2 & 3 Bedroom Kissimmee Villas

Search for your perfect Florida holiday villa by availability, number of bedrooms, location and specific requirements. All villas are within a 30-minute drive of Walt Disney World Resort. Where you find suitable villas or want to compare villa amenities, location and price, simply Save to Shortlist.
2 & 3 Bedroom Kissimmee Villas
These Florida vacation homes will be single-storey villas, condos or duplex townhouses, which are ideal for single families, two couples, winter ‘snowbirds’ or business trips when visiting the Orlando area. Expect an en-suite master bedroom, plus combinations of double and twin bedrooms. Almost all villas of this size will have off-street parking, with the garage possibly being converted to a games room. There may be a private or communal pool available, with a few also having a hot tub or spa.
Where you have searched on specific dates and prices are available, then an estimated price for your dates will be shown. Where no dates are selected, then the lowest nightly rate will be shown. These prices are for renting the villa (not per person) and will include local Florida taxes but will exclude any discounts or optional extras e.g. pool heating.
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#308  Fantastic 3 bedroom executive villa

3 Bedrooms, sleeps 8
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Community Clubhouse
• Disney Springs 22.8 miles
Private Pool Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Borders Golf Course Gated Community Payment accepted in Sterling Payment accepted in US Dollars
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From £85 / US$114 per night
Executive, immaculately maintained, privately owned 3 bedroom 2 bathroom villa on PGA award winning Southern Dunes Golf Club. South facing pool overlooking the 2nd tee. Many extras including games room and b-b-q..


OUR HOME
Sandhurst Villa is an air-conditioned, immaculately maintained, luxury 3 bedroom 2 bathroom home, situated on the prestigious PGA award winning Southern Dunes Golf & Country Club in central Florida. It is decorated & maintained to the very highest standards. The lounge, dining area & kitchen are open plan with vaulted ceilings, giving a light...

#218  Beautiful 3-bedroom Villa by the Lake

3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Lake Views
• Disney Springs 9.7 miles
Private Pool Wi-Fi Internet Cot and Stroller 360° Video Tour Shops Nearby Payment accepted in Sterling
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From £75 per night
Our beautiful 3 bedroom 2 bathroom luxury villa is only 15 minutes from Disney World and located just 5 minutes from the 192 giving easy access to all other Orlando attractions, supermarkets and dining. Facing west, the spacious pool area is bathed in sunshine throughout the day. Overlooking a large lake, the patio is the ideal place to relax and perhaps watch the sunset.This is our home in Florida and we spend as much time here as we possibly can and when we can't be here would welcome the opportunity to share it with you for your vacation.

#186  Florida Lets A Dream! With Internet

3 - 10 December 2022 — FREE Welcome Pack
3 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
Private Pool Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
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From £78 per night
Windward Cay, Kissimmee, Orlando, Florida. Just off the 192 at 'Marker 14'

One of 3 of our superior, well appointed detached villas, all 3 bedrooms that sleep up to 8 guests. Our villas are ideally situated on a small private development a premium location, enjoying a relaxed, peaceful setting, and yet so close to the attraction packed Highway 192, with its vast choice of shops, restaurants and entertainment. (The 192 also provides easy access to Orlando’s main attractions, Disney World being a mere 15 minutes drive away)

(Our homes are 'pet free' due to own...

#361  3 Bedroom 2 Bathroom Villa Sleeps 6

3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Lake Views
• Disney Springs 9.8 miles
Private Pool Wi-Fi Internet Barbecue Grill Cot and Stroller Wheelchair Accessible Shops Nearby Payment accepted in Sterling
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From £75 per night
Our lovely 3 bedroom, 2 bathroom luxury villa is located on Poinciana Blvd just 15 minutes from Disney World and 5 minutes from Walmart and the 192. The location provides easy access to the theme parks, supermarkets and restaurants. The screened swimming pool overlooks a small lake which is a have for water birds, turtles and fish. We have owned our home for 17 years and usually visit three times a year to make sure it is kept pristine for our guests. The accommodation comprises of 1 master bedroom with en-suite bathroom, 1 double bedroom and 1 twin bedroom both sharing a bathroom....

#101  Very Private Pool - Shops, Bars, Outlets in walking distance - Disney 5 mins - Free Wi-Fi

3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Disney Springs 4.8 miles
Private Pool Wi-Fi Internet Barbecue Grill Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Community / Resort Pool Tennis / Sports Courts Payment accepted in Sterling Payment accepted in US Dollars
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From £78 / US$124 per night
Homely luxury, an over-sized fully-fenced private pool and FREE ultra-fast 250Mb+ Wi-Fi.

Disney 5 minutes, Seaworld 10 minutes and Universal Studios under 20 minutes. Indian Wells is the closest villa community to the parks, attractions, Premium Outlets and International Drive. There is even a WalMart within walking distance!

Set in a peaceful location on the edge of Indian Wells and overlooking woodland, our villa: Elegant is a 3 bedroom, 2 bathroom single storey vacation Florida villa. With almost 1500sqft of air-conditioned tiled living areas and carpeted...

#102  40ft Pool with Spa * Lakeside Views * Local Bars and Shops * 500Mb+ Wi-Fi * Premium Cable *

3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Lake Views
• Disney Springs 4.8 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Community / Resort Pool Tennis / Sports Courts Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £78 / US$124 per night
Spacious, excellently equipped, huge 40ft pool, spa and lakeside views.

Disney under 5 mins, Seaworld and International Drive 10 mins. Also, what other community boasts shops, bars, Walmart and factory outlets all within walking distance?

Located in the Lake Buena Vista area, Indian Wells is recognised as the closest rental community to the attractions and means you have more time at the parks and not sat in traffic. With the largest pool you are likely to find in any rental home and offering excellent value for money, why settle for second best.

#393  Luxury 3 bedroom, 2 bathroom villa with private south facing lakeside pool

3 Bedrooms, sleeps 6
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Lake Views
• Disney Springs 7.6 miles
Private Pool Wi-Fi Internet Barbecue Grill Wheelchair Accessible Shops Nearby Restaurants Nearby Payment accepted in Sterling
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From £86 per night
Lakeside Dream is a luxury, very secluded villa with heated pool and large south facing deck area in a prime position on the charming and tranquil Windward Cay development. The villa is on a sizeable plot set back from the lake which is very private. It is a perfect short-term holiday home which is ideal for couples or for an average sized family with older children.

This spacious villa has a large open plan living/dining and kitchen area. It is fully air conditioned, there is a 24/7 monitored alarm system for your additional security and a safe to guard your valuables....

#387  'Lakeside Haven' South Facing Pool, Spa and Stunning Lakeside Views

3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
• Disney Springs 7.6 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller 360° Video Tour Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £78 per night
Our homely and beautiful fully air conditioned private villa with fabulous lakeside views is located on a fantastic large plot in the beautiful and peaceful community of Windward Cay ’the hidden jewel of Kissimmee’ situated less than half a mile from the 192 with all the shops and restaurants you could wish for. With the excitement and thrill of the Disney Parks just seven miles away, Sea World only ten miles and Universal only thirteen miles the location could not be better. Free hi-speed internet and TV package.

Copy 28.308213, -81.472160 and search...

#224  Toni's Villa on the exclusive gated community, Tuscan Hills

3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
• Community Clubhouse
• Disney Springs 14.4 miles
Private Pool Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling
Book this villa
From £89 per night
Enjoy your dream holiday in Orlando whilst at this three bedroom villa on Tuscan Hills. The villa has a pool deck with an outside dining area, the perfect place to relax at the end of a fun day in the parks. When it gets too hot outside, head indoors to the lounge, or make use of the pool table in the games room. The property is on Tuscan Hills, a gated community with a load of on-site facilities for guests to use during their stay. You can let the little ones run about in their own dedicated play area, before facing off against family and friends in the volleyball or tennis...

#113  Splendid 3 Bed Villa On Windward Cay

★ LATE DEAL ★ — 28 August 2022 - 29 September 2022 — FREE Welcome Pack
3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
Private Pool Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £78 per night
This 3-bedroom, 2-bathroom vacation home is in the heart of Kissimmee is the perfect vacation home for your family to enjoy.

Executive Villa in the quiet and prestigious Windward Cay development.

The property is fully air-conditioned and has a fully fitted kitchen recently refurbished with granite worktop.

with a ensuite with door leading from the bathroom to the pool deck, the main bedroom also has a Queen size bed and patio doors leading to the pool deck. Our villa Sleeps 6.

We offer a great home with a great service and have many repeat guests.

#234  Attractive 3Bed Vacation Home 36’ SOUTH facing Pool

10 - 24 December 2022 — FREE Welcome Pack
3 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Lake Views
• Disney Springs 7.6 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £79 per night
Windward Cay Kissimmee - Hidden Jewel Of Kissimmee

This Stunning 3-bedroom, 2-bathroom vacation home in the heart of Kissimmee is the perfect vacation home for your family to enjoy a wonderful holiday in the Florida sunshine, and explore the many attractions and theme parks in and around Orlando.

With generously sized bedrooms, a south-facing pool with a spa pool (Pool heat additional) and a games room, this home enjoys a tranquil woodland location on the Windward Cay development. The pool area is the perfect spot to relax in the sun or enjoy a barbecue or al...

#350  Pluto’s Palace Florida Villa

3 Bedrooms, sleeps 8
• 2 Ensuite and 1 Twin
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
• Disney Springs 15.7 miles
Private Pool Wi-Fi Internet Games Room Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Payment accepted in Sterling Payment accepted in US Dollars
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From £86 / US$143 per night
We are Darren and Gail and we own a fabulous 3 bedroom 3 bathroom villa with South Facing Pool, on the picturesque community of Sandy Ridge, which is surrounded by golf courses and is still only 10 minutes from Disney.

The community is in a tranquil setting with very little traffic and beautiful woodland, surrounding it. Every villa is individually painted with no two villas next to each other the same colour or design and has a lovely safe play area for children with slides etc – making the community feel homely.

Our fantastic villa with its contemporary interior...

#262  Luxurious 3 bed villa with south facing pool overlooking a lake

3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
• Lake Views
• Disney Springs 15.1 miles
Private Pool Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £100 per night
Welcome to 'Heron's Rest' , our fully furnished, luxurious 3 bedroom villa.

Situated on a large plot, In a tranquil position, with south facing private pool, lanai and extended deck, with fabulous views, overlooking a lake

There are 3 Bedrooms and 2 bathrooms (2 ensuite), 1 Jack and Jill

Flat screen TV and ceiling fans in all Bedrooms.

Air conditioned and wireless internet throughout.

Safe Available for guest use

Free Wireless internet is available throughout the villa.

Free United States & Canadian telephone calls
Shortlisting a is the easiest way to compare specific villas for availability, location, amenities and price. Saving a villa to your shortlist will not contact the owners, so for more information on renting the villa, you still need to send an enquiry.