Kissimmee Vacation Rentals, Homes, & More
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Kissimmee Florida Vacation Rentals - Villa
1 / 35

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

(5)“ Excellent ”5 Reviews

from

$115

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$115 - $185
Per month:$3,450 - $5,550
Pets allowed:No
Internet:Yes

This new 4br/3br/2 Masters 4- bedroom/3- bathroom villa has a large pool and Jacuzzi, TV in every room and GameCube, pool table and air- hockey, and is conveniently located in "Hamlet at Westhaven" community, a gated resort next to Champions Gate golf complex, off I- 4, just...

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A super relaxing vacation

“ Excellent ”
August 26, 2013
This home was everything it advertised itself to be and more. The neighborhood is quiet which was very relaxing after a full day at the parks. The beds were comfy, the water pressure in the showers was great, and the kitchen set-up was wonderful. The only problem was with the family room couches...they were so relaxing that I had to wake up various family members and send them off to bed a couple of times by the end of the week. I highly recommend this home to anyone wanting to experience all the amazing attractions in Orlando but still be able to relax at the end of the day!
Jennifer Buckley Carrick, Virginia Beach, VA

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Kissimmee Florida Vacation Rentals - Home
1 / 19

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

(42)“ Excellent ”42 Reviews

from

$119

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$119
Per month:$3,570
Pets allowed:Yes
Internet:Yes

Luxurious house at Rolling Hills. 3 miles to Disney. Excellent location next to Disney. Bedding arrangements are TWO King master suites. Two twin beds in bedrooms three and four. TV's in Family Room and ALL bedrooms. Pool and deck overlook lake. Games equipment in ...

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Great House !!!

“ Excellent ”
January 18, 2015
We had a great experience in your house. We felt like at our won home. The check in time is to early considering that we travel oversea and sometimes we had to make late flights. So I had to pay U$80 extras to stay from 10 AM to 4 PMWe would like toknow
Alvaro Velez, Bogota, Colombia, SA

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Kissimmee Florida Vacation Rentals - Condo
1 / 47

Kissimmee Condo
3 Bedrooms / 1 Bathroom / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$59

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Condo
Per night:$59 - $129
Per week:$413 - $903
Pets allowed:Yes
Internet:Yes

3 Bedrooms, 3 Bathrooms, Sleep 8, Free Wifi, Nintendo Wii, Baby Ready! Welcome to Sun Lake condo, just 1 of 3 identical units that we have available in this wonderful resort, is the perfect place for your next vacation getaway. This gorgeous condo meets the vacationing...

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Did not want to leave!

“ Excellent ”
March 18, 2015
We were in town for a conference at Gaylord Palms, and we rented two condos here at Sun Lake. All my colleagues were all impressed with the home, and there were plenty of places to eat nearby. Also very close to shoppings and walmart. Booking the homes were very straight forward, and the management was quick to answer all questions. I am planning another trip to Disney with my kids, and would not hesitate to stay here again.
Johnathan Steele, Atlanta

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 10

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

(5)“ Excellent ”5 Reviews

from

$75

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Townhouse
Per night:$75
Per week:$525 - $650
Pets allowed:Yes
Internet:Yes

Venetian Bay Villages is a community full of white picket fences, friendly sidewalk trails, numerous pools and a clubhouse that rivals any major resort. It is located only minutes away from the restaurants and attractions on the 192 Highway. The resort style pools and clubhouse...

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Very Nice!

“ Excellent ”
April 2, 2014
We stayed at this house for 1 week and were very happy with the home. The pictures on the website were accurate and it was exactly as we hoped it would be. The complex was excellent as well and had more services than we expected. Annemarie was wonderful to deal with and she went above and beyond to make everything work for us and our trip.
Steve Vanderzwan, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 14

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

(16)“ Excellent ”16 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$100 - $175
Per week:$675 - $850
Pets allowed:No
Internet:Yes

Gated community, private screened pool, 4 BR, 3 BA, living room, dining room, kitchen, washer/dryer. Living Room- This spacious, comfortable room is beautifully furnished and looks directly out onto the swimming pool and patio area. It has sofa, coffee table, lamps,...

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Great home

“ Excellent ”
March 9, 2015
This home is a great rental!! It was probably the best stocked home with all the things you need to cook with that I have stayed in. Lots of room for several couples or for a big family. The location was very close to shopping and lots of good flea markets, attractions and Disney. The house has lots of movies and games for the children also. All in all just a good family place to stay!!!
Jo Hamilton, Ashland, Kentucky

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

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

from

$175

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$175 - $385
Per month:$5,250 - $11,550
Pets allowed:No
Internet:Yes

7 Bedrooms, 4 Bathrooms, 1 Half Bath, Sleeps 16 Located in the Emerald Island gated resort community, Li- Do Retreat is comfort, entertainment and luxury accommodations for entire families are provided by this spacious, professionally decorated and air conditioned vacation...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 19

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8

(43)“ Excellent ”43 Reviews

from

$49

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$49 - $149
Per week:$325 - $545
Pets allowed:No
Internet:Yes

Beautiful 3 bed townhouse on Regal Oaks resort at Old Town Kissimmee. Regal Oaks resort is ideally located 3 minutes from Disney and very close to the I4 for easy access to Universal and Sea World which are about 15 mins drive. It is set in a forested area behind Old Town Kissimmee...

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Great place to stay!

“ Excellent ”
May 21, 2015
We were so pleased with our stay! Very comfortable and close to everywhere we wanted to be. The pool is wonderful! And the staff couldn't be more friendly and helpful. Ian was great as well! Any questions were answered very promptly! Thank you so much! We are so looking forward to our next stay in August and we will certainly be back after that!
Sandra Marsh Fitzlaff, Titonka, Iowa

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Kissimmee Florida Vacation Rentals - Home
1 / 18

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

(43)“ Excellent ”43 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$100 - $112
Per month:$3,000 - $3,360
Pets allowed:Yes
Internet:Yes

The Pirates Retreat has 4 bedrooms, 2 and bathrooms, Sunny Pool, and it is on the WATER with a beautiful view. It has a Game Room with a Pool Table, Ping Pong Table, Foose Ball Table & Dart Board and other games. The house also includes High Speed Wireless Internet, Cable TV...

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Perfect Disney option

“ Excellent ”
July 5, 2015
The was clean nice relaxing pool. Easy access to the parks and shopping areas.
Tim, Savannah, GA

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Kissimmee Florida Vacation Rentals - Home
1 / 35

Kissimmee Home
6 Bedrooms / 6 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$300

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$300 - $390
Per month:$9,000 - $11,700
Pets allowed:No
Internet:Yes

Spend your vacation relaxing in this stunning 6 bedroom 6 bath vacation villa, located in the beautiful Retreat at Champions Gate. Minutes from Walt Disney World Orlando, this remarkable home features a coastal inspired elegance. BRAND NEW, this home is professionally decorated...

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Windsor Palms Resort Club House
1 / 20

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$115

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:12
Type:Home
Per night:$115 - $165
Per month:$3,450 - $4,950
Pets allowed:No
Internet:No

This luxury vacation home is located in the top- rated popular Windsor Palms resort, which is a 24x7 securely gated community with just 3 miles (5 mins drive) to Disney. This home was equipped with all solid wood high quality furniture, mattresses, and electronics/appliances. The...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

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

from

$195

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:14
Type:Townhouse
Per night:$195 - $350
Per week:$1,365 - $2,450
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....

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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...

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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

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Kissimmee Florida Vacation Rentals - Home
1 / 57

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

(1)“ Excellent ”1 Review

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$129 - $179
Per week:$903 - $1,253
Pets allowed:Yes
Internet:Yes

The only thing missing from Disney’s Beach House is the sand between your toes! and YOU... Local artists were called in to paint incredible murals on the walls, transforming the living room into your own private beach! and each bedroom will take you to a different tropical country....

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Kissimmee Florida Vacation Rentals - Home
1 / 25

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

(3)“ Excellent ”3 Reviews

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$165 - $240
Per month:$4,950 - $7,200
Pets allowed:Yes
Internet:Yes

Remy's Refuge is a 4- bedroom, 3- bathroom house with a private, screened- in pool and a lakeside view. The open- concept living space is bright and airy with a newly- renovated kitchen, black granite breakfast bar and seating area with a flat panel television. Two identical...

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Good view, but not much sun.

“ Very Good ”
October 23, 2014
PROS: Nice view, well maintained home, good price & size for small family or a couple, close to Disney Parks.CONS: Pool heat poor, pool area gets very little sun.
John Bochiechio, Buffalo, NY

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Welcome!!
1 / 24

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

(7)“ Excellent ”7 Reviews

from

$100

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$100 - $175
Per week:$700 - $1,225
Pets allowed:No
Internet:Yes

This Luxuriously appointed home is presented with upgraded furniture and fittings throughout, and fully air conditioned to create a comfortable indoor climate. With1 bedroom and bathroom located on the ground floor of the home, it is an ideal choice for groups with elderly...

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Perfect Vacation

“ Excellent ”
April 2, 2013
We were a little nervous renting a house for the first time, but Marilyn made us feel very comfortable. The management company was very professional. They were in contact with us throughout the process. When we arrived, the house was very clean. It looked just like the photos. There was plenty of room for two families. We used the pool and hot tub every day. Thank you for making our vacation more relaxing then ever!
Traci Genz Knudtson, Sheboygan, WI USA

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Kissimmee Florida Vacation Rentals - Home
1 / 24

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

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$109 - $159
Per week:$763 - $1,113
Pets allowed:No
Internet:Yes

Come sail away to The Boat House! This nautical themed 3 bedroom home is a perfect way to leave all of your worries behind! The peaceful colors and themes of this home are like a breath of fresh air! With 1800 sq of space and high vaulted ceilings, this home feels so roomy. This...

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Dinning Area
1 / 28

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 20
Villa / 7 Bedrooms / Sleeps 20

(26)“ Excellent ”26 Reviews

from

$149

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:20
Type:Villa
Per night:$149 - $265
Per month:$4,470 - $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,...

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Great Vacation Villa!

“ Excellent ”
July 19, 2015
This beautiful villa is designed very well for the maximum comfort while on vacation. It provided all of the luxuries of home and more! The accommodations and amenities covered all ages from infants to adults. We truly enjoyed our vacation!
Karen Tinker, Maryland

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Outside view of your vacation home
1 / 8

Kissimmee Townhouse
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Townhouse / 4 Bedrooms / Sleeps 8

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$129
Per month:$3,870
Pets allowed:No
Internet:Yes

Beautiful 4 bedroom pool home in the Terra Verde Resort. We are only a 15 minute drive to the Disney World theme parks. When you rent from us, the owners, you are guaranteed to get the best possible price and the least amount of worries. Check out our home and our online calendar...

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Kissimmee Florida Vacation Rentals - Villa
1 / 19

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

(6)“ Excellent ”6 Reviews

from

$165

/ night

Email Owner
Bedrooms:6
Bathrooms:5.5
Sleeps:14
Type:Villa
Per night:$165
Per week:$1,149
Pets allowed:No
Internet:Yes

POOL, SPA, EXTENDED DECK, LUXURY POOLSIDE FURNITURE 2 KING MASTER SUITES, 2 Queen MASTER SUITE, 2 TWIN BEDDED ROOMS, 5. 5 BATHROOMS DOUBLE SOFA BED IN FAMILY ROOM, BED LINEN, TOWELS, HAIRDRYERS HIGH SPEED INTERNET, WI- FI FOR YOUR LAPTOP GAMES ROOM WITH 8 FT POOL...

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Wonderful!

“ Excellent ”
July 28, 2015
Our accommodations were great! We had one mishap that was resonped to quickly and efficiently. Had a great time and would highly recommend the accommodations!
Joyce Hill, Metuchen NJ

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Kissimmee Florida Vacation Rentals - Home
1 / 33

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

(5)“ Excellent ”5 Reviews

from

$115

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$115 - $140
Per week:$805 - $980
Pets allowed:No
Internet:Yes

BOOK 24/7 in minutes secure ONLINE Please visit wwwfloridagroupcom The longer you book, the better the discount is. More days equal more savings for you. We have Special Savings on your Disney Tickets ask for our PROMO CODE. Description: South facing Pool No rear neighbors...

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Excellent house

“ Excellent ”
April 30, 2015
Gracias Marcela!!!! Estoy súper agradecida, tu casa es tal cual como la describes y las fotos son reales!!! Tu comunicación y atención permanente hicieron nuestra estadía muy placentera.
Lissette Chagui, Miami

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Kissimmee Florida Vacation Rentals - Home
1 / 18

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

(1)“ 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...

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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...

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

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

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$115 - $205
Per month:$3,450 - $6,150
Pets allowed:No
Internet:Yes

Property Ref RVH_127 Second Floor Condo With Stunning Golf Views - Spacious 3 Bed 3 Bath Luxury Condo Located in the upscale Reunion Resort community The Villas North and overlooking the The Independence golf course by Tom Watson, this wonderful second floor 3 bedroom vacation...

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

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

(23)“ Excellent ”23 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...

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LOVED IT!!

“ Excellent ”
June 17, 2015
My family and I had a wonderful time in this home. It was close to everything and was beautiful! My deposit was refunded very quickly and we would have stayed forever if we could have! Thank you very much Ruby for all of your help and the use of your beautiful home.
Jessica Cain, Indiana

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

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

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$175 - $255
Per month:$5,250 - $7,650
Pets allowed:No
Internet:Yes

Property Ref: RVH_117 2nd floor overlooking the golf driving range with night time Disney firework views! Brand new Furniture August 2013 This spectacular 5 2 bed, 2 bath condo is located in the luxurious Reunion Grande. This second floor unit overlooks the Golf Driving...

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Kissimmee Florida Vacation Rentals - Apartment
1 / 15

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

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$89 - $129
Per week:$623 - $903
Pets allowed:No
Internet:Yes

Cricket's Holiday is a 2nd floor, 3 bedroom, 2 bathroom resort condo located in Terrace Ridge Resort. A spacious and convenient alternative to hotel rooms for your family vacation, this beautiful vacation rental condo is located just a few minutes driving distance from Walt Disney...

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

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

from

$182

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$182 - $288
Per week:$1,274 - $2,016
Pets allowed:No
Internet:Yes

Stay at one of the closest neighbourhoods to Disney, with your own private screened pool and spa in the gated community of Windsor Hills. When vacationing in this 6 bedroom, 4 bathroom, fully furnished villa, enjoy all the comforts and conveniences of home away from home, plus...

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Kissimmee Florida Vacation Rentals - Home
1 / 12

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

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

Enjoy at Amusement Parks , the sizzling nightlife, great gourmet dinning at finest restaurants or simply stay and relax near splash pool else at 2 well maintained resort pools . We are very much sure that you and your loved ones will like the place and will enjoy to the fullest ...

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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...

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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

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1 / 29

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 18
Villa / 8 Bedrooms / Sleeps 18

(9)“ Excellent ”9 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$199 - $229
Per month:$5,970 - $6,870
Pets allowed:No
Internet:Yes

Grand opening in July. Luxury 8 bedroom villa accommodates up to 18. Newly Upgraded 8- Bedroom Villa, whole home tastefully decorated by designer 2 Spacious KING rooms both Ensuite 3 QUEEN rooms 3 themed kid rooms each with 2 twin beds (ceiling fan in all rooms, flatscreen...

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Wonderful Vacation

“ Excellent ”
March 14, 2015
My wife and I took all four of our children, their spouses and all three of our grandchildren on vacation and stayed in this house which was perfect. We could not have been happier with the home.
Mark Smith, Detroit, MI

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Kissimmee Florida Vacation Rentals - Home
1 / 9

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

(10)“ Excellent ”10 Reviews

from

$240

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$240 - $300
Per week:$1,680 - $2,100
Pets allowed:No
Internet:Yes

Spend your tropical Disney vacation in this 5 bedroom 4 bath home with access to exclusive amenities in the gated community of West Haven. This upgraded beach themed home has spacious living areas and three master bedrooms with ensuite bathrooms attached. Relax in your very own south...

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Very beautiful, spacious and spotless

“ Excellent ”
June 8, 2015
out of the past 5 years I have been renting homes in Orlando this is the best house by far! The house was beautiful inside and out, very well decorated, very clean and spacious, I have nothing bad to say about this home, also loved the location in a very quiet secluded neighborhood :) will definately rent from again :)
latonya lovin, Morristown, TN

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Kissimmee Florida Vacation Rentals - Home
1 / 20

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

(5)“ Excellent ”5 Reviews

from

$147

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$147 - $225
Per week:$1,029 - $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 ...

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Fabulous Home

“ Excellent ”
May 11, 2015
We loved staying in this home on our recent trip to Orlando. The home was everything it was advertised to be; peaceful, private and clean. It was a welcome oasis each evening after spending the day at the busy Disney and Universal Parks.
Marilyn Steadman, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 30

Kissimmee Home
8 Bedrooms / 5 Bathrooms / Sleeps 25
Home / 8 Bedrooms / Sleeps 25

(2)“ Excellent ”2 Reviews

from

$325

/ night

Email Owner
Bedrooms:8
Bathrooms:5
Sleeps:25
Type:Home
Per night:$325 - $525
Per month:$9,750 - $15,750
Pets allowed:No
Internet:No

Four luxurious King Master Bedrooms w/ flat screen TV's (3 king rooms are optionally 'family suites' with attached bathrooms and/or themed kids' rooms! ); decked out 'Frozen' princess & Olaf, 'Narnia', and 'Nemo'/'Little Mermaid' bedrooms; and all the dress- ups (sized toddler-...

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"Viva la Familia"

“ Excellent ”
June 17, 2015
I have nothing but amazing thing to say about this home. And the owner Janna Lynn its very friendly and courteous. Absolutely every period and comma that is writing above on her description of the house its true. Honestly i was not expecting to find the house beyond gorgeous and clean like we did. We had rent a lot of places before but nothing compared to "Happily ever after" I wanted to say more but the reviews below just say it all. if you rent this home you won't be disappointed. We want to do it again and again! Thank you Janna Lynn to give use the best vacations we ever had! See you very soon! :))
Anangel Acevedo, TEXAS

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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,...

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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

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Kissimmee Florida Vacation Rentals - Home
1 / 16

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

(5)“ Excellent ”5 Reviews

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$129 - $179
Per week:$903 - $1,253
Pets allowed:Yes
Internet:Yes

When you're not at Hogwartz, you should be here! This 4 bedroom home is a dream come true for Harry Potter fans everywhere! You won't need a magic wand to work on your tan while you're staying here! This home has a south facing pool, which means the most sun exposure all day!...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 29

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8

(6)“ Excellent ”6 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$70 - $115
Per week:$490 - $735
Pets allowed:No
Internet:Yes

It is a 2- story townhome offering comfort, space, style privacy and a genuinely lush, cozy and most welcoming atmosphere. It is a professionally decorated, lavishly furnished and spacious 3- bedroom/2½- bathroom townhome with a private Spa in the enclosed porch. It is located...

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Excellent

“ Excellent ”
May 20, 2015
Rapid response on the booking. Nice place near of everything.. Very clean and big place to stay. I will recommended to everyone. Looking foward to stay again. Thanks for everything.
Erika Rivera, West palm beach, florida

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1 / 24

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 - $229
Per week:$700 - $1,603
Pets allowed:No
Internet:Yes

Private splash pool town home in Paradise Palms resort. This luxury home has 4 bedrooms King in master, queen in 2nd bedroom and each of the other 2 bedrooms have 2 twin beds each. Can comfortably sleep eight. Each bedroom has it's own flat screen TV. The living area features a 50'...

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Spring Break

“ Excellent ”
April 12, 2014
Community was great and generally quiet. House was as advertised and very convenient for our Disney vacation. Remote controls for the ceiling fans didn't work and the pool was very cold despite paying for pool heat. Restaurants and grocery very conveniently located. We were generally pleased with our stay. I did wish the kitchen was stocked with a little more than just salt and pepper. I hate having to buy little things of everything like sugar, spices, coffee, dishwashing detergent, etc. right as we get there.
Lisa Reaves, Columbus, OH

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Brand New 40" LCD TV
1 / 18

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

(27)“ Excellent ”27 Reviews

from

$159

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$159 - $229
Per month:$4,770 - $6,870
Pets allowed:No
Internet:Yes

Beautiful Vacation Villa by the name Tree House is highly furnished and decorated with up scale furnishings, attractive amenities, new beddings and lot of upgrades. Situated about 3 miles away from the Disney’s entrance in Indian Creeks Community, Tree House features superior...

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great stay

“ Excellent ”
March 18, 2013
My family had a great time the house was clean and relaxing the pool was great .If you are looking for a quiet relaxing home away from the hustle and bustle yet close to all the attractions this is the house for you.Thank you Marcy we had a blast.
Scott Wilkinson, Ontario Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 20

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

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$129 - $179
Per week:$903 - $1,253
Pets allowed:Yes
Internet:Yes

Tucked away in a quiet, family neighborhood, this 4 bedroom home is a perfect place for families looking for some peace and quiet. Located in a safe cul- de- sac, this home sees very little traffic, making it a great place for privacy and security. This 4 bedroom home has a game...

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

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

(1)“ Poor ”1 Review

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$85 - $105
Per week:$595 - $735
Pets allowed:No
Internet:No

Why stay in a hotel room when you can rent this 3 bedroom 2 baths condominium located in Sweetwater Club. This cozy condo has all the amenities one could possibly need. Sweetwater has a heated community pool, tennis courts and a play area for kids. Additional amenities include: stories:...

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Kissimmee Florida Vacation Rentals - Home
1 / 22

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

from

$145

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$145 - $175
Per month:$4,350 - $5,250
Pets allowed:No
Internet:Yes

When you enter our upscale private pool home you will feel like you are staying at a five star resort. The whole family will enjoy our large pool with extended pool deck. The pool and spa is southfacing which ensures full sun all day long. Your privacy is ensured as we do not have...

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Kissimmee Florida Vacation Rentals - Villa
1 / 9

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Situated within a genuine 10 minutes drive from Walt Disney, just 1 mile from Wal- Mart by Medieval Times just off the 192 on a prestigious, gated community with security access. 15 minutes from Convention Centre...

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great house and price

“ Excellent ”
April 2, 2013
house was just as described, transaction was nice and smooth . thanks peter
anthony torres, long island ,ny usa

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

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

(12)“ Excellent ”12 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

3 Bedroom 2 Bath Condo For Rent At Windsor Hills! Best Price Guarantee. Closest To Disney - Be On Property In Two Minutes. Full Use Of All Windsor Hills Amenities - king Master Bed - free Wireless Internet - flat Screen Hdtv And Dvd Players Every Room - electronic...

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Best rental ever

“ Excellent ”
July 30, 2015
Very clean, convenient and lots of upgrades. I would stay here again, a lot activities for children.
Corinne Limier, Charleston, sc

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 42

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6
Townhouse / 3 Bedrooms / Sleeps 6

(7)“ Excellent ”7 Reviews

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$89 - $120
Per week:$623 - $840
Pets allowed:No
Internet:Yes

Luxury, comfort, security and convience is what you will find when you are a guest at this beautifully decorated Town Home. All the comforts of home, and then some, are at your finger tips when staying at R- Disney Palms Retreat. This Town Home is more spacious than any suite ...

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Very Nice Home

“ Excellent ”
June 24, 2015
My family of 5 enjoyed our stay at the Windsor Palms Resort. Glenn was wonderful to work with! He really provided lots of useful information we needed. The home was just as the pictures portray. The only reason I did not give 5 stars if for the A/C. During the day it was fine but at night we were woken up b/c it was very warm inside. The instructions said it will not go past 74 degrees. That is just too hot for me to sleep comfortably. Also, we didn't have enough toilet paper (4 girls) and had to buy that along with dish soap so we could wash our dishes. We really enjoyed our stay and I would recommend this place to anyone who wants a nice home to come back to after a long day at the parks. Thanks Glenn for your kindness :)
Jim and Cheryl Phalen, Sylvania, OH

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Front
1 / 9

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

(13)“ Excellent ”13 Reviews

from

$95

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$95 - $114
Per week:$650 - $795
Pets allowed:Yes
Internet:Yes

Lovely 3 bedroom 2 bathroom villa with private screened in pool, only minutes to Disney and all other major attractions located in Kissimmee, Florida in the most sought out community of Chatham Park. Our Beautiful home comes fully equipped with 2 car garage. Master bedroom has...

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Great place!

“ Excellent ”
June 24, 2015
The location is great! The house was very clean. Absolutely loved it!!!!
Melissa Vega, Atlanta

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1 / 24

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

(5)“ Excellent ”5 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$199 - $799
Per month:$5,970 - $23,970
Pets allowed:No
Internet:Yes

Please email us to check availability of this home or other homes we have! Home is fully air conditioned and completely non smoking. Furnished 8bedrooms and 5baths luxurious home is perfectly located in enclave area. There are two king sized master suites, two king sized bedrooms,...

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great vacation

“ Excellent ”
July 4, 2014
My family stay at this villa and had a wonderful time.Ms.Lili was great help us the whole time,I never met her but I count her as one of my friend. Thank you so much!!!!
jerome snoddy, Washington,D.C.

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Kissimmee Florida Vacation Rentals - Home
1 / 17

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 - $175
Per week:$910 - $1,225
Pets allowed:No
Internet:No

Beautiful executive villa in the gated community of Crystal Cove in Kissimmee and just 10 minutes from Disney. This single family home has been built to high standards and offers superb accommodation and facilities that will provide an excellent base for your family vacation. It is...

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1 / 14

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

(3)“ Very Good ”3 Reviews

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$129 - $189
Per week:$903 - $1,323
Pets allowed:No
Internet:Yes

These units are designed, decorates and fitted with the high end clientele in mind. Especially the corporate executives who need a place to call their home or a family visiting the Orlando parks and are accustomed to finer things in there life. Rent these units from a week to...

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average

“ Very Good ”
July 21, 2013
Not a bad place, but about what one should expect for the price. Have stayed at nicer, more upscale houses in the past for a little more money.
Keith Saari, spring hill, tn

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Kissimmee Florida Vacation Rentals - Home
1 / 34

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

from

$240

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$240 - $290
Per week:$1,680 - $2,030
Pets allowed:No
Internet:Yes

Excecutive 7 Bedroom Pool home in the Prestigious Emerald Isle Resort Community! Oversized covered lanai overlooks the screen enclosed pool and whirlpool Game room with a pool table and airhocky table Internet service is provided free of charge TV's with DVD players in all the...

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Kissimmee Florida Vacation Rentals - Home
1 / 45

Kissimmee Home
6 Bedrooms / 6 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

(7)“ Excellent ”7 Reviews

from

$239

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$239 - $379
Per week:$1,673 - $2,653
Pets allowed:No
Internet:Yes

This home has everything that you, your family and friends will ever need and more! Situated on the popular Emerald Island Gated Resort. It is very central to all the main attractions being just off Interstate 192 and access to all the parks from here is very easy. Walt Disney World...

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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 ...

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