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.
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#130 4 Bedroom Villa with South-Facing Private Pool and Wi-Fi
4 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
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From £68 per nightThank you for your interest in our Villa in Kissimmee Florida.
The villa is situated on a small, quiet residential estate just off Highway 192, with all it"s shops and restaurants. Close to Disney, Universal Studios, Seaworld and Gatorland
All linen and towels are provided. The villa is fully air conditioned.
Walmart is a few minutes away, where you can buy almost anything, including attraction tickets at a slightly reduced rate
We have a local management company on hand to help you in any way they can.
We cannot take bookings for less than 7 nights.
The villa is situated on a small, quiet residential estate just off Highway 192, with all it"s shops and restaurants. Close to Disney, Universal Studios, Seaworld and Gatorland
All linen and towels are provided. The villa is fully air conditioned.
Walmart is a few minutes away, where you can buy almost anything, including attraction tickets at a slightly reduced rate
We have a local management company on hand to help you in any way they can.
We cannot take bookings for less than 7 nights.
#454 Affordable Luxury 3.5 mi from Disney! Sparkling, Private Pool- 3 bdrms/ sleeps 8
3 Bedrooms, sleeps 8
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Disney Springs 4.8 miles
• Private Pool
• Wi-Fi
• Barbecue
• Disney Springs 4.8 miles
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From £68 / US$84 per nightWelcome and thank you for checking us out! We are so excited for you to experience the many positive changes that have occurred in the last few months.
While short term vacation rentals were closed per the Governor's orders, we took the opportunity to-
1.) Deep clean and sanitize the home....and going forward, you can be assured that between each stay, we are taking even greater precautions to ensure the home is clean and ready for your enjoyment and safety.
2.) We've upgraded to a different management company as of April 1, 2020. This company is highly respected...
While short term vacation rentals were closed per the Governor's orders, we took the opportunity to-
1.) Deep clean and sanitize the home....and going forward, you can be assured that between each stay, we are taking even greater precautions to ensure the home is clean and ready for your enjoyment and safety.
2.) We've upgraded to a different management company as of April 1, 2020. This company is highly respected...
#137 Evansvilla luxury 4 Bed Villa with Private Pool/Spa
4 Bedrooms, sleeps 10
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Community Clubhouse
• Disney Springs 9.5 miles
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Community Clubhouse
• Disney Springs 9.5 miles
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From £85 / US$120 per nightOur 4 bedroom/3 bathroom single story villa is ideal for anyone wanting to have a great holiday in Orlando who wants to be near all the parks (Disney Gate 10 mins away) and shops and restaurants. although non smoking villa it is acceptable on pool deck outside villa
Terra Verde Resort in Kissimmee is one of the best resort locations in the region. This popular gated community is situated on Poinciana Boulevard, just south of the 192 minutes from 2 super Walmarts and the Medieval Times. The resort was built on totally undeveloped land with much of the natural vegetation...
Terra Verde Resort in Kissimmee is one of the best resort locations in the region. This popular gated community is situated on Poinciana Boulevard, just south of the 192 minutes from 2 super Walmarts and the Medieval Times. The resort was built on totally undeveloped land with much of the natural vegetation...
#153 Beautiful Florida holiday home with private south facing pool & spa
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Disney Springs 6.9 miles
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Disney Springs 6.9 miles
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From £99 / US$153 per nightBeautiful Florida holiday home with private south facing 30’x18’ pool & spa, located in the quiet gated community of The Hamlets. Just off highway 192 in Kissimmee, it is only a few minutes drive to hundreds of shops, restaurants & attractions and some are even within walking distance. Our home is just a short drive to Disney Maingate & Sea World.. The villa is beautifully furnished to the highest standards with themed rooms for children.
We hold a TripAdvisor Certificate of Excellance for 2017, 2018 and 2019
We hold a TripAdvisor Certificate of Excellance for 2017, 2018 and 2019
#101 Very Private Pool - Shops, Bars, Outlets in walking distance - Disney 5 mins - Free Wi-Fi
★ LATE DEAL ★ — 7 - 31 March 2022 — Discounted Pool Heating
3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Disney Springs 4.8 miles
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Disney Springs 4.8 miles
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From £75 / US$120 per nightHomely 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...
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
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Lake Views
• Disney Springs 4.8 miles
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From £75 / US$120 per nightSpacious, 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.
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.
#160 SOUTH FACING, 5 BEDROOMS, 3 BATHROOMS, GAMESROOM, KISSIMMEE
20 May 2022 - 12 June 2022 — PRICES REDUCED
5 Bedrooms, sleeps 12
• 1 Ensuite, 3 Double and 1 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Lake Views
• Community Clubhouse
• Disney Springs 9.3 miles
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Lake Views
• Community Clubhouse
• Disney Springs 9.3 miles
Book this villa
From £160 / US$233 per nightWelcome to our true south facing villa with stunning, uninterrupted views of the largest lake on Lake Berkley resort. Being one of only seven villas with this south facing view you can be assured when the sun is shining it will be on you, great to relax, enjoy and listen to nature and watch wildlife from the pool deck. If you still want to enjoy the outdoor sun but fancy some shade the lanai is ideal for alfresco dining with picturesque views. The large pool deck hosts a private pool, hot tub and lanai with sun loungers, table and chairs.
The Villa boasts over 3000 ft.² of...
The Villa boasts over 3000 ft.² of...
#218 Beautiful 3-bedroom Villa by the Lake
3 Bedrooms, sleeps 6
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Lake Views
• Disney Springs 9.7 miles
• Private Pool
• Wi-Fi
• Lake Views
• Disney Springs 9.7 miles
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From £71 per nightOur 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.
#485 Spectacular view of Lake Berkley and Island
5 Bedrooms, sleeps 11
• 2 Ensuite, 2 Double and 1 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
• Community Clubhouse
• Disney Springs 9.3 miles
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
• Community Clubhouse
• Disney Springs 9.3 miles
Book this villa
From £160 per nightIt's all about 'THE VIEW'!!!
We extend a warm invitation to you and your family, to enjoy the delights of our luxurious 5 bedroom (2 en-suite masters), 4 Bathroom Executive Lake View home with the added bonuses of a games room, private screened pool and a lanai.
Our beautiful, spacious and inviting home has been professionally furnished and is comprehensibly equipped with everything that you would require for the perfect vacation - even down to an umbrella! Yes it does sometimes rain in Florida!
Winter Haven enjoys a prime location within Lake Berkley resort,...
We extend a warm invitation to you and your family, to enjoy the delights of our luxurious 5 bedroom (2 en-suite masters), 4 Bathroom Executive Lake View home with the added bonuses of a games room, private screened pool and a lanai.
Our beautiful, spacious and inviting home has been professionally furnished and is comprehensibly equipped with everything that you would require for the perfect vacation - even down to an umbrella! Yes it does sometimes rain in Florida!
Winter Haven enjoys a prime location within Lake Berkley resort,...
#472 Luxury 4 Bedroom Villa with Private Pool and Lake View
★ LATE DEAL ★ — 1 March 2022 - 7 April 2022 — Discount for 7 Nights or more
4 Bedrooms, sleeps 8
• 1 Ensuite, 2 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
• Lake Views
• Disney Springs 9.7 miles
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
• Lake Views
• Disney Springs 9.7 miles
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From £87 / US$119 per nightRent our luxury 4 bedroom villa with private pool overlooking a lake
Florida Villa by the Lake is a spacious 1,900 sq. ft. family villa with stunning lake views and a large fully screened private pool. Ideal for the theme parks (15 mins to Disney), fishing, golf, wildlife, walking, restaurants, shopping, entertainment or just relaxing.
Perfect location for all the theme parks including Disney
Eagle Pointe is a quiet semi-residential community ideally located with Walt Disney World and the rest of Central Florida's many attractions like Universal and SeaWorld...
Florida Villa by the Lake is a spacious 1,900 sq. ft. family villa with stunning lake views and a large fully screened private pool. Ideal for the theme parks (15 mins to Disney), fishing, golf, wildlife, walking, restaurants, shopping, entertainment or just relaxing.
Perfect location for all the theme parks including Disney
Eagle Pointe is a quiet semi-residential community ideally located with Walt Disney World and the rest of Central Florida's many attractions like Universal and SeaWorld...
#113 Splendid 3 Bed Villa On Windward Cay
3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
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From £64 per nightThis 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 large ensuite with door leading from the bathroom to the pool deck, the main bedroom also has a King 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.
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 large ensuite with door leading from the bathroom to the pool deck, the main bedroom also has a King 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.
#144 BrightwaterVilla spacious lakeside home at beautiful gated / guarded Lake Berkley
5 Bedrooms, sleeps 11
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
• Community Clubhouse
• Disney Springs 9.3 miles
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
• Community Clubhouse
• Disney Springs 9.3 miles
Book this villa
From £138 / US$200 per nightBrightwaterVilla
Our spacious 5 bedroom, 4 bathroom, lakeside home in an oasis of calm off Highway 192 in Kissimmee within walking distance of Medieval Times, WalMart. 7.8 miles to Disney.
We sleep 10 in comfort. 11th guest charged at $25 / £18 per night including taxes. 11th guest is accommodated on a sofabed in upstairs open plan den; or we have 2 travel cots / cribs for infants.
We are baby and toddler friendly. Bed side guard, stair gate, 2 high chairs, 2 good quality reclining buggies / strollers with hoods.
Downstairs and upstairs lake and pool facing...
Our spacious 5 bedroom, 4 bathroom, lakeside home in an oasis of calm off Highway 192 in Kissimmee within walking distance of Medieval Times, WalMart. 7.8 miles to Disney.
We sleep 10 in comfort. 11th guest charged at $25 / £18 per night including taxes. 11th guest is accommodated on a sofabed in upstairs open plan den; or we have 2 travel cots / cribs for infants.
We are baby and toddler friendly. Bed side guard, stair gate, 2 high chairs, 2 good quality reclining buggies / strollers with hoods.
Downstairs and upstairs lake and pool facing...
#482 4 bed villa with 'South' facing pool in Windward Cay & WIFI
4 Bedrooms, sleeps 10
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Disney Springs 7.6 miles
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Disney Springs 7.6 miles
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From £70 per nightWe are looking forward to welcoming you to our Villa...
Let us tell you about
Windward Cay and our 4 bed villa with South facing pool that can accommodate between 10 and 12 guest depending on how sleeping arrangements are made, allowing two familys to share a Florida vacation together..
The surounding area.
Windward Cay is located Just off the Highway 192 at Mile ‘Marker 14’ Windward Cay is nearby to all of the major Orlando attractions, Walt Disney World, Universal Studios to Sea World and so much more!
We are close to local Restaurants and Shopping...
Let us tell you about
Windward Cay and our 4 bed villa with South facing pool that can accommodate between 10 and 12 guest depending on how sleeping arrangements are made, allowing two familys to share a Florida vacation together..
The surounding area.
Windward Cay is located Just off the Highway 192 at Mile ‘Marker 14’ Windward Cay is nearby to all of the major Orlando attractions, Walt Disney World, Universal Studios to Sea World and so much more!
We are close to local Restaurants and Shopping...
#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
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
• Disney Springs 7.6 miles
Book this villa
From £78 per nightOur 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...
Copy 28.308213, -81.472160 and search...
#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
• Barbecue
• Lake Views
• Disney Springs 7.6 miles
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From £71 per nightLakeside 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....
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....
#186 Florida Lets A Dream! With Internet
3 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
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From £68 per nightWindward 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...
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...
#234 Attractive 3Bed Vacation Home 36’ SOUTH facing Pool
★ LATE DEAL ★ — 10 December 2021 - 28 January 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
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Lake Views
• Disney Springs 7.6 miles
Book this villa
From £70 per nightWindward 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...
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...
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