Kissimmee Vacation Rentals

565 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Condo
Amazing Vacation

3BR / 2BA - Sleeps 6 - Kissimmee - Condo

Located less than 5 miles from Walt Disney World, this condo features a large living and dining space,...

$75 - $110 / nt

3 Reviews
Kissimmee Florida Vacation Rentals - Villa
Laurie

4BR / 3.5BA - Sleeps 8 - Kissimmee - Villa

The Clubhouse Luxury Holiday Accommodation has a spacious and open- plan family room with ceiling fan,...

$100 - $133 / nt

$700 - $930 / wk

2 Reviews
Kissimmee Florida Vacation Rentals - Villa
Lorraine

5BR / 3.5BA - Sleeps 11 - Kissimmee - Villa

Our beautiful villa is conveniently located in a small, quiet exclusive gated community called Sunset...

$160 - $220 / nt

$1,155 - $1,540 / wk

3 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
Paul

3BR / 2.5BA - Sleeps 6 - Kissimmee - Townhouse

We would like to welcome you to our townhome@Emerald Island resort, Kissimmee/Orlando Florida. Its...

$69 - $85 / nt

$450 - $545 / wk

$1,700 - $2,050 / mth

2 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
Johnson

4BR / 3.5BA - Sleeps 8 - Kissimmee - Townhouse

Enjoy your favorite vacation in this great 2- story townhome. Features include 4 bedrooms, 3. 5 bath...

$80 - $90 / nt

$450 - $500 / wk

$1,400 - $1,500 / mth

8 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
Hong

3BR / 3BA - Sleeps 8 - Kissimmee - Townhouse

Please rent one of our three town homes in the quiet and beautiful Crestwynd Bay in Kissimmee. They are...

$65 - $99 / nt

$349 - $649 / wk

$1,549 - $1,900 / mth

18 Reviews
Kissimmee Florida Vacation Rentals - Villa
Shane

8BR / 4.5BA - Sleeps 19 - Kissimmee - Villa

Welcome to this luxury finished 8 bedroom 4 and half bath lake view vacation home in the beautiful Terra...

$149 - $379 / nt

$999 - $2,513 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Villa
Manny

3BR / 3BA - Sleeps 8 - Kissimmee - Villa

great new home just 1 mile from Dsieny in Gated community. Our main page at My Orlando Stay - unit 14...

$69 - $89 / nt

$475 - $623 / wk

$1,400 - $1,600 / mth

3 Reviews
Kissimmee Florida Vacation Rentals - Home
Wayne

5BR / 3BA - Sleeps 12 - Kissimmee - Home

The luxurious villa that just oozes the great luxury will definitely enhance the charm of your vacation...

$1,345 - $1,650 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Villa
Joannah

4BR / 2BA - Sleeps 8 - Kissimmee - Villa

An executive four bedroom, two bathroom villa with lake views, which can accommodate up to 10 people...

$91 - $125 / nt

$643 - $870 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
Leanne

3BR / 2BA - Sleeps 8 - Kissimmee - Townhouse

Gorgeous Newer Townhome With All The Features Of Home In A Private Gated Resort- Like Community - You...

$100 - $150 / nt

$700 / wk

1 Review
Kissimmee Florida Vacation Rentals - Villa
Lili

8BR / 4.5BA - Sleeps 20 - Kissimmee - Villa

Please email us to check availability of this home or other homes we have! The Villa is fully air...

$1,599 - $2,999 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Home
Mary

5BR / 3BA - Sleeps 12 - Kissimmee - Home

Trafalgar village resort offers visitors to central Florida unique combination of community amenities...

$109 - $129 / nt

$763 - $903 / wk

1 Review
Kissimmee Florida Vacation Rentals - Condo
Mary

3BR / 2BA - Sleeps 8 - Kissimmee - Condo

New, beautifully furnished three bedroom, two bath condo at Club Cortile located near Disney, Universal,...

$75 - $89 / nt

$525 - $623 / wk

$1,350 / mth

9 Reviews
Kissimmee Florida Vacation Rentals - Villa
Maurice

3BR / 2BA - Sleeps 8 - Kissimmee - Villa

Our charming sweet home is conveniently located , in a dead- end and a small, quiet gated community...

$70 - $110 / nt

$595 - $780 / wk

$2,550 / mth

12 Reviews
Kissimmee Florida Vacation Rentals - Villa
Qiang

8BR / 4.5BA - Sleeps 18 - Kissimmee - Villa

Located in the guarded resort community of Terra Verde, our home is only 8 miles from Disney and offers...

$199 - $355 / nt

$1,299 - $2,499 / wk

7 Reviews
Kissimmee Florida Vacation Rentals - Villa
Rob

4BR / 3BA - Sleeps 10 - Kissimmee - Villa

The Magic Landing Villa is a luxurious 4- bedroom pool home situated in a new neighbourhood of Kissimmee,...

$100 - $185 / nt

$495 - $1,124 / wk

$1,900 - $2,800 / mth

29 Reviews
Marshfield Massachusetts Vacation Rentals - Villa
Michelle

4BR / 3BA - Sleeps 10 - Kissimmee - Villa

This luxuriously appointed private home comes complete with upgrade furnishings for all your home comforts: Family...

$147 - $195 / nt

$1,030 - $1,360 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Home
Tara

5BR / 4BA - Sleeps 10 - Kissimmee - Home

5 Bedroom 4. 5 Bathroom - Reunion Resort with Waterpark Access and In Law Quarters Overlooking Golf...

$349 - $479 / nt

$2,443 - $3,353 / wk

$7,500 - $9,500 / mth

0 Reviews
Kissimmee Florida Vacation Rentals - Home
John

4BR / 3BA - Sleeps 8 - Kissimmee - Home

Newly Renovated! 4 Bedrooms including: 2 Master bedrooms with King size beds and en suites 1...

$125 / nt

$875 / wk

1 Review
Kissimmee Florida Vacation Rentals - Home
Mary Ann

7BR / 4.5BA - Sleeps 16 - Kissimmee - Home

Luxury at an Affordable Cost! ! 4 King Masters (2 En- suites).. Large 6 person acrylic spa and pool...

$225 - $325 / nt

$1,575 - $2,275 / wk

4 Reviews
Gorgeous SOUTH FACING Private Pool!
Dave

3BR / 3BA - Sleeps 8 - Kissimmee - Townhouse

New End Unit! Our Most Private And Best Priced 3 Bedroom, 3 Bath Townhouse With Private South Facing...

$57 / nt

$399 / wk

5 Reviews
Kissimmee Florida Vacation Rentals - Home
Villa4U

7BR / 4.5BA - Sleeps 16 - Kissimmee - Home

Spacious two story 7 bed home located on the gated Resort Community of Crystal Cove Kissimmee, with...

$245 - $295 / nt

0 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
Zhaoxing

3BR / 3BA - Sleeps 8 - Kissimmee - Townhouse

This beautiful townhouse is just renovated with new furniture, bedding, kitchen, bath items, electronics...

$69 / nt

$499 / wk

$1,699 / mth

0 Reviews
Kissimmee Florida Vacation Rentals - Condo
Tony

3BR / 2BA - Sleeps 6 - Kissimmee - Condo

Windsor Hills is the newest and greatest gated community located within the heart of Orlando's premier...

$65 - $135 / nt

$455 - $945 / wk

4 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
Gerry

3BR / 2.5BA - Sleeps 6 - Kissimmee - Townhouse

Cancel that hotel! Why stay in a cramped room when you can get a large, upscale condo. DELUXE FEATURES:......

$79 / nt

$550 / wk

1 Review
Clermont Florida Vacation Rentals - Villa
Michael

6BR / 4BA - Sleeps 12 - Kissimmee - Villa

1. 'RATED EXCELLENT' by Tripadvisor 2. 'Top Rental Property - Winner 2011, ' awarded by Flipkey Congratulations...

$145 - $195 / nt

$1,015 - $1,365 / wk

15 Reviews
Kissimmee Florida Vacation Rentals - Villa
Mary Ann

7BR / 4.5BA - Sleeps 15 - Kissimmee - Villa

Ariel's Lakefront Hideaway is a luxurious vacation home, for the discriminating traveler, waiting to...

$225 - $375 / nt

$1,575 - $2,450 / wk

5 Reviews
Kissimmee Florida Vacation Rentals - Villa
Cheryl A

5BR / 4.5BA - Sleeps 12 - Kissimmee - Villa

Magical Dreams is perfectly placed in the Somerset Community, just 12. 5 miles away from Walt Disney...

$780 - $980 / wk

1 Review
Kissimmee Florida Vacation Rentals - Villa
Jeanie & Lou

6BR / 4BA - Sleeps 13 - Kissimmee - Villa

Remodeled Sept 2012, New carpets, travertine floors, furniture, plantation shutters, crown moulding,...

$1,299 - $1,755 / wk

0 Reviews
Living Room
Marilyn

4BR / 3BA - Sleeps 10 - Kissimmee - Home

4 Beds, 3 Full Bath, Private Pool, Gated Community within Lake Berkley Resort Master bedroom with...

$700 - $850 / wk

$2,000 - $3,000 / mth

0 Reviews
Kissimmee Florida Vacation Rentals - Villa
Sam

4BR / 3BA - Sleeps 10 - Kissimmee - Villa

This is the perfect vacation home to welcome you into your exciting, fun- filled dream vacation. It...

$95 - $115 / nt

$665 - $805 / wk

12 Reviews
Kissimmee Florida Vacation Rentals - Condo
Sadath

3BR / 2BA - Sleeps 8 - Kissimmee - Condo

Condominium: It is a reasonably priced, professionally decorated and furnished 3- bedroom/2- bathroom...

$65 - $90 / nt

$455 - $630 / wk

$1,600 / mth

0 Reviews
Bartlett New Hampshire Vacation Rentals - Villa
Byron

8BR / 4.5BA - Sleeps 18 - Kissimmee - Villa

Grand opening in July. Luxury 8 bedroom villa accommodates up to 18. Newly Upgraded 8- Bedroom Villa,...

$189 - $209 / nt

$1,199 - $1,299 / wk

2 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
David

3BR / 2BA - Sleeps 8 - Kissimmee - Townhouse

3Bedroom & 2 Bath Townhouse in gated community. The house is very well kept & clean. The house and complex...

$80 - $85 / nt

$500 - $525 / wk

$1,500 - $1,600 / mth

18 Reviews
Kissimmee Florida Vacation Rentals - Home
Marcy

6BR / 3BA - Sleeps 14 - Kissimmee - Home

Pooh's Villa is a newer home with the most luxurious "top of the line" furnishings including "high tech"...

$135 - $165 / nt

$950 - $1,150 / wk

43 Reviews
Kissimmee Florida Vacation Rentals - Villa
Paul

4BR / 2BA - Sleeps 8 - Kissimmee - Villa

The villa has four bedrooms, one king one queen and two two singles, swimming pool with spa. is fully...

$500 - $725 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Home
Jie

7BR / 3.5BA - Sleeps 16 - Kissimmee - Home

Water View Vactionhome is a 3100 sq ft. 2 story with 7 bedroom and tile roof. It on a oversized lot with...

$1,399 - $2,499 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
Sunshine

4BR / 3BA - Sleeps 10 - Kissimmee - Townhouse

Our luxury vacation rental villa is situated in a good- looking, prestigious gated resort community,...

$73 - $108 / nt

$78 - $600 / wk

$1,399 - $1,988 / mth

14 Reviews
Kissimmee Florida Vacation Rentals - Home
Mary

3BR / 2BA - Sleeps 8 - Kissimmee - Home

Visa. MasterCard, Discover accepted. The house sits on a third of an acre lot in a quiet neighborhood...

$99 - $1,296 / nt

$675 - $800 / wk

$2,500 / mth

0 Reviews
Kissimmee Florida Vacation Rentals - Villa
Murtaza

5BR / 4BA - Sleeps 13 - Kissimmee - Villa

Welcome to the Paradise Gardens Villa . The Villa is breathtaking! Amazingly stunning home accommodated...

$1,000 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Home
Chad or Debbie

4BR / 3BA - Sleeps 8 - Kissimmee - Home

Ideally located just minutes from Disney many great golf courses near by. Why stay in a cramped hotel...

$125 - $179 / nt

$983 / wk

$2,500 - $2,900 / mth

21 Reviews
Kissimmee Florida Vacation Rentals - Condo
Rohan

1BR / 1BA - Sleeps 6 - Kissimmee - Condo

Luxurious Orlando Hotel Condo Suite on Parc Corniche , situated in middle of action at popular International...

$55 - $85 / nt

$385 / wk

$1,200 / mth

1 Review
Kissimmee Florida Vacation Rentals - Villa
Dongzhao

7BR / 4.5BA - Sleeps 18 - Kissimmee - Villa

The spacious 2900 square ft highly furnished and fully air conditioned villa has been tastefully renovated...

$150 - $300 / nt

$1,099 - $1,499 / wk

2 Reviews
Kissimmee Florida Vacation Rentals - Villa
Stewart

4BR / 2.5BA - Sleeps 9 - Kissimmee - Villa

Take a "Palm" Escape and still be close to everything. Located behind the Super Walmart... in Popular...

$110 / nt

$770 / wk

$2,200 / mth

11 Reviews
Kissimmee Florida Vacation Rentals - Villa
Ibrahim

7BR / 4.5BA - Sleeps 16 - Kissimmee - Villa

This is an exquisite home which will leave you, your family or guests with warm memories in a home styled,...

$219 - $425 / nt

1 Review
Bartlett New Hampshire Vacation Rentals - Villa
Heather

6BR / 5.5BA - Sleeps 15 - Kissimmee - Villa

Our luxurious, six bedroom villa in the award- winning Terra Verde Resort features all the desired amenities...

$210 - $275 / nt

$1,450 - $1,750 / wk

1 Review
Marshfield Massachusetts Vacation Rentals - Villa
Peter

5BR / 3BA - Sleeps 10 - Kissimmee - Villa

Situated within a genuine 10 minutes drive from Walt Disney, just 1 mile from Wal- Mart by Medieval...

$120 - $147 / nt

$845 - $1,030 / wk

$3,380 - $4,464 / mth

2 Reviews
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