Kissimmee Vacation Rentals, Homes, & More
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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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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...

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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

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1 / 9

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

from

$450

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Apartment
Per night:$450
Per week:$3,150
Pets allowed:No
Internet:Yes

Our vacation home is a perfect example of a Luxury rental which is beautifully furnished with ceramic tile and quality bedding with very spacious living rooms. 3123 S/F Please call or email us for availability. SPECIAL DEAL OF YEAR ==================== Bo ok your vacation...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

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

(7)“ Excellent ”7 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:No

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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Relax after a busy day

“ Excellent ”
September 23, 2013
Nice place, very comfortable. Felt very homey with plenty of pots, pans and dishes to cook a meal at 'home.' Pool just around the corner within walking distance felt very private. Seemed like there were quite a few people who live in the complex, but they seemed nice- Just watch out for the three little kids who live a couple buildings over. They do not pay attention when riding their bikes and almost got hit by cars a couple times. Security at front gate was nice to know that not just anyone was coming and going. Plenty of sidewalks around the complex to go for walks or jogs and outside the complex along the main road there are sidewalks if you want to go for a longer run. I had a pleasant stay Anne Marie, Thank you.
Kristen Hand, Portland, Oregon

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Living Room - Dining Room
1 / 11

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 14
Villa / 7 Bedrooms / Sleeps 14

(12)“ Excellent ”12 Reviews

from

$250

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:14
Type:Villa
Per night:$250 - $325
Per week:$1,750 - $2,275
Pets allowed:Yes
Internet:Yes

"The Emerald Star" - Awarded "Top Vacation Villa" Two Years In A Row! High Speed Internet and WI- FI Accommodations: Villa - 7 Bedrooms - 4. 5 Baths - (Sleeps 14) The EMERALD STAR has been awarded, for the second year in a row, "Top Vacation Villa" in the Kissimmee...

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Great vacation!

“ Excellent ”
July 28, 2013
The house was wonderful. Beautifully furnished, spacious, and very comfortable. Everyone had plenty of space to spread out and the pool was terrific!
Benjamin Babad, Lakewood NJ

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Kissimmee Florida Vacation Rentals - Condo
1 / 77

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 month:$3,750 - $4,170
Pets allowed:No
Internet:Yes

Just what the "Doctor" ordered! You and your children will absolutely fall in love with this beautiful home and FABULOUS amenity- packed resort - and so, so close to Disney World! An absolutely magical, 3 bedroom / 2 bath town house in a spectacular amenity packed resort...

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Perfect!

“ Excellent ”
March 31, 2015
We travel to the Orlando area every year and it has just become a tradition to stay at one of Frank's properties. The Hemingways Animal Kingdom was probably one of the nicest places that we have ever stayed, considering every property that you have ever placed us at was amazing! Thank you again for another great vacation!! We will see you again next year, and many more after that!
Jim Tucker, Evansville, IN USA

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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 - Condo
1 / 17

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

Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

BOOK WITHIN 24 HOURS FROM PRICE QUOTE AND GET AN ADDITIONAL $5 OFF PER NIGHT! Very comfortable and nice 1/1 with full kitchen, full size washer and dryer in the unit. Two TV's, DVD and free cable and internet in unit. This community is very close to the LOOP shopping center...

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Kissimmee Florida Vacation Rentals - Home
1 / 33

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

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$109 - $175
Per month:$3,270 - $5,250
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...

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Family Room with 70" 3-D LED TV, X-Box One, 3-D BluRay Player & Surround Sound
1 / 38

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

from

$197

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$197 - $315
Per month:$5,910 - $9,450
Pets allowed:No
Internet:Yes

Welcome to Villa by the Castle! If you are looking for vacation getaway, a family reunion, a golf retreat or shopping with the girls - you’ll find this Villa will more than meet your needs. It’s comfortable, ample and provides a relaxing atmosphere. The Villa has been...

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Kissimmee Florida Vacation Rentals - Home
1 / 23

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:Yes
Internet:Yes

Shiver me timbers! This vacation home is impressive! Pirates and Princesses alike will love this cute 3 bedroom pool villa just a few short miles from Disney World. You'll love the fully equipped kitchen, cozy living room and private screened pool! Call now to book! Additional...

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Sunset Villa
1 / 36

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

(25)“ Excellent ”25 Reviews

from

$173

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$173 - $223
Per month:$5,190 - $6,690
Pets allowed:No
Internet:No

[We also have another beautiful 5 bed, 3. 5 bath villa on Sunset Lakes ~ Please enquire about availabiliy if Sunset Lakes is booked ] Superior 6 bed, 4 bath Vacation Home ~ Sleeps 14 Guests Affordable Luxury ~ Value For Money Just 5 minutes drive from Walt Disney World’s...

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Golf Weekend

“ Excellent ”
April 27, 2015
This house was amazing!! It was everything and more. If you have a large party this is the house for you. From beginning to end Sharon had been an amazing host. There can sometimes be an uncomfortable feeling with making arrangements on a site you are not use to. Sharon answered all questions and concerns in a timely manner, easing all doubts. I would definitely stay here again!!!!
Ryan Anthony Alequin, Tampa Bay

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Kissimmee Florida Vacation Rentals - Condo
1 / 9

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 6
Condo / 1 Bedroom / Sleeps 6

(1)“ Excellent ”1 Review

from

$55

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:6
Type:Condo
Per night:$55 - $85
Per week:$385
Pets allowed:No
Internet:Yes

Luxurious Orlando Hotel Condo Suite on Parc Corniche , situated in middle of action at popular International Drive , major Orlando’s vacation destinations. Unit is conveniently located at minutes distance from all destinations and major attractions . Parc Corniche : Rarely...

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Florida I.C.E.d Cake Competition

“ Excellent ”
June 5, 2012
Thanks Rohan L, had the greatest time in Florida and your condo was so clean and well kept will definitely rent again next year...
Maritza Baez, Springfield Ma

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 18

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

(15)“ Excellent ”15 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$99 - $139
Per week:$594 - $973
Pets allowed:No
Internet:Yes

Cozy 4 bedroom, 3 bathroom townhouse in gated resort community minutes from Central Florida's main attractions. This unit is fully equipped with all the comforts of home, including full kitchen and front loading washer machine and dryer. Conveniently located directly across from...

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Family Vacation

“ Excellent ”
April 3, 2015
The major benefit was the heated pool located just outside our condo and suitable for lap swimming or just relaxing. The major parks are close and the kids went wild for them. Also, I was able to get in quite a bit of golf with my son and nephew at very nice and reasonably priced courses.
Bob or Helene Morin, MA

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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 - Villa
1 / 32

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

(7)“ Excellent ”7 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, ...

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Mrs. Craig

“ Excellent ”
July 3, 2015
This home was very beautiful felt like home away from home decorated very nicely updated with the latest modeled equipment pool and jacuzzi in the back were very relaxing in the evening all the TVs were high definition and we had more than enough space.
suprina craig, Indianapolis Indiana USA

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Kissimmee Florida Vacation Rentals - Home
1 / 16

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

(10)“ Excellent ”10 Reviews

from

$195

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$195 - $235
Per week:$1,365 - $1,645
Pets allowed:No
Internet:No

Beautiful Luxury 4 Bedroom, 3 Bathroom Vacation Home only 5 minutes from World Renowned Disney Attractions, Restaurants, Shopping and World Class Golfing within minutes. Conservation and Lake view from the Lanai. In the evening relax by the pool or enjoy the spa while viewing Magic...

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Master room w/ King bed & Disney theme bedding
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...

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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

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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 ...

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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

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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 / 14

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

(1)“ Excellent ”1 Review

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$89 - $109
Per week:$623 - $763
Pets allowed:No
Internet:Yes

Book Within 24 Hours Of Price Quote And Get An Additioanl $5 Off Per Night! Best Price Guarantee! Excludes Holidays! Free Dsl In The Unit! Beautiful Three Bedroom, Two Bath Home With Two Car Garage And Private Pool Near Disney. Full Kitchen, Washer And Dryer, And Bbq. Very...

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Total Satisfaction

“ Excellent ”
March 11, 2010
I have been a customer of Dream Vacation Getaways for several years and always been satisfied with their service. But this year the Calballero family out did themselves far beyond my wildest expectations. Though I have never been disappointed with the accommodations I have been provided, their service has been the reason I return to them year after year for our home away from home. This year when at the last minute health issues of one of our party caused us to have to completely revise our needs, Eileen not only met our needs, but with kindness and compassion revised our reservation in a single day offering savings beyond our anticipation. In a world of uncertainty, Dream Vacation Getaways is a sure bet. I'll never deal with anyone else again. Thanks for everything! Dennis Chabot
Dennis Chabot, Rutland, Vermont

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1 / 12

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

(15)“ Excellent ”15 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$100 - $117
Per week:$700 - $816
Pets allowed:No
Internet:Yes

Our home is privately owned and has the high standards you should expect when you go on holiday. Its ideal location, and close proximity to Disney. means that every guest will enjoy the comfort and convenience of this luxury home, and have a holiday experience to remember....

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Fantastic Holiday

“ Excellent ”
April 22, 2015
Stunning location, beautiful house, so spacious and relaxing and nice personal touches. What more could anyone ask for with the pool right outside the door, a BBQ and theme parks and shops on the doorstep. This was my first visit the to the USA and it certainly wont be my last visit to this property. I'm already planning my return visit.
John Porter, Cheadle, Staffordshire

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

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

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Villa
Per night:$199 - $339
Per month:$5,970 - $10,170
Pets allowed:No
Internet:Yes

The brand new 6- bedroom, 5- bathroom villa is professionally designed and decorated and has an amazing conservation view. It has three king sized master bedrooms, a loft, kitchen, dining room, living room, private lanai, pool, and spa. Sleep 12 in bed, with sofa bed ...

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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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1 / 10

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

(1)“ Excellent ”1 Review

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$99 - $135
Per month:$2,970 - $4,050
Pets allowed:No
Internet:Yes

Welcome to your home away from home! Everything you and your family will need for your Florida vacation is provided in this lovely 3 bedroom, 3 bath townhome located in the prestigious, subdivision of Windsor Hills. This exclusive guarded/gated community is located only 2 miles...

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Highly comfortable and well located

“ Excellent ”
July 4, 2015
We enjoyed the setting, well kept, high quality of dotation and superb location. We received exactly what we were looking for!
Fernando Rojas, Cajica, Cund COLOMBIA

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

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

from

$171

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$171 - $235
Per month:$5,130 - $7,050
Pets allowed:No
Internet:Yes

Be one of the first families to stay in this 'brand new' 4 Bedrooms 4 Baths and Pool Home in the guarded gated community of Windsor Hills! This luxury Orlando vacation villa is a four bedroom, four baths, pool and spa home located in the brand new, exclusive rental community...

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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 / 22

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

(13)“ Excellent ”13 Reviews

from

$109

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$109 - $159
Per week:$763 - $1,113
Pets allowed:No
Internet:Yes

Beauty’s Rest is the Ideal Tropical Retreat with South- facing pool and privacy fencing. This two- bedroom home located in a quiet and family friendly neighborhood is the perfect place for a couple or small family traveling to the Sunshine State. A private, fenced in pool and patio...

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Front view of the house
1 / 27

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

(4)“ Excellent ”4 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$99 - $169
Per month:$2,970 - $5,070
Pets allowed:No
Internet:Yes

Lovely, fully furnished home is one of the best kept turnkey properties you will find in Indian Creek ! Home is tastefully furnished with a new sofa, has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on your sunny and warm...

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An incredible stay that won't disappoint!

“ Excellent ”
July 23, 2015
The approach to our vacation home began with a drive down a beautiful tree lined quite street surrounded by equally, but non-sterile homes. To our amazement in the wonder of which home would be ours for the week, we continued down the road. The funniest thing was that one of our beautiful daughters pointed out a home along our path, and said aloud I hope that one is ours. Yes, I said with a proud fatherly smile, yes that's the one. The palm trees, and the property were all very well kept, and clean. Entering the home we were equally pleased, as with the approach to our vacation home. The rooms were large, and all very clean, but the biggest pleasure was the awesome screen enclosed swimming pool. The owners consistent follow-up with my wife throughout our stay, just to confirm if anything was needed, and our comfort ability with the home was very nice. All in all if we had it to do again, we would surely make this the home of choice for: the proximity to Disney World, the beauty and cleanliness of the home, and the thorough follow-up from the property manager and owner. A great experience that we will definitely do again, we had a wonderful time.
Edward Penn, Elgin, OK

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

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

(4)“ Excellent ”4 Reviews

from

$175

/ night

Email Owner
Bedrooms:6
Bathrooms:5.5
Sleeps:14
Type:Villa
Per night:$175 - $265
Per week:$1,225 - $1,855
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...

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Excellent vacation home

“ Excellent ”
June 16, 2015
This house is excellent for a large family to vacation in. It's large, spacious, fully equipped, super clean, and kid safe. Aside from the mentioned loaded kitchen, beds, linens, eat., the owners even provide car boosters, high chair, play pen, and kid floaties for the kids to get into the pool. They thought of everything you may need to help make your vacation a worry free event and they are easy to contact and prompt in answering your questions/requests. I loved the home so much that I am already planning our next vacation. Can't say enough about how great it all was.
Jessica Solorzano, Miami, Florida

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1 / 29

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

(1)“ Excellent ”1 Review

from

$185

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$185 - $310
Per month:$5,550 - $9,300
Pets allowed:No
Internet:Yes

Welcome to our luxury villa, which is just two miles to Disney. Where you can watch the Disney FIREWORKS while relaxing in your own private Hot Tub! ! Brand new for 2006, our luxury villa has 6 bedrooms, 4 baths and sleeps up to 14 people. It covers more than 3000 square feet...

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Great Property.

“ Excellent ”
June 2, 2013
The property was great, no troubles at all. Nice and well kept after as well as the community of Windsor Hills itself. It was nice to be able to relax in a home sweet home atmosphere after a long day at the amusement parks.
Matthew Penney, Newfoundland, Canada

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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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Resort pool - Free to use for guests
1 / 32

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

(1)“ Excellent ”1 Review

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$199 - $358
Per week:$1,390 - $2,500
Pets allowed:No
Internet:Yes

This private, luxurious and spacious home is one of the very few lake view 6 bedrooms Home at Windsor Hills, with no rear neighbors. Less than 5 Minutes walking to Club House, Community Pool and Playground. “Windsor Hills”, one of the most internationally renowned...

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Great Place but "hot" in the hot tub??

“ Excellent ”
April 2, 2015
I definitely would recommend this house to anyone visiting Orlando. Extremely close to Disney and about 10 minutes away from Universal. We had plenty of space for 2 families, and it was nice to be able to cook, and enjoy the pool and game room. I did find it quite amusing that the description for heating the pool was in the instructions for the rental but did not realize that it means that you will need to pay for your hot tub to be hot! My friend and I were eager to relax with our glass of wine (and not kids) in the hot tub but were surprised with cold water!! I called the manager of the property and he told me that it was a "spa" and that we needed to pay to have the "spa" heated. I guess that clarification would have been nice in the description of the unit. We happily paid the extra $$ for 5 minutes of relaxation. But a fair warning-if you plan on getting the "spa" you need to let it run for at least an hour before it gets hot. The pool was great and the kids could careless if it was cold or not. The sunset from the back was nice as well. Bring a fishing pole--you can catch fish out back in the pond. One other note, and it's nothing to do with the property but more so with the insurance companies' rules. Every time you open the door to go in or out of the pool area; You have to hit a button or the alarm will set off. This was startling early in the am when all you want to do is have a cup of coffee poolside and you forget to press the button!! Overall-great place!! We will be back!!
Courtney Laird Solley, Fort Walton Beach, FL

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Kissimmee Florida Vacation Rentals - Villa
1 / 70

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

(1)“ Excellent ”1 Review

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Villa
Per night:$199 - $369
Per week:$1,393 - $2,583
Pets allowed:Yes
Internet:Yes

Welcome to our brand new luxurious villa located at the Paradise Palm Resort. If you are looking for an amazing vacation to enjoy the sun shine, this is the perfect place for you. This resort has one of the best amenities in the Orlando area, including a beautiful pool, waterfall,...

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Villa at Paradise Palm

“ Excellent ”
July 29, 2015
We stayed at a 5 bedroom villa in Paradise Palm. The staff was very nice and accommodating. We reported the phones not working but they were unable to fix it. But overall it was a lovely villa with a lot of space. Would definitely come back!
Sheryl Adams, Nassau Bahamas

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front of house
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....

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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.

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Kissimmee Florida Vacation Rentals - Apartment
1 / 35

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

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Apartment
Per night:$89 - $145
Per month:$2,670 - $4,350
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...

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Private Home Cinema
1 / 59

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

(4)“ Excellent ”4 Reviews

from

$219

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$219 - $439
Per month:$6,570 - $13,170
Pets allowed:No
Internet:Yes

This is an exquisite home which will leave you, your family or guests with warm memories in a home styled, furnished and decorated with no expense spared! This home was purchased in August 2012 and has been completely refurbished with all wood floors throughout the home, ...

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Disney Family Christmas

“ Excellent ”
January 9, 2015
This is a beautiful home that comfortably hosts 16. We enjoyed both the pool and the theater room. The island in the great room was the center of all our activities in the home. There were a few things that we brought to the owners attention, but overall the time spent in the home was very enjoyable. One note, if you are planning on using any of the board games bring your own, unfortunately there are pieces missing from all of the games. I have given information on this rental to two people and would rent again in the future.
Kelly Golden, Houston, texas

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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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Front view of the house
1 / 26

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

(9)“ Excellent ”9 Reviews

from

$185

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:14
Type:Home
Per night:$185 - $360
Per week:$1,295 - $2,520
Pets allowed:No
Internet:Yes

Welcome to this spacious seven bedroom luxurious home. Just 3 miles from Walt Disney World® at the gated Emerald Island resort. This beautifully furnished and professionally decorated villa has 7 bedrooms (one master on 1st floor, another master on 2nd floor) and 4. 5 bathrooms,...

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Skipwith Family Vacation

“ Excellent ”
June 30, 2015
This home was the best. It had everything we needed for out entire family. The kids and adults enjoyed the pool and the game room. We are a family that likes to cook and all the kitchen items we needed were there for us to use. If you are looking for a place to stay that is close to the parks, shopping and grocery stores this is the place.
WANDA SKIPWITH, Birmngham, Al

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Kissimmee Florida Vacation Rentals - Home
1 / 35

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

from

$175

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$175 - $315
Per month:$5,250 - $9,450
Pets allowed:No
Internet:Yes

Please refer to property code MVH_081Welcome to your Florida Haven, just 3 miles away from Disney World, this "magical" villa is furnished to the highest standard, and offers amazing features such as a beautiful private pool and spa area, luxury furniture, flat screen TV's, ...

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1 / 29

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

(6)“ Excellent ”6 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$100 - $130
Per week:$700 - $910
Pets allowed:No
Internet:Yes

Rolling Hills, Kissimmee, Florida. Great vacation home just three miles from the gates of Disney! Flat screen TV's in living room and all 4 bedrooms. Free wireless hi- speed internet and cable TV. Watch Netflix movies via blu- ray DVD player in the living room. Large beautiful ...

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Loved this home

“ Excellent ”
June 30, 2015
We stayed for a week and loved the place it was truly equipped with everything we needed I would definitely be going back it is in a good location around everything
Erica Parker, Atlanta GA

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 29

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

from

$105

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$105 - $180
Per week:$735 - $1,260
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 in Paradise....

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

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

(9)“ Excellent ”9 Reviews

from

$143

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$143 - $258
Per week:$999 - $1,800
Pets allowed:No
Internet:No

This beautifully upgraded vacation home has it all! ! ! 6 bedrooms, with 2 of them being master suites, and 4 bathrooms, home theater, screened pool, lanai and heated spa, located in popular gated community of Windsor Hills just minutes to Disney World. This majestic home...

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Very nice, BIG house...

“ Excellent ”
January 5, 2015
Very nice house with lots of room. We stayed here while we were on Christmas break. We went to one of the theme parks every other day so we wanted to rest something large enough for everyone to spread out and do their own thing. The house has all of the amenities you could ask for... air hockey, billiards, Foosball, home theater area, pool and hot tub. With our stay being over Christmas the large kitchen and dining room were essential for our family Christmas dinner. The house had everything we needed. Location was nice, not too far from Disney... though traffic was horrendous.
Michael Reynolds, DeWitt, MI USA

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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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Blue Sky Villa
1 / 8

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

from

$122

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$122 - $136
Per month:$3,660 - $4,080
Pets allowed:No
Internet:Yes

A luxury 4 double bedroom villa with heated pool and games room set in the impressive and prestigious Lake Berkley Resort in Kissimmee Florida. This resort is a very well presented and maintained gated community, situated off HWY 192, thereby ensuring that you are never far ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 26

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

(24)“ Excellent ”24 Reviews

from

$79

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$79 - $199
Per week:$699 - $1,099
Pets allowed:No
Internet:Yes

About 8 miles drive distance to main gate of famous Disney Parks, about few minutes distance from restaurants , grocery stores and post offices just off entrance of community . Wal- Mart is about 2 miles away , it opens 24/7. Also golf course is very nearby . Villa is situated...

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Wonderful!

“ Excellent ”
August 2, 2015
The house was beautiful. I really enjoyed the peacefulness it offered. Thank you Debra and Chad for bring so accommodating. We are looking forward to another stay with you in the future.
Ranza Creak, Clarksburg, WV USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 35

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

(1)“ Very Good ”1 Review

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$109 - $165
Per month:$3,270 - $4,950
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...

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Kissimmee Florida Vacation Rentals - Home
1 / 12

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

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$125 - $160
Per week:$875 - $1,120
Pets allowed:No
Internet:No

4 bedroom 3 bath townhouse features a king size bed in downstairs master; a queen size bed in 2nd master and two rooms with 2 twin beds each. •Located in Kissimmee FL, just minutes from the major theme parks, attractions and the Orlando Convention Center, VenetianBay offers ...

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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...

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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

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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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