Holiday Accommodation Kissimmee

Vacation accommodation in Orlando with holiday apartments condos and villas for rental in Kissimmee

Too many results? Narrow your search by using the filters in the below left column or refine your search



Filter settings:


A minimum of:


Apply these filters? 

Review ratings:

Apply these filters? 

Property types:

 More property types
Apply these filters? 


 More amenities
Apply these filters? 

Page 1 of 15

Villa in Emerald Island, Kissimmee, Florida, USA
1 review

Sleeps 14. Luxury 7 bedroom villa with own heated pool, spa and games room. Cable tv in every bedroom. Prism TV with record box and HBO channels, NFL Channel, UK Football ,Central heating and air-con. Free high speed wireless internet. Ideal for large families holidaying together. South facing pool in a corner plot for extra seclusion. 5 miles from Disney World. Arrive to a free welcome pack of groceries, use of pool towels, UK chargers and lots of extras.

View property for rates info

Villa in Veranda Palms, Florida Orlando / Kissimmee, America, USA

Sleeps 12. Impressive 6 bedroom, 4 bathroom, new villa with private pool and games room. Located within the stunning gated community of Veranda Palms Development. Set in a sprawling conservation area with beautiful lakes and wooded areas but still only 4 miles from the famous Walt Disney World. Free WiFi internet. 5 minute drive from plenty of bars, restaurants, cafes, shops, supermarkets, banks. 15 minutes drive to Orlando premium outlets for further retail therapy.

Prices from £800 per week

Villa in Crescent Lakes, Kissimmee, Orlando, Florida

Sleeps 8. Privately owned 4 bedroom, 3 bathroom villa situated in Crescent Lakes, Kissimmee right in the heart of Orlando, Florida.The villa has a very private 30 foot swimming with a large deck area and benefits from the sun all day.The house is very well maintained and is situated in a mainly residential area rather than one that is over run with rental homes and hence all neighbours take pride in looking after their homes providing a great community.

Prices from £450 per week

Villa in Reunion Resort, Florida / Orlando, Kissimmee, America, USA

Sleeps 8. 4 bedroom villa with private heated pool, games room, home office wet bar. On the 10th fairway of Jack Nicklaus Golf Course, 5,388 total square feet. Orlando downtown 45 minutes, Disney 10 minutes, Universal studios 20 minutes, Sea world 20 minutes. Reunion Resort Restaurants. 20 mins from house, Sand Lake Road. 100s of excellent seafood/ steak restaurants and live music.

View property for rates info

Villa in Emerald Island Resort, Florida / Orlando, Kissimmee, America

Sleeps 14/16. 7 bedroom elegant and spacious holiday home. Private swimming / whirlpool and spa. Perfect for large family groups. The furnishings are of a luxury standard throughout. ‘Florida Breeze’ is the ultimate paradise for a Disney holiday or as a luxurious, sun drenched, bolt hole which has to be experienced to be believed. Enjoy our enchanting home for less than the price of a hotel room.

View property for rates info

House in Cumbrian Lakes, Florida
21 reviews

Sleeps 14. Enjoy luxury 6 bed 5 bath villa close to Disney! New air con system fitted April 2013 and new pool heater November 2013! New cushions for all pool furniture July 2012. Downstairs shower room facility. Prestigious home on sought after Cumbrian Lakes! Luxurious and beautifully furnished with designer drapes,quality furniture and decorated to a high standard. A/C. king size bed with large en suite,TV combo,ceiling fan, balcony with patio set ...

Prices from £840 per week

Villa in Emerald Island, Florida

Sleeps 14. Magical manor sleeps 14 on emerald island resort Our villa is on one of the best lots on Emerald Island, THE POOL LOOKS OUT OVER THE LAKE, and conservation area with no rear neighbours. It has been furnished to a very high standard, with a lounge and dining room, and a family room with ample seating, and further dinning area, and a kitchen with everything you need for your stay; there are six bedrooms, one king on the ground floor with a walk i...

Prices from £775 per week

Villa in Emerald Island Resort, Florida / Orlando, Kissimmee, America
3 reviews

Sleeps 8/10. 4 bedroom villa with private pool, whirlpool and spa. Games room. Situated on a private gated resort. Less than 3 miles from Disney. It takes 5 minutes to drive to Animal Kingdom and Blizzard Beach. It is approximately 25 minutes drive to Orlando International Airport.

View property for rates info

Villa in Eagle Pointe, Florida Orlando / Kissimmee, America, USA
3 reviews

Sleeps 8/10. 4 bedroom villa with large screened, heated swimming pool. South facing pool area is fully furnished and has a covered lanai for outdoor dining and provides a magnificent view over a tranquil lake. Genuine 15 minutes to Disney and close to abundance of shops and restaurants. Free WiFi and local calls.

Prices from £410 per week

Town House in Windsor Hills, Kissimmee, Florida, USA
7 reviews

Sleeps 6. 3 bedroom, 3 bathroom immaculate air-conditioned townhouse on corner plot within the gated community of Windsor Hills Resort in Kissimmee. 2 miles from Disney. Private splash pool with open outlook, free WiFi, access to the lagoon pool with waterslide, tennis, basketball, gym, cinema, table tennis and kids play areas are all included in the cost of renting our property. Whether you are "theme park junkies", golfers or nature lovers this is the ideal place to spend your holiday.

Prices from £525 per week

Townhouse in Terra Verde, Kissimmee, Florida, USA

Sleeps 6/8. Luxury 3 bedroom town home with 2 1/2 bathrooms situated on the exclusive Terra Verde Resort. Home is fully equiped and furnished to a high standard. There is easy access to the resorts amenities, minutes from the clubhouse and pool. A jacuzzi is located on the private patio area, which overlooks woodland conservation area. Central location for Disney Parks and Universal, shops and restaurants nearby. Walmart Super center 5 minutes drive.

View property for rates info

Villa in Tuscany, Kissimmee, Florida, USA

Sleeps 10. 5 Bedroom luxury villa with private pool. Located on an exclusive development and completed March 2009. The villa Overlooks a conservation area and small lake. Ideally located off Highway 192 for great access to all Disney parks and Orlando attractions. Several golf courses, supermarkets, restaurants/bars all within a few minutes drive. Beaches on East and West coasts 1 hour drive. Fully air-conditioned throughout, hi speed internet access, telephone for local calls, Cable TV and DVD.

Prices from £500 per week

Villa in Veranda Palms, Florida Orlando / Kissimmee, America, USA

Sleeps 12. 6 bedroom fully detached villa with landscaped gardens, pool and spa. Fully kitted out games room and den. This brand new property is a high tech, family friendly, luxurious vacation home that has everything and more that you may need for the perfect Florida vacation. We are located just off Highway 192, 15 minutes from Disney and less than 2 minutes from shops and restaurants.

Prices from £900 per week

Villa in Emerald Island, Kissimmee, Orlando, Florida
17 reviews

Sleeps 8/10. 4 Bedrooms. Located on the beautiful resort of Emerald Island, - located just 4 miles to the gate of Animal Kingdom. There are 4 bedrooms, 3 bathrooms and a pool. The house free wireless internet. Fully refurbished to a premium standard, which includes a 42" flat screen TV together with an X Box 360 and kinect. Flat screen TV's are also in all 4 bedrooms. There is also a games room with 7ft pool table, football table and an electronic basketball.

Prices from £550 per week

Villa in Windward Cay, Kissimee, Florida, USA

Sleeps 8. 3 bedroom villa with screened, heated swimming pool. The pool area is fully furnished and has a covered lanai for outdoor dining and relaxing. Only 10 minutes to Disney, 20 to Sea World and Universal. Situated in the quiet, secluded Windward Cay community is just a couple of minutes off the 192, within easy reach of all the shops, restaurants and attractions. Free Wi-fi and national calls. Villa has optional disabled access throughout.

Prices from £350 per week

Villa in Cumbrian Lakes, Florida
23 reviews

Sleeps 11. 5 Bedrooms,huge mastersuite, games room, extended pool,fully equipped, plus BBQ. Our luxury 5 bedroomed air-conditioned villa is located in the gated community of Cumbrian Lakes. Set in a conservation area with lake walk & jogging trail, it provides a peaceful haven & yet is close to all the excitement of the theme parks. Disney is only 10 min away & the shops & restaurants on Highway 192 are a 5 min drive. Master suite with king-size bed, bath & walk-in shower, sitting area w...

Prices from £600 per week

Villa in Eagle Pointe, Kissimmee, Florida, USA
2 reviews

Sleeps 9. 4 bedroom beautiful villa with private pool. Air-conditioning. Internet access. Furnished and maintained to high standards. Games room with ping pong/table tennis, table hockey, pool table and darts. BBQ and patio furniture. Off street parking. Lakeside position. Quiet location but only minutes to highway 192 and its attractions. 2 mins from a 24hr Walmart superstore.

View property for rates info

Townhouse in Coral Cay Resort, Florida / Orlando, Kissimmee, America

Sleeps 8. 4 bedroom townhouse is located in Coral Cay gated community. The resort amenities include swimming pool, heated spa, children's play area and clubhouse lounge with pool table. There is also a movie theatre with a selection of DVD's. Free Wi Fi & phonecalls included. Close to Walmart, shops & restaurants. Only minutes from the Disney attractions & surrounded by world class golf courses and other recreational amenities.

Prices from £350 per week

Villa in Lake Berkley, Florida / Orlando, Kissimmee, America, USA

Welcome to our modern & spacious 4 bedroom villa. Situated on the beautiful gated Lake Berkley Resort. Our villa has a west facing pool deck overlooking a tranquil lake & is perfect for unwinding after a busy day at the parks or shopping! Sleeping 8 people, 2 bedrooms with private en-suite and 2 further bedrooms and bathroom. Also more family fun can be had in our air conditioned games room featuring a full size pool table & 43' TV. Close to all the parks, shopping, restuarants & golf courses.

Prices from £525 per week

Villa in Eagle Pointe, Kissimmee, Orlando, Florida

Sleeps 8 guests. 4 bedroom, 2 bathroom villa with screened south facing pool overlooking a picturesque lake. Peaceful location yet only 10 minutes drive from the Walt Disney World entrance and conveniently located for all restaurants and stores, just off the popular Highway 192. Nearest supermarket is Walmart which is a 5 minute drive. Many excellent golf courses nearby. Fully air-conditioned and alarmed. Internet access available. Mickey Mouse themed twin bedroom-ideal for young children.

Prices from £435 per week

Villa in Somerset Complex, Florida / Orlando, Kissimmee, USA

Sleeps 8/10. 4 bedroom villa with private pool with landscaped deck area. Located in a gated vacation rental community, Somerset is on the grounds of the exclusive Remington Golf course and has a beautiful surroundings and amenities. 12 miles from the Disney Theme parks which takes about 15-20 minutes to get there by car.

Prices from £495 per week

Villa in Formosa Gardens, Florida

Sleeps 20. Custom, lakefront, 9 bedroom Villa at Formosa Gardens only 2 miles from Disney Formosa House is undoubtedly one the finest and largest Villas available at over 6000 sq ft. It commands a spectacular lakefront position on a 2/3rd acre lot on the prestigious Formosa Boulevard. The only one of this custom design with a unique Grand Honeymoon suite, this suite has its own private lounge area, rarely found in other comparable Villas. Ideal for those special celebrations. Space and...

Prices from £2970 per week

House in Windermere, Florida
5 reviews

Sleeps 8. 2,800 SqFt, 4 bedrooms, 3 bathrooms, hall/dining room, family room, pool A rare feeling of SPACE and PRIVACY with a lake to the left and woodland at the rear of the property. Ideally located in peaceful Windermere, our beautifully maintained fully air-conditioned 2 story house offers luxury family accommodation with master suite downstairs and three double rooms upstairs. You are welcomed by a large lounge and dining area which leads to an open plan family room, kitche...

Prices from £625 per week

Villa in Calabria/Tuscany, Kissimmee, Florida, USA
11 reviews

Sleeps 8. 4 bedroom family run executive with private pool and spa. Air- conditioned throughout with Cable TV and internet access. Located just a genuine 10 minutes from Disney as well as other World Famous Florida attractions, shops and golf courses.

Prices from £500 per week

Villa in Lake Berkley, Florida
40 reviews

Sleeps 14. Disney 7mins - HDTV all rooms, Stunning Views, Free Calls, Sat. Nav Turbo Wifi *****ELITE EXECUTIVE PLUS - 5 STAR VILLA.***** -Quietly Located-7 mins Disney -Top Resort -- Safe 24hr Security Guarded & Gated. -Free Use of Resort Facilities. - Sparkling Private pool/24 hr. Spa with Blower. - Stunning Views over 14 acre Natural Spring Lake. - Tranquil surroundings. - Baby ducks and Sand Cranes come to be fed. - Fish from Stocked Lakes - Watch Eagles, Osprey and ...

Prices from £929 per week
Page 1 of 15

Self-catering holiday rentals in Kissimmee for your home stay

Kissimmee, Florida is one destination that's extremely popular with holidaymakers no matter what their age. There's something for everyone ranging from the Disney Wilderness Preserve, the Old Town, Skyscapes Balloon Tours, Lanier's Historic Downtown Market Place to Pirate's Adventure Golf courses and Happy Days Family Fun Centre. With so many enjoyable activities to take part in for families and groups there will never be a dull moment. This particular part of the USA has lots of fantastic self-catering holiday accommodation as well as cottages, villas and apartments from which to visit quaint churches and monuments, you simply can't miss out watching a game of baseball either. The Americans are a race of very friendly people, more than willing to help tourists out if they are lost or need advice. Enjoy a holiday of a lifetime in Kissimmee to take in the many spectacular sights and sounds on offer. Self-catering accommodation means you can come and go as you please, take your time and enjoy every moment.

Holiday Letting in Kissimmee, Florida for your short break

Whether it's a short break or a longer stay, Kissimmee has it all. Property types here range from beautiful villas, smart town houses or for something completely different, a vacation rental right on Disney's doorstep. You can expect fabulous accommodation no matter where you stay with holiday homes having comfortable en suite bedrooms, spacious living areas with fantastic furniture, big screen TVs, DVD players as well as shaded pool decks where you can relax while the kids have the time of their lives splashing each other in luxurious spa swimming pools. Spend the school holidays in Kissimmee to give your children the opportunity to enjoy hot weather, lots of fun and of course a visit to the incredible Disney World. If golf is your game there are many villas and holiday lets near stunning golf courses, so don't forget to take your clubs!

Best time to enjoy Kissimmee

Obviously the best time to enjoy a holiday in Kissimmee is during the summer holidays although many people prefer winter when it's a little cooler. Making a reservation for holiday houses or apartments here can be carried out quickly by using owners direct safe bookings. None of your personal details will be passed to a third party, however if you need to ask any questions the owners of holiday accommodation in Kissimmee are always at the other end of the phone. With so many amazing attractions it's no wonder this part of the US has many visitors, so don't be left behind, make your reservation sooner rather than later to have something to look forward to this year.

Property Ref:  

Follow Owners Direct