Kissimmee Vacation Rentals

565 Kissimmee Rentals

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Bradenton 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 - Villa
Eileen & James

6BR / 3BA - Sleeps 12 - Kissimmee - Villa

Specially designed for 2 families traveling together. This brand new villa has 6 bed/3 bath, one den,...

$89 - $185 / nt

$699 - $1,099 / wk

$1,900 - $2,999 / mth

4 Reviews
Kissimmee Florida Vacation Rentals - Home
Victor A

4BR / 2BA - Sleeps 10 - Kissimmee - Home

We are about 7 minutes away from Disney World Resorts and even near the finest dinning and great entertainment....

$80 / nt

$550 / wk

$2,000 / mth

20 Reviews
Kissimmee Florida Vacation Rentals - Home
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
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
Bradenton Florida Vacation Rentals - Villa
Shirley

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

Venetian Bay Villages is an upscale, family- friendly, GATED resort community – developed and built...

$120 / nt

$840 / wk

$1,700 / mth

0 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
V

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

Just perfect for families who want to be close to the Theme parks but don't want to spend big $$$ on...

$109 - $139 / nt

$763 - $973 / wk

$2,100 - $2,250 / mth

4 Reviews
Bradenton Florida Vacation Rentals - Home
Phil

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

This great Orlando vacation home is located in Oak Island Cove which is one of the closest communities...

$105 - $125 / nt

$735 - $875 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Condo
Sadath

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

Condominium: It is a professionally decorated and furnished and spacious 3- bedroom/2- bathroom condominium...

$60 - $85 / nt

$420 - $595 / wk

$1,500 / mth

4 Reviews
Bradenton Florida Vacation Rentals - Villa
Sandy

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

WOW! Our totally brand NEW renovated LUXURIOUS, Non- Smoking Villa located on the 24- hour guard gated,...

$159 - $299 / nt

1 Review
Bradenton Florida Vacation Rentals - Villa
Jane

7BR / 5.5BA - Sleeps 16 - Kissimmee - Villa

Seasons Palace is perfectly located on the exclusive Seasons community. Situated just minutes away from...

$150 - $250 / nt

$900 - $1,500 / wk

1 Review
Bradenton Florida Vacation Rentals - Home
Phil

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

This Orlando vacation home is a delight to stay in, with all the modern conveniences you need to make...

$95 - $115 / nt

$665 - $805 / wk

0 Reviews
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 - Townhouse
Sophia

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

Welcome to 1 of my 2 gorgeous vacation houses located on the same site, couple steps from each other....

$49 - $75 / nt

$380 - $525 / wk

$1,388 / mth

77 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
Bradenton 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 - Condo
Amazing Vacation

2BR / 2BA - Sleeps 1 - Kissimmee - Condo

Cane Island is a luxurious vacation community located less than 4 miles to the magical world of Disney...

$75 - $109 / nt

1 Review
Kissimmee Florida Vacation Rentals - Home
Karen

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

Luxurious house at Rolling Hills. 3 miles to Disney. Excellent location next to Disney. Bedding arrangements...

$119 / nt

$833 / wk

34 Reviews
Bradenton Florida Vacation Rentals - Home
Tom

9BR / 7BA - Sleeps 20 - Kissimmee - Home

This Spectacular 9 bedroom villa rental is one of the largest on the prestigious 'Boulevard' in Formosa...

$607 - $693 / nt

$4,250 - $4,850 / wk

0 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
Kissimmee Florida Vacation Rentals - Home
Andrena

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

A beautifully furnished home, with its own private pool, situated in a pleasant garden. Flowering bushes...

$920 - $1,150 / wk

0 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
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 - 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
Bradenton Florida Vacation Rentals - Home
Wayne

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

Don't Miss Out On This Executive Holiday Villa! 6 Bedroom, 4 Bath, Is Located Only 11 Miles From Disney...

$1,050 - $1,450 / wk

0 Reviews
Bradenton 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 - Villa
Raymond

6BR / 4BA - Sleeps 14 - Kissimmee - Villa

We thank the visitors for showing their interest in this beautiful Vacation Home! We are proud of our...

$200 - $271 / nt

$1,400 - $1,900 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Villa
Bjarne

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

Come and experience the finest living in this 5 bedroom 5 bathroom luxury villa just 1 mile to Disney....

$1,550 / wk

3 Reviews
Bradenton Florida Vacation Rentals - Villa
Maurice and Evelyn

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

"Pancho Villa"in Rolling Hills is a very well maintained and popular orlando luxury home on Disneys doorstep...

$128 - $139 / nt

$1,120 / wk

0 Reviews
Kissimmee Florida Vacation Rentals - Home
Marcy

3BR / 2BA - Sleeps 9 - Kissimmee - Home

Take a Break Florida 3 bedrooms, 2 and bathrooms and a pool with lots of privacy that get's plenty of...

$89 - $105 / nt

$620 - $700 / wk

13 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
Marjorie

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

A beautifully appointed home in a fantastic location. Compass Bay is a well cared for gated Community...

$715 - $830 / wk

0 Reviews
Bradenton Florida Vacation Rentals - Townhouse
Paiko

3BR / 2.5BA - Sleeps 8 - Kissimmee - Townhouse

Welcome to the furnished town home, located near Orlando Disney Area. The home is wonderfully decorated...

$50 - $65 / nt

$420 - $445 / wk

$1,450 - $1,475 / mth

2 Reviews
Kissimmee Florida Vacation Rentals - Villa
Matthew

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

All Rates Inclusive Of Pool Heat And Taxes Beautifully Redecorated, Recarpeted And Refurnished For...

$160 - $190 / nt

$1,100 - $1,300 / wk

6 Reviews
Kissimmee Florida Vacation Rentals - Villa
Andrew

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

Venetian Bay Villages is an upscale, family- friendly, GATED resort community – developed and built...

0 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
Bradenton 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
Bradenton Florida Vacation Rentals - Townhouse
Paulette and Bob

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

Luxurious 4 bedroom, 3 bathroom townhouse in gated resort community minutes from Central Florida's main...

$99 - $139 / nt

$594 - $973 / wk

$1,800 - $2,250 / mth

10 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 - 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
Ning

7BR / 5.5BA - Sleeps 16 - Kissimmee - Villa

Luxurious and Beautiful Villa is ideally located at exclusive Season Community , about 5 miles short...

$150 / nt

$799 - $2,099 / wk

6 Reviews
Bradenton Florida Vacation Rentals - Home
Villa4U

4BR / 2BA - Sleeps 10 - Kissimmee - Home

This very spacious single storey 4 bed two bath home is located on the newly established community of...

$145 - $165 / nt

0 Reviews
Resort Pool
Mei

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

Only 4. 5 miles to Disney, this elegantly furnished 3 bed/2 bath condo is located in a nice resort near...

$59 - $99 / nt

$413 - $785 / wk

3 Reviews
Bradenton Florida Vacation Rentals - Villa
Malte and Helen

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

Villa Laguna, a designated rental vacation home, was just redesigned by Helene Bonello- Strauss in...

$95 - $160 / nt

1 Review
Bradenton Florida Vacation Rentals - Home
Peter

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

Feel the luxury of a vacation in this 4- bedroom 3- bathroom, single storey vacation pool home in Trafalgar...

$109 / nt

0 Reviews
Kissimmee Florida Vacation Rentals - Townhouse
Sadath

3BR / 2.5BA - Sleeps 8 - Kissimmee - Townhouse

It is a 2- story townhome offering comfort, space, style privacy and a genuinely lush, cozy and most...

$65 - $90 / nt

$455 - $630 / wk

$1,600 / mth

3 Reviews
Kissimmee Florida Vacation Rentals - Home
Roger

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

Large, private backyard with NO rear neighbors! NOT a condo! Game Room, WIFI, Private Pool, Four...

$179 - $189 / nt

$1,183 - $1,323 / wk

$3,200 - $3,900 / mth

0 Reviews
Kissimmee Florida Vacation Rentals - Villa
Wendy

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

Grand Opening! Fully Furnished – Two Master Size Sites – Pool/spa – High Speed Wi Fi – 6 Tv’s...

$99 - $179 / nt

$699 - $1,099 / wk

10 Reviews
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