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Kissimmee Vacation Rentals


VacationRentalDirect.com has found 141 Kissimmee Vacation Rentals that match your search criteria. Your results can be sorted by price, bedrooms, type of unit and whether the unit is pet friendly or not. All Kissimmee cottages, homes and vacation rentals are presented by their respective owners or managers.


Please click on the photos or links below to view the property details, then contact the owner directly (via the phone number or property inquiry button on each listing).


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Kissimmee, Florida

Our 3 bedroom 2 bath condo is fitted with Queen size bed in the Master Bedroom, and both other bedrooms have 2 twin beds which can be rolled together to form a King Size bed. We also offer a Queen size sleeper sofa.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 3 2 No $553 to $973

Kissimmee, Florida

Newly redecorated, Villa Palmera is situated in Windward Cay, a small, select, open floor plan estate only 400 yards off of 192. This community is also known as the "Hidden Jewel of Kissimmee" , which is located just min...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 3 2 No $550 to $925

Kissimmee, Florida

BEAUTIFULL VILLA 4 bed 2 bath totally private pool (heated optional) games room all amenities internet,safe etc.less than 4 miles to disney.20 mins universal seaworld.45mins gulf coast.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 4 2 No 400 to 595 GBP

Kissimmee, Florida

This property is situated on Cumbrian Lakes, a beautiful prestigious gated community less than 15 minutes from Disney and many other main attractions. Also, only 2.5 miles from the main highway 192, where you will find m...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 4 4 No $630 to $840

Kissimmee, Florida

“GoofysPad”. Our beautiful 6 bed 3 bath 2 story villa with large very private SOUTH FACING pool & spa overlooking Reedy Creek Nature Reserve, superb games room which is situated in the very spacious “Crescent Lakes” T...

Kissimmee, Florida

Fully furnished home in Kissimmee, FL just 20 minutes from Disney.

Kissimmee, Florida

One Night FREE with Stays of 7 nights or more April 5, 2008 - June 20, 2008 We look forward to welcoming you to all the comforts of home that you can only experience with the Villas at Seven Dwarfs Lane, a Town – ...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 3 2 No $833 to $1183

Kissimmee, Florida

The Villa has 4 large double Bedrooms and a sofa bed in the Living room. There is a spacious fully equipped kitchen with breakfast area and a seperate dining room. There is a Pool Lounge/Family room and separate 2nd Livi...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 4 2 No $620 to $1250

Kissimmee, Florida

Each unit can accommodate 8 people. All condos are fully furnished & equipped. The unit features a fully equipped kitchen, full size washer/dryer in the unit, separate kitchen /dining areas. TV with cable There is a ...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 3 2 No $500 to $725

Kissimmee, Florida

Immaculate, 4 Bedroom, 3 Bath home with south facing private pool, 2 master en-suites and game room. Spacious floor plan, fully tiled throughout,
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 4 3 No $900 to $1100

Kissimmee, Florida

The convenience of a home away from home only minutes to all the area attractions. Feel at home in a tastefully decorated contemporary atmosphere. Our properties are located on US 192 East, in Kissimmee.

Kissimmee, Florida

If you enjoy living like Royalty, then this is the perfect home for your family. From the moment you pull up to this beautiful home, you sense the warmth and hospitality welcoming you. Member of the B.B.B.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 5 3 No $693 to $1113

Kissimmee, Florida

VILLA ESCAPE! VERY private pool & KIDDIE POOL, GAMEROOM, PS2, BBQ, 42" TV, TV/VCR/DVD in all bedrooms! Computer with high-speed wireless internet, FREE international phone calls, baby equipment, safe & more. . .
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 4 2 No $850 to $1050

Kissimmee, Florida

Affordable Luxury Vacation Home with Private South-facing Swimming pool just 5 minutes from Disney World. Enjoy glorious sun filled days, endless family fun, blue skies and a sparkling pool. 3 bedrooms, 2 baths, ...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 3 2 Yes $693 to $882

Kissimmee, Florida

located just 5 miles from disney and close to all other attractions kissimmee has to offer.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 4 3 No $740 to $800

Kissimmee, Florida

Huge 6 Bedroom, 4 Bath villa home with private pool and spa in beautiful Windsor Hills Resort, just 2 miles from Disney World. Overlooks natural area. Loads of space with family room, living room, Game Room, extended s...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 6 4 No $1533 to $2093

Kissimmee, Florida

Tropical Palm is a beautiul 3 bed 3 bath Floridan townhome with free internet access located within the tropical 5 star Windsor Palms Resort, a gated vacation rental community near Disney, Shops, restaurants and golf co...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 3 3 No $665 to $805

Kissimmee, Florida

5 Bd 4Bth Home Pool /Spa/ Water view 2.5 Miles to Disney.Visit owners website at www.disneyareahouse.com
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 5 4 No $973 to $1295

Kissimmee, Florida

Luxury Lakeside Villa Pool Home on Sunset Lakes 3 Miles from Disney Orlando. Executive 4000 sq. ft. 5 bedroom, 5 bathroom, with 30' Pool and Spa. This Orlando Pool Home is the largest home on Sunset Lakes, a premier s...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 5 5 No $1100 to $1260

Kissimmee, Florida

New for Summer 2004. 5 large double bedrooms - 3 master suites - 2 spacious sitting areas - 2 dining areas. Heated pool and Jacuzzi. Fully air conditioned games room with pool table etc. Home cinema / Broadband / 51” ...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Villa 5 4 No 714 to 1001 GBP


Learn More About Kissimmee

Kissimmee has a lot to offer all visitors to the area. Below you will find writings from other Kissimmee vacation rental owners about the area they know best! It's a great way to learn first hand about the Kissimmee region and all that it has to offer!

If you are a registered vacation rental property owner on VacationRentalDirect.com and want to tell everyone about the Kissimmee area and also get links back to your website and your listing on VacationRentalDirect.com, please login here and click on 'Edit Your Listing!'

BellaVida, Kissimmee, Orlando

Posted by Donna Taylor on Monday, September 17, 2007


Being close to great routes such as Interstate 4 and Hy 192 makes planning those all important days out to parks, beaches or shopping that much easier. Florida's beautiful coast line is also within easy reach and has many great beaches to offer, from the fast pace of Clearwater to the quite white sands of St Pete's and with one of the closest (Cocoa Beach) being just over an hour's drive away, they are definately well worth a visit. Although golfers will be spoilt for choice when it comes to golf courses, within a few minutes drive is the popular Champions Gate Golfing Resort offering some great championship courses to suit all handicaps. Situated close to the community of Celebration which hosts a shopping strip and some fine restaurants and post office with Hwy 192 offering an abundance of gift shops, food outlets, helicopter rides, a variety of fun family activities and much, much more.
Desc. ID: 336
Indian Ridge Oaks

Posted by Omar Garcia on Saturday, November 04, 2006


Indian Ridge Oaks is one of the closest communities to Disney. There are many shops, mini golf courses, championship golf courses, restaurants and live concerts near Indian Ridge Oaks, also close to both Interstate 4 and Highway 192 and 3 miles from Disney World, Downtown Disney, and Universal Studios.
Desc. ID: 9