Kissimmee Vacation Rentals

Welcome to Kissimmee. Scroll down this page to find your favorite travel destination in Kissimmee and browse our extensve inventory of accommodations in Kissimmee. Leisure travelers planning their family vacations can get offers directly from owners of Kissimmee vacation homes or houses in Kissimmee. Sometimes these single rental units are referred to as Kissimmee cabins or Kissimmee villas. Other popular lodging options include vacation rentals in Kissimmee, Kissimmee apartments and condos in Kissimmee. For business travelers we offer several convenient hotels in Kissimmee or small boutique hotels in Kissimmee area, many with the ability to book online. If you are planning a romantic getaway in Kissimmee, we highy recommend our unique inventory of bed and breakfasts in Kissimmee. B&Bs can also referred as small country inns in Kissimmee.

Finding the perfect vacation rental property can be very time consuming. Unlike many other sites out there that demand travelers (like you) to invest countless hours browsing though each vacation rental listing, at Rentalo.com we make it easy for travelers to find best Kissimmee vacation rentals using our free inquiry service or Kissimmee lodging locator service. Save time searching for Kissimmee rental vacations and Kissimmee accommodations! Simply click the "Inquire Now" button, complete a short inquiry form, and within minutes you will start receiving multiple offers from Kissimmee vacation home rentals owners as well as from Kissimmee resorts, Kissimmee cabin rentals, and Kissimmee vacation homes.

Let Rentalo help you find the perfect place to stay for your next family vacation in Disney Area area. Our engine will match your specific inquiry criteria with each Kissimmee vacation rental listing, Kissimmee vacation house or Kissimmee villa in our Kissimmee rental vacations inventory. Finding Kissimmee vacation rentals by owner is easy with our free inquiry service. However, you can also browse our inventory of Kissimmee accommodation listings (as listed below) or use the SmartSearch tool to narrow down your search for Kissimmee lodging in Disney Area.

Popular Searches in Kissimmee

Enter your travel dates and number of people traveling (sleeps) and use one of the following search options:

  1. Inquire on ALL Vacation Rentals in Kissimmee. Click "Inquire Now" (Fastest Option - Receive the most Offers)
  2. Inquire on Selected Vacation Rentals in Kissimmee. Click "Check to inquire", then click "Inquire Now" (Time-Saving Option - Receive Offers from Selected Properties)
  3. Inquire only on a Specific Kissimmee Vacation Rental (Take the time to review each property - Receive an offer on the Property you like)
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.


Check to Inquire *
ID: 208635
Holiday Rest  - Vacation Rental in Kissimmee
From USD100 nt
3 Bedrooms
Sleeps 8
Thinking about taking a vacation to sunny florida. Why not stay at our wonderful 1950 sq. ft home with 3 spacious bedrooms with walk in closets, and two baths ,with the master bath having a jetted tub ...Read Full Description
Check to Inquire *
ID: 202099
Harmony House - Vacation Rental in Kissimmee
From USD130 nt
4 Bedrooms
Sleeps 8
Harmony house is located in the somerset community just 12 miles from walt disney world in kissimmee, florida. This upgraded executive villa with extended pool & spa, has 4 bedrooms and 3.5 bathro ...Read Full Description
ID: 186500
Villa in Kissimmee - Vacation Rental in Kissimmee
From USD69 nt
3 Bedrooms
Sleeps 8
This 1,285 square-foot, three-bedroom/two-bath kissimmee vacation rental condo is fully furnished, and ready for you and your family to have the vacation of a lifetime! just bring your clothes and sun ...Read Full Description
ID: 280076
The Cortile Getaway near Disney - Orlando Vacation - Vacation Rental in Kissimmee
 
3 Bedrooms
Sleeps 8
Only 4.5 miles to disney, this beautiful 3 bed/2 bath vacation rental condo is located in a nice gated resort in kissimmee, fl. You have just about everything you'll need for holiday living in orlando ...Read Full Description
ID: 389024
Heritage Heaven - Vacation Rental in Kissimmee
 
3 Bedrooms
Sleeps 8
At reunion retreat, relaxation is just the beginning of your orlando vacation. Reunion resort features a world of orlando vacation resort amenities to accommodate your family or group. whether it's yo ...Read Full Description
ID: 382496
club cortile Kissimmee, Fl - Vacation Rental in Kissimmee
From USD79 nt
3 Bedrooms
Sleeps 8
Ground floor, handicapped access 3 bedroom (1king, 1 queen, 1 w/ 2 twin beds) 2 bath condo, recently renovated. We are 6 miles fron disney world, easily accessible from orlando airport. seaworld is al ...Read Full Description
ID: 388589
Runaway Beach Club Resort - Vacation Rental in Kissimmee
 
3 Bedrooms
Sleeps 8
Fantastic large 3 bedroom kissimmee vacation rental apartment in gated resort community. (1500 sq ft) minutes to walt disney world. ( less than 4 miles) sleeps up to 8 people. Full kitchen. full size ...Read Full Description
ID: 98112
Beautiful Kissimmee Condo Vacation Rental - Vacation Rental in Kissimmee
 
3 Bedrooms
Sleeps 8
This is a beautiful 3 bedroom 2 bathroom kissimmee condominium located only 5 miles from the entrance of disney. The master bedroom has a king-size bed, tv, and private full bathroom and hair dryer. t ...Read Full Description
ID: 387201
Villas at Laguna Bay - Vacation Rental in Kissimmee
From USD79 nt
3 Bedrooms
Sleeps 8
3 bedroom, 2 bath ground floor unit, full kitchen with utensils and dishwasher, washer and dryer in the unit, next to clubhouse with the pool, hot tub, sauna, fitness room, and bbq area....near disne ...Read Full Description
ID: 111223
Kissimmee Luxury 4Bed vacation rental home disney - Vacation Rental in Kissimmee
 
4 Bedrooms
Sleeps 8
villa rental close to disney world orlando florida, location lindfields kissimmee. Executive 4 bedroom 3 bath family home with two master bedrooms & en-suites ideal for 2 families, 30ft pool and ...Read Full Description
ID: 186026
Kissimmee Vacation Rental - Vacation Rental in Kissimmee
 
3 Bedrooms
Sleeps 8
This large 3 bedroom 2 bathroom pool home is situated in kissimmee florida. It has its own private pool and is just off the popular 192, it is close to shops restaurants and the...supermarket is 5 min ...Read Full Description
Check to Inquire *
ID: 206040
HoneyPot Villa - Vacation Rental in Kissimmee
 
4 Bedrooms
Sleeps 8
We have made the villa available for holiday rentals, and is perfectly situated for your florida vacation base. The villa is located 7 minutes from the gates of the disney magic kingdom theme park and ...Read Full Description
ID: 216200
Caitlins Disney Condo - Vacation Rental in Kissimmee
From USD87 nt
3 Bedrooms
Sleeps 8
This fantastic property is the ideal location from which to visit the disney theme parks and beyond. Situated in a select and quiet location, yet only minutes from all the shopping, eating and enterta ...Read Full Description
Check to Inquire *
ID: 387704
VILLA Toscana - Vacation Rental in Kissimmee
 
4 Bedrooms
Sleeps 8
this luxury 4 bedroom and 3 bathroom villa is located in the established community of oak island cove. This location is probably one of the closest to disney world's' main gate and within walking dis ...Read Full Description
ID: 80361
Lakeside Villa in Disney Country - Vacation Rental in Kissimmee
 
4 Bedrooms
Sleeps 8
Our close to disney affordable 4 bedroom water front executive style vacation villa can be your rental home in the wonderful community of eagle pointe south at kissimmee, florida. You are only 10 minu ...Read Full Description
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.


Smart Search


Sleeps: 3 Remove 3

Vacation Rental Types:
- Apartment Remove Apartment
- Villa Remove Villa

remove all
*Traveling Dates:

Flexible Dates
Bedrooms:
(vacation rentals only)
Studio (2)
1 (3)
2 (3)
3 (19)
4+ (30)

Vacation Rental Types:
Cottage (1)
Home (23)
Townhouse (11)

Lodging Types:
Vacation Rentals (58)

Location Attributes:
Lakefront (8)
Near water (5)
Near beach (2)
Waterfront (1)
Beachfront (1)
More...

Amenities:
Pool (47)
Microwave (51)
Cable/Satellite TV (52)
Full Kitchen (49)
Dishwasher (47)
Linens provided (49)
More...

Things To Do:
Restaurants (45)
Golf (44)
Amusement Parks (48)
Swimming (39)
Sightseeing (34)
Miniature golf (36)
More...

Special Features:
Children Welcome (58)
Smoking Permitted (13)
Pet friendly (20)
Handicap accesibility (44)

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Lake Buena Vista (1)
Davenport (46)
Haines City (2)
Orlando (70)

Max Budget per Night:

Currency:

Sorry: