4 & 5 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.
4 & 5 Bedroom Kissimmee Villas
Offering more space than a 3 bedroom, 4 and 5 bedroom Florida vacation homes are the most common size of villa in the Orlando area. With both single and double storey homes available, there will be a variety of bedroom layouts from two en-suite masters through to two twin bedrooms. As such, these villas are ideal for two families, a large single family or two couples. For guests with limited mobility or requiring wheelchair access, always check with the owner as to whether there is a ground floor bedroom and bathroom. Almost all villas of this size will offer single or double garaged parking or where the space has been converted - a games room.
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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#229  Smiths Disney Villa

5 Bedrooms, sleeps 10
• 4 Ensuite and 1 Twin
• 4.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Disney Springs 18.5 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £110 / US$174 per night
This luxury 5 bedroom, 4 bathroom 2830 sq ft Villa is perfect for accommodating extended families sharing 5 star accommodation at very reasonable rates. Features include a private custom shape pool with large sun deck, no rear neighbours, free WIFI, games room, free local and USA calls, BBQ available on request for an additional small daily fee, and essential baby equipment. Only 15 minutes from Disney parks.

Our luxury villa offers...

- 5 bedrooms, 4 en-suite
- Massive patio area with custom shaped private pool & spa with no rear neighbour

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

4 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Disney Springs 9.8 miles
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
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From £75 / US$107 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...

#363  Beautiful 4 bed 3 bath villa with POOL and SPA!

1 - 30 September 2022 — PRICES REDUCED
4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Community Clubhouse
• Disney Springs 14.5 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Wheelchair Accessible 360° Video Tour Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Gated Community Payment accepted in Sterling Payment accepted in US Dollars
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From £111 / US$155 per night
Beautifully furnished 4 bedrooms, 3 bathroom villa with its own private southwest facing pool and spa.

In an upscale gated community of High Grove located just 10 minutes from Walt Disney World and approximately 20 minutes to Universal and Seaworld.

The single storey villa is perfect for one or two families, making this an ideal vacation rental home. The villa is fully air conditioned and has 2 double bedrooms with en-suite and 2 twin bedrooms with interlocking ‘Jack and Jill’ bathroom.

Also awarded the 2019 CERTIFICATE OF EXCELLENCE and 2020 TRAVELER'S...

#483  Fabulous 4 bedroom Villa, Golf Community, Pool and Games Room

4 Bedrooms, sleeps 8
• 2 Ensuite, 1 Double and 1 Twin
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
• Community Clubhouse
• Disney Springs 22.8 miles
Private Pool Wi-Fi Internet Games Room 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 £86 / US$116 per night
Welcome to our beautiful home from home in the Florida sunshine. Located on Southern Dunes Golf and Country Club Resort our villa offers the best of both worlds for your Orlando holiday. Located just 25 minutes from Disney World, about 30 minutes from Universal Studios and International Drive and about 15 minutes from Legoland. Our villa gives you a quiet peaceful place to come home to after a hectic day at the parks and many attractions Orlando has to offer.

Included in our villa is:
All bed linens except baby bed linen
All towels including pool towels provided...

#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
Private Pool Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £78 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...

#120  Executive 5 Bed Villa in exclusive gated community of The Shire, West Haven

5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Community Clubhouse
• Disney Springs 14.9 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room 360° Video Tour Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling Payment accepted in US Dollars
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From £174 / US$235 per night
5 Bed / 4 Bath Executive Home with South Facing Private Pool, Spa and Screened Balcony with No Rear Neighbours in Private Gated Community of The Shire at West Haven 15 Minutes from Disney

Huge 3,221sq ft of indoor living space just 15 minute drive from Disney.


****** SUPERIOR VACATION HOME SLEEPS 10 WITH 5 BEDROOMS AND 4 BATHROOMS ******


2 KING SIZE MASTER BEDROOMS WITH EN-SUITE BATHROOMS
HEATED CHILD FRIENDLY POOL & SPA WITH PRIVATE SOUTH FACING ASPECT AND...

#156  TWO KING MASTERS, 43ftx43ft Pool Deck, where you should be today...

4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Disney Springs 15.3 miles
Private Pool Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Shops Nearby Restaurants Nearby Community / Resort Pool Tennis / Sports Courts Payment accepted in Sterling
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From £95 per night
** TWO KING BED MASTERS with EN SUITE ** EXTENDED 43ft x 43ft POOL DECK ** OUTDOOR TABLE TENNIS **FANTASTIC GAMES ROOM ** FREE WiFi INTERNET **

4 bedroom, 3 bathroom villa with a very large spacious site and heated swimming pool. It is set in a private cul-de-sac approximately 10 minutes from the Disney attractions in Greater Groves about 2˝ miles north of the US192/US27 intersection.

The residential development is a mature area having a spacious feel with wide roadways, sidewalks and a community centre with children’s play area, tennis courts, volley ball,...

#260  LEGACY DREAM VILLA

4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Disney Springs 14.8 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
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From £116 per night
Welcome to our beautiful, personally decorated holiday home. With accommodation for 8 guests + infant, our 4 bedroom villa offers everything you need for a fantastic holiday in sunny Florida. Only a 15/20 minute drive to Disney's main gates and close to shopping malls. There is a Publix supermarket, restaurants and bars at nearby Berry Town Center and Walmart is a 5 minute drive away. Opposite the entrance to Legacy Park is the Northeast Regional Public Park with tennis, racquetball and basketball courts, 6 soccer pitches, children’s play area and picnic benches, all of which...

#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
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 £99 / US$153 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

#340  Green View Villa

4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 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 Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Borders Golf Course Gated Community Payment accepted in US Dollars
Book this villa
From US$117 per night
Situated in the beautiful Southern Dunes Golf and Country Club overlooking the golf course, Green View Villa is fully equipped to a high standard to cater for parties of all ages, with everything you need for a ’home-from-home’ holiday.

During the day relax on the shaded lanai under the ceiling fan, tan on the sun loungers or splash in the fully screened salt water filtered private pool. When the sun goes down, take out the barbecue for an evening - Floridian style! or after a busy day at the parks relax in the peace and quiet with a cocktail!

#470  ORLANDO MAGS DEN VILLA - 4 BEDROOM WITH PRIVATE POOL

4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Disney Springs 18.5 miles
Private Pool Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Wheelchair Accessible 360° Video Tour Shops Nearby Restaurants Nearby Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £121 per night
Welcome to Orlando Mags Den Villa,

Mags Den Villa Location
Our beautiful 4 bedroom, 3 bathroom air conditioned home on the peaceful community of Calabay Parc. Situated on the US27, between the Interstate 4 and the Hwy 192 In Davenport Florida This is an easy drive to shops, and fabulous restaurants. Just 25 minutes 16 miles from Disney World resort, yet peaceful enough to relax after a full fun packed day out. There are many brilliant golf courses located within a short drive including the famous Champions Gatewhich...

#155  Sunrise Dream, Lakeside Haven, Disney only 4 miles,Hot Tub, Games Room, 2 Master Suite

5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 3.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Lake Views
• Disney Springs 10.3 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Community / Resort Pool Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £182 / US$255 per night
Welcome to Villa Sunrise Dream, our fabulous lakeside haven, in Kissimmee, Orlando, Florida.

In a prime location, just 4 miles from Disney World on the stunning gated community of Sunset Lakes (a prestigious, peaceful, gated community), we are close to US192 in the much sought after Formosa area with many shops and restaurants nearby. Villa Sunrise Dream is close enough to the attractions (Disney is less than 10 minutes) to return home for a leisurely lunch and cooling swim during your day . Golfers will be spoilt for choice with numerous superb courses nearby.

#282  Sunset Dream, Lakeside 4 Miles to Disney, Hot Tub, Games Room, 2 Masters

5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Lake Views
• Disney Springs 10.3 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Community / Resort Pool Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £182 / US$255 per night
Welcome to Villa Sunset Dream, our second fabulous lakeside haven, in Kissimmee, Orlando, Florida.

In a prime location, just 4 miles from Disney World on the stunning gated community of Sunset Lakes (a prestigious, peaceful, gated community), we are close to US192 in the much sought after Formosa area with many shops and restaurants nearby. Villa Sunset Dream is close enough to the attractions (Disney is less than 10 minutes) to return home for a leisurely lunch and cooling swim during your day . Golfers will be spoilt for choice with numerous superb courses nearby.

#403  Dreamstay villa

4 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 2 Twin
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Disney Springs 10.7 miles
Private Pool Wi-Fi Internet Barbecue Grill Cot and Stroller Wheelchair Accessible 360° Video Tour Shops Nearby Restaurants Nearby Payment accepted in Sterling Payment accepted in US Dollars
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From US$114 / £84 per night
Our property is a single storey villa located on the established Lindfields development, approx. 4 miles from Disney World. The living area is 2,200 sq ft, excluding the garage and pool area. There are 4 large bedrooms with an en-suite master bathroom and 2 further bathrooms. There is a well equipped kitchen and laundry room. The pool area is Southwest facing and backs onto a woodland conservation area. The pool is approx. 30 ft long and 6ft deep at the deep end.

We offer free wireless internet and free phone calls to US and Canada landlines and cell phones and UK landlines

#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
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.

#131  4 Bedroom Luxury Villa, Private Pool, Games Room, Free Wi Fi

4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
• Disney Springs 16.9 miles
Private Pool Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £75 / US$100 per night
GREAT TESTIMONIALS!
Make your Disney World vacation the memory of a lifetime by staying in our beautifully furnished, fully air-conditioned home with pool. From the moment you arrive at Woodlands Orlando Villa, you will know you have made an excellent choice for your base in the entertainment capitol of the world! Our superb pool home is just minutes from Disney just off the I4 US27 interchange. Posner Park with its wide variety of shops and restaurants is minutes away. Why stay in a cramped hotel room when you can have all the comfort and amenities of home, something...

#445  Fantastic villa near Disney in gated community on Sanctuary at West Haven, Davenport

4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3.5 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Community Clubhouse
• Disney Springs 14.9 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 Gated Community Payment accepted in Sterling Payment accepted in US Dollars
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From £118 / US$160 per night
Our beautiful villa

The villa benefits from its own private south facing pool, with a shallow end perfect for the children. There is also an optional safety fence giving you more peace of mind when the children are enjoying the pool .

Disney is approximately 15 minutes drive away, Universal, Sea World, and many more attractions are approx. 25-40 minutes drive, Champions Gate Golf and Country Club and the local Publix Supermarket and restaurants are only 2 minutes drive away. Posner Park is ten minutes drive away with Target, JC Penney, Best Buy...

#485  Spectacular view of Lake Berkley and Island

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
Private Pool Spa / 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 Payment accepted in Sterling
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From £160 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 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,...

#471  QUIET LOCATION WITH STUNNING VIEW CLOSE TO ALL THE PARKS

4 Bedrooms, sleeps 9
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
• Disney Springs 15.1 miles
Private Pool Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Payment accepted in Sterling
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From £87 per night
You are about to see our holiday home with one of the most spectacular views in Orlando. Our 4 Bedroom / 2 Bathroom house with Pool is situated on a Peaceful Lake with no neighbours overlooking you and at the bottom of a quiet cul-de-sac so no passing traffic. The house easily sleeps 9. Fully Air Conditioned. There’s a “Chill Out” room with Cable TV, MP3 player and DVD Player. The Games Room has a Pool Table, Air Hockey Table, Table Football and Darts. Cable TV is also available in the Family Area and The Master Bedroom. Free WiFi...

#420  STUNNING VILLA- 4 Bed / 3 Bath, Sleeps 8 - Private Pool - Games Room - Wi-Fi

11 - 19 October 2022 — PRICES REDUCED
4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Disney Springs 15.3 miles
Private Pool Wi-Fi Internet Computer or Laptop Games Room Barbecue Grill Cot and Stroller Shops Nearby Restaurants Nearby Community / Resort Pool Tennis / Sports Courts Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £95 / US$128 per night
STUNNING ~ VERY SPECIAL ~ LUXURY FAMILY FRIENDLY EXECUTIVE VILLA

# South facing 30ft pool ~ Greater Groves prestigious residential development

# Living Room ~ 51" LED SMART HD 1080 TV ~ HD Recorder.

# Family Room ~ 48" TV ~ XBOX ONE .

# Two En-suite Master Bedrooms ~ 32" LED HD 1080 TV.

# Two Twin Bedrooms ~ 28" LED HD 1080 TV.

# FREE 35MB WIRELESS INTERNET ACCESS WITH DELL DESKTOP PC AND PRINTER.

# Free Safe, DVD, VCR - Park Style BBQ AND Gas BBQ.

# FABULOUS GAMES ROOM AND MINI GYM

# CLOSE TO DISNEY AND ALL MAJOR THEME PARKS
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.