Kissimmee Vacation Rentals

(335 rentals)
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3 BR | 2.5 BA | Sleeps 6 | Quick View

6

Distance to park: 2 miles to Disney

$116

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

This town-home is located in the gated Crestwynd Bay Resort,This resort is adjacent to an outdoor 24 hours Walmart super market( 2 minutes walking distance). It's the biggest unit in community which locate the nearest to the Disney World (4 minutes drive). Why stay at a hotel when you can have the ...

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Property Type

Kissimmee Townhome

"Very nice property"

Excellent location. Very close to all Disney parks. Very private and quite unit. I found the unit to be clean and spacious . Close to shopping and many restaurants. I would definitively stay there in the ...

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2 BR | 2 BA | Sleeps 40 | Quick View

$270

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

This is a NON SMOKING condo *Community: Regal Palms Floors: Second Floor Condo Pets: Small Pets are ok, $150 pet feeRooms: 2 Bed rooms, 2 Bath rooms.Bed Configuration: King Bed (1) Bunk Beds 1 Full 1 TwinFlooring: Hard wood throughout with tile in bath and kitchen.General: Wi-fi, ...

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Property Type

Kissimmee Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Property Reference # RVH_359RPlease note that there is construction nearby. Please contact us for more information.This Reunion home is located within the Homestead neighborhood of Reunion Resort, situated within easy walking distance to the Reunion Grande, The Clubhouse, and The Seven Eagles ...

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Property Type

Kissimmee House

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8 BR | 6 BA | Sleeps 16 | Quick View

5

Distance to park: 8 miles to Disney World

$345

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

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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Property Type

Kissimmee House

"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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to our magical Disney-themed retreat! Nestled in the heart of the Westside at Windsor Resort, our cozy and charming home is the perfect place for you and your loved ones to experience all the wonders of the happiest place on earth. Whether you're planning a family vacation or a romantic getaway, ...

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Property Type

Kissimmee Villa

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4 BR | 3 BA | Sleeps 8 | Quick View

1

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

$121

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

This huge 1650 sqft condo has 4 bedrooms and 3 full bathrooms. It is located at Sun Lake Resort, just 2 Miles to Disney world Florida.sleeping accommodations for 8.* King-size Master bedroom with bathroom* One queen size sofa bed in family room for extra guests* One 40" HDTV(free ...

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Property Type

Kissimmee Condo

"Nice Vacation Condo Rental"

Located near Disney, shopping, restaurants. Everything on 1st floor was wonderful for a group of oldsters!

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

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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Property Type

Kissimmee Villa

"Safe, Clean and Quiet"

We stayed at this beautiful home in March, 2023. Within days of returning home I reserved it for next year. It was extremely clean - I felt very safe in this quiet community. Pool was lovely and worth ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Moana Castle at Solara Resort by Shine Villas!Your children will thank you for years to come after they arrive and run around exploring this home excitedly. It has absolutely everything. 9 Bedrooms, 7 bathrooms, sleeps up to 22. This home is exquisitely designed and has all you could want from ...

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Property Type

Kissimmee Villa

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6 BR | 3.5 BA | Sleeps 12 | Quick View

1

$276

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Step into sheer Luxury and experience gated resort style vacationing at its finest. at our Windsor Palms, 6 bedroom pool home, the special touches will leave every family member with a smile. This gorgeous home has two king bedrooms, two queen bedrooms and two rooms with 2 twin beds. With 4 bathrooms ...

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Property Type

Kissimmee House

"Caaa vacasional"

Hola estoy muy interesado en rentar su casa de vacaciones la fecha es junio 26a julio 10 con mi familia somos 12

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

Amazing 2BD / 2BA in the beautiful community of Storey Lake Resort Style, perfect stay to relax, have a good time with family/friends, and of course, enjoy the parks and many attractions that Orlando offers.Two comfortable rooms accommodate 6 guests: one king bed in Master Suite with smartTV and private ...

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Property Type

Kissimmee Apartment

"wonderful stay"

We recently had the pleasure of staying at an Airbnb that exceeded our expectations in every way. the location of storeylake resort is just minutes away from disney world, provided the perfect blend of ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Conservation View, Games Room & Outdoor Spa!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®. ...

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Property Type

Kissimmee Villa

"Excellent accomodation with everything you need for a great holiday"

Booking and communication before we arrived was faultless. The house was well equipped and pool area was magnificent. All in all a brilliant holiday accomodation.

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4 BR | 3 BA | Sleeps 8 | Quick View

3

Distance to park: 6 miles to Disney,Seworld

$127

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to Walmart and target, 8 miles to Seaworld and Convention Center.This 1500 ...

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Property Type

Kissimmee Townhome

"Wonderful location"

Very nice home, close to Disney and shopping places. Very quiet friendly neighborhood. Def will be booking again in the future

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

2bd/2ba with the Best View in the amazing community of Storey Lake. Located 10 minutes from Disney Come in and enjoy a unique experience. There is a beautiful waterpark in the community center for you to enjoy. It is the perfect place to relax, have a good time and enjoy all that Orlando has to offer. This ...

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Property Type

Kissimmee House

"Magical Stay"

We recently had the pleasure of staying at an Airbnb that exceeded our expectations in every way. stay at this united that is located just minutes away from the Disney world , provided the perfect blend ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

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 ...

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Property Type

Kissimmee Villa

"Fantastic Host"

We had the best time on our trip to Florida this year. I had a few changes in the dates chosen because of certain circumstances and the host was very understanding and willing to help out. I took my son ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Newly renovated spacious house (not attached or townhome), bright, beautiful, coastal chic design from the moment you walk through the door in Enchanted Hideaway. Enchanted Hideaway is a newly renovated villa that has everything you need to feel right at home like comfortable beds and linens, large open ...

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Property Type

Kissimmee House

"Excellent"

We loved to stay here, the house had everything we may need, my son loved the play room and my daughter to read in the hanging chairs. Very clean and comfortable rooms. We’ll definitely come back

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7 BR | 4.5 BA | Sleeps 16 | Quick View

10

Distance to park: 3 miles to Disney world

$166

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Pool

About this property

Newly furnished luxurious 2-story Villa home opens its door to welcome you! This villa is furnished with two master suite and one large bedroom with upscale King-size beds; two bedrooms with queen-size beds; and two bedrooms with two twin-beds each. All bedding and mattresses are Brand New with top quality ...

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Property Type

Kissimmee Villa

"Peaceful, quiet secured property"

Villa 2662 Emerald Island Blvd. large home with seven bedrooms and four and a half bathrooms. Game room with a pool table was a hit for my family. Gated, clean and safe. Kitchen equipped with all appliances, ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

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 standard and being all one level is ideal for one or two families. The villa ...

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Property Type

Kissimmee Villa

"Excellent location"

Just returned from our holiday after 2 weeks at this lovely villa. Perfectly located 15mins from all the Disney parks and a stones throw from Walmart and our favourite Chick-a-fille. Set in a quiet, secure ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Property Reference: RVH_357RWelcome to Leisure at Fairway. Located in Reunion Resort, and situated within the Fairway Ridge neighborhood. This beautiful 5-bedroom, 5.5 bath is perfect for your friends and family as it is located within minutes from Orlando's world-class attractions.The lanai ...

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Property Type

Kissimmee House

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4 BR | 2 BA | Sleeps 10 | Quick View

$165

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

The heart and soul of any Disney vacation is the centerpiece in this Mickey Mouse themed villa.Leading from the living/dining room is the upgraded and fully-equipped kitchen, which includes a ceramic top range, side by side refrigerator/freezer, dishwasher, garbage disposal, and microwave. Along with ...

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Property Type

Kissimmee Villa

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

If You're Looking For One Of The Best 5 Bedroom Vacation Homes In Solara Resort or Central Florida, Look No Further!Located just minutes from Orlando's theme parks, shopping, dining, and other area attractions, this luxury villa is located in Solara Resort. Solara Resort is just a 5-minute ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Luxury Screened-In, Lake Front, Private Pool Home! This amazing 3 bedroom, 2 bathroom, Disney Area Vacation Rental Home is located in the family-friendly residential community of Eagle Pointe. Just a few short miles from Orlando's World-Renowned Theme Parks including the Walt Disney World Resort, ...

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Property Type

Kissimmee Villa

"Great Location for visiting Orlando/Kissimmee area for parks and golf"

Thoroughly enjoyed our 104-night stay (January – April 2024) at this home. Location close to all parks, stores and restaurants. Perfect place for Rest, Relaxation and Peace and Quiet! Outfitted with ...

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3 BR | 2 BA | Sleeps 6 | Quick View

2

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

$113

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Welcome to the Sun Lake Resort. This 1500 sqft 3bedroom/2bathroom unit is on 2nd floor. The beautiful condo faces to sun lake and it has a spacious screened patio with an amazing view. It only takes 1 minute walk to a plaza for shopping and restaurants which is very convenient ! More importantly, you ...

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Property Type

Kissimmee Condo

"Larry’s Villas, Kissimmee, Florida"

Loved the area! Easy access to restaurants and attractions! The condo was very clean! Needs some bathroom updates! There was a problem with the wifi and eventually was rectified!

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Happy Haven at Storey Lake Resort by Shine Villas – Sleeps up to 12 Welcome to your Holiday Home!Beautifully decorated 4 bedroom, 3 bathroom home inside the premium Storey Lake Community.Private Splash pool and space for up to 12 to stay.Storey Lake, Located in ...

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Property Type

Kissimmee Townhome

"Beautiful house and location"

The house is in a resort complex and even we did not use they much for the weather cold. I want to say it is a very nice place for family vacation. House was clean and in excellent location. I would stay ...

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9 BR | 6 BA | Sleeps 24 | Quick View

13

Distance to park: 2 miles to Sunday's Grill

$319

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

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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Property Type

Kissimmee Villa

"Great place for large family"

We were pleased with the size and location of the house. It was walking distance to the community amenities including the water park. The park is very well kept. We had heated pool heat and BBQ included ...

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$294

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Fantastic 2 KING bed EnSuite Villa w heated pool HOT TUB Mins to DisneyFamily-friendly Kissimmee vacation home in Four Corners with water parkContactless one time access code check in! All white linen! Private pool heat up to 104 degree. It’s like a 5 star hotel but better! Pet Friendly ...

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Property Type

Kissimmee House

"Great place"

The owners were very easy to work with. The house was in perfect condition, very clean and well maintained. We had 9 people and plenty of room for everyone. Definitely would recommend the house.

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

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.The spacious sitting room has a Queen sofa sleeper bed so the villa can easily accommodate 8 persons. This ...

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Property Type

Kissimmee Villa

"Wonderful Stay"

This is the second time we have booked this villa. House is always clean. It is fully stocked with everything you need. Everyone is always quick to respond with any questions we had. Location is in ...

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Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

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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Property Type

Kissimmee Villa

"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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

The spacious two storey 5 bed, 4 bath fully air-conditioned home has a south facing pool. There is an extended pool deck for all day sun and has a spacious covered lanai for alfresco dining and poolside entertaining.This well-equipped and newly furnished home caters for all your holiday needs with ...

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Property Type

Kissimmee Villa

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

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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Property Type

Kissimmee Villa

"Highly recommend"

We recently stayed at this very nice villa in Lake Berkley Resort for 6 weeks.The villa was very well presented when we arrived and clean. It has everything you need to enjoy your stay in Florida. The management ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Our beautiful 3 bedroom, 2 bathroom pool home is ideally located in the quiet residential community of Liberty Village, Kissimmee. Conveniently situated close to Disney and the other major theme parks. There are several restaurants, shopping and World-Class Golf is nearby.Hi speed WiFi and air ...

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Property Type

Kissimmee Villa

"Loved this villa"

We go to Disney every December and this is one of the best we ever stayed in. Very comfortable and clean. Amazing value for money. Rent this villa and you will be delighted. We already booked for Dec ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Stay close to the magic of Orlando in Solara Resort, 8 miles to the gates of Disney, a short drive to Universal, SeaWorld, I-Drive, Disney Springs, and Florida's beaches on both coasts. Solara Resort is a gated resort community with amazing resort amenities, such as a grand pool, children's ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

This 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 including air con throughout, private pool, WiFi, fully equipped kitchen, laundry ...

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Property Type

Kissimmee Villa

"Great stay at this villa"

Stayed a week in June 2023, everything was great. Easy booking and check in (keycode access), modern and clean. Pool area is excellent, much larger than we expected. Highly recommend. Sam

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Welcome to Camp Mickey at Solara Resort by Shine Villas.This home has it All. Private Pool and Spa Overlooking Water, Media Loft Area with Arcade Machine, Air-Conditioned Pool Room. Camp Mickey Bunk Room and Star Wars bedroom is just the start!We welcome seasoned primary bookers/travelers aged ...

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Property Type

Kissimmee Villa

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4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 2 miles to Disney

$121

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Welcome to Oakwater resort (the nearest 4 stars Resort from Disney) which is only 5 minutes drive from Disney World! It is also close to many other fine shops and restaurants. No traffic congestion! This resort is adjacent to an outdoor 24 hours Walmart super market( 2 minutes walking distance) Our sweet ...

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Property Type

Kissimmee Townhome

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

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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Property Type

Kissimmee Villa

""

Booked to stay in our favourite place Lake Berkley through VIP Villas again for our Florida holiday. Stayed here many times. Cannot fault Stephen and Joanna, always there to help and promptly sort out ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Come stay in our luxury family villa that features 5 bedrooms, 3 bathrooms, full kitchen and private pool and spa. Sleeps 12 guests.Full air con and hi speed WiFi throughout the villa.Strictly no smoking and no petsOur home is very well located in Lake Berkley Resort with short walking distance ...

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Property Type

Kissimmee Villa

"Beautiful villa. Beautiful resort."

My husband and I were looking for a break from the cold Canadian winter. The Lake Berkeley Resort is a beautiful gated community. It has 24 hour live security. We loved the peace and the nature. We looked ...

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Key Amenities

  • Air conditioning
  • Kid friendly

About this property

This 7 bedroom/4½ bathroom private house features a huge 10' x 40' covered lanai, with ceiling fans, extra patio furniture and a large flatscreen TV (accessed only by Netflix/Hulu, etc). Nice pool area in general. Interior furnishings are nice (certainly not spectacular). This is ...

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Property Type

Kissimmee House

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$145

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Community: Bella Piazza Floors: Second Floor Condo, Elevator Access. NO pets This is a NON SMOKING HOME * Rooms: 3 Bedrooms, 3 Bath rooms. En-suite in Master bedroom.Bed Configuration: King bed(1) King bed(1), Full plus 2 twins., Sleep 8.Flooring: tile throughout with Carpet in the bedrooms.General: ...

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Property Type

Kissimmee House

"Great Location"

Great location near all the major parks. The pool in the gated community was really nice, staff there was excellent. The condo was good. The living room floor was dirty with someone elses bobby pins on ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

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

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Property Type

Kissimmee Townhome

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8 BR | 5 BA | Sleeps 16 | Quick View

5

Distance to park: 6 miles to Disney world

$256

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to our brand new luxury finished 3600 Sqft 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 ...

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Property Type

Kissimmee House

"Very good! Great Location!"

Really enjoyed our stay. Convenient location, spacious house, very clean. Close to Disney parks, grocery stores, restaurants, etc. We'd like to stay again for our next trip.

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4 BR | 4.5 BA | Sleeps 10 | Quick View

10

$217

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Stay in our magical residence! This modern 4 bedroom and 4.5 bath villa is filled with high-end finishes & amenities and is just 5 miles from the entrance to Walt Disney World! Every room has its own ensuite bathroom. No need to wait in line. Enjoy the resort style amenities that include a community ...

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Property Type

Kissimmee Townhome

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Water Kingdom @! Sleeps up to 28!Resort Living In The Tropics!* South Facing Pool * * Water/Lake and Conservation View * * Hot Tub Heat Included at no extra cost *Walking Distance and access to the brand Second ‘Pirate’ Water Park at Storey Lake Resort* - Find Your Amazing ...

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Property Type

Kissimmee Villa

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4 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to park: 5 miles to Disney,Seworld

$120

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to our new opening 4 Bedroom/3 bathroom Townhouse in CLUB CORTILE,This gated-community is close to every major Orlando attraction: Disney's Magic Kingdom, Epcot, Animal Kingdom, Universal Studios (Harry Potter), Sea World, and many more. Club Cortile is also conveniently close to WalMart, ...

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Property Type

Kissimmee Townhome

"Well located safe townhouse on a lake with good club facilities"

We are a pensioned couple from the Netherlands and in Florida to play golf in the sunshine. We have rented from the owner on several occasions over the last 15 years. This was our first time in the Club ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Property Reference: RVH_341RThis beautiful home in the Fairway Ridge neighborhood in Reunion Resort offers serene views of the preserve beyond. Bright and open spaces in a natural color scheme give this home a relaxing and modern feel. Everyone can gather in the great room which includes living, kitchen, ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Property Reference SO_970RParadise awaits you and your family in Solara Gem! Enjoy a relaxing vacation close to all of the major theme parks in this nine-bedroom home, located in Solara Resort.The home features a nice open living area, great for entertaining or gathering with the entire family. ...

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Property Type

Kissimmee House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to this beautiful modern townhouse located on Compass Bay Resort which is only 5 miles to Walt Disney World. Located on the gated community of Compass Bay this 4 bedroom, 3.5 bathroom townhouse offers everything you need for that perfect vacation here in central Florida.This home is perfectly ...

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Property Type

Kissimmee House

"Briliant 5 nights stay"

5 night stay at this villa in Dec 2023, had a brilliant time. Villa more then met our expectations, it is really nice and very well located. We highly recommend. Easy booking process with just $150 deposit. ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Star Hideaway at Storey Lake by Shine VillasGorgeous and designer decorated 4 bedroom, 3 bathroom townhome with private splash pool sleeping up to 8.Newly Decorated October 2021Located in one of Orlando's newest and finest resort communities: Storey Lake.Less than 10 minutes ...

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Property Type

Kissimmee Townhome

"Nice"

We definitely enjoyed our stay here. It was clean and comfortable. We were able to enjoy the small private pool and also the lazy river at the resort. The resort has 2 club houses, each with a lazy ...

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5 BR | 3 BA | Sleeps 10 | Quick View

3

Distance to park: 6 miles to Disney,Seaworld

$138

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to the theme parks and other major attractions. Situated 6 miles from Disney World, 1 mile to Walmart and target. 8 miles to Seaworld and Convention center. Minutes ...

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Property Type

Kissimmee Townhome

"Comfortable place to stay....."

We stayed here while in Florida for my daughter's dance competition. It was so nice to come "home" after a long day of dance. I loved that the driveway was right up to the door. I also loved that it ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Welcome to VIPvilla Johanna and Stephen thank you for visiting our website of hand-picked 5 Star quality villas. We manage the bookings for 20 private villa owners at lake Berkley Resort and we can personally assure you that you will be delighted with any of the villas offered to you. We have many ...

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Property Type

Kissimmee Villa

"Fantastic-Excellent."

IWe visited Orlando a lots of time,We are familiar with Lake Berkley.We had always very good impresion of staying in Lake Berkley.This time we stayed in Lake berkley drive 929.We arrived at almost 03;00 ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

WELCOME To “Rebel Flamingo” at Solara Resort by Shine Villas! Sleeps Up to 16 Adults and 1 Baby (Premium Wooden Crib in ‘Mom Haven’ in downstairs master).- PREMIUM Home Size- Premium Games Room with AC and Dual X Box Setup with Included Games Subscription!- Premium ...

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Property Type

Kissimmee Villa

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Kissimmee Vacation Rentals

Kissimmee Weather

 | 

7222°  489°
JANUARY
7323°  499°
FEBRUARY
7725°  5312°
MARCH
8228°  5814°
APRIL
8731°  6418°
MAY
9032°  7021°
JUNE
9233°  7222°
JULY
9233°  7222°
AUGUST
9032°  7122°
SEPTEMBER
8429°  6518°
OCTOBER
7926°  5714°
NOVEMBER
7323°  5010°
DECEMBER

Soak up the Sun on Your Next Trip to Kissimmee Vacation Rentals


There’s nothing quite like a vacation to sunny Florida, a unique and inviting state with a huge variety of distinctive cities and natural areas to explore. One popular vacation destination in Florida is Kissimmee, a charming city with plenty to see and do just south of the Orlando metropolitan area. 

Kissimmee has a lot more to offer visitors than just excellent weather year-round. With a huge variety of scenic nature, shopping opportunities, and outdoor activities, Kissimmee itself has lots to offer every member of the family, not to mention its extremely close proximity to some of Orlando’s biggest amusement parks. 

You could stay in a busy hotel during your trip to Kissimmee, but then you wouldn’t be able to get a truly immersive experience of local city life. Kissimmee vacation rentals allow you to enjoy Kissimmee from inside its authentic residential neighborhoods. Additionally, having your own home to live in rather than a jam-packed hotel will provide some much-needed peace and quiet during your vacation. It will also offer plenty of space for the whole family to spread out.  

Top Tips for Traveling to Kissimmee Rentals


Like most other Florida cities, Kissimmee enjoys sunshine and clear skies throughout the majority of the year. However, the tropical climate of the state means that bouts of rain can occur throughout the seasons, particularly during the summer months, peaking in August. 

In addition to a higher likelihood of rain, the summer season in Kissimmee tends to be the most humid time of year. That’s why most vacationers choose mid to late spring or early autumn to make their trip to the city. At those times of the year, vacationers can enjoy great weather and lots of outdoor activities. 

Though the Kissimmee Gateway Airport is located centrally within the city, most vacationers taking commercial flights will fly into Orlando International Airport. It is located roughly 17 miles northeast of the city center, about halfway between Kissimmee and Orlando. Vacationers coming in from elsewhere in Florida can access Kissimmee by road using U.S. Route 192 and U.S. Route 441.

Things to Do Nearby Kissimmee House Rentals


Some of the most popular natural areas around Kissimmee are the swamps, which are located in major local bodies of water like Lake Tohopekaliga (known around town as Lake Toho). At Boggy Creek Airboat Adventures, you can experience the swamps from the water and get the thrill of a lifetime on an airboat driven by a local wetlands expert. Get up-close views of gator ponds, discover precious gemstones, and then grab a delicious lunch with the family at Boggy Bottom BBQ! 

Looking to explore a piece of history during your trip to Kissimmee? Medieval Times Dinner & Tournament allows visitors to step into the 11th century for an evening of authentic feasting, jousting, and sword fighting in true medieval style! Enjoy a delicious four-course meal, incredible performances, and a truly unforgettable experience for the entire family.
 
Any vacation to Kissimmee isn’t complete without a trip or two to Old Town, a popular outdoor attraction with opportunities for shopping, dining, and family fun. Old Town is made up of an 18-acre stretch of classic city attractions, including the Old Town Ferris Wheel, the Great Magic Hall, and Mortem Manor, a year-round haunted house that is open for visitors to explore.

Kissimmee Annual Events


Kissimmee is a vibrant area with lots of annual festivals and events to enjoy in and around the city throughout the year. Kissimmee locals and visitors alike flock to the Ford Cuban Sandwich Festival each May near downtown Kissimmee, which celebrates the colorful history of Cuban cuisine in the area. Watch as local dining professionals attempt to build the world’s biggest Cuban sandwich during the event!
 
The Ford Taste of Latino Festival is another local opportunity to celebrate and experience the best in authentic Latin cuisines in Kissimmee. The event features a contest to find the Top Latino Chef as well as plenty of live music and dance performances to enjoy as you taste a variety of Latin dishes. 

Not sure if you’ll be in town for any of Kissimmee’s larger annual events? You can enjoy Show Car Saturday Nights every Saturday night in the city on Margaritaville Boulevard. Check out the city’s best classic cars from a variety of eras and enjoy the plethora of delicious eateries and exciting shops located along the boulevard.

Wining and Dining in Kissimmee  


Between your outdoor activities and trips to local amusement parks while in Kissimmee, you’re sure to need some satisfying food and refreshing drinks to complete your perfect day. Luckily, Kissimmee is home to some of the best restaurants that Florida has to offer, combining authentic local flavors with worldly cuisine. 

To start your day off right with a delicious and hearty breakfast, look no further than Woodsby’s Countryside Café. This spot has authentic, cozy diner vibes to spare, not to mention a stacked menu of classic breakfast favorites, coffee bar items, and unique dishes you won’t want to miss out on. 

Tarantino’s Italian Restaurant is a great choice for a vacation date night or simply a nice dinner out with the family. A hearty Italian meal is a great way to finish a fun day of activities, and you’re sure to get that and more at Tarantino’s. If you bring the family along, you can take advantage of the takeout dinner special, which feeds four and includes a massive entrée, salad, and garlic bread.


FAQ

How many vacation rentals are there in/around Kissimmee?

There are 335 Kissimmee vacation rentals available on FloridaRentals.com. From house rentals to villa rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Kissimmee?

There are vacation rentals available in Kissimmee for as low as $46 per night with an average price per night of $200.

Can I rent a house in Kissimmee?

Yes, you can find house rentals in Kissimmee close to Lakefront Park, Monument of States, and Old Town. Don't forget to stop in to Shingle Creek Park or the nearby theme parks!

Do any vacation rentals in Kissimmee have a pool?

Yes, there are 260 vacation rentals in Kissimmee with a pool on FloridaRentals.com. Search using our filters and book one for your next vacation!