crib, pack 'n play, stroller,...

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Featured review

"7 bedroom house 8460 Secret Key Cove"

Sri was an outstanding contact ready to help all the time. Place was fantastic for our group of 8. Minor issues where Sri handled. Definite return next year.

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$312
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
10 reviews

Distance to park: 4 miles to Disney World

Key Amenities

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

About this property

Welcome to La Casita on the Island (The Little House on the Island) "Our house, our casita" If you want a place to relax and enjoy the beautiful weather of Florida, I invite you to see the "encanto" (charm) that you can experience during your stay at La Casita on the Island.Enjoy...

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Featured review

"La Casita on the island"

My wife and I rented this property from January through April 2026. The property is in a nice resort Emerald Island. The the house when we entered with clean, so there was hardly anything we need to do...

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$143
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

Great for SNOW BIRDS,TRANSITIONING/RELOCATION,DIGITAL NOMADS.Perfect home for SUMMERS, WINTERS, HOLIDAYS. This IMMACULATE, CLEAN, LUXURIOUS, WATERFRONT PROPERTY WITH AMAZING SUNSET VIEWS, PRIVATE HEATED POOL, 2 suites KING and QUEEN. Great for ROMANTIC GETAWAYS or FAMILY REUNIONS, LONG TERM STAYS OR VACATIONS...

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Featured review

"Excellent!"

We had a wonderful stay at Kiran's place! The house was exactly as described and impeccably clean. Kiran was an outstanding host, always quick to respond and very helpful with local tips. The location was...

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$193
avg per night
Kissimmee Villa
Sleeps 10, 5 bedrooms, 3 bathrooms
9 reviews

Distance to park: 8 miles to Disney

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come stay in our spacious one story single family home that features 5 bedrooms, 3 bathrooms fully kitchen and a private pool (can be heated for additional fee)Our home is very well located in Lake Berkley Resort with short walking distance to the lake berkley, where you may walking or fishing....

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Featured review

"Our stay for Disney trip"

The house was very comfortable and we were very pleased with all the options including the pool. We will definitely recommend and use this resort again. Thank you

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$160
avg per night
Kissimmee Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to our 3-bedroom, 2-bathroom villa, with private pool. The villa is in a quiet neighbourhood located in the popular Lindfields subdivision close to highway 192, I-4 and the 429. It is an ideal location with easy access to the Disney World attractions and Margaritaville resort.There is a fully...

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Featured review

"Wonderful vacation spot"

The home is beautiful and cozy. Although we only used part of the house it was perfect. Everything was clean and in good shape. We spent almost everyday in the pool and jacuzzi . The pond was right behind...

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$130
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Your vacation home from home! Our home is a 6-bedroom, 5-bathroom vacation villa, located on the desirable Highlands Reserve golf community.It has an open, inviting floorplan complemented by stylish, furnishing. A light and bright villa, allowing the Florida sun to brighten up your day.Our villa...

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Featured review

"Lovely stay at this villa"

Booking process very easy. Had lovely stay here with family. Villa is great location, is clean modern and well furnished/equipped. We will stay here again next visit to Micky. Stan

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$230
avg per night
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