Kissimmee (608) Filter Cancel

1-50 of 608 Kissimmee Rentals

Sort:
1  2  3  4  5 
Kissimmee Florida Vacation Rentals - Villa
1 / 64

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14
Villa / 6 Bedrooms / Sleeps 14

(3)“ Excellent ”3 Reviews

from

$200

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$200 - $271
Per month:$6,000 - $8,130
Pets allowed:No
Internet:Yes

We thank the visitors for showing their interest in this beautiful Vacation Home! We are proud of our home and are sure that our guests will also be! ! It’s a luxuriously decorated 6 bedrooms and 4 baths home in fully gated community of the Windsor Hill in Kissimmee, considered...

See more

Close x

House

“ Excellent ”
February 20, 2015
it was a group of us that stayed in this home. we stayed from the thursday to the sunday. it was a beautiful home. the only things that did not work was the garbage disposal as well as the wifi. the house also needs curtains in the master bedrooms. other than that it was an excellent trip. the beds in the master rooms are simply AMAZING ! best weekend !!!! highly recommended .
Brittney Ebanks, florida

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $139
Per week:$875 - $973
Pets allowed:No
Internet:Yes

It's called "The Lion Kings! " and WOW, will you and your family absolutely fall in love with this Disney World area home, This spectacular, newly re- designed and newly furnished Disney World area home has TWO king- master bedroom suites, each with it's own king bed, cable...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 20

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6

(7)“ Excellent ”7 Reviews

from

$95

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$95 - $160
Per week:$665 - $1,120
Pets allowed:No
Internet:Yes

Villa Forresta is a fully furnished Vacation home with modern and comfortable appeal. The pool are overlooks a private wooded area with no rear neighbors. This single family home comes fully furnished with bed linen, towels and a fully equipped kitchen. You will also find a washer...

See more

Close x

Beautiful Home

“ Excellent ”
December 8, 2014
We really loved staying in this beautiful home while visiting Disney. There was plenty of space, comfortable beds, quality furnishings and appliances... gorgeous decorating through-out. We did have to go buy napkins, laundry and dish soap and more toilet tissue. Nothing like that is provided at all, so come prepared. Otherwise our stay was quite perfect! We would definitly stay at Villa Laguna again.
Sarah Gregga, Dayton, OH USA

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$100 - $122
Per week:$700 - $850
Pets allowed:No
Internet:Yes

4 Beds, 3 Full Bath, Private Pool, Gated Community within Lake Berkley Resort Master bedroom with a King size bed 2nd bedroom with a queen size bed 3rd bedroom with two twin size beds 4th bedroom with Two twin size beds 3 full bathrooms A large size private...

See more

Close x

Great stay for a great price

“ Excellent ”
April 15, 2015
House was very clean and well update. Will definitely stay again
Andrea Fencher, Coral Springs, FL

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 23

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8

(52)“ Excellent ”52 Reviews

from

$59

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$59 - $149
Per week:$430 - $553
Pets allowed:No
Internet:Yes

Welcome to 1 of my 2 vacation houses located on the same site, couple steps from each other. They are fully furnished the same way with free internet and free long distance calls to North America. This beautiful townhouse is located in the gated community of Paradise Cay. It features...

See more

Close x

Great Stay

“ Very Good ”
April 26, 2015
We rented this unit from January to April 2015 and it was a great complexe. Very close to all Disney attractions, restaurants and Walmart. House was clean and well maintained. We enjoyed our stay and would not hesitate to rent it again in the future.
Suzanne Miner, Canada

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(7)“ Excellent ”7 Reviews

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$150
Per month:$4,500
Pets allowed:No
Internet:Yes

Newly Renovated! 4 Bedrooms including: 2 Master bedrooms with King size beds and en suites 1 bedroom with Queen size bed 1 bedroom with double twin beds Games room with pool table and fos All rooms include cable programming with LCD TVs Screened Pool with Hot...

See more

Close x

4 days of enjoyment

“ Excellent ”
April 17, 2015
Thank you! We enjoyed the pool and hot tub. The space was great for family of 7 - 8 people. Good location and we felt safe and secure. Property well maintained.
Kay Warren, Gander, NL, Canada

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 12
Villa / 4 Bedrooms / Sleeps 12

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$150 - $175
Per week:$1,000
Pets allowed:No
Internet:Yes

Make the most of your next vacation with a stay at our villa. The villa is located at the exclusive Windsor Palms Resort. It is a short drive away from all the major attractions and parks that Orlando has to offer. Our villa has four bedrooms, three full baths. It sleeps up to...

See more

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 19

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$125
Per month:$3,750
Pets allowed:No
Internet:Yes

VERY FRIENDLY, PET FRIENDLY Sunny Oak is a very clean, ALL NEW TILED T/O, except bedrooms, perfect for Pet friendly, very well kept villa located in the peaceful community of Indian Point, only minutes to Disney, with shopping and restaurants just around the corner. A...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 Bedrooms / 5.5 Bathrooms / Sleeps 14
Villa / 6 Bedrooms / Sleeps 14

(3)“ Excellent ”3 Reviews

from

$165

/ night

Email Owner
Bedrooms:6
Bathrooms:5.5
Sleeps:14
Type:Villa
Per night:$165 - $200
Per week:$1,155 - $1,400
Pets allowed:No
Internet:Yes

Our Luxury Villas are located in the 5 Star Gated Community at Solana Resort. This HIgh End Villa is very spacious and are ideal for a two party groups or extended families. The nightly rate starts at $175 to $265 per night plus sales tax @7% depending on the time of year All...

See more

Close x

Family environment

“ Excellent ”
February 14, 2015
Good house with a few minor furniture repairs needed. The pool and hot tub were great. The community playground was a bit worn and in need of upgrades. 13+ miles from most Disney attractions. Convenient to 27.
Jim Anglin, Germantown, TN

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$169

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$169 - $271
Per week:$1,183 - $1,897
Pets allowed:No
Internet:Yes

A holiday home to remember for a lifetime. This could be a good definition for this sunny south facing home away from home, located at Windsor Palms resort, Kissimmee Orlando. Featuring spacious rooms, this house can sleep up to 8 guests. With 4 bedrooms and 3 bathrooms (one suite...

See more

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10

from

$120

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$120 - $195
Per week:$840 - $1,365
Pets allowed:No
Internet:Yes

This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney! ! and within a couple miles to restaurants, grocery stores and shopping. Stay in the lap of luxury when you book our professionally decorated unit inParadise....

See more

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 8

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$85 - $102
Per month:$2,550 - $3,060
Pets allowed:No
Internet:Yes

Suray is our Jewel. A gift from the Orient. A beautiful air conditioned 3 bed 2 bath villa with a west facing screened solar heated pool and deck overlooking a lake. The bedrooms comprise a King bed in the master, Queen bed in the guest and Twin beds in the third Bedroom. The villa...

See more

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 21

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6
Condo / 2 Bedrooms / Sleeps 6

from

$109

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$109 - $129
Per week:$763 - $899
Pets allowed:No
Internet:Yes

Welcome to 'Pool- Side Paradise' in Disney World! Please note that because we have several homes with availability, we do not update the availability calendar on this listing. Please email us and we'll respond quickly about this and our other homes. This gorgeous, magnificently...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16
Villa / 7 Bedrooms / Sleeps 16

(10)“ Excellent ”10 Reviews

from

$157

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$157 - $343
Per week:$1,099 - $2,399
Pets allowed:No
Internet:Yes

Welcome to our NEWLY RENOVATED vacation villa located in Emerald Island, a luxurious community only 3 miles from Walt Disney World. The enviable community at Emerald Island offers you the luxury and privacy of a 24 hour gated & guarded home base for your Disney trip and vacation....

See more

Close x

Great place - would stay here again

“ Excellent ”
January 27, 2013
This place was just as advertised. Close to Disney, very well maintained, spacious.
Philip Greenland, Chicago

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 14
Home / 6 Bedrooms / Sleeps 14

from

$221

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Home
Per night:$221 - $285
Per week:$1,547 - $1,995
Pets allowed:No
Internet:Yes

It’s only a 5 minute drive (2 traffic lights) away from the magic. There are resorts on Disney property that are farther from some of the parks than Windsor Hills. You can visit the parks in the morning, come back for a dip in the pool and be back in the parks for dinner and fireworks...

See more

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

Kissimmee Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10

(13)“ Excellent ”13 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Townhouse
Per night:$100 - $130
Per week:$700 - $900
Pets allowed:No
Internet:Yes

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of Florida attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious...

See more

Close x

Wonderful House

“ Excellent ”
December 14, 2014
I'm from Brazil and I would like to say that I spent a great time with my family at this vila. Everything was amazing. I would like to thanks Emery for always answer my emails so quickly. The house is better then in the photos. You can trust them! I would highly recommend this to anyone. :-)
Tiago Sales, Brasilia, DF Brazil

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 15

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$100 - $130
Per week:$700 - $900
Pets allowed:No
Internet:Yes

Welcome To Lakeside Villa. A Superb Executive 4 Bed Villa Overlooking Lake And Conservation Area, Boasting Over 2000 Sq Ft Living Space With 2 Family Rooms And 2 Dining Areas Plus Games Room! Peace And Tranquility Yet Only 10 Mins From Disney And All Attractions. Newly Furnished...

See more

Close x

Wonderful Villa

“ Excellent ”
June 27, 2007
Another wonderful Florida vacation!! This was our second year enjoying your beautiful villa. Lots of comfortable space and we especially loved the pool. The Sobolewski family. Pennsylvania
Kimberly Sobolewski, Indiana, PA

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 21

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8
Villa / 3 Bedrooms / Sleeps 8

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$180 - $200
Per week:$1,150
Pets allowed:No
Internet:Yes

These Kissimmee, Florida apartments are located in the Reunion Resort golf community. The clubhouse offers an outdoor pool, spa, and 3 golf courses. Free WiFi is provided in every apartment. Fully furnished, these apartments include a kitchen. A washing machine and a tumble...

See more

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 13

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

(5)“ Excellent ”5 Reviews

from

$150

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$150 - $250
Per week:$950 - $1,350
Pets allowed:No
Internet:Yes

This newly upgraded Mickeys Magical Vacation Home this 5- bedroom 4 baths resort home is located in the popular Resort Community in Indian Creek only 2. 5 miles to Walt Disney World Entrance in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and...

See more

Close x

Fun Time At Indian Creek

“ Excellent ”
March 11, 2014
Our initial response as we walked in the door was "what a beautiful clean generously sized home . Everything was there that you could possibly ask for to make the stay comfortable right from extra toothbrushes to the high quality Cuisinart coffee makers and appliances.The pool was well taken care of as the pool guy came twice during our two week stay. Because of it's central location there was easy access to the parks which made it convenient for ourselves , our kids and grandchildren to enjoy our stay. The owners Jesus and Aleida Velunza trusted us with bringing our two dogs which helped make our stay more enjoyable. We would definitely like to go there again and would recommend it to all our friends. Thanks for the memories. Pat & Collin Millis and the Millis Family.
Pat Millis, Windsor, On Canada

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

Kissimmee Townhouse
6 Bedrooms / 5 Bathrooms / Sleeps 14
Townhouse / 6 Bedrooms / Sleeps 14

from

$225

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Townhouse
Per night:$225 - $380
Per week:$1,575 - $2,660
Pets allowed:No
Internet:Yes

This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney! ! and within a couple miles to restaurants, grocery stores and shopping. Stay in the lap of luxury when you book our professionally decorated unit inParadise....

See more

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 16

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4
Condo / 2 Bedrooms / Sleeps 4

(8)“ Excellent ”8 Reviews

from

$65

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$65 - $110
Per month:$1,950 - $3,300
Pets allowed:No
Internet:Yes

Welcome to Caribe Cove Resort, Kissimmee. Caribe Cove is situated amidst a lush, wooded conservation preserve, yet minutes from Orlando 's world- class theme parks, attractions, golf, shopping, and dining. Find tranquility in Caribe Cove's idyllic natural setting, and ...

See more

Close x

Very Satisfied Guest

“ Excellent ”
March 27, 2014
Caribe Cove exceeded our expectations! Pictures and reviews were as described as when we booked. Rooms were clean. Staff was polite and helpful. My kids loved the heated pool. We look forward to our return back to this escape paradise!
Adam R. Wheelock, Syracuse NY

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 15

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

(1)“ Excellent ”1 Review

from

$170

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$170 - $190
Per week:$1,185 - $1,325
Pets allowed:No
Internet:Yes

If you're looking for a vacation holiday villa close to Disney World, Orlando, Florida then look no further. Our five bedroom, four bathroom luxury villa is just 5 minutes drive away! This is an absolutely gorgeous villa, with additions each year to make it a real home from...

See more

Close x

Awesome stay

“ Excellent ”
January 9, 2014
We recently rented "tropical View" from December 20th - January 8th 2014 and we had an awesome stay. This house was well maintained, spacious and had everything we needed. The owner even helped us to find a Christmas Tree (Thanks Douglas - everything worked out well!) I cooked a full traditional Christmas Dinner in the lovely well equipped kitchen. I can't say enough about this perfectly located villa. Thanks so much to Douglas and Margaret for sharing your beautiful home with my family. I would definitely stay there again and would highly recommend this property
Sandy Harding, Saint John NB

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 35

Kissimmee Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$315

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:10
Type:Home
Per night:$315 - $475
Per month:$9,450 - $14,250
Pets allowed:No
Internet:No

Property Ref: RVH_007 Luxurious comfort, Quality…. This beautiful home with four poster beds, private pool, spa and sun deck enjoys views of the famous Tom Watson Independence course at Reunion Resort. A brand new air conditioned movie and games room has recently been ...

See more

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(16)“ Excellent ”16 Reviews

from

$160

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$160 - $179
Per month:$4,800 - $5,370
Pets allowed:No
Internet:Yes

Dopey's Delight is a Disney vacation rental that is nestled in the popular Indian Creek community, less than 3 miles from Disney's doorstep in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and attractions that Orlando has to offer. With 5 bedrooms ...

See more

Close x

Best vacation ever!

“ Excellent ”
December 1, 2014
Wonderful home. Great floor plan . Plenty of room for all 9 of us. Fantastic privacy with 3 split bedroom with their own baths on opposite ends of home and 2 bedrooms that shared a bath. Plenty of dishes and cooking supplies very conducive for home cooked meals. The kitchen was a dream to work in. Easy drive to all Disney attractions and convenient to shops and restaurants. We all had a fantastic time. Home was clean and bright. Would definitely recommend to multi generational families. The space was very easy to share. Would stay again in the future. Only issue was no garbage pickup on Thursday due to thanksgiving holiday which was an issue due to raccoons trying to get into trash. Wish I would have known earlier so I could have talked to owner about an alternative.
Maggie Hendler, Elk Grove Village, Il. USA

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 14

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10

(38)“ Excellent ”38 Reviews

from

$29

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$29 - $79
Per week:$59 - $99
Pets allowed:Yes
Internet:Yes

'Every Day with Rachael Ray' Magazine recommended vacation home, on page 162, Dec. 2010/Jan. 2011 issue! ! ! Minutes to parks. Affordable luxury. Free Wireless Internet. Charming four- bedroom villas in the heart of Kissimmee, Florida. Minutes from Disney World, Sea World,...

See more

Close x

Excelente lugar

“ Excellent ”
May 21, 2015
Soy de Costa Rica. Nuestra estadía fue de 11 noches. La casa limpia a nuestra llegada. Las habitaciones cómodas, los baños limpios, el aire acondicionado funciona perfecto, la cocina es pequeña pero más que suficiente para cualquier necesidad, la televisión en todos los cuartos es un factor importante lo cual fue satisfactorio, las instalaciones, la piscina, el jacuzzi aunque lo usamos poco fue excelente. La seguridad en el lugar es muy buena. El trato de Jane fue excelente. Definitivamente me volvería a hospedar. Puntos por mejorar: aumentar la cantidad de toallas de baño.
Moisés Barboza, San José, Costa Rica.

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 41

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 10
Villa / 4 Bedrooms / Sleeps 10

(19)“ Excellent ”19 Reviews

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Villa
Per night:$110 - $128
Per month:$3,300 - $3,840
Pets allowed:No
Internet:Yes

Welcome to Indian Point Villa, our Villa is fully air- conditioned has four bedrooms two bath rooms a dinning area, kitchen and breakfast area, a double garage/games room its own very large private pool with toddlers pool in a netted area. New to the Pool area is a Hot- Tub/Spa...

See more

Close x

Fantastic Home

“ Excellent ”
May 22, 2015
This Villa is excellent, clean, fresh and a beautiful House. I would recommend this Villa to anyone. It has been updated to a high standard and felt like a home from home. The hot tube is great.
Katie Hothersall, Blackburn England

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 13

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$130

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$130 - $210
Per month:$3,900 - $6,300
Pets allowed:No
Internet:Yes

Beautiful Fully A/C + Ceiling Fans Villa, 4 Bedrooms 2 MASTER EN- SUITES. 2 Twin Bedrooms/One Disney Themed 101 Dalmatians. 3 Baths/Showers. South Facing Pool. A Single Level NON SMOKING Villa Accommodates Up To 8 Guests + Cot In Complete Comfort, Tastefully Furnished Throughout....

See more

Close x

Beautiful Heated Pool
1 / 51

Kissimmee Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 8
Townhouse / 4 Bedrooms / Sleeps 8

(5)“ Excellent ”5 Reviews

from

$39

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Townhouse
Per night:$39 - $200
Per week:$273 - $1,400
Pets allowed:No
Internet:Yes

This fantastic townhouse is an ideal home- away- from- home for your next vacation! Located in the Regal Oak resort just behind Old Town and “Fun Spot” USA off Hwy 192 and I- 4, this vacation house is a perfect place to relax and unwind. The newly constructed resort amenities...

See more

Close x

2705 Camero Drive

“ Excellent ”
December 17, 2013
We had a pleasant stay at this property.
Lane Staats, Shoreview, MN

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 48

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$125 - $139
Per week:$875 - $973
Pets allowed:No
Internet:Yes

"Welcome To Potter's Castle! WOW! ! Our new spectacular home called "Welcome to Potter's Castle! " may be available for your Disney/Orlando vacation dates and if it is, you and your children are in store for the most amazing, magical vacation experience you could ever...

See more

Close x

Excellent!

“ Excellent ”
May 26, 2015
We loved the house! Cozy and comfortable! we asked Frank a thousand questions before maKing a reservation and he answered them kindly and right away! Really close to parks, supermarkets and malls. Everything is just What you see in the photos. No Surprises! We will absolutelly come back! Thanks Frank
Jimmy Grohl, Zarate, Argentina

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

(24)“ Excellent ”24 Reviews

from

$99

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$99 - $179
Per month:$2,970 - $5,370
Pets allowed:No
Internet:Yes

Fully Furnished – Two Master Size Sites – Pool/Spa – High Speed Wi Fi – 6 TV’s –Games Area –Gated Resort . Villa Beaulieu, the luxurious house in top rated Solana Resort features 5BR (2 Masters) including two King sized, one queen sized, two twin beddings along...

See more

Close x

Excellent stay!

“ Excellent ”
March 4, 2015
Great place, great location. Home needs some work to stay updated and competitive with the rest.
Amma Jane, Ontario , Canada

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 37

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

from

$335

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$335 - $510
Per month:$10,050 - $15,300
Pets allowed:No
Internet:Yes

Property Ref RVH_092 This beautiful home is situated in the Homestead neighborhood within Reunion Resort. The great location within the Resort allows for easy access to amenities such as the restaurants and pool and the Grande, and the Seven Eagles pool and Pavilion all just 0....

See more

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 36

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

(7)“ Excellent ”7 Reviews

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$120 - $139
Per week:$840 - $973
Pets allowed:No
Internet:Yes

WOW will be your first reaction when you step into this NEWLY designed and furnished Disney World area condo. EVERYTHING is brand new from the new Brazilian cherry floors to the stainless steel kitchen and stone counter tops. You'll enjoy wall mounted flat screen TV's in every...

See more

Close x

Home away from home

“ Excellent ”
April 8, 2015
We really enjoyed our stay here. The condo was everything we expected. It was nice and clean and we did not encounter any issues at all. It truly felt like we were at home and in fact, our kids kept referring to it as home. I look forward to booking my next vacation to Orlando with Frank and Lenore.
Karla Gonzalez, Mt. Airy, MD

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 25

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

(67)“ Excellent ”67 Reviews

from

$43

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$43
Per week:$299
Pets allowed:No
Internet:Yes

Best Priced 3 Bedroom Condo For Rent At Windsor Hills. Disney Fireworks View Building - Watch Disney Fireworks, Never Leave Building. Closest To Disney - Be On Property In Two Minutes. - king Master Bed - free Wireless Internet - flat Screen Hdtv And Dvd Players...

See more

Close x

Awesome accomodations

“ Excellent ”
December 4, 2013
I loved this property!!! It was close enough to the parks for a quick drive yet far enough from the hustle and bustle of everything! It felt like a home away from home and would stay there again in a heart beat!
Melissa Marlein, Windsor, Ontario canada

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 20
Villa / 8 Bedrooms / Sleeps 20

from

$178

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$178 - $599
Per month:$5,340 - $17,970
Pets allowed:No
Internet:Yes

Newly owned 8 bedroom 5 bath 20 sleeper luxury villa for multi- family vacation stays, sports team stays, family reunions, golfing trips... 8 br/5 bath/private pool, spa and games room, free wifi, wii, private games room with air hockey and pool table. Please email us to...

See more

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / Sleeps 12
Home / 7 Bedrooms / Sleeps 12

from

$745

/ night

Email Owner
Bedrooms:7
Bathrooms:7.5
Sleeps:12
Type:Home
Per night:$745 - $1,050
Per week:$5,215 - $7,350
Pets allowed:No
Internet:Yes

Property Ref: RVH_001 . This unique, one of a kind, beautiful, private custom Estate Home features over 8, 200 sq/ft of luxury accommodation and balconies. This ‘WOW! ’ factor home is private, quiet and not overlooked. Soak up the Florida sun on the biggest rear deck...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

from

$165

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$165 - $358
Per week:$1,150 - $2,500
Pets allowed:No
Internet:Yes

Windsor Hills villa description Located in the 24/7 guarded and gated community of Windsor Hills, the Disney area's #1 Vacation Resort! Only 2 Miles from Disney. South facing pool/SPA for all day Sun exposure AND Extra privacy! an Exclusive feature, only few houses in Windsor...

See more

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 35

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10

(32)“ Excellent ”32 Reviews

from

$59

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$59 - $139
Per week:$79 - $354
Pets allowed:Yes
Internet:Yes

Welcome to your "home away from home! " You'll be greeted by a spacious and inviting interior when you step inside your vacation townhome at Coral Cay Resort . You will enjoy watching your favorite shows and DVD movies on the large 42” LCD TV in the living area. Your next gaming...

See more

Close x

Very nice

“ Excellent ”
March 18, 2014
Comfortable, felt right at home, has everything you need right at home.
Marlyn Sanchez, Miami

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10
Villa / 4 Bedrooms / Sleeps 10

(1)“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$100 - $110
Per week:$700
Pets allowed:No
Internet:Yes

Gorgious private Disney vacation villa only 3 miles from disney and close to all other attractions. Including 4 Bedrooms/3 full baths/ south facing private enclosed pool and jacuzzi/ game room/ and all the comforts of home away from home, with near by tennis/basketball/ playground....

See more

Close x

Disney Trip

“ Excellent ”
April 18, 2014
We enjoyed our stay, and enjoyed having a private pool. Kids loved the gameroom. Yona & Sam easy to work with!
Debbe Rosenthal, Augusta, Ga.

See all reviews

Close x

1 / 78

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

from

$69

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$69 - $129
Per week:$483 - $903
Pets allowed:No
Internet:Yes

1) Photos from 1 - 26: This is a condo in Villa At Island Club How would you like to be a 5- 10 minute drive from the Walt Disney World complex but enjoy your own vacation rental? These spacious 3 Bed 2 Bath villas @ Island Club are individually decorated and fully stocked with...

See more

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 24

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Townhouse
Per night:$120 - $160
Per week:$840 - $1,120
Pets allowed:No
Internet:Yes

Encantada Resort - Kissimmee, Florida is an upscale gated community located just 4 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay you will enjoy this...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$125 - $160
Per month:$3,750 - $4,800
Pets allowed:No
Internet:Yes

Many homes in the area will promise similar executive accommodations, but take a closer look and compare it with our home before you make your final decision. An unbeatable location, pool and jacuzzi spa, lake views and cozy installations that accommodate equally able and disabled...

See more

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 31

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $185
Per month:$3,750 - $5,550
Pets allowed:No
Internet:Yes

Property Ref RVH_063 Located in the upscale Reunion Resort community of Center Court Ridge. The condo is located in Building K, so too is RVH_054 if you are looking for two condo's in the same building. This third floor, corner unit with stunning Golf views has three beds and...

See more

Close x

Stacey Sage Home

“ Excellent ”
January 24, 2015
Very well decorated, and would stay there again. Beautiful home
Eve Black-Venters, nort carolina

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 49

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

(27)“ Excellent ”27 Reviews

from

$145

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$145 - $200
Per month:$4,350 - $6,000
Pets allowed:No
Internet:No

1. 'RATED EXCELLENT' by Tripadvisor 2. 'Top Rental Property - Winner 2011, ' awarded by Flipkey Congratulations ! Based at exceptional guests reviews and impressive listings . Kissimmee Vacation Rentals With 3000sqft of fully air conditioned space incorporating 6 bedrooms,...

See more

Close x

Great Place

“ Excellent ”
December 4, 2014
We are a group of eight golfers from Ontario who venture to the Orlando area each fall for one last "golf your brains out" week before retiring from the game until the next Canadian spring allows for yet another season. We are returning renters of Jacksonvilla which in itself says something about the level of satisfaction we have with this accommodation. The house is well appointed, centrally located and fits our needs to a "tee"! The house's owner, Michael, is very accommodating to deal with as is his property management "guy" who deals with your every need on a very timely basis.Great place, great price!
Jim Young, Kingston, ON

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 11

Kissimmee Townhouse
3 Bedrooms / 3.5 Bathrooms / Sleeps 10
Townhouse / 3 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3.5
Sleeps:10
Type:Townhouse
Per night:$125 - $225
Per week:$875 - $1,575
Pets allowed:Yes
Internet:No

Our condos and townhomes offer a more budget friendly option than any equal quality hotel and feature modern conveniences with the space and privacy to relax and enjoy your vacation. Spend an evening curled up with a good book in your cozy living room after a long day; enjoy the ...

See more

Close x

Excelente

“ Excellent ”
March 1, 2015
Muy bien ubicado, la casa es divina, las camas muy cómodas, todo bien, felicitaciones
Gabriela Bahamonde, Ecuador

See all reviews

Close x

1 / 9

Kissimmee Villa
6 Bedrooms / 5 Bathrooms / Sleeps 14
Villa / 6 Bedrooms / Sleeps 14

(1)“ Excellent ”1 Review

from

$122

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Villa
Per night:$122 - $258
Per week:$850 - $1,800
Pets allowed:No
Internet:Yes

Luxury 6Br/5Bt Villa with Pool/Spa, Games, Wireless High Speed Internet, Gas BBQ Grill. Beautiful Villa in breathtaking, highly maintained resort community. Professionally decorated 6 bedrooms, 5 full bathrooms with pool, spa, child safety fence and covered lanai. Sleeps 13...

See more

Close x

Great Get-A-Way

“ Excellent ”
July 6, 2013
This house was beautiful! We we're pleasantly surprised when we opened the door. It is beautifully decorated, very comfortable and plenty of room and space to relax. We didn't want to leave. The kids we're in the pool every night and the older ones enjoyed the clubhouse. We we're in a very convenience spot, close to the local stores and restaurants and the neighborhood was very nice and quiet. Each time we visit Florida - it just gets better and better. Thanks for such a great place to stay. We really enjoyed our trip!
Bernie Sims, Canton, Ohio

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 10

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 4
Condo / 1 Bedroom / Sleeps 4

from

$85

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$85
Per week:$589
Pets allowed:No
Internet:No

Vacation Village at Parkway is the home base for your sun- drenched Florida vacation. The resort boasts all the comforts you'd want in a deluxe suite accommodation and then some! The resort offers 6 swimming pool to cool off after a day at the exciting local attractions, a picnic...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 32

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 18
Villa / 7 Bedrooms / Sleeps 18

(6)“ Excellent ”6 Reviews

from

$150

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$150 - $300
Per month:$4,500 - $9,000
Pets allowed:No
Internet:Yes

The spacious 2900 square ft highly furnished and fully air conditioned villa has been tastefully renovated & decorated to feature your all vacation needs . Brand new & high standard beddings & linens to ensure you comfortable and peaceful nights . Each bedrooms features cable TV, ...

See more

Close x

beautiful vacation

“ Excellent ”
March 23, 2015
just got back from a fantastic week here. we had really lucked out with weather-everyday was 80+F. Lots of space for 7 adults and 7 kids, lots of room, nobody felt on top of each other. beautiful view out back to lake give you feeling of privacy. pool was warm and hottub hot. kids had a blast. short walk to clubhouse with lots of fun activities and a bigger pool. only about a five minute drive to groceries as well. i would recommend this place for anyone. it was a total hassle free vacation. thanks donna for all professionalism.
jeff bloom, toronto canada

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 48

Kissimmee Villa
5 Bedrooms / 3.5 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

(3)“ Excellent ”3 Reviews

from

$140

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Villa
Per night:$140
Per week:$975
Pets allowed:No
Internet:Yes

LAST WEEK OF APRIL AND AVAILABLE DAYS IN MAY NOW 30% DISCOUNT A WARM & INVITING WELCOME awaits you at our idyllic LAKESIDE family home ... THE PRESIDENTIAL LODGE. As the name suggests, we've spared no expense in creating a luxurious yet comfortable home where you and your...

See more

Close x

Well deserved Vacation.

“ Excellent ”
May 22, 2015
Had vacationed in area before, however the place we had stayed seemed to be going downhill and then was sold. Searched on line and found this place and had several discussions with Owner. Decided to try it. My wife has recently been thru hell and this vacation was her dream for the year and it turn out to be just that. Totally enjoyed every minute, beautiful place and very well furnished. Pool was so enjoyable....loved the place.
Charlie Waskiewicz, coventry, RI

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 15

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 4 Bedrooms / Sleeps 7

(2)“ Excellent ”2 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:7
Type:Home
Per night:$99
Per week:$693
Pets allowed:No
Internet:Yes

This Luxury Vacation Villa was renovated and newly furnished in Spring 2011. The eclectic designed vacation homes offers accommodations for up to 8 people. The master features a King bed. The second master features a queen bedset. The third bedroom features another queen bed. The ...

See more

Close x

Thanksgiving weekend homebase

“ Excellent ”
December 6, 2014
Great location. Super amenities. Friendly and helpful owner. Awesome. Will stay there again and strongly recommend.
Pablo Gomez III, Miami. fl.

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16
Villa / 7 Bedrooms / Sleeps 16

(12)“ Excellent ”12 Reviews

from

$143

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$143 - $286
Per week:$999 - $2,000
Pets allowed:No
Internet:Yes

An extremely popular vacation home Located less than three miles from Walt Disney World, 3000+ sq ft spacious living space, 7 bedrooms & 4. 5 bathrooms, fully equipped kitchen & laundry, beautifully decorated living & dining area and a game room, Disney Sunshine is the perfect...

See more

Close x

Very nice property!!!

“ Excellent ”
May 4, 2015
Owners are very friendly and accommodating!!! They work with you every step of planning and booking!! House is exactly as shown. We went as a family of 12 to WDW for 12 days and loved the house! I would rent this house again in a heartbeat and highly recommend it to anyone who asks!!!!
Lisa Frymyer, Lancaster, Pa

See all reviews

Close x

1  2  3  4  5 
12345
page 1 of 13
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More

About Kissimmee

Kissimmee, Florida Travel Tips

Located only moments from Orlando, the beautiful resort town of Kissimmee offers the best that Florida has to offer. Families looking for vacation rentals in Kissimmee, FL have many accommodations to choose from, but renting a home is the best bang for your buck while on a Kissimmee vacation. Rentals by owner offer much more space and privacy than a hotel room, and renting by owner ensures that homes are very well maintained and updated. Keep reading to learn more tips about how to have a memorable Florida vacation in Kissimmee.

Beaches and Parks

Because it is such a popular tourist destination, there is an abundance of available vacation homes in Kissimmee. Families interested in spending time at the beach can easily find great accommodations, but hurry! Beach houses for rent in Kissimmee, FL are quickly snapped up. Make sure to reserve your spot online well in advance to save time and money.
St. Cloud Lakefront Park and Beach offers a fishing pier, splash pad, family picnic area, volleyball court, and playground. Located along the breathtaking Lake Tohopekaliga, this park is a great place to spend a relaxing afternoon.
Cocoa Beach, located just an hour's drive from Kissimmee, features beautiful weather, whale watching, fine dining, and golf.

Things to Do

A great feature of Kissimmee vacation homes is their central location to a number of popular attractions. Theme parks, outdoor activities, and fun things for the kids can all be found within a short drive. Read on to find out more about the variety of activities waiting for you in the Kissimmee area.

Theme Parks

What probably comes to mind when looking for houses for rent in Kissimmee, FL is the town's close proximity to world-famous theme parks. The magic of Disney World, Universal Orlando, and SeaWorld are only a short drive away while staying at this delightful vacation spot.
Walt Disney World needs no introduction. As the most visited entertainment complex in the world, this beloved attraction boasts four theme parks and two water parks.
Universal Orlando consists of Universal Studios, Islands of Adventure, and Wet N' Wild Orlando. Visitors can enjoy a variety of shows, dining, and events right within the borders of the park.
SeaWorld is another favorite of those visiting the Orlando area. With tons of shows, exhibits, dining, and shopping, there is surely to be something for everyone to enjoy. Kids will adore ...

Read more