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  Guest of Owner - Your Guide to Owner Managed Vacation Rental Properties
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Home >> USA >> Florida >> Kissimmee

Kissimmee Vacation Rentals

 Read more about Kissimmee
Charming and charismatic, Kissimmee is a popular vacation destination. Theme  Parks, golf courses, stunning landscape, golden beaches, outdoor adventures,  shopping areas, night life; Kissimmee has everything for your entertainment.       

The Gatorland is one of the oldest  attractions of Florida.  Also known as the “Alligator Capital of the World”, Gatorland is a natural park  where hundreds of alligators live. Lots of activities are planned here such as  the trails on the wooden walkways; the trail provides you a rare opportunity to  see these monstrous creatures closely. You can watch shows where alligators  jump to snatch food from their brave trainers. There is plenty at the park to  enthrall you and your kids whole day long.       

 The best way to enjoy Kissimmee is perhaps the excursions on the  lake. You can canoe down the wetlands and enjoy the quiet peaceful scenery,  watch the wildlife and listen to the sweet melodies of the birds. Or you can  take an air boat trip down the Chain of Lakes at Kissimmee. The Chain of Lake comprises of  around 20 lakes big and small. These lakes are a home to a wide variety of  wildlife and a sanctuary to aquatic birds as well. Fishing can also be done  here and with plentiful catch available, you will not be disappointed. The  hiking trails and horse rides also provide you with an opportunity to come  close to nature. The spellbinding flora and fauna will truly capture your heart  and you can also spot the American Bald Eagle.         

Night life in Kissimmee is as exciting as its day outings. Kissimmee is especially  famous for its local DJs and its music scenes. You will be entertained by live  music and can dance all night long in the clubs and bars. You can also grab a  mike for karaoke fun in some clubs. Another feature of Kissimmee is the Friday Nite Cruise and the  Saturday Nite Cruise. Saturday Nite Cruise is an 18 years old tradition  showcasing some 300 classic cars. While in Friday Nite Cruise you get to see  relatively newer models. Both events are largely attended by car lovers. For  the motor bike freaks there is a Thursday Nite Cruise.        

Shopping in Kissimmee is a lifetime experience. You have  a wide choice from upscale outlets, bargain centers and flea markets. Clothes,  accessories, home furniture and décor, antiques anything and everything is  available in this shoppers’ paradise. You can shop till you drop at the 75 specialty  shops at Old Town Kissimmee. Then there is the Mall at Mallenia featuring chic  boutiques and departmental stores. The Florida Mall and the Festival Bay Mall  sell famous brands. Fabulous discounts on all items can be had from the Prime  Outlet and the Orlando Premium Outlet. For those on tight budget there are  large flea markets including the farmers’ market.         

As Kissimmee  lies close to Orlando, you can go there to visit  the Magic Kingdom and other parks of the Disney  World.        

The culinary experience in Kissimmee is totally unforgettable. From  Italian to Asian to Latin, every kind of delicious mouth watering dish is  available for you to savor.   

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$125 - $160 per night * 4br - 4bdrm Family Villa Home away from Home!

  Max Guests: 8Bedrooms: 4Bathrooms: 3Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking
Welcome to our Family Villa, it's a home away from home! Our four bedroom, three bathroom home is a perfect vacation spot for family and friends. After a day at the park, come home to enjoy the cool central air or take a dip in the pool. Just think of the saying "mi casa es su casa". Our Villa Family home has 4 bedrooms, 3 full bathrooms and plenty of room to enjoy during your Florida vacation. Yo...


$49 - $89 per night * 3br - Paradise Cay - Vacation Rentals 4 miles to Disney

  Max Guests: 6Bedrooms: 3Bathrooms: 2.5Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Non Smoking
Only 4 miles to Disney World! 3 Bedrooms, 3 Bathrooms, Sleep 8, Free Wifi, Nintendo Wii, Baby Ready! Paradise Cay is a classy resort that meets the vacationing needs of couples, families or large groups with ease. You will rejoice in the convenience of this resort that is just minutes away from world class golfing, fishing, and other great recreational options, as well as a variety of theme parks ...


Amazing pool home. Game room, playstation, 10 Min. from Disney Has It

  Max Guests: 10Bedrooms: 4Bathrooms: 3Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking Handicap Accessible
This Beautiful home is well situated, close to all major attractions and amenities, and only minutes from Disney! Enjoy the day at the park & come home for a 'cooling off' in our beautiful heated pool. The entertainment center in the living room i......


For Rates Contact Owner Excellent vacation home close to Disney, with private pool, 3 TVs, fre

  Max Guests: 8Bedrooms: 4Bathrooms: 2Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking
This Excellent Vacation Home is of the Excellent Standard category. The villa is situated on a quiet cul-de-sac (no through traffic) in the sub-division Indian Ridge, Kissimmee, close to the SR417 (Greeneway) and SR429. It is therefore only minute......


$650 per week * 1br - Sandcastle Vacation Cottages

  Max Guests: 6Bedrooms: 1Bathrooms: 1Type: CottageLocation: Kissimmee

Kissimmee Vacation Cottage Rental

Non Smoking
Cottage sleeps 6 with a maximum of 4 adults. They have 1 bedroom with queen bed, sofa sleeper, and 2 twin bed in the loft. Central air and heat are provided. Kitchen appliances include stove, refrigerator, microwave, dishwasher, toaster, and coffee maker. Washer and Dryer, all linens, towels and wash cloths. Dishes, silverware, pots, pans and utensils. 2 TV's, DVD player, CD player and stereo. WIF...


Beautiful 7 BR Villa with Forest View, Private Pool/SPA, Game RM

  Max Guests: 17Bedrooms: 7Bathrooms: 4.5Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking
Welcome to 'Terra Verde Holiday's Villa!' This Executive Villa is a luxurious seven bedroom, four and a half bath home, which has two Master Suites, a Private Pool and Spa, plus a Game Room in the exclusive Terra Verde Gated Resort. A perfect vaca......


$159 - $229 per night * Tropical Retreat: Ultimate Game Room,Pool,Spa,WiFi,2 Master Suites, WD

  Max Guests: 10Bedrooms: 4Bathrooms: 3Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking Handicap Accessible
You're going on a magical vacation--Don't you really want to stay in a very magical place! We combine the the magic of DisneyWorld with the comfort and convenience of award-winning Tropical Retreat to ensure each and every guest has the best vaca......


$129 - $189 per night * Reunion Resort's finest condominium: The Fuchsia at Reunion Resort

  Max Guests: 6Bedrooms: 3Bathrooms: 3Type: CondoLocation: Kissimmee

Kissimmee Vacation Condo Rental

Non Smoking
The Fuchsia at Reunion Resort is the newest addition to our luxurious holiday home offerings and is a spacious 1800 square foot, 3 bedroom en-suite condominium flat overlooking the 15th hole of the Watson Independence course at world famous Reunio......


3br - Tompkins - 3 bedroom townhome available for winter

  Max Guests: 8Bedrooms: 3Bathrooms: 2Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Non Smoking
BOOK WITHIN 24 HOURS OF PRICE QUOTE AND GET AN ADDITIONAL $5 OF PER NIGHT! Beautiful three bedroom, two bath villa with excellent amenities. Washer and dryer in unit. Beautiful village concept setting with a resort-style clubhouse that includes gym, Olympic pool and spa area. There are tennis courts, volleyball, basketball, picnic area, children's play area and game room, children's movie theater ...


$115 - $160 per night * Luxurious Family Home Near Disney in Orlando Florida

  Max Guests: 12Bedrooms: 5Bathrooms: 4Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Pet Friendly Non Smoking
Our luxurious 5 bed, 4 bath home in the quiet community of Indian Creek is 10 minutes from Disney World's front gate, and is the perfect setting to enjoy a relaxed vacation. From a fully equipped kitchen with breakfast bar, to a very private so......


$500 - $700 per week * Wifi, Netflix, Hulu, ADT, IMac, Wii, Golf Clubs, BBQ, Pool, 1.5M to Di

  Max Guests: 8Bedrooms: 3Bathrooms: 2.5Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Non Smoking
Just 1.5 miles to Disney, this exceptional Townhouse is the most spacious in this gated community at 1592 Sq Ft. Owned, professionally furnished and managed by siblings based both in the US and the UK. All three 2nd floor bedrooms have the highest......


'Florida Funshine' - Your Home Away From Home! Luxury Resort Villa -

  Max Guests: 10Bedrooms: 4Bathrooms: 3.5Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Non Smoking Handicap Accessible
Lake Berkley Resort is a 24-hour security guard-gated community in a premier residential location, surrounded by wooded acres. This luxury townhouse is in a Mediterranean-style village setting that's peaceful and visually pleasing. The interior is......


Modern Spacious Family Resort Townhome with Lanai near Orlando

  Max Guests: 7Bedrooms: 3Bathrooms: 2.5Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Non Smoking
Do you want to enjoy a relaxing vacation at an affordable price?  Do you want to be able to visit all the theme parks that Florida has to offer, including the new Lego Land Theme Park, which is only an easy 30 minute drive away? Then look no furt......


$90 per night * Emerald Island: 3 Bedroom Townhome close to Disney!

  Max Guests: 8Bedrooms: 3Bathrooms: 2.5Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Non Smoking
Welcome to our 3 bedroom 2.5 bath luxury townhome at world-famous Emerald Island Resort! Located within 2.5 miles (4 kilometers) of Disney parks, this townhome is lavishly furnished. You will find brand new electronics (LCD TVs, DVD Players, Mus......


NEW! Luxury 8 Bed Reunion Villa. Cinema, Games Room, Pool, Hot Tub

  Max Guests: 20Bedrooms: 8Bathrooms: 8.5Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking
Call us today toll free 24/7 for an instant quote, availability, special deals or if you have any questions, regarding this amazing villa in Reunion. FREE UK: 0800 43 34567 FREE USA: 1-866-341-8086 FREE CANADA: 1-800-578-0021 All of our homes ......


7 Br, Home theatre room, Lakeview, S Facing pool, Luxury 5 star, free

  Max Guests: 16Bedrooms: 7Bathrooms: 4.5Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking Handicap Accessible
This home has it all !! Our 3, 400sqft NEWLY DECORATED Villa is a Luxurious 5 star, 7 bedroom, 5 Bath home, a Private Screened-in South Facing Pool and Jacuzzi with a Lake/Water View (no homes behind, for privacy) in the Exclusive Emerald Island R......


$119 - $135 per night * Beautiful 4 Bed 3.5 Bath Pool Home on Gated Golf Community.

  Max Guests: 8Bedrooms: 4Bathrooms: 3.5Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking
This is a Beautiful 4 Bed 3.5 Bath private pool home on the Gated Golf Community of Remington, the house has rear water views and is in excellent condition. It has Pool Table and Foosball table in the Garage. There is one King Size Master Bedroom ......


$435 - $510 per night * 2668 Emerald Island Blvd.

  Max Guests: 16Bedrooms: 7Bathrooms: 4.5Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking Handicap Accessible
This home requires minimum 4 night stay- Stunning, 7 bedroom villa located in Emerald Island, a gated community 5 minutes from Disney with an absolutely beautiful entrance with fountains and lush landscaping. This home boasts 2 master en-suites wi......


For Rates Contact Owner 5-BR Pool Home Near Disney *Pet Friendly*

  Max Guests: 12Bedrooms: 5Bathrooms: 3.5Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking
You'll feel right at home in this 5 bedroom, 3.5 bathroom home near Disney World. The full kitchen with a microwave, dishwasher, oven, coffeemaker and cooking utensils is perfect to prepare meals for your friends and family. There is plenty of s......


Beautiful Villa in Award Winning Terra Verde Resort

  Max Guests: 10Bedrooms: 4Bathrooms: 3Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking Handicap Accessible
This CLEAN, comfortable and beautiful home with private pool and inviting community pool is close to the attractions, shopping, dining and golf. There's plenty of room to stretch out and relax after a busy day of park-hopping, shopping or fun-in-t......


$175 - $195 per night * 2663 Autumn Creek Circle

  Max Guests: 10Bedrooms: 4Bathrooms: 3Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking
4 bedroom 3 bathroom pool home located in quiet small sub-division. Two master suites. Two secondary bedrooms that share bathroom. TV's in all bedrooms, plus TV and VCR in family room. Large fully equipped kitchen. Screened patio and pool with a p......


$135 - $175 per night * 4br - EMERALD ISLAND 4 BEDROOM LUXURY VILLA

  Max Guests: 10Bedrooms: 4Bathrooms: 3Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking
Emerald Island Resort has 2 community pools and spas.This resort is a 24/7 gated community. The club house includes the Emerald Island Resort management office and services of a concierge. It has 3 playgrounds, volley ball, sauna, tennis, fitness center, arcade and many more amenities.The resort has a peaceful atmosphere and nice neighborhoods. This Villa can accommodate up to 10 people.There are ...


$125 - $135 per night * Executive 4 bed 3 bath sunset lakes villa, Fantastic Family Getaway.

  Max Guests: 8Bedrooms: 4Bathrooms: 3Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking
This is a luxurious recently renovated single story 4 bedroom, 3 bathroom home with WI-Fi, situated in a quiet cul-de-sac with its own private screened in pool with spa. This home is located in Sunset Lakes; a peaceful subdivision situated approx......


Forget the Hotel - Close to Disney 3 Bedroom Townhome

  Max Guests: 6Bedrooms: 3Bathrooms: 2.5Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Non Smoking
Check our calendar for availability as our calendar is updated daily!!! Just a pixie dusts throw away from Disney, this beautiful townhome with 3 bedrooms and 2 1/2 bathrooms is located at the gated Fiesta Key Resort in Kissimmee. This townhome i......


$1299 - $3099 per week * 7 BR/6 Bath Luxury Castle in Gated Emerald Island Resort, 3 mi to Park

  Max Guests: 18Bedrooms: 7Bathrooms: 6Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking Handicap Accessible
The newly renovated Palm Tree Castle is a luxury 7 BR/6 bath villa located in prestigious Emerald Island Resort with staffed clubhouse, heated pool, sauna, excise, game rooms. The resort is about 3 miles to Disney and located in the center of Rt 1......


$99 - $139 per night * 4br - Luxurious 4 Bed Villa with 3 full bathroom suites

  Max Guests: 8Bedrooms: 4Bathrooms: 3.5Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking
Perfect Jacuzzi Tub and shower for 2 people... Beautiful and well furnished Villa situated in the Venetian Bay Villages has all the amenities required for a relaxing and fun vacation. Rental villa provides Linens, Washer & Dryer, Microwave, Dishwasher, and much more. Stay includes Phone & Internet service with FREE phone calls within US, CANADA, & Puerto Rico. Free high chair and pack & play crib ...


$60 - $95 per night * Paradise Two Near Disney Home Away from Home

  Max Guests: 8Bedrooms: 3Bathrooms: 2Type: CondoLocation: Kissimmee

Kissimmee Vacation Condo Rental

Non Smoking Handicap Accessible
This condo has all the amenities & luxury of home at great rates. Sleeps 8 , 2.5 miles from Disney & close to all attractions: restaurants & shopping. Master bedroom has queen size bed & 32 inch TV & dvd bedroom 2 has 2 single beds 32 inch tv bedr......


$139 - $259 per night * Sunny & Spacious Florida 3BR/3BA Condo - Private Balcony!

  Max Guests: 6Bedrooms: 3Bathrooms: 3Type: CondoLocation: Kissimmee

Kissimmee Vacation Condo Rental

Non Smoking
This breathtaking condo sits just 15 minutes from Disney World, inside a luxurious resort community, packed with amenities. This bright and beautiful home is perfect for relaxing and enjoying the tropical Florida weather. The wonderful Reunion Res......


4 Bed 2 Bath Villa Accommodation at 5 Star Location!! Windsor Palms

  Max Guests: 9Bedrooms: 4Bathrooms: 2Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking Handicap Accessible
This stunning property located at Windsor Palms - Wyndham Palms Resort (Florida's premier vacation spot) is just off Highway 192 Close to World Drive. Situated in a gated community with a 24 hour manned security gate, this home is just three and a......


Private Pool, 4BR/3BA in Family-Fun 5* Resort, 5 Min to Disney

  Max Guests: 10Bedrooms: 4Bathrooms: 3Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Non Smoking
Family friendly townhome in Kissimmee's newest 5 star resort, Paradise Palms. This home offers 4 bedrooms, 3 bathrooms and almost 2000 square feet of living space. The sunny lanai has a south facing private pool, dining area, and frosted privacy d......


$125 per night * Luxury Villa for Rent 5 Minutes from Disney - Large South Facing Pool,

  Max Guests: 6Bedrooms: 3Bathrooms: 2Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking
This immaculate clean 3 bedroom Villa is 5 minutes from Disney & short drive to Sea World/Universal. You will have all the luxuries of home. Cable in all bedrooms 32' falt screen tv's, wireless internet and your own private pool. The pool is So......


$120 - $160 per night * Luxury 3Bedroom / 2 Bath Sleeps 6 Terraces at Reunion

  Max Guests: 8Bedrooms: 3Bathrooms: 2Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking
Set in an exclusive world class golfing resort, the Terraces at Reunion is only 6 miles from the Walt Disney World Resort Theme Park Entrance, 12 miles from Sea World, and 16 miles from Universal Studios. This beautifully furnished second floor ......


$120 per night * Newly RE-DECORATED! Leather, 42 in' LED HDTV, Wireless Internet

  Max Guests: 8Bedrooms: 3Bathrooms: 3Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Pet Friendly Non Smoking Handicap Accessible
Newly Redorated- 5-Star Guard-Gated Resort community minutes from Disney!! This new town home features 2 master bedrooms with adjoining bathrooms, a third bedroom with twin beds and full bath and a sofa in the family room that converts to a queen......


$410 - $440 per night * 192 Hideaway Beach

  Max Guests: 14Bedrooms: 6Bathrooms: 5.5Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking
Mickey’s Vacation Hideaway is the holiday home of your dreams! Your adventure begins as you enter the beautiful gated community of Terra Verde Resort which boasts a stunning clubhouse complete with an exquisitely large swimming pool, as well as ex......


$1100 per week * An Executive villa home with Pool, Spa and Conservation View!

  Max Guests: 10Bedrooms: 4Bathrooms: 3Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking Handicap Accessible
This is an Executive 4 bedroom, 3 bathroom home. It is beautifully furnished and fully equipped. The master bedroom has a king size bed, and cable TV, the second bedroom has a queen size bed and cable TV, the third and fourth bedroom have two twin......


$125 - $199 per night * 3br - Orlando Home Disney Universal SeaWorld ConvCtr

  Max Guests: 10Bedrooms: 3Bathrooms: 3.5Type: TownhouseLocation: Kissimmee

Kissimmee Vacation Townhouse Rental

Non Smoking
Our condos and townhomes offer a more budget friendly option than any equal quality hotel and feature modern conveniences with the space and privacy to relax and enjoy your vacation. Spend an evening curled up with a good book in your cozy living room after a long day; enjoy the view from the balcony while you sip your coffee or tea; or choose one of the many activities the Orlando area has to off...


4br - Rolling Hills 4/3 private pool Hot Tub and Games

  Max Guests: 8Bedrooms: 4Bathrooms: 3Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking
Luxurious house at Rolling Hills. 3 miles to Disney. Excellent location next to Disney. Bedding arrangements are TWO King master suites. Two twin beds in bedrooms three and four. TV's in Family Room and ALL bedrooms. Pool and deck overlook lake. Games equipment in garage: pool table, air hockey and foosball. Pets by arrangement. Please mention details when enquiring. DSL internet available - small...


Terra Verde Resort Kissimmee, Luxury 7Bed, Featured 4-Suites, Gameroom

  Max Guests: 18Bedrooms: 7Bathrooms: 5.5Type: VillaLocation: Kissimmee

Kissimmee Vacation Villa Rental

Non Smoking
This spacious, 7 bedroom, 5 1/2 bathroom, vacation home with private pool and spa is located on a conservation lot in the exclusive Terra Verde Resort. Terra Verde is a guard gated resort community, located 10-15 minutes from Walt Disney World. Th......


$200 - $260 per night * Freshly and professionally updated in June 2012 5 Bed,5 bath pool home

  Max Guests: 12Bedrooms: 5Bathrooms: 5Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking
Total professional renovation of home in June. This freshly updated 5 bedroom, 5 bath home has a west facing pool/spa and has open views from the back of the house and is waiting for you. This home has granite counters and stainless steel applian......


$700 - $1100 per week * 5 Star Lakefront Fish Pool Home Bbq Gas Grill Wifi PS 2+Bonus!!!

  Max Guests: 10Bedrooms: 4Bathrooms: 2Type: HomeLocation: Kissimmee

Kissimmee Vacation Home Rental

Non Smoking Handicap Accessible
What makes a Disney vacation home perfect? Location, Location, Location... Would you rather look at someone's backyard, pool cage, or even worse a brick wall? Here, you can watch your childern fish for Large Mouth Bass, feeding the ducks, or just ......


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*Final rates are based on travel dates, taxes, insurance and other factors.

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