We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals and Vacation Home Rentals in Kissimmee, FL

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price range
    ($147 Average)
    $0per night $1,000+
    Bedrooms
    Any
    Amenities
    Select
    Community
    Select
    Go to map view
    More filters
    loading...
    From
    $1,393
    / Week
    Payment Protection
    View Details
    5 Bedrooms, 6 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    From
    $121
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    From
    $162
    / Night
    Payment Protection
    View Details
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    From
    $213
    / Night
    Payment Protection
    View Details
    6 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Swingset
    • Hot Tub
    • Game Room
    • Housekeeping...
    • Wi-Fi
    • Ping Pong Table
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This is a fantastic 6bed/4bath South facing pool home! This comfortable home sleeps up to 12 guests. -Wi-Fi internet available in the home at no extra cost -Fully equipped home -Brand new splendid game room in garage! -Easy walk to the excellent clubhouse -**Less than 2 miles to Disney!!**... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $139
    / Night
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Housekeeping...
    • Swingset
    • Hot Tub
    • Ping Pong Table
    • Air Conditioning
    • Sauna
    • Watersports Nearby
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Paradise On Ice--This 2015 townhome is in the newest and most exclusive area of Paradise Palms Resort. Our family wanted a beautiful vacation home that we could enjoy with our children, grandchildren, and friends that included fabulous resort amenities and the comforts and privacy of a home,... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed July 18, 2015
    Fun vacation resort! Lots of fun things to do at the property and surrounding area. There is something for everyone from a kid's splash pad to a tiki bar. The property is clean...
    5 of 5 stars Reviewed July 18, 2015
    We were able to stay in the home fresh off the market! The unit was beautifully decorated with fun "Frozen" twists without going overboard. We loved taking the board walk through...
    See all reviews
    From
    $315
    / Night
    Payment Protection
    View Details
    6 Bedrooms, 6 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to this exquisite 6 bedroom, 6 bathroom vacation rental home located in the popular resort community of ChampionsGate. This unit has attained the coveted Platinum status for being professionally decorated and features leather furniture along with a game room with billiards and an air hockey... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida
    From
    $150
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 2 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Refrigerator
    • Private Outdoor...
    • Dryer
    • Washer
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Come spend your vacation in this amazing house, perfect for your family! This house offers comfort with 4 bedrooms and 3 baths, full kitchen, laundry, bedding and bath linens, luxury furniture and decor, in addition to a great outdoor area with a private pool. Located in Crystal Cove Resort, a... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    From
    $55
    / Night
    Payment Protection
    View Details
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Ping Pong Table
    • Shared Tennis Court
    • Children's Pool
    • Swingset
    • TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful 2 Bedroom/2 Bath Condo, Sleeps 4 with option of 2 on a pull out couch if required, open concept living room in a 24/7 guarded gated community. The villa is spotlessly cleaned, and beautifully decorated with a brand new set of couches, new flat screen HD TV, washer and dryer inside the... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34759
    From
    $121
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    ?Our villa is situated in the prestigious Calabay Parc community in Davenport, Florida. Although only a short 15 minute drive to the gates of the Disney theme parks, you will relish the quiet, relaxed area that the villa is located in. With its 4 bedrooms and 3 bathrooms, this vacation home is... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida
    From
    $125
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Microwave
    • TV
    • Internet Access
    • Dishwasher
    • Stove
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    4 bedrooms, 3 bathrooms and private pool villa at Bella Vida resort. This villa is perfect for your family holiday; it fits up to 8 persons. It's a fully equipped home with A/C, heating system, laundry area with a washer and dryer, a comfy living room with T.V, dining room and a kitchen with... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $120
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Stove
    • TV
    • Washer
    • Refrigerator
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Kissimmee's Sun Villa is a lovely private pool home in the Indian Point Community. This 4 bedroom 3 bathroom home has a lot to offer. Indian Point is located just 15 minutes from Disney and 20 minutes from Universal Studios. Various stores and restaurants are within minutes to the this home... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    From
    $95
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Parking
    • Linens Provided
    • Air Conditioning
    • Towels Provided
    • Wi-Fi
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This 4 bedroom 3 bathroom townhome is located within the gated Lake Berkley community. Magical Escape is just a few houses away from the club house where you can hang out in the games room, have access to vending machines, swim in the community pool, or let the kids take advantage of the splash... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    From
    $110
    / Night
    Payment Protection
    View Details
    3 Bedrooms, 5 Bathrooms, Sleeps 9
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Linens Provided
    • Parking
    • Private Yard
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful 3 bedroom townhouse private entrance private driveway Inside is decorated professionally and everything is upgraded sleeps up to 9 people and lots of room inside have 24/7 property manager for any emergencies Small plunge pool in backyard and resort has shared pools Only 5 minutes... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $179
    / Night
    Payment Protection
    View Details
    2 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Children's Pool
    • Towels Provided
    • Linens Provided
    • Secure Parking
    • Safe
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Westgate Town Center Resort & Spa offers the finest in luxury accommodations just minutes from the main entrance to Walt Disney World® Resort and within close proximity to Universal Orlando® Resort and SeaWorld® Orlando. With more than 2,800 luxury villas, ranging from efficiencies to five-bedroom... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $141
    / Night
    Payment Protection
    View Details
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Santa Rosa has 1,400 square feet of luxury living. This beautiful condo can accomodate up to 8 guests comfortably, with three bedrooms and two bathrooms. Business and tourist travellers alike will enjoy every amenity this newly designed gated community offers, from the heated pool and clubhouse... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida
    From
    $150
    / Night
    Payment Protection
    View Details
    7 Bedrooms, 4 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Private Outdoor...
    • There Are Tennis...
    • Water Park Nearby
    • Horse Riding Nearby
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This is a 7 bedroom 4.5 bathroom house with swimming pool. This beautiful villa is located in the magnificent Premier Award Winning and 24 hour guard-gated community Terra Verde Resort, just 10 minutes to Disney World and close by Universal Studios, Sea World and golf courses. Restaurants and fast... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    From
    $170
    / Night
    Payment Protection
    View Details
    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Private Indoor Pool
    • Air Conditioning
    • Satellite TV
    • Housekeeping...
    • There Are Tennis...
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful townhouse for rent in Orlando , located about 15 minutes from Disney .Spacious house , luxurious decor and everything you need to relax after a day visiting the Orlando attractions . Internet . pool. complete relaxation In the community:- Gated community with security 24 hours ;- Heated... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed July 29, 2015
    The condo was well decorated, clean and very comfortable. The area is well located with stores and restaurants near by. The home had everythng needed to stay the weekend. I...
    See all reviews
    From
    $90
    / Night
    Payment Protection
    View Details
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Game Room
    • Wi-Fi
    • Air Conditioning
    • Gym
    • TV
    • Refrigerator
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful and cozy 3 bed 2 bath condo in Windsor Palms just about 5-10 minutes from Disney. Private pool. Internet included. Close to many restaurants, supermarket and shopping! • Salt Water Clubhouse pool • Hot tub • 58 seat movie theater • Sand Volleyball • Tennis Courts • Basketball Court •... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $99
    / Night
    Payment Protection
    View Details
    3 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Ping Pong Table
    • Shared Outdoor Pool...
    • Air Conditioning
    • TV
    • Hot Tub
    • Shared Tennis Court
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Lavish three bedroom two bath condo in Gated Luxury Vacation Village. Less than 20 minute drive to Disney. Shopping and restaurants around the corner. Safe, clean and very comfortable. Master bedroom with delightful King bed and in-suite bath with clear glass basin sink. Second bedroom with full... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $99
    / Night
    View Details
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Water Views
    • DVD Player
    • Patio
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautiful property is always in great demand. Situated in the popular Liberty Village Sub-Division, one can enjoy the pool which overlooks the lake while relaxing with a cool drink and watching the feathered wildlife from the security of the screened lanai. The property boasts of a tastefully... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746 6725
    Get the List
    From
    $153
    / Night
    Payment Protection
    View Details
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Dryer
    • Private Outdoor...
    • There Are Tennis...
    • Air Conditioning
    • TV
    • Wi-Fi
    • Pool Table
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This fabulous fully furnished home is located in Indian Ridge Villas conveniently located near Highway 192 in west Kissimmee and has well-maintained manicured lawn. Front porch has room for sitting to watch the sunset! Home is clean, comfortable and functionally designed with 3 bedrooms and 2... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $229
    / Night
    Payment Protection
    View Details
    2 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Housekeeping...
    • Watersports Nearby
    • Children's Pool
    • Ping Pong Table
    • Hot Tub
    • Swingset
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two-Bedroom Villa Enjoy luxurious interiors featuring gorgeous views of our signature Arnold Palmer-designed golf course surrounded by a natural woodland landscape. 1,275 square feet Sleeps up to 8 Most Villas are Equipped With*: Award-winning interiors Private safes Ceiling fans DVD player TVs in... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $130
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Game Room
    • Waterfront
    • Air Conditioning
    • Washer
    • Private Indoor Pool
    • Patio
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Our beautiful well appointed 4 bedrooms, 4 ½ bathrooms lakeside view villa at the prestigious Oak Island Harbor, Formosa Boulevard, is situated just two miles from Disney World in one of closest neighbourhoods to the attractions. Within walking distance of supermarkets, shops and restaurants.... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed September 29, 2013
    We've just re-booked this wonderful villa again for next year. This will be our third visit to the same villa which speaks for itself how wonderful it is. Nothing is too much...
    See all reviews
    From
    $170
    / Night
    Payment Protection
    View Details
    1 / 33
    3 of 5 stars (1) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Stove
    • Washer
    • Private Outdoor...
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Entertainment and comfort describe this lovely vacation home! Additional amenities include: coffee maker, kitchen utensils. View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    3 of 5 stars Reviewed August 16, 2015
    The property was nice the pictures matched the home but, it was not the one we selected. And it also had roaches which made us a little uncomfortable. Despite that the kids loved...
    See all reviews
    From
    $130
    / Night
    Payment Protection
    View Details
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Garage
    • Dryer
    • Wi-Fi
    • Washer
    • TV
    • Stove
    • Air Conditioning
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Chatham Manor is located within the Chatham Park Community, This home has 3 bedrooms and 2 and a half baths. It also features a loft with a pull out couch to help accommodate additional guests. This home is situated on a retention pond and offers a lovely lake view to enjoy when out in the private... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    From
    $99
    / Night
    Payment Protection
    View Details
    3 Bedrooms, 6 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Stereo System
    • There Are Tennis...
    • Air Conditioning
    • Water Park Nearby
    • Wi-Fi
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Welcome to Florida, and thank you for taking the time to visit our site. We know you have lots of choices, but please stay and take a look around - we promise you will not be disappointed! Our recently purchased, beautiful 3 bed/3 bath house with 1 master suite and all with direct access to... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    From
    $875
    / Night
    Payment Protection
    View Details
    9 Bedrooms, 9 Bathrooms, Sleeps 22
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Watersports Nearby
    • Wi-Fi
    • Pool Table
    • Housekeeping...
    • Satellite TV
    • Hot Tub
    • Game Room
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    9-Bedroom, 9.5-Bathroom, Sleeps 22 Guests, Signature Estate Vacation Home in Reunion Golf Resort with Private Pool&Spa, Game Room&Home Theater. Brand new family friendly vacation home with Luxury Furnishing and access to Reunion Championship Course. Experience luxurious resort-like amenities in... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $220
    / Night
    Payment Protection
    View Details
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Swingset
    • Hot Tub
    • Shared Tennis Court
    • Game Room
    • Watersports Nearby
    • Air Conditioning
    • Pool Table
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hakuna Matata Villa is a fabulous place for you next family vacation. Our 5 bedroom, 4 bathroom home located in Windsor Palms has all the amenities you will need and more. With many family activities such as swimming, air hockey and our Xbox gaming station, the fun never ends at the Hakuna Matata... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $149
    / Night
    Payment Protection
    View Details
    5 Bedrooms, 3 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hairdryer
    • Air Conditioning
    • TV
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This elegant & spacious 5 bedroom pool home is located at Villa Sol, a lovely gated community with Mediterranean style homes. The community is located at the end of Osceola Parkway, an easy one road drive to Walt Disney World Resort. This home is furnished to a very high standard, has TV's in all... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34744
    From
    $125
    / Night
    View Details
    1 / 12
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Dishwasher
    • TV
    • Air Conditioning
    • Gym
    • Parking
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    4 bedroom 3 bath townhouse features a king size bed in downstairs master; a queen size bed in 2nd master and two rooms with 2 twin beds each. •Located in Kissimmee FL, just minutes from the major theme parks, attractions and the Orlando Convention Center, Venetian Bay offers more than just a place... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34741
    From
    $195
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Hot Tub
    • Parking
    • Private Outdoor...
    • Grill
    • Terrace
    • Linens Provided
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Just Released Luxurious, Contemporary 4 Bedroom, Panoramic Water View Home: • Upscale, open concept 4 bedroom Model Home on the water with no neighbours visible • Luxury pool, spa with private lanai - exclusive view of the lit fountain at night • Ultimate Location 5 min away from Disney (Oak Island... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $240
    / Night
    Payment Protection
    View Details
    6 Bedrooms, 5 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Private Outdoor...
    • Watersports Nearby
    • Game Room
    • Pool Table
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    If you are looking for luxury living with close proximity to Orlando's key attractions look no further! Emerald Island Resort is a gated community with great facilities such as clubhouse, pool, play areas and tennis/volleyball courts. Set in a conservation area, the estate homes provide an oasis... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $130
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Yard
    • Linens Provided
    • Air Conditioning
    • Wi-Fi
    • Towels Provided
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Prestigious 4 bedroom villa with 2 master suites located in the private community of Oak Island Cove, just 3 miles from Disney World! This fabulous vacation home comes with everything from a fully equipped kitchen to a games room and many other fabulous amenities. You'll find everything you need to... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $140
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious villa 4 bedrooms 2 bathrooms big living room with parquet American kitchen design Magnificent upscale decorating flat screen in every room. Swimming pool, internet access,Game room located 10 minutes from Disney parks and 5 minutes of a supermarket A dream villa not to be missed... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $280
    / Night
    Payment Protection
    View Details
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    On your next trip to the sunshine state, check out this 5 bedroom, 5 bathroom pool home located in the gorgeous community of Paradise Palms. With 5 bathrooms to go along with 5 bedrooms, there is no more waiting for a turn! This stunning vacation rental, with its leather furniture package, has all... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $170
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Pool Table
    • Air Conditioning
    • Water Views
    • Private Outdoor...
    • TV
    • Watersports Nearby
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Contemporary 4 Bedroom, 4 Bathroom home located in prestigious Windsor Hills, a Gated Community in Kissimmee, Florida.  Enjoy the pleasures of a luxury Villa with a private pool and spa while you vacation in the Orlando area.  Shopping, Restaurants, Disney Parks, and Golf are just minutes away!... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $250
    / Night
    Payment Protection
    View Details
    6 Bedrooms, 3 Bathrooms, Sleeps 15
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Magnificent Orlando Florida vacation home situated on the exclusive guard gated estate of Windsor Hills, and is ideally located only five minutes from Walt Disney World. This luxurious home has 6 bedrooms, a large, screened South West facing pool terrace which sits on a plateau with fabulous views... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $265
    / Night
    Payment Protection
    View Details
    6 Bedrooms, 5 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Staffed Property
    • Pool Table
    • Swingset
    • Shared Tennis Court
    • Children's Pool
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa Rosa 'THE BEST DISNEY VACATION WE EVER HAD!' For what you would expect to pay for a Hotel Room, you can stay at our 5-Star, Luxury Villa that is just 2-miles from Disney World. Have a casual breakfast before you leave for the parks. Then, stop back in the afternoon for a relaxing lunch by... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $160
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 6 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Towels Provided
    • Linens Provided
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    • Private Pool and Spa backing on to water • Ideally situated 15-20 Minutes from fine dining & Disney/Epcot • Luxuriously furnished spacious Home Sleeps 8-10 • Executive Grade Kitchen along with large King sized, Master En-suite & 3 queen sized bedrooms • Free WiFi with Xbox, Video Room for the... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34758
    From
    $245
    / Night
    Payment Protection
    View Details
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Solterra Resort is a stunning vacation rental community offering several world-class clubhouse amenities. And, this gorgeous 5 bedroom, 4.5 bathroom pool home is sure to make your vacation special. When you arrive, you'll know that you are in for something truly special. The tile roof and stone... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida
    From
    $169
    / Night
    Payment Protection
    View Details
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Garage
    • Air Conditioning
    • Secure Parking
    • Porch
    • Grill
    • Linens Provided
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Magnificent Glorbella Villa!!! 5 bedroom (2 master suites, 3 guest bedrooms with 2 twin beds in each), 3 bathroom home, all amenities to make your family vacations “Magical'. Open floor plan beautiful open kitchen with granite, tile backsplash and stainless steel appliances. Upgraded features... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    From
    $119
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Housekeeping...
    • Children's Pool
    • Wi-Fi
    • Staffed Property
    • Watersports Nearby
    • Swingset
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Looking for a little slice of paradise where you can relax and rejuvenate? Whether your vacation plans call for a family getaway or a secluded honeymoon trip, Star Island Resort and Club in Kissimmee near Orlando, Florida, is the perfect place for your home away from home. Our resort’s all-suite... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    From
    $184
    / Night
    Payment Protection
    View Details
    5 Bedrooms, 5 Bathrooms, Sleeps 11
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Housekeeping...
    • Shared Tennis Court
    • Swingset
    • Air Conditioning
    • Children's Pool
    • Wi-Fi
    • Ping Pong Table
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our Windsor Hills Resort Villa is furnished to the highest standard and offers your family the luxury of a Five star hotel combined with the relaxed atmosphere of a family vacation home. Soak up the Florida sun on our extended deck where you can relax in the pool or spa, or simply enjoy the shade... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $119
    / Night
    Payment Protection
    View Details
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • TV
    • Game Room
    • Wi-Fi
    • Private Outdoor...
    • Pool Table
    • Air Conditioning
    • Watersports Nearby
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Perfect for a family vacation at Disney. Newly renovated contemporary and spacious townhouse in a spectacular gated resort community with all amenities. Location, Location, Location: less than 2 miles from Disney theme parks, in Orlando. Parking , Wi-Fi, washer/dryer. Excellent value. Privately... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $192
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Paradise Palms is one of our premier resort communities and this beautiful 4 bedroom, 3 bathroom townhome is sure to make your next stay exceptional. Additional amenities include: internet lounge, sundry shop and deli, lighted tennis courts, state-of-the-art fitness center, beautiful 9,500 sq. ft... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $99
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to Indian Ridge Trail South! This well equipped 3 bedroom, 2 bath home is well furnished and has everything you need for a comfortable stay. Come home from a long day at the parks to your vacation home with incredible swimming pool and spa. As you enter the home you will find the... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed June 10, 2015
    My family was treated to a wonderfully clean, super comfortable, spacious, bright, cheery and practical home away from home....compete with a refreshing private pool, a wii...
    See all reviews
    From
    $825
    / Week
    Payment Protection
    View Details
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Watersports Nearby
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Water Views
    • Waterfront
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    First class accommodations that will not disappoint. Beautifully kept and tastefully decorated 4 bedroom one floor Pool Home just 7 miles from Disney. Home has no rear neighbors and have a beautiful view over the small lake. BBQ on the desk while watching the sun set. Wireless Internet, US and... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34746
    From
    $160
    / Night
    Payment Protection
    View Details
    2 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Housekeeping...
    • Hot Tub
    • Watersports Nearby
    • Playground
    • Children's Pool
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Vacation Village at Parkway is an awesome place for family vacations. It is a great location that is just 5 minutes from Disney World, Universal Studios and Sea World and just minutes from . You won't have any issues find great places to eat because nearby you will find some of the best... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $150
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 8 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • There Are Tennis...
    • Wi-Fi
    • Air Conditioning
    • Water Park Nearby
    • Parking
    • Linens Provided
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A beautiful 4 bedrooms and 3 bathrooms. This Town home is a corner unit with peaceful preservation view. Located at beautiful Encantada Resort. Club House offers a restaurant, 2 swimming polls, game/play room, fitness center and a beautiful lake. Enjoy the area's attractions before escaping to... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida 34747
    From
    $280
    / Night
    Payment Protection
    View Details
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    On your next trip to Orlando, check out this stunning 5 bedroom, 5 bathroom pool home located in the popular community of Paradise Palms. With 5 bathrooms to go along with 5 bedrooms, everyone can get ready for the day at their own pace! This stunning vacation home, with its fine leather furniture... View all property information
    Make Inquiry
    Location Information
    Kissimmee, Central Florida
    Kissimmee Vacation Rentals

    Don’t automatically think you need to rent a vacation home in Orlando to be close to Walt Disney World. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate—as well as a very short commute to the parks.

    Kissimmee Vacation Rentals for Families

    More and more families are choosing to celebrate major events like birthdays and anniversaries with a multi-generational trip to Disney World. (It’s one of the few destinations where everyone from toddlers to seniors can have an equally great time.) And we can help you find a Kissimmee vacation rental that can handle any size family. Whether you’re interested in a one-bedroom condo rental in Kissimmee or a seven-bedroom luxury villa, our helpful vacation rental reviews make your selection easy.

    Advantages of renting a vacation home in Kissimmee

    Let’s be honest—while it’s great fun to spend a week visiting the Magic Kingdom, Epcot, Disney’s MGM Studios, Universal Studios and Islands of Adventure, for most of us, it’s a significant strain on our bank accounts. Staying in a hotel and eating in Orlando-area restaurants also adds up. However, we can help you find a great deal on a villa rental in Kissimmee… and even if you just take a few meals in your vacation home instead of in restaurants, your budget will thank you. You’ll even save money on baggage fees with a rental—when you’ve got your own washer and dryer, you can do a few loads of laundry and pack much less clothing.

    Rent a vacation house with a pool in Kissimmee, Florida

    How do you visit the Orlando theme parks and maintain your sanity? Escape the crowds in the mid-afternoon, when the heat peaks and everybody’s nerves are frazzled. By staying just a short distance away in Kissimmee, you can zip home for a refreshing dip in the pool. Little kids can nap in the comfortable A/C of your Kissimmee vacation rental. You’ll all return to WDW or Universal in a much better mood!

    Rental deals in Kissimmee

    Remember that Florida’s a year-round vacation destination—but it definitely has an off-season when you can snag a great deal on Kissimmee condo rentals. If you really want a bargain, plan to visit Kissimmee between Thanksgiving and Christmas. Your condo will be cheap, the parks will be less crowded, and if you’re coming from a northern climate, the weather in Kissimmee will still seem great compared to what you’d get at home.

    Kissimmee and Orlando beyond Disney

    Don’t forget, there’s more to this part of Florida than Mickey and Donald and friends. Animal lovers will want to spend a day at Sea World, or take a day trip to the Everglades. Shoppers should save time (and suitcase space) for bargain-hunting at outlets in Kissimmee and the nearby Orlando Premium Outlets. Just over an hour away, on Florida’s Space Coast, you’ll find the Kennedy Space Center and fantastic sandy beaches like Cocoa Beach. Taking a Disney Cruise departing from Port Canaveral? A vacation rental in Kissimmee is the perfect pre-cruise accommodation.