Kissimmee Vacation Rentals, Homes, & More

1-50 of 679 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Condo
1 / 24

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$115

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 32

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”10 Reviews

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$85
Per week:$595 - $899
Pets allowed:No
Internet:Yes

Thanks for considering our properties. We would be happy to call you or receive your call to discuss any aspect of the rental. Choice of a Splash Pool home or an identical Spa/jacuzzi home on the same street. Or book both for larger groups! Superb Value homes just 3 Miles...

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1st family Disney vacation

“ Excellent ”
August 5, 2014
The home was amazing just like the owners described it was. Very close to the Disney parks plus food,, gift shopping, etc.
Nicole Harris, Opelousas , la

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 11
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Our Lovely fully air conditioned home is set in the tranquil gardens of a gated community, about 10 minutes from Disney, with 3 bedrooms including a master en- suite bedroom, large through lounge diner and fully equipped kitchen area. The Master ensuite bedroom is situated on...

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The Perfect Getaway Location!

“ Excellent ”
January 8, 2013
We rented this home from December 25-December 31, 2012, and it was a perfect location! It was only a 25 minute drive from Seaworld, Aquatica and Discovery Cove. The stores (WalMart, Publix, tourist shops) and restaurants (Olive Garden, Ponderosa, Chik-fil-A) are literally right around the corner, literally less than five minutes away! Despite being so close to these amenities, the condo is set in a quiet neighbourhood, and we did not hear the traffic from the main drag at all.The condo itself was spacious and had everything we needed for our family of three. The washer and dryer were a great luxury for swimsuits, towels and unexpected spills. The couches and beds were comfortable, and the plush carpeting was nice after a long day of walking. The condo's pool was a one minute walk down the street and we were the only ones enjoying it! The hot tub was great on the colder evenings.I highly recommend this condo to your family!
Michelle, Nova Scotia, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 18

from

$199

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$199 - $599
Per month:$5,970 - $17,970
Pets allowed:No
Internet:Yes

Newly owned 7 bedroom 5 bath luxury villa for multi- family vacation stays, sports team stays, family reunions, golfing trips... 7 br/5 bath/private pool, spa and games room, free wifi, private games room. Please email us to check availability of this home or other similar...

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Kissimmee Florida Vacation Rentals - Villa
1 / 37

Kissimmee Villa
8 Bedrooms / 5 Bathrooms / Sleeps 20

“ Excellent ”2 Reviews

from

$189

/ night

Email Owner
Bedrooms:8
Bathrooms:5
Sleeps:20
Type:Villa
Per night:$189 - $399
Per week:$1,199 - $2,899
Pets allowed:No
Internet:Yes

One of the Premium villa at Emerald Island. This home has the best of both worlds. The large pool has no rear neighbors and is very private, with STUNNING VIEWS OVER THE LAKE and Conservation area behind it. This 8 bedroom/5 bath home is decorated with a simple touch of class. It...

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EXCELLENT!!!!!

“ Excellent ”
July 1, 2014
The Home was absolutly beautiful, but the only complant that I can have was the furniture was old and falling apart! The living room furniture was picking apart, the outdoor chairs were broken and we had a hard time getting into the internet, the password was wrong! and the pots and pans the enamal coating was worn off, was scared to use??? other than that we had a fabulas time!!!! If I could afford one I would love to own!
Angie Ratliff, Somerset, NJ USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 10

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

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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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
6 Bedrooms / 4.5 Bathrooms / Sleeps 14

from

$200

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ 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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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 Bedrooms / 1 Bathroom / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Home
Per night:$79 - $109
Per week:$525 - $699
Pets allowed:No
Internet:Yes

This is a 3 Bedroom 3 Bath Town House Located In Crestwynd Bay And Just A Mile From Disney Gates. The Home Consists Of 1 KING Bed With Attached Bathroom, 1 QUEEN Bed With Bathroom On The Side, 1 Kids Bedroom With 2 Twin Beds Living Room With Sofa. and Love seat. The Home Can ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / 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 / 24

Kissimmee Townhouse
5 Bedrooms / 4 Bathrooms / Sleeps 13

“ Excellent ”1 Review

from

$159

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:13
Type:Townhouse
Per night:$159 - $189
Per week:$1,113 - $1,323
Pets allowed:No
Internet:Yes

Fabulous 5 bed/4 bath Town Home with private pool located in Paradise Palms Resort, just 5 minutes from Disney and I4. Room for everyone, so bring the grandparents, in- laws and extended family. Paradise Palms Resort is gated with around the clock 24hr security guards. Splendid...

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Amazing!

“ Excellent ”
August 5, 2014
Absolutely beautiful! The resort was gorgeous the house was clean and well kept. This will be my new place to stay when I vacation to Disney!
Lizame Rozon, New York, ny

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”20 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 ”
July 21, 2014
THIS WAS THE BEST HOME AWAY FROM HOME VACATION ANYONE CAN EVER HAVE. THE HOUSE WAS CLEAN THE ROOMS WERE OUT OF THIS WORLD. TO GET UP EVER MORNING AND GET IN THE POOL WAS SO COOL MY GRAND KIDS LOVE IT. THIS VACATIONS HAS ME THING ABOUT MOVING TO FLORIDA. AND ALL THERE WAS NINE OFF US AND THE HOUSE AND EVERYONE HAD A BALL STILL TALKING ABOUT THIS VACATIONS A WEEK LATER. THIS WAS A PEACEFUL PLACE IF I COULD VACATIONS EVERY THREE MOUTHS THIS WILL BE MY HOME AWAY FROM HOME. LOVED IT LOVED IT LOVED IT.... THE ONLY THING I WOULD SURJUST IS THAT THE GARBAGE BE PICKED UP TWO TIMES A WEEK.
Donna O'Neill, NEWARK, NJ USA

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Kissimmee Florida Vacation Rentals - Home
1 / 11

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$125 - $160
Per week:$875 - $1,120
Pets allowed:No
Internet:No

This Orlando vacation home, is convenient to everything, just off Hwy 192 at Marker 14. Less than 15 minutes away from Disney and about 30 minutes away from Universal Studios & Sea World. The home is within walking distance of a 24 hour Wal- Mart Superstore, yet it's located...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$120 - $185
Per week:$840 - $1,295
Pets allowed:No
Internet:Yes

Property Ref: RVH_067 This fantastic 2, 000 sq. ft town home has amazing views over the Arnold Palmer Legacy Golf Course. Enjoy beautiful sunsets from your own Private Patio. Close by are two heritage crossing communal pools and hot tub to choose from. This three- bedroom ...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 29

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$70 - $105
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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Great location, Great deal

“ Excellent ”
January 28, 2015
Rented this 3BR, 2.5Ba villa for my family trip to Disney World in January and was very pleased. House was exactly what we needed and the location was great. Right off of International Drive and minutes to everything, including theme parks, shopping, and dining. House had heated spa in yard so we could relax our tired bones after the park each night. Had a bit of trouble getting the spa going the first night, but property manager solved issue for me the next day. Gated community so your rental vehicle is safe from vandals, which I've personally experienced staying in other rentals in Kissimmee.
Phillip Moore, Baltimore, MD

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Kissimmee Florida Vacation Rentals - Villa
1 / 17

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$100 - $110
Per week:$699
Pets allowed:Yes
Internet:Yes

Disney private vacation home villa only 3 miles to Disney and other attractions. 4 BR/3 bath luxury with private heated pool/Jacuzzi/ game room, fully furnished/ free internet/ free phone use within the USA and Canada. Can sleep up to 10 people. Close to all shopping, restaurants,...

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

from

$208

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / Sleeps 12

from

$720

/ night

Email Owner
Bedrooms:7
Bathrooms:7.5
Sleeps:12
Type:Home
Per night:$720 - $1,050
Per week:$5,040 - $7,350
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 39

Kissimmee Villa
8 Bedrooms / 5 Bathrooms / Sleeps 18

“ Excellent ”1 Review

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:5
Sleeps:18
Type:Villa
Per night:$199 - $459
Per month:$5,970 - $13,770
Pets allowed:No
Internet:Yes

Welcome to our brand new luxury finished 3600 Sqft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica...

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Perfect place to stay!!!

“ Excellent ”
August 23, 2014
The home was actually even better than expected!!! It was really spacious, clean and well decorated. The kids loved the Wii, board games and of course the games room. The fully stocked kitchen gave us the chance to prepare the feast for the big group. Another thing I have to mention is the amazing swimming pool with the hot tub. It was nice, clean and refreshing. We all had a really good time ! I highly recommend this beautiful villa to everyone!
AnDong Pan, Vancouver, Canada

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Dining Room
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 20

from

$157

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$157 - $272
Per week:$1,099 - $1,899
Pets allowed:No
Internet:Yes

8 BR/4. 5 Bath/sleeps 20/free wifi/wii games/private pool/spa/ games room This home is a fully air conditioned, non- smoking, 8 bedroom 4. 5 bathroom two level villa located in the exclusive enclave area at Emerald Island Resort. It is approximately 3200 square feet including...

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$119

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$119 - $139
Per month:$3,570 - $4,170
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 8

Kissimmee Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$39

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Townhouse
Per night:$39 - $175
Per week:$273 - $1,225
Pets allowed:No
Internet:Yes

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

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2705 Camero Drive

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

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Kissimmee Florida Vacation Rentals - Apartment
1 / 9

Kissimmee Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 8

from

$85

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Apartment
Per night:$85
Per week:$595
Pets allowed:No
Internet:Yes

Lago Vista Condominiums Great location near Disney and all theme parks. 8 people fit with comfort. I only have available July 11th to 18th & July 18th to 25th for $85 per night. All check- ins must be on Saturday. Its also available any time during the year but must pay $95 per...

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Kissimmee Florida Vacation Rentals - Villa
1 / 31

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$165 - $195
Per month:$4,950 - $5,850
Pets allowed:No
Internet:Yes

Welcome to Sun Palm Disney Villa ! Located less than a 10 minute drive from Walt Disney World in Orlando, Florida and within the fabulous Windsor Palms Resort community. You'll find everything at Sun Palm Disney Villa! RELAX and ENJOY the private wooded conservation view...

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Wonderful Vacation Home...

“ Excellent ”
April 22, 2013
Our stay was as great as the description and the photos. The house was lovely, well cared for and so comfortable. From grandma to 3 year old twins, there was something for everyone, even a 10 year old video game player. We all enjoyed the pool and patio area. The short distance to the parks and entertainment areas gave us more time for fun and less time traveling. Many thanks The Scott P. Family for sharing your wonderful vacation home with us.
K Thornburg Kohler, The Kohler Family, Mohnton, PA., USA

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Kissimmee Florida Vacation Rentals - Home
1 / 42

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 14

“ Excellent ”13 Reviews

from

$159

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:14
Type:Home
Per night:$159 - $299
Per month:$4,770 - $8,970
Pets allowed:No
Internet:Yes

2 Story Luxury 6 Bedroom 3. 5 Bath, Private Pool&spa, BBQ Grill, Game room with Billiard Pool Table, pingpang table, Highchair, Baby playpen and Stroller Gated community with Playground, Tennis Court, 10 Minutes to Major Disney Theme Parks. The villa is 1. 5 mile south ...

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Great Vacation

“ Excellent ”
April 26, 2014
clear not was a nice area to stay in. close to Disney, Universal Studios, Sea World and shopping. The house is very nice, well maintained. The pool was cloudy one day, I called Management and within an hour the girls were there and the pool was back to clear. Quiet area. Enjoyed some nice walks through the gated community, everyone was very friendly. With 12 of us vacationing together, this was the perfect spot!
Kim Premo, Malone, NY USA

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Kissimmee Florida Vacation Rentals - Home
1 / 14

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$91

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$91 - $119
Per week:$637 - $833
Pets allowed:No
Internet:Yes

Dream Florida Holidays villa is a fabulous 4 bedroomed home, if your looking for a "truly dream holiday" this is the place to stay. Our villa is beautifully decorated, fully air conditioned very comfortable and spacious with high vaulted ceilings and cool stone tiled flooring. Our...

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Very Comfortable family villa

“ Excellent ”
March 20, 2014
Our family of 7 enjoyed every feature of this home. Lovely covered pool which we enjoyed everyday, Very comfortable home to come home to after a busy day at the parks. We would love to stay here again.
Nancy Voros, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 40

Kissimmee Home
6 Bedrooms / 5.5 Bathrooms / Sleeps 14

“ Excellent ”1 Review

from

$140

/ night

Email Owner
Bedrooms:6
Bathrooms:5.5
Sleeps:14
Type:Home
Per night:$140 - $328
Per week:$975 - $2,295
Pets allowed:No
Internet:Yes

Our recenty purchased villa is located at the sought after resort community of Solana about 8 miles to Disney. A long day at the parks left you feel tired? The spacious, open layout of the vaulted ceiling family room allows you to relax with a large group of family, friends ...

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Awesome Vacation Home!

“ Excellent ”
July 31, 2013
The house is absolutely beautiful!! I had 10 people in my party and each person enjoyed every single moment of being there.
Devonna Simmons, Louisiana

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Kissimmee Florida Vacation Rentals - Villa
1 / 40

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 9

“ Excellent ”1 Review

from

$127

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Villa
Per night:$127 - $137
Per week:$795 - $1,000
Pets allowed:No
Internet:Yes

Luxury 4 bedroom, 3 bathroom villa with two master bedrooms & en- suites, ideal for 2 families. 30ft pool fenced off for children's safety & hot tub jacuzzi. with fully fenced private garden with climbing frame swingset. Over 2100 sq ft of living space with 7ft pool / air hockey...

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vacation love it very nice

“ Excellent ”
July 19, 2014
Feels like home away from home a definite good choice thanks a lot had fun lookin forward to not time
Falanza Haymond, Donaldsonville, La

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”92 Reviews

from

$49

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$49 - $75
Per week:$380 - $525
Pets allowed:No
Internet:Yes

Welcome to 1 of my 2 gorgeous vacation houses located on the same site, couple steps from each other. They are located on the quiet and beautiful Crestwynd Bay in Kissimmee, which has the definition of “convenience”. Whether traveling to the theme parks or heading to play a ...

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Home Away From Home

“ Excellent ”
December 29, 2014
Perfect location, clean. I did not do any cooking because it was vacation but having the option was great. I did use the washer/dryer daily. Not having to wash clothes when I got home was also a bonus! I didn't mind washing the towels. I will definitely stay again and have already recommended this place to others. I just wish I would of known ahead of time that there was no extra toilet paper and garbage bags. There is a target down the road so it wasn't a big deal. I did leave the extra rolls and garbage bags for the next renters. All said and done with, this is a great place, great location and Sophia was great to deal with, as I had many questions as a first time vacation home renter!
Kristy Ross, Plainfield, Il

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”7 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$100 - $150
Per month:$3,000 - $4,500
Pets allowed:Yes
Internet:Yes

This 2, 100 Sqft 4BR/3BA new villa has south facing pool and hot spa, WiFi, cable TVs and the top quality luxury furniture. It is located in "Hamlet at West Haven", a very quiet, small, prestigious GATED community off Ronald Reagan Pkwy between US 27 and I- 4 (exit #58). It ...

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vacation stay

“ Excellent ”
July 8, 2014
The house was very clean and spacious. Its also in a very nice neighborhood. My family enjoyed the swimming pool which was enclosed. The property manager was very helpful and prompt about fixing a screen that came down due to a rain storm. Over all we were very happy with the house and would recommend it to family and friends.
miguel castro, rochester, ny usa

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$179

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$179 - $239
Per week:$1,253 - $1,673
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”4 Reviews

from

$200

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$200 - $360
Per month:$6,000 - $10,800
Pets allowed:No
Internet:Yes

Kirk Manor is a beautiful 7 bed/4. 5 bath home situated at the most prestigious vacation spot- Emerald Island Resort. Kirk Manor vacation home has a private pool and screen lanai with lots of patio furniture and is close to all the Orlando attractions in Kissimmee, Florida. Kirk...

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Vacation Perfection!

“ Excellent ”
August 12, 2014
Our family had a fabulous time staying at Kirk Manor! The home is so comfortable and conveniently located close to Disney World. The owners provided absolutely everything we needed during our stay. We all enjoyed the lovely swimming pool and hot tub and our grandchildren spent time in the game room as well. We would highly recommend this rental property!
Kathleen Humski, Wisconsin

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Kissimmee Florida Vacation Rentals - Home
1 / 21

Kissimmee Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$135

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$135 - $140
Per week:$945 - $980
Pets allowed:No
Internet:Yes

Rolling Hills at Formosa Gardens villa description This magnificent and tastefully furnished villa is located in Rolling Hills Estates at Formosa Gardens, a prestigious community just three minutes away from Walt Disney World. Highway 192 famous for numerous restaurants, shopping...

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Kissimmee Florida Vacation Rentals - Condo
1 / 17

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 4

from

$40

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$40 - $60
Per week:$280 - $420
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 / 20

Kissimmee Home
7 Bedrooms / 3.5 Bathrooms / Sleeps 16

“ Excellent ”5 Reviews

from

$172

/ night

Email Owner
Bedrooms:7
Bathrooms:3.5
Sleeps:16
Type:Home
Per night:$172
Per week:$1,199
Pets allowed:No
Internet:Yes

Water View Vactionhome is a 3100 sq ft. 2 story with 7 bedroom and tile roof. It on a oversized lot with small lake in the front and conservation in the back. It is newly renovated with ganite counter top in kitchen and bathrooms. Flat screen tv in all the rooms with blue ray DVD ...

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PERFECT-LOVED LOVED IT !!

“ Excellent ”
August 15, 2014
My family and I stayed at this property and it was just hands down perfect, so perfect I personally would have just enjoyed staying in the house the entire time,it was just like being at home,it was so clean and the kitchen had everything we need and more,it was more than enough space for the 17 of us, the pool was awesome, and the owners were so easy and nice to work with, this is definitely our home away from home in FLorida we will be using this property again next year !!
Nona Washington-In Due Time, Richmond,VA

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Kissimmee Florida Vacation Rentals - Villa
1 / 19

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”18 Reviews

from

$125

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$125 - $190
Per week:$875 - $1,325
Pets allowed:No
Internet:No

Welcome to our luxury 5 bedroom 4 bathroom pool/spa villa situated on the much sought after Indian Creek community just 4 minutes from the gates of Disney. Each bedroom is complete with ceiling fans, air conditioning and tv/vcr combos. Two bedrooms have kingsize beds and en- ...

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wonderful home ! Great vacation

“ Excellent ”
August 4, 2014
my family had a wonderful stay at piglets place. The house was fully equipped with everything we did such as pots, pans, coffee pots, high chairs, and a crib. It made traveling with an 8 month old easy! I would definitely stay there again!
Jessica Whitlock, boca raton, fl

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Kissimmee Florida Vacation Rentals - Home
1 / 28

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$145

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$145
Per week:$1,015
Pets allowed:No
Internet:Yes

Not looking for the typical rental property or villa? This luxury property has been newly decorated and refurnished in a modern, contemporary style and is located in a popular location near all the Theme Parks, Shops and Restaurants. If you're planning a trip to Orlando, you...

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Sunset Place
1 / 14

Kissimmee Home
6 Bedrooms / 5.5 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

from

$156

/ night

Email Owner
Bedrooms:6
Bathrooms:5.5
Sleeps:12
Type:Home
Per night:$156 - $226
Per week:$1,090 - $1,580
Pets allowed:No
Internet:Yes

Six beautifully furnished bedrooms, all with TV, and five and a half luxurious bathrooms (that's an amazing FOUR Master Suites! )offers you a comfortable and restful nights sleep to ensure you'll be ready to embrace the excitement and anticipation of your days of fun and laughter...

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Great stay!!

“ Excellent ”
March 25, 2014
OMG this review is way overdue... We were 4 and stayed at this house for a week and let me say that we were absolutely pleased with our stay! The house was clean, gorgeous and as showed in pictures.When needed we called Sonya the manager who immediately responded and fixed. Thank you Sonya!!Everybody loved the beds and the pool was amazing! It was my first time in Orlando and I surely will be back, hopefully in this same house!
Nadine BONHOMME, MARTINIQUE FWI

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”12 Reviews

from

$100

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$100 - $143
Per week:$700 - $1,000
Pets allowed:No
Internet:Yes

Want to be home from home in a spacious luxury villa? Hectic day at the theme parks? Just feel like lazing around your own pool for the day? Then look no further, our villa is just what you need for perfect relaxation and home from home comfort. Situated in a quiet well-...

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Amazing! Amazing! Amazing!

“ Excellent ”
June 24, 2013
We recently stayed 9 nights at this amazing Villa. It was everything that we were told it was. It was very clean, spacious, and gave us that warm home feeling. We will never pay the price to stay in a hotel again. Such a great deal! We will stay at this villa everytime we go to Florida if it is available! Loved it!!!!!
Sally Kuntz, Grants Pass, Oregon

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$80

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$80
Per week:$560
Pets allowed:No
Internet:No

BOOK WITHIN 24 HOURS OF PRICE QUOTE AND GET $5 OFF ADDITIONAL PER NIGHT! BEST PRICE GUARANTEE! EXCLUDES HOLIDAYS! Beautiful, 3 bedroom/ 2 bathroom condo with large resort pool and excellent amenities. Washer and dryer in unit. Resort- style clubhouse that includes internet...

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Discount Vacation

“ Excellent ”
October 27, 2010
The price on this unit was phenominal considering that it has a heated olympic pool with a hottub and a clubhouse with all of the amenities. The unit was very convenient to Disney (about a 5 minute drive). It has spartan furnishings and the King Size Bed is pretty broke down but the other beds were nice. If you are looking for a discounted room with great exterior amenities, this is the place for you. If you want 5 star comforts within your room, you should look somewhere else.
Laura Vetter, Indianapolis, IN USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 20

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$79 - $109
Per week:$553 - $763
Pets allowed:No
Internet:No

Paradise in Kissimmee is a 3 bed 2 bath condo features nearly 1400sqft of living space and is fully equipped with everything that you will need for your vacation. Fully air conditioned and furnished to an individual style by the owners. Towels and linens are provided; you will only...

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Kissimmee Florida Vacation Rentals - Villa
1 / 21

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Very Good ”3 Reviews

from

$69

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$69 - $89
Per week:$475 - $623
Pets allowed:Yes
Internet:No

great new home just 1 mile from Dsieny in Gated community. Our main page at My Orlando Stay - unit 14 shows you all the pictures. Nice neighborhood. Best part of he stay - you will not feel when you are Disney or when you are at home. Sleeps- Easily sleep up to 6 to 8 people Bedrooms-...

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Spring Training

“ Very Good ”
March 26, 2013
Townhouse was nice, neighbors on both sides lived there and were terrible. Heated pool was cold every day for full month. My car was scratched by kids in complex. Location was good.
David King, Louisville, Ky

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Kissimmee Florida Vacation Rentals - Villa
1 / 17

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$207

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$207 - $293
Per month:$6,210 - $8,790
Pets allowed:No
Internet:Yes

Be one of the first families to stay in this 'brand new' 6 Bedrooms 4 Baths and Pool Home in the guarded gated community of Windsor Hills! This luxury Orlando vacation villa is a six bedroom, four baths, pool and spa home located in the brand new, exclusive rental community...

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Luxury Resort Townhouse
1 / 13

Kissimmee Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

“ Excellent ”13 Reviews

from

$100

/ night

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

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

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Wonderful House

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 23

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$69

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$69 - $99
Per month:$2,070 - $2,970
Pets allowed:No
Internet:Yes

Our Canadian- owned vacation condo located near Formosa Gardens Boulevard and Silk Road in Kissimmee, FL is available for rent! This lovely 1500 sq. ft condo is spacious enough to house 6 people comfortably with it's 3 bedrooms and 2 bathrooms. It is newly and completely furnished...

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Very nice place!

“ Excellent ”
September 28, 2014
My experience in this place was awesome...,nice and clean 5 points recommend.
Silvia Lobaton, Pennsylvania

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Mickey Bathroom Theme
1 / 13

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$150

/ night

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

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

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Fun Time At Indian Creek

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

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”6 Reviews

from

$99

/ night

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

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

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Great vacation home for a family

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

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”5 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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Great Accommodation

“ Excellent ”
April 20, 2014
We had a great week at the house which suited our needs perfectly. It was well taken care of with a great floor plan, new comfortable furniture and everything we needed to enjoy the beautiful warm weather. Pool and hot tub worked great. Dealing with John the owner was easy and he was great at responding to all the questions we had.
Ken Wilson, Hamilton, Ontario, Canada

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Vilas at Island Club Resort Swimming Pool - 1
1 / 32

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$70 - $105
Per week:$490 - $735
Pets allowed:No
Internet:Yes

Condominium: It is a professionally decorated and furnished and spacious 3- bedroom/2- bathroom condominium offering space, style, luxury and privacy. It is nestled in Villas at Island Club Resort. This beautiful, gated resort community offers luxury with a unique Caribbean Island...

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Kissimmee 2014

“ Excellent ”
September 16, 2014
Excellent condominium; good location and close to theme parks. Relation rate/service is also considerated as good. We spent a wonderful Holiday, included the lodging. Visiting Orlando again we would ask the same lodging. Can be recommanded to our friends. Thank you
LORGE Nicolas, Gosseldange, Luxembourg, Europe

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Kissimmee Florida Vacation Rentals - Home
1 / 30

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$130

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$130 - $140
Per week:$910 - $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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Indian Creek happiness

“ Excellent ”
May 1, 2014
House was great and exactly as advertised. The pool table and air hockey was great for the kids. The pool was as described, paid extra for pool heat but it shuts off at 10pm and by time we got home from parks the water was a bit cold. A pool cover woulda been nice but no biggie we made it work. Very happy with our stay and will seriously consider this home for our next trip.
Brad Johnson, Chesapeake, VA

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1  2  3  4  5 

Kissimmee, Florida Travel Tips

Located only moments from Orlando, the beautiful resort town of Kissimmee offers the best that Florida has to offer. Families looking for vacation rentals in Kissimmee, FL have many accommodations to choose from, but renting a home is the best bang for your buck while on a Kissimmee vacation. Rentals by owner offer much more space and privacy than a hotel room, and renting by owner ensures that homes are very well maintained and updated. Keep reading to learn more tips about how to have a memorable Florida vacation in Kissimmee.
Beaches and Parks
Because it is such a popular tourist destination, there is an abundance of available vacation homes in Kissimmee. Families interested in spending time at the beach can easily find great accommodations, but hurry! Beach houses for rent in Kissimmee, FL are quickly snapped up. Make sure to reserve your spot online well in advance to save time and money.
St. Cloud Lakefront Park and Beach offers a fishing pier, splash pad, family picnic area, volleyball court, and playground. Located along the breathtaking Lake Tohopekaliga, this park is a great place to spend a relaxing afternoon.
Cocoa Beach, located just an hour's drive from Kissimmee, features beautiful weather, whale watching, fine dining, and golf.
Things to Do
A great feature of Kissimmee vacation homes is their central location to a number of popular attractions. Theme parks, outdoor activities, and fun things for the kids can all be found within a short drive. Read on to find out more about the variety of activities waiting for you in the Kissimmee area.
Theme Parks
What probably comes to mind when looking for houses for rent in Kissimmee, FL is the town's close proximity to world-famous theme parks. The magic of Disney World, Universal Orlando, and SeaWorld are only a short drive away while staying at this delightful vacation spot.
Walt Disney World needs no introduction. As the most visited entertainment complex in the world, this beloved attraction boasts four theme parks and two water parks.
Universal Orlando consists of Universal Studios, Islands of Adventure, and Wet N' Wild Orlando. Visitors can enjoy a variety of shows, dining, and events right within the borders of the park.
SeaWorld is another favorite of those visiting the Orlando area. With tons of shows, exhibits, dining, and shopping, there is surely to be something for everyone to enjoy. Kids will adore seeing killer whales, dolphins, manatees, sharks, polar bears, flamingoes, and penguins up close.
Outdoor Adventures
Airboat Tours are available via Aquatic Adventures Airboat Tours . Go bird watching, look out for alligators, or take a combination hiking tour/boat ride and learn all about the wildlife of the Florida wetlands.
Golf is a popular sport in Florida because of its year-round sunny weather. If you're a seasoned pro looking for challenging courses or just want to play mini-golf with the kids, Kissimmee has you covered.
Hot Air Balloon Rides are a great way to top off your Kissimmee vacation. Take a sunrise balloon ride over Central Florida's beautiful landscape and check out the wildlife from high above.
Fun With Kids
The kids will have no shortage of things to do while enjoying their time in Kissimmee vacation homes. Kids and parents will have all the comforts of home while having a blast exploring the nearby attractions. In addition to the great outdoors and amazing theme parks, the Kissimmee area also features lots of relaxing, family-friendly activities.
Medieval Times Dinner & Tournament is guaranteed to always be a fun time. Have dinner while being entertained by a live-action jousting tournament.
Osceola County Pioneer Village and Museum features many exhibits depicting life in the 19th century. Located in northwestern Osceola County, the Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
Green Meadows Petting Farm , located just minutes from Orlando, teaches kids about a variety of farm animals and even allows them to milk a cow. The farm also has a train ride and offers pony rides.
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