Kissimmee Vacation Rentals, Villas, & More

1-50 of 625 Kissimmee Rentals

Sort:
1  2  3  4  5 
Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / 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 / 30

Kissimmee Townhouse
5 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$165

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Townhouse
Per night:$165 - $240
Per week:$1,155 - $1,680
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

CandyPalm Place

“ Excellent ”
March 14, 2015
Very Nice Townhome suited our family of 10 well. Great dishwasher, washer and dryer, microwave and splash pool. Would stay here again in a heart beat as we enjoyed shuffleboard, basketball, tennis, and the resort pool too!
KIm Craddock, Wisconsin, USA

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$90

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$90 - $99
Per month:$2,700 - $2,970
Pets allowed:Yes
Internet:Yes

The Pocahontas Villa Retreat is a beautiful 3 bedroom 2 bath modern home with all tile. It has a sparkling private pool - under umbrella table & chairs and BBQ Grill. Enjoy the modern eat in Kitchen that overlooks The family room featuring a large Flat Screen TV and DVD Player. Gaze...

See more

Close x

home clean and a nice place to stay

“ Excellent ”
January 25, 2015
We enjoyed the home and the pool and grill especially, the home was clean and comfortable, it also was nice to be close to Disney where we did go, but also close to putt putt golf and restaurants. The only problem we could not get the dvd player in main living room to work, don't know if instructions for remote would have helped but we were able to take a play station from one of the bedrooms and hook it up so we could watch movie together.
Karen Calhoun, Myrtle Beach

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Very Good ”1 Review

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$125 - $160
Per week:$875 - $1,120
Pets allowed:No
Internet:No

Tucked securely in a quaint gated community called Sunset Lakes is a 4 bedroom, 2 bathroom villa that can accommodate up to 8 people comfortably. Sunset Lakes is a peaceful subdivision situated approximately 10 minutes from the Walt Disney World entrance and is conveniently located...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”12 Reviews

from

$160

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$160 - $200
Per month:$4,800 - $6,000
Pets allowed:No
Internet:Yes

ALL RATES INCLUSIVE OF POOL HEAT AND TAXES Beautifully redecorated, recarpeted and refurnished for 2010 Our 6 bedroom 4 bathroom florida villa boasts a very private South facing heated pool and seperate toddler pool which backs onto a natural lake and conservation area, Genuine...

See more

Close x

no need to look no further

“ Excellent ”
March 16, 2015
Review: Matthew I would like to thank you for letting us enjoy your home, we had 6 adults and 3 children stay with us and there was so much room, we enjoyed the grill and lounge chairs in the sun by the pool when we were not out and about at the parks our shopping. None of the major parks were no more than a 20 minute drive, so we were able to make the most of our vacation by still getting back early enough to still enjoy the pool in the evening. The shopping was extremely close and tons of restaurants to choose from ( Joe's crab shack was our favorite) go for happy hour I recommend trying the hurricane category 5 cocktail! We had several grocery stores to choose from for our barbecue's and several souvenir shops to get our best value and quality, if you want that resort feel without compromising your privacy this is the place, thank you again, and we look forward to booking again for our next Florida Vacation
paul montondo, Watertown Ny

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 12
Bedrooms:5
Bathrooms:4.5
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This is a beautiful fully furnished 5 bed 4. 5 bath Pool and Spa home located in the gated golf community of Remington in Kissimmee. Has a huge master bedroom with KING SIZE 4 poster bed and a separate upstairs living area this is a huge house. The location is great and is close to...

See more

Close x

Muito Boa a Casa....

“ Excellent ”
April 21, 2013
Recomendo para quem tem filhos e vai com um grupo bom... Otimos quartos, super confortavel e com tudo.... Localizacao perfeita perto dos Outlets e Walmarts...e logico dos Parques
Luiz Bullio Neto, Natal, RN BRASIL

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 35

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$319

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$319 - $525
Per week:$2,233 - $3,675
Pets allowed:No
Internet:Yes

Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your...

See more

Close x

Kissimmee Florida Vacation Rentals - Apartment
1 / 35

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$79 - $145
Per week:$553 - $1,015
Pets allowed:No
Internet:Yes

Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 49

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12

“ 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 - Villa
1 / 25

Kissimmee Villa
6 Bedrooms / 5.5 Bathrooms / Sleeps 14

“ 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 - Apartment
1 / 27

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$79 - $165
Per week:$553 - $1,155
Pets allowed:No
Internet:Yes

Get ready to live out all your day dreams in this, 3 bed/2 bath condo. Situated on the ground level of building number 2, this unit has been professionally decorated with furnishings to the highest standards. This property contains impressive features, such as the 55- inch flat-...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 28

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 20

“ Excellent ”23 Reviews

from

$109

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:20
Type:Villa
Per night:$109 - $265
Per month:$3,270 - $7,950
Pets allowed:No
Internet:No

First class furnished house is waiting for you! It’s newly renovated keeping your class, comfort, privacy, fashion, modernization in mind. Best floor plans for the best five star community resort which is very spacious around 3500 square feet with 4 large king sized bedrooms,...

See more

Close x

Vacation

“ Excellent ”
September 13, 2014
Thoroughly enjoyed staying at this property. It met and exceeded expectations, we would definately stay here again.
Laura Karasek, Ohio

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”1 Review

from

$250

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$250 - $300
Per month:$7,500 - $9,000
Pets allowed:No
Internet:Yes

The villa, an exquisitely furnished property offers 2881 s. f. of air- conditioned flexible living & play space for up to 16 people, is located in the prestigious Emerald Island Resort, the closest gated vacation community to Disney world (3 miles). it is also close to Sea World,...

See more

Close x

Wonderful

“ Excellent ”
October 22, 2014
great property, very well equiped, a lot of room. placed 10 min. to Disney, quit nighberhood, clean, sw pool was ok. we enjoyed out week stay there very much.
Eyal Ashkenazy Adv, Israel

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 22

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$65

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Townhouse
Per night:$65 - $80
Per week:$455 - $560
Pets allowed:No
Internet:Yes

BOOK WITHIN 24 HOURS OF PRICE QUOTE AND GET AN ADDITIONAL $5 OFF PER NIGHT! Three bedroom, two bath townhouse only 7 miles from Disney on a beautiful gated community with 24 hour security! Full of amenities including 4 pools, hottubs, children's playground, business center,...

See more

Close x

Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

4 Bedrooms, 3 Full Baths, Pull Out Sofa Bed, (Sleeps 8- 10) Nicely furnished, well kept single family home with swimming pool and covered Lanai and to think just 3. 5 miles from Walt Disney World. Conveniently located in Indian Creek community off Rt 192 and I- 4. Great for...

See more

Close x

Clean, comfortable, close!

“ Excellent ”
March 8, 2015
The location was perfect, quick drive up to world drive toward the parks. Also very close to super target for last minute items and snacks. Clean, comfortable. Has a radio, and coffee maker for fun mornings. Nice, private feeling pool because of the landscaping.Bring detergent if you want to do laundry.
Jenna Cassidy, Upstate NY

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 35

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$109 - $165
Per week:$763 - $1,155
Pets allowed:No
Internet:Yes

Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your...

See more

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
5 Bedrooms / 5 Bathrooms / 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 - Home
1 / 16

Kissimmee Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 18

“ Excellent ”1 Review

from

$157

/ night

Email Owner
Bedrooms:8
Bathrooms:5.5
Sleeps:18
Type:Home
Per night:$157 - $372
Per week:$1,099 - $2,599
Pets allowed:No
Internet:Yes

Our emerald island villa with luxury furnished 8 bedrooms / 5. 5 baths 4 Master bedrooms ( 3 master suite, 2 family suite ) and private pool/spa is situated in the magnificent 24- hour gated security resort, just 3 miles from Disney World and close by dozens of other world- class...

See more

Close x

Great place to stay with 4 families.

“ Excellent ”
July 30, 2013
We had a great time renting this villa. We had 4 families in town for a baseball/Disney vacation. This home is perfect for kids, and close to Disney. The home was extremely clean and the on call staff was exceptionally helpful when needed.
Chet Angie Steubing, San Antonio, TX

See all reviews

Close x

Our home in Florida
1 / 18

Kissimmee Villa
5 Bedrooms / 2.5 Bathrooms / Sleeps 12

“ Excellent ”19 Reviews

from

$157

/ night

Email Owner
Bedrooms:5
Bathrooms:2.5
Sleeps:12
Type:Villa
Per night:$157 - $172
Per month:$4,710 - $5,160
Pets allowed:No
Internet:Yes

Our home is a gorgeous fully air conditioned, 2 storey, 5 bedroom home ideal for 2 or more families to share and still have plenty of privacy. The master bedroom has a King size bed, tray ceiling, cable tv, dvd player and patio doors overlooking pool and patio area. The master...

See more

Close x

Universal Trip and Sisters Bday celebration

“ Excellent ”
October 20, 2014
We just spent the weekend at this property and it was everything we had asked for. It was extremely comfortable, the rooms were very comfortable and the kitchen had everything you needed. They provided several things to entertain yourself with from books, board games, billiard table, and the pool was GREAT. The owner provided very informative instructions throughout the entire house. Menus of near by locations, even though we are extremely close to several stores, restaurants, and even entertainment spots. We went to celebrate my sisters birthday and she LOVED IT!! Definitely coming back whenever we go on our Orlando vacation. Thank you so much for the great service as well.
Jennifer, Miami, Florida

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 34

Kissimmee Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10

from

$410

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$410 - $645
Per week:$2,870 - $4,515
Pets allowed:No
Internet:Yes

Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Our Canadian- owned villa located on Archfeld Boulevard in the Windsor Hills area in Kissimmee, FL is available for rent! This spacious 5 bedroom/bathroom home is large enough to sleep up to 10 people comfortably, so large families do not fret! In the backyard you will have access...

See more

Close x

Kissimmee Florida Vacation Rentals - Apartment
1 / 27

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$89 - $145
Per week:$623 - $1,015
Pets allowed:No
Internet:Yes

Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
6 Bedrooms / 5 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

from

$158

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$158
Per week:$1,100
Pets allowed:No
Internet:Yes

This luxurious home is located in Trafalgar Village Resort, a premiere resort community located just minutes from shopping, dining, and Disney! The house has 6 bedrooms with 5 bathrooms and is beautifully appointed inside and out. The pool deck provides plenty of room for ...

See more

Close x

Great Home

“ Excellent ”
January 29, 2015
I was in Orlando for a wedding and stayed at this property with some family. It was very clean and had everything we needed. The neighborhood was nice and quiet, and the guard made you feel safe. It's quite a drive when heading into town but other than that it was awesome. Would recommend to anyone.
Jimmy Flemington, Tallahassee Fl

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$167

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$167 - $225
Per week:$1,169 - $1,555
Pets allowed:No
Internet:Yes

Large, private backyard with NO rear neighbors! NOT a condo! Game Room, WIFI, Private Pool, Four bedrooms, Two baths, More! Private backyard. Unlike most homes in the developments near Disney, there is NO walking path behind this home which gives you peace, quite, and ...

See more

Close x

Lovely home in quiet neighbourhood

“ Excellent ”
May 29, 2014
We had a lovely stay at this home in mid may. The neighbourhood was nice and quiet and was close to all the major Disney parks. We especially loved the pool area and spent a lot of time out here swimming, relaxing and eating!We also really enjoyed the games room, and challenging each other to basketball and fooseball games. We had everything we needed appliance wise in the kitchen and a large eating table which was great. The only thing was the garbage disposal in the sink of the kitchen smelt quite badly and there was nothing we could really do to help this. Other than that there's really nothing negative I have to say a bout our stay here. Great home and great location with a beautiful backyard and pool area. I would stay here again and recommend it to friends and family.
Sarah Dallaire, Gatineau, Quebec, Canada

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$119

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$119 - $139
Per month:$3,570 - $4,170
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 - Home
1 / 29

Kissimmee Home
6 Bedrooms / 4.5 Bathrooms / Sleeps 14

from

$200

/ night

Email Owner
Bedrooms:6
Bathrooms:4.5
Sleeps:14
Type:Home
Per night:$200 - $320
Per month:$6,000 - $9,600
Pets allowed:No
Internet:Yes

Incredibly beautiful, this 6 bedroom 4. 5 bath luxury home features large, screened pool and spa with gorgeous view of a heavily wooded conservation area. Located at the end of a cul- de- sac, this exquisite villa offers peace and privacy. With sparkling granite counter tops...

See more

Close x

1 / 17

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$157

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$157 - $207
Per month:$4,710 - $6,210
Pets allowed:No
Internet:Yes

Be one of the first families to make this 5 bed 4 bath fully furnished luxury home, with your own private screened south facing pool and spa backing on a conservation area in the new community of Calabria, your vacation home in Orlando! Located less than 6 miles from Disney's doorstep....

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 15

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ 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 - Villa
1 / 32

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 19

“ Excellent ”8 Reviews

from

$139

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$139 - $339
Per month:$4,170 - $10,170
Pets allowed:No
Internet:Yes

Located in the guarded resort community of Terra Verde, our home is only 8 miles from Disney and offers over 3200 sq. feet of fully air conditioned flexible living & play space.  Terra Verde Resort is one of the best located vacation home communities, just 15 minutes from...

See more

Close x

Great stay

“ Excellent ”
September 30, 2014
everything we needed for our stay.
Mike Reising, Davenport, IA

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 24

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$115 - $185
Per month:$3,450 - $5,550
Pets allowed:No
Internet:Yes

Property Ref RVH_150 This 1, 630 sq ft top floor condo is located close to the center of Reunion offering convenience and luxury in a peaceful landscaped setting. Located in Whisper Way, within the Villas South neighborhood of Reunion Resort, less than 200 yards from the...

See more

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$95

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$95 - $135
Per week:$665 - $945
Pets allowed:No
Internet:No

This wonderful 3 bedroom 2 1/2 bath townhouse is located in the exclusive gated community of Lake Berkley Resort. The townhouse offers a living area on the ground floor and the bedrooms are upstairs for privacy. There is a large community pool, heated Jacuzzi, and clubhouse with...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 24
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Welcome to this newly finished 8 bedroom 4. 5 bath lake view vacation home in the beautiful Terra Verde Resort – a premier award winning gated resort which has 24/7 man- gated security to ensure your stay absolutely 100% safe. The villa is specifically designed to accommodate up...

See more

Close x

Best Family Vacation EVER!!

“ Excellent ”
July 29, 2014
The house we rented was perfect, we had a mini family reunion the house accomadated us all, (19) of us. We had space that no one was on top of each other, close to all the parks, and stores. The community pool was Awesome. Cant wait to start planning our next vacation.
Rose Rivera, New Haven, CT

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 31

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 11

from

$315

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Villa
Per night:$315 - $475
Per month:$9,450 - $14,250
Pets allowed:No
Internet:Yes

Property Ref: RVH_086 This luxurious vacation rental home is located in the Fairway Ridge South neighborhood, in the desirable west- side of Reunion Resort. This neighborhood is surround by the beautiful landscape of the Tradition golf course designed by Jack Nicklaus. Reunion...

See more

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 27

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$109 - $179
Per week:$763 - $1,253
Pets allowed:No
Internet:Yes

Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your...

See more

Close x

Front view
1 / 13

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”13 Reviews

from

$140

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$140 - $170
Per week:$950 - $1,100
Pets allowed:No
Internet:Yes

Brand New! Beautiful 5 bed- room, 3 full bath villa in Emerald Island Resort, nestled within an area of protected wetland! Three miles to Walt Disney World and near a myriad of other attractions in Central Florida! Our villa offers 2000 s. f. of air- conditioned flexible ...

See more

Close x

Highly recommend!

“ Excellent ”
November 24, 2014
This is the perfect location - the house was clean, well stocked with linens/towels, very nice pool, owner and propertly managers were very friendly and answered all questions. It took about 10 minutes to get to the Disney parks. Highly recommend!
Tegan Farrey, Plover, WI

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Villa
Per night:$100 - $132
Per month:$3,000 - $3,960
Pets allowed:No
Internet:Yes

The Clubhouse Luxury Holiday Accommodation has a spacious and open- plan family room with ceiling fan, 2 over- stuffed sofas, plus occasional and coffee tables with lamps, a LCD flat screen HDTV, Digital HD Video Recorder, upgraded digital cable channels and DVD player, Entertainment...

See more

Close x

5 Star vacation!

“ Excellent ”
March 16, 2012
Linda and Laurie were wonderful to deal with. Very accommodating. We were 2 families who shared this property which had all of the amenities of home. Two of the bedrooms had their own ensuite which made it very practical for the adults. We had our "children" ages 16-23 with us and they loved the pool and games room. There are TV's in each room along with a playstation for them to pass the evening if they so chose. All of the rooms are spacious and as we were a group of 7, we found this ideal. There was lots of place to move around. The kitchen is well equipped enabling you to prepare meals at home instead of dining out - if that's your preference! This home is located a reasonable distance to all the theme parks and close to shopping. The gated community provides a secure feeling when you're in an unfamiliar neighbourhood. The neighbours are very friendly and helpful. I'm looking forward to our next visit to this property. Book this property with confidence:) You will be pleased that you did. I know we were!
Tina Noble, Fredericton, NB Canada

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 16

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ 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

Pool Area with separate hot tub for 12 people
1 / 13

Kissimmee Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

“ Excellent ”6 Reviews

from

$89

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Villa
Per night:$89 - $139
Per week:$623 - $973
Pets allowed:No
Internet:Yes

Perfect Jacuzzi Tub and shower for 2 people... Beautiful and well furnished Villa situated in the Venetian Bay Villages has all the amenities required for a relaxing and fun vacation. Rental villa provides Linens, Washer & Dryer, Microwave, Dishwasher, and much more. Stay ...

See more

Close x

Winter Vacation

“ Excellent ”
December 4, 2014
My experience with this rental was great. The house was nice and clean and accommodated myself and family well. I want to give a special thanks to Rob who really helped me in finding this rental. He sent me paperwork of things to do when you don't want to go to theme parks. He also answered all my questions and had such a great personality. I look forward to my winter vacation next year because I know who to call. Lol thanks again for allowing my family to enjoy Your Great property. See ya next year!!
Dena Ellis, Charlotte, NC

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

from

$208

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$208 - $333
Per week:$1,456 - $2,331
Pets allowed:No
Internet:Yes

Planning a Disney vacation and looking for a vacation home that accommodates up to 12 guests? We have a great option for you. It's spacious, comfortable, near Disney parks and inside a great resort community: Paradise Palms. You will fall in love with these 5 bedrooms, 4 bathrooms...

See more

Close x

Front
1 / 22

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”6 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$99 - $149
Per week:$699 - $990
Pets allowed:No
Internet:Yes

This brand new 4 bedroom vacation hosue has it ALL. It can fit two families (8- 10 people) This model features a spacious single story open floor plan, and a screened- in private pool With beautiful ceramic tile throughout the home and soft carpeting in each of the bedrooms, this...

See more

Close x

Great vacation home for a family

“ Excellent ”
November 11, 2013
It is a great home for our whole family to stay for one week. Everyone loved the stay in this home. It has ample room and bed for 10 people. The house. bed, linen etc are very clean and of good quality. To our surprise, it eve has all sets of cooking ware. It made us feeling live moving to a brand new house. My son gave it a super five star rating. He rarely gave high rating to hotels we visited. But this vacation home is truly exceptional. This excellent vacation home made our Orlando trip perfect! Kids enjoyed theme parks and adult enjoyed the comfortable home.
David Ye, New Jersey

See all reviews

Close x

Lower Unit
1 / 14

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$70 - $90
Per week:$490 - $630
Pets allowed:No
Internet:Yes

This beautiful main floor Kissimmee vacation condo with three bedrooms and two full bathrooms. It can sleep up to six guests comfortably. The Kissimmee vacation rental features a fully equipped kitchen with all the necessities to make you feel at home, a large dining and living room...

See more

Close x

Enjoyed Stay

“ Excellent ”
August 31, 2014
We enjoyed our staying at the condo. The rooms were quit spacious. A beautiful place to stay. Would stay there again.
Jean Edelman, Northampton, Pa USA

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 18

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Newly renovated, new kitchen, new floors, newly painted, , Beautiful updates come and visit us. Do you need a vacation? We can help. This beautiful condo is an end unit so the sun shines in. It has all the comforts of home and more. Washer, dryer, dishwasher, microwave,...

See more

Close x

Vacation

“ Excellent ”
August 16, 2011
It has been the best vacation ever. The condo is in wonderful condition, clean and we found everything that you can need to use. Put it this way, Laguna Bay Circle is the place to be, when you are away from home relaxing.
Sandy Francois, Valley Cottage, NY

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Home
1 / 5

Kissimmee Home
3 Bedrooms / 4 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:No

Do you want a home that is “far from the madding crowd”? Are you looking for an oasis of luxury in the countryside around Central Florida? If the answers to these questions are Yes, then we have the ideal home for your vacation. A trip through the citrus groves and the cattle...

See more

Close x

Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$69

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$69 - $99
Per week:$483 - $693
Pets allowed:No
Internet:Yes

This modern, purpose- built gated resort in Kissimmee has all the facilities that you would need to make your stay a memorable one. If you like to swim or sunbathe, just a few steps away from the door is the main pool area with a large child- friendly pool (heated seasonally) with...

See more

Close x

Wonderful stay!

“ Excellent ”
February 7, 2014
We stayed at this property for a week and had a wonderful stay. The home was beautiful, clean and had everything we needed. The property was close to store, restaurants and theme parks. We wiould live to stay here again for out next trip to Florida.
Tammy Lalime, Vermont

See all reviews

Close x

1 / 29

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / Sleeps 12

from

$720

/ night

Email Owner
Bedrooms:7
Bathrooms:7.5
Sleeps:12
Type:Home
Per night:$720 - $1,050
Per week:$5,040 - $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 - Home
1 / 16

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ 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 - Home
1 / 15

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$179

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$179 - $299
Per week:$1,253 - $2,093
Pets allowed:No
Internet:Yes

Larger families and groups of friends will love the Southampton vacation home in Kissimmee. This spacious 4- Star home features 4 bedrooms and 2 bathrooms, of which will comfortably sleep 10 guests. There is plenty of room to lounge in the two full living rooms. The Southampton is...

See more

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”22 Reviews

from

$245

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$245 - $500
Per month:$7,350 - $15,000
Pets allowed:No
Internet:Yes

Our 7 Bedroom villa is ideal for the two things you are supposed to do on an Orlando Vacation – REST and PLAY! ! ! It is spectacular because you will be Razzle- Dazzled by the many amenities that abound. Travel the world as you stay at our Enclave house in Emerald Island Resort...

See more

Close x

Home away from Home!

“ Excellent ”
March 26, 2015
Loved the house. Take my advice and heat the pool, it made a big difference to us, even in 85 - 90 degree weather. Close to Disney and necessary stores. We ate in most every meal which helped our budget a bunch.
Anna Smith, Fairfax Station VA

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Condo
1 / 14

Kissimmee Condo
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”6 Reviews

from

$90

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$90
Per week:$560
Pets allowed:No
Internet:Yes

Venetian Bay Villages is a gated community located in the central part of Kissimmee only 6 miles (15 minute drive) from Disney World with local shopping and restaurants within a half mile. Venetian Bay is the perfect spot for a relaxing vacation, family fun, grown- up getaway or...

See more

Close x

great stay

“ Excellent ”
January 2, 2015
the place was great we enjoyed staying their would recommend to family and friends easy access to everything I would stay again we found every to our likeness
tina greaves, bermuda

See all reviews

Close x

Kissimmee Florida Vacation Rentals - Villa
1 / 17

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$179

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$179 - $219
Per week:$1,253 - $1,533
Pets allowed:No
Internet:Yes

Newly Upgraded. Contemporary. Luxurious. Pamper yourself in our spacious 4 bedroom/4 bathroom air conditioned villa with all the amenities you and your family will enjoy. Our comfortable villa sleeps 10 magical guests and features a litany of premium enhancements to make your...

See more

Close x

1  2  3  4  5 

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 seeing killer whales, dolphins, manatees, sharks, polar bears, flamingoes, and penguins up close.
Outdoor Adventures
Airboat Tours are available via Aquatic Adventures Airboat Tours . Go bird watching, look out for alligators, or take a combination hiking tour/boat ride and learn all about the wildlife of the Florida wetlands.
Golf is a popular sport in Florida because of its year-round sunny weather. If you're a seasoned pro looking for challenging courses or just want to play mini-golf with the kids, Kissimmee has you covered.
Hot Air Balloon Rides are a great way to top off your Kissimmee vacation. Take a sunrise balloon ride over Central Florida's beautiful landscape and check out the wildlife from high above.
Fun With Kids
The kids will have no shortage of things to do while enjoying their time in Kissimmee vacation homes. Kids and parents will have all the comforts of home while having a blast exploring the nearby attractions. In addition to the great outdoors and amazing theme parks, the Kissimmee area also features lots of relaxing, family-friendly activities.
Medieval Times Dinner & Tournament is guaranteed to always be a fun time. Have dinner while being entertained by a live-action jousting tournament.
Osceola County Pioneer Village and Museum features many exhibits depicting life in the 19th century. Located in northwestern Osceola County, the Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
Green Meadows Petting Farm , located just minutes from Orlando, teaches kids about a variety of farm animals and even allows them to milk a cow. The farm also has a train ride and offers pony rides.
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More