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Kissimmee Vacation Rentals

info & map

Kissimmee is located in Central Florida about twelve miles east of the home of the most famous rodent in the world and south of Orlando. Retirees began being attracted to the area in the 1950's and the opening of Walt Disney World made this area a world renowned vacation destination.

Mickey Mouse, one of the world’s most lovable creatures, makes his home in Lake Buena Vista at Walt Disney World. Staying in a vacation r >... more info and map.

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22 Vacation Properties in Kissimmee    sleeping 16, 14, 12, 11, 10, 8, 6

Location Price Description (click blue title for more...) Sleeps BRs Baths
Kissimmee vacation rentals that sleep 16  

Kissimmee

Kissimmee Orlando Area vacation rental

Summer:
$345 - $370/night, $650 - $3,500/week,
Off Season:
$200 - $315/night, $200 - $3,000/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

7 Bedroom 6 Bath with poolside bar and conservation views

Living in luxury right on Disney's doorstep. Our executive villa is different from the rest, it has been designed with vacationers in mind and has everything you would need on vacation. ''Winkleigh Manor'' has; a 50x30 south facing deck include huge pool and spa, a summer kitchen with grill, a pools....
Distance to beach: 1 hour drive to beach
Key amenities: screened lanai, deck/porch/patio, pool, outdoor shower, hot tub, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 5 years, 2 months

Property ID# 8498, Listed by: Clive

16 7 6
Kissimmee vacation rentals that sleep 14  

Crescent Lakes, Kissimmee

Crescent Lakes, Kissimmee Orlando Area vacation rental

Summer:
$185/night, $1,295/week,
Off Season:
$185 - $248/night, $1,295 - $1,660/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

7 Bed home with the WOW factor BARGAIN PRICE

The home with the wow factor, 7 bedrooms (3 masters), massive 52'' back screen projector with 5.1 Dolby surround sound with fantastic HDTV. Beautiful lake view - imagine waking up to the Florida sunshine! Please view our virtual tour www.vr360.net/homes/2513clc To make it even more ....
Distance to beach: 60 minutes
Key amenities: screened lanai, deck/porch/patio, pool, hot tub, jacuzzi, A/C units, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 3 years, 10 months

Property ID# 10980, Listed by: Janet Hall

14 7 3

Kissimmee

Kissimmee Orlando Area vacation rental


Off Season:
$231 - $359/night,

Windsor Hills Luxury Villa - 6 Bedroom, 4 Bath-Pool and Spa

Mickey's Palace has everything that you and your family could possibly want for the most magical vacation to the parks and attractions including Walt Disney World, Universal Studios and Sea World in Kissimmee and Orlando, Florida. Situated less than 2 miles from Disney's doorstep, located in the fab....
Distance to beach:
Key amenities: screened lanai, deck/porch/patio, pool, hot tub, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 1 year, 2 months

Property ID# 15982, Listed by: Tony

14 6 4
Kissimmee vacation rentals that sleep 12  

Kissimmee, Indian Creek

Kissimmee, Indian Creek Orlando Area vacation rental

Summer:
$175/night, $1,225/week,
Off Season:
$115 - $175/night, $805 - $1,225/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Happys Hideaway - A Home Away From Home in Kissimmee Florida

Ever wonder why Happy was always smiling as he whistled while he worked? The Happy life begins at home. Happy’s Hideaway is the perfect “home away from home” where you will enjoy your vacation from the moment you wake up in the morning in your king size bedroom suite to when you relax in your priva....
Distance to beach:
Key amenities: screened lanai, deck/porch/patio, pool, hot tub, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 1 year, 10 months

Property ID# 14420, Listed by: Larry Hayden

12 5 4

Kissimmee, Indian Creek

Kissimmee, Indian Creek Orlando Area vacation rental


Off Season:
$120 - $180/night, $840 - $1,260/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Pinocchio's Getaway

This stunning, professionally decorated home comes fully equipped with everything you will need in order to have a relaxing and enjoyable stay. This home has a fabulous game room as well as a big screen projection cable TV. Each bedroom has cable TV and the home is eqipped with wireless high-speed i....
Distance to beach: Pool at house or Hour and a half to Coco Beach
Key amenities: screened lanai, pool, hot tub, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 3 years, 8 months

Property ID# 10965, Listed by: Athena or Ted

12 5 4

Kissimmee

Kissimmee Orlando Area vacation rental

Summer:
$110 - $150/night, $750 - $945/week, $2,500 - $3,000/month,
Off Season:
$110 - $150/night, $750 - $1,120/week, $2,500 - $3,000/month,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Disney Florida Vacation Home Rental-3 Miles from Disney

Beautiful 4 bedroom/3 bath private villa, 3 miles from Disney and other attractions, with private pool and jacuzzi, fully furnished, game room, free internet use, free phone use, tennis courts, basketball courts, waher/dryer and all the comforts of home, sleeps up to 12 people. Our villa includes....
Distance to beach:
Key amenities: screened lanai, pool, hot tub, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 1 year, 1 month

Property ID# 16025, Listed by: Yona and Sam Geffen

12 4 3
Kissimmee vacation rentals that sleep 11  

Kissimmee

Kissimmee Orlando Area vacation rental
New as of 10/14/2009  


Off Season:
$150 - $200/night,

DSNYs Retreat - a Windsor Hills 5/5 West Facing Pool Home

This home is professionally decorated thru out, it has window dressings & ceiling fans in all rooms. There is highspeed broadband internet access, a games room, a full size heated pool & spa. The pool & spa has a light show and the spa has an extra pump for extra bubbles. There are 3 x king ensuite....
Distance to beach:
Key amenities: screened lanai, deck/porch/patio, pool, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 1 month

Property ID# 17918, Listed by: Dee & Frank

11 5 5
Kissimmee vacation rentals that sleep 10  

Kissimmee

Kissimmee Orlando Area vacation rental

Summer:
$130 - $155/night, $910/week,
Off Season:
$130 - $155/night, $910 - $1,085/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

4 bed 3 bath Exec Villa 2 miles from Disney - Emerald Island

Executive 4 bedroom 3 bathroom villa with heated swimming pool in a gated community. For a virtual tour of our villa please visit our website. Book the holiday of a lifetime at this executive villa in Emerald Island Resort, Kissimmee, Florida just 2 miles from the Disney Resort. This new, modern....
Distance to beach: There is no local beach
Key amenities: screened lanai, deck/porch/patio, pool, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, handicap accessibility
Time active on this website: 5 years, 3 months

Property ID# 8115, Listed by: Cheryl Tisdale

10 4 3

Kissimmee, Windsor Palms

Kissimmee, Windsor Palms Orlando Area vacation rental

Summer:
$150/night, $1,250/week,
Off Season:
$150 - $225/night, $1,115 - $1,555/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Stay in our Luxurious family friendly home

This Orlando vacation home villa is truly enchanting, and perfectly situated for magical vacations at Disney - closest to the parks and attractions. Located on the fabulous and select Windsor Palms, your family will be less than 3 miles from Disney - so first in - and less waiting! At Orlando vacati....
Distance to beach: Nearest beach is one hour
Key amenities: screened lanai, pool, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 4 years, 1 month

Property ID# 10672, Listed by: John Bond

10 4 3

Kissimmee, Sunset Lakes

Kissimmee, Sunset Lakes Orlando Area vacation rental

Summer:
$120/night, $700 - $800/week, $2,200/month,
Off Season:
$100 - $110/night, $650 - $7,500/week, $2,200 - $3,000/month,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Private Family Home Just Two Miles to Disney

You needn't compromise to find superior accommodations that are very near to all attractions, family friendly and nicely priced! The Plantation at Sunset Lakes offers all this. This comfortable home is located just two miles from Disney World, in the private and gated community of Sunset Lakes. ....
Distance to beach: Approximately one hour drive to Atlantic beaches
Key amenities: boat dock, screened lanai, deck/porch/patio, pool, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 2 years, 2 months

Property ID# 13176, Listed by: Jim

10 4 3

Kissimmee

Kissimmee Orlando Area vacation rental

Summer:
$675 - $900/week,
Off Season:
$600 - $800/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Luxury Villa less than 10 minutes from Disney

4 Bedroom, 2 bathroom luxury villa with private south facing pool located in Indian Ridge Oaks which is a quiet, tranquil community ideally situated for the theme parks and other attractions of the Orlando area. Disney is less than a 10 minute drive, Seaworld/Universal around 20 minutes and Interst....
Distance to beach:
Key amenities: screened lanai, pool, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 2 years, 1 month

Property ID# 14194, Listed by: Ian Bramley

10 4 2

Kissimmee

Kissimmee Orlando Area vacation rental

Summer:
$600 - $850/week, $1,800 - $2,200/month,
Off Season:
$400 - $900/week, $1,200 - $1,700/month,

Townhouse Living Near Theme Parks

Cypress Lakes is located in the quiet and gated community of Lakeside Estates. From our location, you have a quick and direct route to the theme parks of the area. This townhome is spacious and nicely decorated to appeal to all members of the family. The master bedroom has queen bed and private....
Distance to beach:
Key amenities: central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 2 years, 4 months

Property ID# 13950, Listed by: Gloria

10 3 2
Kissimmee vacation rentals that sleep 8  

Kissimmee, Westridge, Davenport

Kissimmee, Westridge, Davenport Orlando Area vacation rental

Summer:
$130/night, $910/week, $3,640/month,
Off Season:
$120 - $130/night, $825 - $910/week, $3,300 - $3,640/month,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Quality South Facing Heated Pool/Spa Home in Gated Community

This south facing, solar heated, pool/spa home is located in the newer prestigious gated community of the Manors at Westridge, not to be confused with the older part of Westridge. The home is very near to Disney, all Central Florida attractions and numerous golf courses. It is maintained to a very h....
Distance to beach:
Key amenities: screened lanai, deck/porch/patio, pool, hot tub, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 1 year, 10 months

Property ID# 14550, Listed by: floridasunhome

8 4 3
Owner Special: Special offer November 1 thru December 15 only $700 per week, $110 per night.

Kissimmee

Kissimmee Orlando Area vacation rental


Off Season:
$100 - $140/night, $750 - $980/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Florida Disney Magic in 4 Bedroom Luxury Villa

A 4 bedroom luxury villa furnished to a high standard throughout with everything you would desire in a vacation home. Ideally situated 15 mins from Disney Maingate and International Drive, all the theme parks and Central Florida attractions are within easy reach. The villa has it's own pool for t....
Distance to beach: 1 Hour Drive
Key amenities: screened lanai, deck/porch/patio, pool, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 3 years, 1 month

Property ID# 12485, Listed by: Neil & Lillian Smith

8 4 2

Kissimmee

Kissimmee Orlando Area vacation rental

Summer:
$99 - $125/night, $795 - $895/week, $2,500 - $2,800/month,
Off Season:
$99 - $125/night, $700 - $895/week, $2,500 - $2,800/month,

Rent A Slice of Paradise

This nicely decorated and very comfortable vacation home is located in Chatham Park, a newer, up market development of private villas. This one story home sleeps 8 people, has 4 bedrooms and 2 bathrooms with full linens, towels, and hair dryer provided. Enjoy having your own private screened enclose....
Distance to beach: Private pool
Key amenities: screened lanai, pool, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 5 years, 3 months

Property ID# 8172, Listed by: Vera Gualano

8 4 2

Kissimmee

Kissimmee Orlando Area vacation rental

Summer:
$99 - $142/night, $695 - $995/week,
Off Season:
$99 - $143/night, $695 - $995/week,

4 Bed Villa Premier Lake View Position Lake Berkley Resort

The villa is situated within Lake Berkley, Kissimmee, one of the most sought after locations for people wanting to rent a villa. For those visiting Disney it is just 5 miles away--approximately 10 minutes drive. All the other major theme parks are also very close by. For convenience and very cheap ....
Distance to beach: Beach is 1 hr drive away.
Key amenities: screened lanai, deck/porch/patio, pool, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 1 year, 9 months

Property ID# 12545, Listed by: Stephen

8 4 2

Kissimmee

Kissimmee Orlando Area vacation rental


Off Season:
$69 - $129/night, $799 - $899/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Truly Executive Brand New Three Bedroom Condo

Our beautiful 3 bedroom vacation condo in Cane Island is breathtaking. You will never want to leave! This holiday home is brand new and outfitted with stunning furnishings, warm earth tones, deluxe linens, and modern décor. It will comfortably sleep eight and there’s ample seating in this Cane Islan....
Distance to beach:
Key amenities: deck/porch/patio, pool, hot tub, jacuzzi, central A/C, washer&dryer, dishwasher, cable TV, VCR or DVD
Time active on this website: 1 month

Property ID# 17871, Listed by: Raju or Sai

8 3 2

Kissimmee

Kissimmee Orlando Area vacation rental
New as of 10/14/2009  

Summer:
$99/night, $699/week, $1,900/month,
Off Season:
$89 - $129/night, $599 - $900/week, $1,800 - $2,200/month,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

3 Bedroom Townhouse with Private Hottub.

Our home is situated in Kissimmee, within 20 minutes of Disney & all major attractions, many restaurants & golf courses within 5 minutes. It is a 3 bedroom, 2.5 bathroom, with a 4th room converted into a games room...this houses a foosball table, TV, DVD player, PS2 and games. There is also a futon ....
Distance to beach:
Key amenities: screened lanai, pool, hot tub, A/C units, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 1 month

Property ID# 17917, Listed by: Julie

8 3 2
Owner Special: Any week until 19th Dec 2009.....$599!!!!

Kissimmee, FL

Kissimmee, FL Orlando Area vacation rental


Off Season:
$65 - $175/night,

Brand New Windsor Hills 3BR/2BA Luxury Condo near Disney

Windsor Hills is the newest and greatest gated community located within the heart of Orlando’s premier tourist attractions. Windsor Hills boasts the closest proximity to Central Florida's theme parks. Windsor Hills has all the amenities of a Five Star Hotel or Resort. Our 3 bed/2 bath (1 king, 1....
Distance to beach: two buildings away from pool
Key amenities: screened lanai, pool, hot tub, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 4 years, 8 months

Property ID# 9312, Listed by: Tony Lopes

8 3 2

Kissimmee, Davenport

Kissimmee, Davenport Orlando Area vacation rental

Summer:
$850 - $1,000/week, $4,000/month,
Off Season:
$700 - $1,000/week, $2,800 - $3,700/month,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Luxury Theme Park 3 bedroom Villa with Private Pool

Welcome to our Florida villa. This unique American family home boasts its own private swimming pool and spa, white sand and palm trees in the secluded garden gives the feel of paradise. Fully air-conditioned with a separate dining room, breakfast area and family room with television and DVD playe....
Distance to beach: Own private swimming pool and spa
Key amenities: deck/porch/patio, pool, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 3 years

Property ID# 12548, Listed by: Carol and Paul

8 3 2
Kissimmee vacation rentals that sleep 6  

Kissimmee, Lindfields

Kissimmee, Lindfields Orlando Area vacation rental

Summer:
$825 - $920/week, $3,250/month,
Off Season:
$825 - $920/week, $2,900 - $3,100/month,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

DISNEYWORLD VILLA - Beautiful pool home very close to Disney

Our lovely home is situated in a quiet area within five miles of Disney World and is very close to all other attractions,shopping malls & some excellent golf courses. Lindfields is one of the closer areas to Disney, less than five miles. The Lounge has comfortable sofas and chairs, small tables an....
Distance to beach: On site in our own private pool.
Key amenities: screened lanai, deck/porch/patio, pool, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 5 years, 2 months

Property ID# 8108, Listed by: Andrena Crawford

6 3 2

Kissimmee, Windsor Hills

Kissimmee, Windsor Hills Orlando Area vacation rental


Off Season:
$100 - $160/night, $700 - $1,120/week,

See a full calendar with detailed availability and pricing for this Kissimmee vacation rental.

Jammin' Getaway

Reasons why you should rent this townhouse: -Located in the breathtaking resort community of Windsor Hills, less than 2 1/2 miles from The Walt Disney World Resort -Windsor Hills is the closest community to Disney -Three bedrooms and three bathrooms: king, queen and twins -Private pool with p....
Distance to beach: 2 hours from a beach.
Key amenities: screened lanai, deck/porch/patio, pool, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 3 years

Property ID# 12638, Listed by: Athena or Ted

6 3 3