Most Central Orlando Villas

Search for your perfect Florida holiday villa and compare amenities, location and price by shortlisting them.
Arrival Date
Departure Date
Number of Bedrooms
Villa Location
When searching for villas available between specific dates, then an estimated price for your stay will be shown. Where no dates are selected, then the lowest nightly rate for each villa 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.
Sort Villas:
Villas per Page:

#101  Very Private Pool Area - Shops, Bars, Outlets in walking distance - Disney 5 mins - 300Mb Wi-Fi

Kissimmee
3 Bed Villa sleeps 6. Private Pool.
3 Bedrooms, sleeps 6
(53 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
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
Book this villa
From £85 / US$135 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 *

Kissimmee
3 Bed Villa sleeps 6. Private Pool with Spa / Hot Tub.
3 Bedrooms, sleeps 6
(55 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Lake Views
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 £85 / US$135 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.

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

Kissimmee
5 Bed Villa sleeps 10. Private Pool with Spa / Hot Tub. Games Room.
5 Bedrooms, sleeps 10
(40 Guest Reviews)
• 2 Ensuite, 1 Double and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £109 / US$167 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 standards with themed rooms for children.

We hold a TripAdvisor Certificate of Excellance for 2017, 2018 and 2019

#335  5 Bed 5 Bath Villa with South Facing Pool

Kissimmee (West) / Four Corners
5 Bed Villa sleeps 10. Private Pool.
5 Bedrooms, sleeps 10
(7 Guest Reviews)
• 5 Ensuite
• 5 Bathrooms
• Private Pool
• Wi-Fi
• Community Clubhouse
Private Pool Wi-Fi Internet Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling
Book this villa
From £141 per night
Stunning 5 bedroom 5 bathroom villa with south facing pool located on Windsor Hills, the closest 5* gated community to Disney

Our 2 storey detached home has all the comforts of home under the glorious Florida sun. Professionally furnished and styled each bedroom has its own identity encouraging a restful nights sleep after a busy day experiencing everything Orlando has to offer.

Located just 3.5 miles from the entrance to Animal Kingdom (there's a short cut to avoid most of the 192 traffic!) Windsor Hills offers a great base from which to explore Walt Disney World...

#163  Location, Location, Location

Kissimmee (West) / Four Corners
4 Bed Villa sleeps 8. Private Pool with Spa / Hot Tub.
4 Bedrooms, sleeps 8
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
Private Pool Spa / Hot Tub Wi-Fi Internet Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £121 per night
Our Luxury 4 Bedroom, 3 Bathroom, Villa with Private South Facing Pool and Spa/Hot Tub is a genuine 5 minutes from Disney. It is situated on the prestigious Rolling Hills Estate at Formosa Gardens set amongst lakes and conservation areas.

Our Villa is the Delaware Model which is the largest single storey type on Rolling Hills, with the advantage of an extra living room, and 2 master suites making it ideal for 2 families sharing.

#374  Sunnyside Florida Villa

Kissimmee (West) / Four Corners
4 Bed Villa sleeps 8. Private Pool. Games Room.
4 Bedrooms, sleeps 8
(4 Guest Reviews)
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
Private Pool Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Tennis / Sports Courts Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £100 / US$143 per night
The Villa is located at Indian Creek in Kissimmee, less than 4 miles from Disney World.

This villa has been furnished to the highest standards. It was completed in March 2000 and has a large lounge area, dining area, 4 bedrooms and 3 bathrooms - 2 are ensuite.

The home is Alarmed for your security, and smoke detectors and child alarms on doors leading to the pool area. There is also a safe for your valuables.

**Fully air-conditioned
**Ceiling fans - Living Room and All Bedrooms
**Smoke detectors
**Security Alarm installed
**Safe for Valuables

#400  4 bed 3 bath villa with south facing pool

Kissimmee (West) / Four Corners
4 Bed Villa sleeps 8. Private Pool. Games Room.
4 Bedrooms, sleeps 8
(19 Guest Reviews)
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
Private Pool Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Tennis / Sports Courts Payment accepted in Sterling
Book this villa
From £95 per night
Our villa is situated on one of the closest communities to Walt Disney World. Only 3 miles to Animal Kingdom and even closer to a good variety of restaurants. The community has a tennis court, baseball court, outdoor gym and 2 children's playgrounds, one of which is at the back of our villa. The villa has an open aspect at the rear overlooking pine trees which encourages wildlife such as squirrels and rabbits and humming birds which feed from the hibiscus surrounding the pool.

#128  Executive Style Home with 26ft South facing Pool & Spa

Kissimmee (West) / Four Corners
4 Bed Villa sleeps 8. Private Pool with Spa / Hot Tub. Games Room.
4 Bedrooms, sleeps 8
(16 Guest Reviews)
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Cot and Stroller 360° Video Tour Shops Nearby Restaurants Nearby Tennis / Sports Courts Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £129 / US$193 per night
This Indian Creek vacation home is situated on one of the closest residential estates to WDW. Just 3 miles from Animal Kingdom and 1 mile from Formosa Gardens shopping centre (mile marker 4 on highway 192) where you will find a selection of shops and restaurants – including Outback Steakhouse (everyone’s favourite), Red Lobster, TGI Fridays, Carrabas. Close enough to the parks to be able to pop back for lunch and an afternoon swim or rest before returning to parks for the evening entertainment – fireworks, parades and shows.

Indian Creek is a quiet residential estate including...

#109  The Enchanted Retreat! Private Splash Pad - Large Pool - Themed Bedrooms - Theater Room - Gated Community!

Kissimmee (West) / Four Corners
7 Bed Villa sleeps 14. Private Pool with Spa / Hot Tub. Games Room.
7 Bedrooms, sleeps 14
(6 Guest Reviews)
• 4 Ensuite, 2 Double and 1 Twin
• 6 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Shops Nearby Restaurants Nearby Gated Community Payment accepted in US Dollars
Book this villa
From US$471 per night
The Enchanted Retreat has been professionally decorated throughout. There are seven bedrooms, six bathrooms, a large family room, dining room, and a fully equipped kitchen. The family room offers a large flat screen TV and blu-ray player. For those who need to connect, there is free wireless wi-fi. For the little ones, the home has a crib, stroller, high chair, and pack-n-play. Baby gates are installed at the top and bottom of the stairs.

Our 45 foot pool is one of the biggest in Formosa! The swimming area starts at 3 feet deepening to 6 ft. The attached spa can be...

#185  5 Star Luxury Villa With Spectacular Lake View

Kissimmee (West) / Four Corners
4 Bed Villa sleeps 8. Private Pool with Spa / Hot Tub. Games Room.
4 Bedrooms, sleeps 8
(9 Guest Reviews)
• 1 Ensuite, 1 Double and 2 Twin
• 2.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Lake Views
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Cot and Stroller 360° Video Tour Shops Nearby Restaurants Nearby Payment accepted in US Dollars
Book this villa
From US$186 per night
Lake View House at Oak Island Harbor
Oak Island Harbor community is a community that is known and appreciated for its convenient location in the prestigious Formosa Gardens area. Upscale private pool homes in a spectacular and peaceful setting yet close to where everything is going on.
If you are vacationing in Central Florida for the fabulous weather as well as visiting all the world famous theme parks, then this is the villa for you. The house has one of the nicest settings imaginable with the back lawn running down to the waters edge of the private lake that this community...

#219  4 Bed / 2 Bath Villa with South Facing Pool

Kissimmee (West) / Four Corners
4 Bed Villa sleeps 8. Private Pool. Games Room.
4 Bedrooms, sleeps 8
(20 Guest Reviews)
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
Private Pool Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Shops Nearby Community / Resort Pool Tennis / Sports Courts Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £89 / US$125 per night
Welcome to 'Laurel Oak', a beautiful vacation villa which features 4 bedrooms, 2 bathrooms, heated private south facing swimming pool, air conditioning and having all modern conveniences including large fridge/freezer, oven, microwave, waste disposal, dishwasher, coffee maker, toaster and all necessary bedding, towels, crockery and cutlery.

The villa is located on one of Orlando's most sought-after developments, INDIAN RIDGE OAKS which is just off Highway 192 and only some three miles and only a genuine 10 minute drive from WALT DISNEY WORLD and close to all the other...

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

Kissimmee
4 Bed Villa sleeps 8. Private Pool.
4 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
Private Pool Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
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 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.

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

Kissimmee
11 July 2023 - 11 September 2023 — FREE Welcome Pack
3 Bed Villa sleeps 8. Private Pool with Spa / Hot Tub.
3 Bedrooms, sleeps 8
(49 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Lake Views
Private Pool Spa / Hot Tub Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £94 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 Lap-pool with a spa pool (Pool heat additional), 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 fresco snack,...

#113  Splendid 3 Bed Villa On Windward Cay

Kissimmee
1 January 2023 - 10 September 2023 — FREE Welcome Pack
3 Bed Villa sleeps 6. Private Pool.
3 Bedrooms, sleeps 6
(46 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
Private Pool Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £94 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 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.

#186  Florida Lets A Dream! With Internet

Kissimmee
10 July 2023 - 20 September 2023 — FREE Welcome Pack
3 Bed Villa sleeps 8. Private Pool.
3 Bedrooms, sleeps 8
(63 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
Private Pool Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £94 per night
Windward Cay, Kissimmee, Orlando, Florida. Just off the 192 at 'Marker 14'

One of 4 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...

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

Kissimmee
3 Bed Villa sleeps 4. Private Pool.
3 Bedrooms, sleeps 4
(6 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Lake Views
Private Pool Wi-Fi Internet Barbecue Grill Wheelchair Accessible Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £93 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....

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

Kissimmee
21 January 2023 - 14 September 2024 — Short Break Deal
4 Bed Villa sleeps 10. Private Pool.
4 Bedrooms, sleeps 10
(18 Guest Reviews)
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
Private Pool Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £94 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 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

Kissimmee
3 Bed Villa sleeps 6. Private Pool with Spa / Hot Tub. Games Room.
3 Bedrooms, sleeps 6
(14 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
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 £83 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...

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

Kissimmee
4 Bed Villa sleeps 10. Private Pool with Spa / Hot Tub. Games Room.
4 Bedrooms, sleeps 10
(7 Guest Reviews)
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Community Clubhouse
Private Pool Spa / 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 Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £114 / US$136 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 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...

#204  Resort Lifestyle with Private Villa Luxury

Kissimmee
4 Bed Villa sleeps 10. Private Pool. Games Room.
4 Bedrooms, sleeps 10
(15 Guest Reviews)
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
• Community Clubhouse
Private Pool Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £89 / US$164 per night
PALM VIEW VILLA - STAR FEATURES ARE

* Situated within an exclusive & gated resort community, the facilities include, clubhouse, pool, spa, gym, tiki bar, concierge, children's play area and much much more!

* 4 Bedrooms 3 Bathrooms Sleeps up to 10

* 2 Stunning Master Suite bedrooms with luxurious Pillow Top Beds & ceiling fans

* 55 inch QLED 4K UHD smart TV, Blu-ray DVD

* Screened Private Swimming Pool with sheltered porch area and luxury pool furniture plus child safety fence . At night the pool and surrounding area can be lit.
Shortlist villas to compare availability, location, amenities and price. Adding a villa to your shortlist will not contact the owners of a villa, so for more details or to book it, remember to send an enquiry.
▲ Top of Page
Useful Links
Site Map
ESTA
Renting Villas FAQs
Advertise Your Villa
Reload Page
Villa Locations
Orlando Villas Map
Davenport Villas
Kissimmee Villas
US192 West Villas
US27 Villas
Villa Sizes
2 & 3 Bedroom Villas
4 Bedroom Villas
5, 6 & 7 Bedroom Villas
My Shortlisted Villas
Recently Viewed Villas
Copyright 2011-2023 disneyorlandovillas.com