Kissimmee Villas

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Villas Listed:  26
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Where you have selected dates and an estimated price is shown, this is 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. To confirm the price for your dates, ensure you send an enquiry to the villa.
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#486  Riva del Lago Villa 4 bedrooms 2 bathrooms private pool and games room

Private Pool
Spa or Hot Tub
Wi-Fi Internet
Games Room
Barbecue Grill
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Restaurants Nearby
Community / Resort Pool
Clubhouse
Tennis / Sports Courts
Gated Community
• Private Pool & Spa
• Wi-Fi
• Barbecue
• Games Room
Rental from £105 per night
Our superb 4 bedroom executive villa offers everything you need for a perfect vacation in Florida. Our aim is to ensure 'Riva Del Lago' provides our guests with everything they need to make their stay in our home a truly memorable one!

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#168  Stunning Lake View Orlando Villa near Disney with Private Pool, Spa, Lanai, BBQ

LATE DEAL — 14 - 29 January
Private Pool
Spa or Hot Tub
Wi-Fi Internet
Games Room
Barbecue Grill
Cot and Stroller
Wheelchair Accessible
360° Video Tour
Shops Nearby
Tennis / Sports Courts
• Private Pool & Spa
• Wi-Fi
• Barbecue
• Games Room
Rental from £125 per night / US$193 per night
Calla Lily Villa

Stunning Lake View home in an exceptional location with more privacy and seclusion than most homes in the Orlando area. This means that my guests can relax and unwind in a unique and tranquil setting whilst still being close to all the area’s main attractions.

Calla Lily is a fabulous Lake front 5 bedroom 3 bathroom pool home in Crescent Lakes in Kissimmee, a fantastic, superbly...

#207  Spacious Villa with Private South Facing Pool * Live English Soccer *

Private Pool
Wi-Fi Internet
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Restaurants Nearby
Community / Resort Pool
Tennis / Sports Courts
• Private Pool
• Wi-Fi
Rental from £66 per night / US$111 per night
Being located just around the corner from Walt Disney World Resort, the Lake Buena Vista area, Indian Wells and our Blue Moon villa offer everything you could possibly want from a visit to Orlando.

Our 3 bedroom / 2 bathroom vacation villa has a fantastic south facing pool, premium TV channels for the evening, laundry facilities and is within walking distances of restaurants, bars and even a WalMart!

#130  4 Bedroom Villa with South-Facing Private Pool and Wi-Fi

Private Pool
Wi-Fi Internet
Cot and Stroller
Shops Nearby
Restaurants Nearby
• Private Pool
• Wi-Fi
Rental from £68 per night
Thank 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...

#113  Splendid 3 Bed Villa On Windward Cay

Private Pool
Wi-Fi Internet
Cot and Stroller
Shops Nearby
Restaurants Nearby
• Private Pool
• Wi-Fi
Rental from £63 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 large ensuite with door leading from the bathroom to the pool deck, the main bedroom...

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

4 - 11 April
Private Pool
Spa or Hot Tub
Wi-Fi Internet
Games Room
Barbecue Grill
Cot and Stroller
360° Video Tour
Shops Nearby
Restaurants Nearby
• Private Pool & Spa
• Wi-Fi
• Barbecue
• Games Room
Rental from £68 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...

#320  Very Popular 4 bedroom Villa with South Facing Pool & Lake View.

Private Pool
Wi-Fi Internet
Barbecue Grill
Cot and Stroller
Shops Nearby
• Private Pool
• Wi-Fi
• Barbecue
Rental from £80 per night / US$111 per night
Our privately owned villa is situated on the quiet development of Eagle Pointe which is only 10 minutes drive from Disney Gates and close to all the other main attractions. With a good range of shops and restaurants nearby it is in a great location for your vacation.

The villa has a south facing pool (sun all day) and the large decking area provides the perfect place to relax on those...

#117  Luxury 4 Bed 3.5 Bath Villa with Private Pool and Games Room

Private Pool
Wi-Fi Internet
Games Room
Cot and Stroller
Shops Nearby
Restaurants Nearby
• Private Pool
• Wi-Fi
• Games Room
Rental from £93 per night
Camelot is a beautiful executive villa set in a very private location backing onto a conservation area. It is only a 10 minutes drive from Disney, and there are plenty of shops and restaurants within a short distance (all along Highway 192).

Free Wi-fi, Local and International Telephone Calls, Monitored Security Alarm and safe


Pool is not overlooked at all and offers complete privacy -...

#123  Our Spacious 3 Bed Villa Located on Windward Cay

Private Pool
Wi-Fi Internet
Cot and Stroller
Shops Nearby
Restaurants Nearby
• Private Pool
• Wi-Fi
Rental from £63 per night
Our development Windward Cay is located at 'Marker 14' Just of the Highway '192', which is minutes from supermarkets and restaurants, our 3 bedroom villa has been furnished to make a lovely relaxing home from home but only 15 minutes away is the magical Disney area. At the back of our villa is a large pool and decking area, useful if different age guests are wanting a dip in the pool while others relax,...

#454  Affordable Luxury 3.5 mi from Disney! Sparkling, Private Pool- 3 bdrms/ sleeps 8

Private Pool
Wi-Fi Internet
Barbecue Grill
Cot and Stroller
360° Video Tour
Shops Nearby
Restaurants Nearby
Community / Resort Pool
Tennis / Sports Courts
• Private Pool
• Wi-Fi
• Barbecue
Rental from £76 per night
Welcome! This beautiful, airy and immaculately clean three bedroom home is located in the suburban neighborhood of Indian Wells in Kissimmee Florida. It's just minutes away from Disney, Sea World and Universal as well as a huge variety of restaurants and shopping outlets making it perfectly centralized for a family friendly vacation.

The home sleeps up to eight in your party. It has a King,...

#186  Florida Lets A Dream! With Internet

Private Pool
Wi-Fi Internet
Cot and Stroller
Shops Nearby
Restaurants Nearby
• Private Pool
• Wi-Fi
Rental from £63 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...

#102  40ft Pool with Spa * Lakeside Views * 250Mb+ Wi-Fi * Premium Cable TV *

LATE DEAL — 18 - 30 January
Private Pool
Spa or Hot Tub
Wi-Fi Internet
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Restaurants Nearby
Community / Resort Pool
Tennis / Sports Courts
• Private Pool & Spa
• Wi-Fi
Rental from £69 per night / US$111 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...

#101  Fully-fenced Oversized Pool - FREE Ultra-fast 250Mb+ Wi-Fi - 5mins Disney, Outlets

Private Pool
Wi-Fi Internet
Barbecue Grill
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Restaurants Nearby
Community / Resort Pool
Tennis / Sports Courts
• Private Pool
• Wi-Fi
• Barbecue
Rental from £69 per night / US$111 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...

#482  4 bed villa with 'South' facing pool in Windward Cay & WIFI

Private Pool
Wi-Fi Internet
Games Room
Barbecue Grill
Cot and Stroller
Shops Nearby
Restaurants Nearby
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
Rental from £70 per night
We 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...

#153  Beautiful Florida holiday home with private south facing pool & spa

Private Pool
Spa or Hot Tub
Wi-Fi Internet
Games Room
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Restaurants Nearby
Gated Community
• Private Pool & Spa
• Wi-Fi
• Games Room
Rental from £96 per night / US$149 per night
Beautiful 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...

#148  Family Villa with Heated Pool, Kids Pool, Hot Tub, Games Area & Wi-Fi

Private Pool
Spa or Hot Tub
Wi-Fi Internet
Games Room
Barbecue Grill
Cot and Stroller
Shops Nearby
Restaurants Nearby
Community / Resort Pool
Tennis / Sports Courts
• Private Pool & Spa
• Wi-Fi
• Barbecue
• Games Room
Rental from £104 per night / US$161 per night
Our Executive Luxury Family 4 Bedroom 3 Bathroom Villa with Hot Tub, Private Pool, Separate Children’s Pool, FREE POOL HEAT, Games Area,Wi-Fi Internet Access is only a 10 min drive from Disney & 2 min from a 24 Hour Wal-Mart, Medieval Times, Mini Golf, shops, Restaurants & Entertainment on the attraction packed Highway 192.

Our villa includes and not limited to:-

#137  Evansvilla luxury 4 Bed Villa with Private Pool/Spa

Private Pool
Spa or Hot Tub
Wi-Fi Internet
Games Room
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Restaurants Nearby
Community / Resort Pool
Clubhouse
Tennis / Sports Courts
Gated Community
• Private Pool & Spa
• Wi-Fi
• Games Room
Rental from £71 per night / US$120 per night
Our 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...

#174  Executive 7 bed lake view home

Private Pool
Spa or Hot Tub
Wi-Fi Internet
Computer or Laptop
Games Room
Barbecue Grill
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Tennis / Sports Courts
• Private Pool & Spa
• Wi-Fi
• Barbecue
• Games Room
Rental from US$226 per night / £143 per night
7 bedroom home with 4 bathrooms and maintained to the highest standards.

This is one of 5 homes we own and ideal for larger groups of Family Re-unions, Sports team, Business Retreats, Church gatherings etc. All 5 homes are in the same street and can be rented together or individually. (Florida Lake Villa 2 and 3 are side by side)

Situated on the quiet sub-division of Crescent Lakes, offering...

#208  Florida Villa Dreams Come True! With internet.

Private Pool
Wi-Fi Internet
Barbecue Grill
Cot and Stroller
Shops Nearby
Restaurants Nearby
• Private Pool
• Wi-Fi
• Barbecue
Rental from £63 per night
Windward Cay, Kissimmee, Orlando, Florida

Our Superior, well appointed detached 3 bedroom villas, ideally situated on a small private development of only 144 homes, located on Windward Cay which is a premium location, to enjoying a relaxed, peaceful setting, yet so close to the attraction packed Highway 192, with its vast choice of shops, restaurants and entertainment. The 192 also provides easy...

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

Private Pool
Spa or Hot Tub
Wi-Fi Internet
Games Room
Cot and Stroller
Shops Nearby
Restaurants Nearby
• Private Pool & Spa
• Wi-Fi
• Games Room
Rental from £70 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 and a games room, this home enjoys...

#472  Luxury 4 Bedroom Villa with Private Pool and Lake View

LATE DEAL — 5 - 31 January
Private Pool
Wi-Fi Internet
Games Room
Cot and Stroller
Shops Nearby
• Private Pool
• Wi-Fi
• Games Room
Rental from £89 per night / US$115 per night
Rent 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

#144  BrightwaterVilla spacious lakeside home at beautiful gated / guarded Lake Berkley

1 May - 30 September
Private Pool
Spa or Hot Tub
Wi-Fi Internet
Games Room
Barbecue Grill
Cot and Stroller
Shops Nearby
Restaurants Nearby
Community / Resort Pool
Clubhouse
Tennis / Sports Courts
Gated Community
• Private Pool & Spa
• Wi-Fi
• Barbecue
• Games Room
Rental from £139 per night / US$186 per night
BrightwaterVilla
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 is accommodated on a double 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,...

#175  Executive 7 bed lake view home

Private Pool
Spa or Hot Tub
Wi-Fi Internet
Computer or Laptop
Games Room
Barbecue Grill
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Tennis / Sports Courts
• Private Pool & Spa
• Wi-Fi
• Barbecue
• Games Room
Rental from US$226 per night / £143 per night
7 bedroom home with 4 bathrooms and maintained to the highest standards.

This is one of 5 homes we own and ideal for larger groups of Family Re-unions, Sports team, Business Retreats, Church gatherings etc. All 5 homes are in the same street and can be rented together or individually. (Florida Lake Villa 2 and 3 are side by side)

Situated on the quiet sub-division of Crescent Lakes, offering...

#485  Spectacular view of Lake Berkley and Island

Private Pool
Spa or Hot Tub
Wi-Fi Internet
Games Room
Barbecue Grill
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Restaurants Nearby
Community / Resort Pool
Clubhouse
Tennis / Sports Courts
Gated Community
• Private Pool & Spa
• Wi-Fi
• Barbecue
• Games Room
Rental from £150 per night
It'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...

#176  Executive 7 bed lake view home

Private Pool
Spa or Hot Tub
Wi-Fi Internet
Computer or Laptop
Games Room
Barbecue Grill
Cot and Stroller
Wheelchair Accessible
Shops Nearby
Tennis / Sports Courts
• Private Pool & Spa
• Wi-Fi
• Barbecue
• Games Room
Rental from US$226 per night / £143 per night
7 bedroom home with 4 bathrooms and maintained to the highest standards.

This is one of 5 homes we own and ideal for larger groups of Family Re-unions, Sports team, Business Retreats, Church gatherings etc. All 5 homes are in the same street and can be rented together or individually. (Florida Lake Villa 2 and 3 are side by side)

Situated on the quiet sub-division of Crescent Lakes, offering...

#218  Beautiful 3-bedroom Villa by the Lake

Private Pool
Wi-Fi Internet
Cot and Stroller
Shops Nearby
• Private Pool
• Wi-Fi
Rental from £68 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...
Where you have selected dates and an estimated price is shown, this is 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. To confirm the price for your dates, ensure you send an enquiry to the villa.
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Kissimmee Villas Map

The map shows the location of the selected villas and their communities.
Villa Communities
Click on the links below for villas in similar locations:
Buena Ventura Lakes
Lake Buena Vista / US192
Poinciana Boulevard
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