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5 Bedroom Orlando Villas

5 Bedroom Orlando Villas

When you're searching for specific dates and rates are available, then an estimated price to book will be shown alongside each villa. Where you've not selected dates, then the lowest nightly rate for the villa will be shown. These prices are for renting the villa (not per person) and inclusive of local taxes but will exclude any discounts or optional extras e.g. pool heating. Where you find an ideal villa for your Florida holiday, simply send an enquiry direct to the owner of the villa. They will confirm the price, answer any questions you may have about the villa and help you book.

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

Kissimmee
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
Private Pool Spa / Hot Tub Ownership Verified 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 £114 / US$171 per night
😎🤩😍 20+ Bookings for this villa through website
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

#160  SOUTH FACING STUNNING LAKE VIEW EXECUTIVE VILLA ON A GATED COMMUNITY, KISSIMMEE

Kissimmee
22 April 2024 - 2 May 2024  ★  FREE Pool Heating  ★  LATE DEAL  ★
5 Bedrooms, sleeps 12
• 1 Ensuite, 3 Double and 1 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Lake Views
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified 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 £185 / US$233 per night
😎 5+ Bookings for this villa through website
Welcome to “Hibiscus On The Lake” our 5 bedroom executive villa with south facing pool/spa giving a stunning, uninterrupted view 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 breathtaking picturesque views. The large pool deck hosts a private pool, hot tub and...

#485  Spectacular view of Lake Berkley and Island

Kissimmee
5 Bedrooms, sleeps 11
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
• Lake Views
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified 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
Book this villa
From £185 per night
😎🤩 10+ Bookings for this villa through website
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,...

#290  Spacious 5 Bed Villa with Private Pool, Games Room, and Access to Resort Facilities

Loughman / ChampionsGate
9 April 2024 - 20 May 2024  ★  Discount for 7 Nights or more  ★  LATE DEAL  ★
5 Bedrooms, sleeps 12
• 2 Ensuite, 1 Double and 2 Twin
• 5 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Lake Views
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £174 / US$217 per night
Our lovely 5 bedroom villa is located on a manned gated community just 12 miles from Disney World Drive and within 4 minutes of the Publix supermarket at Loughman Crossing between Kissimmee and Davenport on the 17/92 (south).

Sunbreeze has many amenities to offer.

• A spectacular South-facing pool & spa, extended sunbathing deck with covered lanai and lake view;

• Formal living room / dining room;

• Large open plan Family Room with the fully equipped kitchen;

• 5 Bedrooms: 3 US King bedrooms; 1 twin bedroom; and bunk room with 2 sets of bunk beds.

#261  FANTASTIC 5 bed 4 bath (3 en-suite) Luxury Villa with Private Pool/Spa

US27
5 Bedrooms, sleeps 11
• 3 Ensuite and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room 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 £129 / US$161 per night
😎🤩😍 20+ Bookings for this villa through website
Aquilo House is a luxury two-storey detached home situated in the beautifully maintained Hampton Lakes community, just 20 minutes away from Disney World in Florida. The rear of the house faces south, thereby affording all-day sunshine to the pool and patio area. With approximately 3,000 sq ft of living space, the villa is much larger and better appointed than many of the properties offered for holiday rental in the Orlando area. It is fully air conditioned throughout and ceiling fans are fitted in the principle rooms to assist in the circulation of warm and cool air....

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

US27
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified 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
Book this villa
From £185 / 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...

#407  MickeysDisneyVilla at Champions Gate

Loughman / ChampionsGate
13 - 30 April 2024  ★  Discounted Pool Heating  ★  LATE DEAL  ★
5 Bedrooms, sleeps 10
• 2 Ensuite and 3 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £128 per night
Welcome to our Beautiful 5 bedroom 3 bathroom home called Mickeysdisneyvilla It is in the quiet area called Sandy Ridge in Champions Gate Davenport. 5 minutes off the I-4. Two minutes away from shops Restaurants Banks Etc.
Recent up 2023 dates:
NEW ROOF: NEW 3 SEATER SOFA: NEW INTERNAL PAINT: EXTERIOR WALLS PAINTED: POOL RE-SURFACED INCLUDING SPA POOL: ROKU BOXES ADDED TO TV.S: POOL DECK PAINTED:
5 minutes away from 3 great golf courses at Champions Gate. Disney Parks and attractions are straight down the I-4 20 minutes drive. 12 MINUTES TO MAGIC KINGDOM - FREE...

#139  5 Bedroom villa with south facing extended pool and deck

Kissimmee (West)
30 April 2024 - 18 May 2024  ★  PRICES REDUCED  ★  LATE DEAL  ★
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £180 / US$237 per night
😎 5+ Bookings for this villa through website
Welcome to our 5 bedroom vacation home located within the upscale, gated community of Emerald Island Resort in sunny Central Florida. Located just 3 miles from the Walt Disney World Main Gate, our home is ideally located for easy access to some of the Worlds best theme parks, award winning dining options and the best in brand-name shopping.

Our home features 5 spacious bedrooms, a spacious family room with direct pool access, a fully equipped kitchen, a generously equipped games room and a large, private swimming pool with spa. Needless to say, our home at Emerald Island...

#335  5 Bed 5 Bath Villa with South Facing Pool

Kissimmee (West)
5 Bedrooms, sleeps 10
• 5 Ensuite
• 5 Bathrooms
• Private Pool
• Community Clubhouse
Private Pool Ownership Verified Wi-Fi Internet Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling
Book this villa
From £146 per night
😎🤩 10+ Bookings for this villa through website
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...

#209  Watersong Sunset Villa - Stunning 5 Bedroom Home in Exclusive Gated Resort

Loughman / ChampionsGate
5 Bedrooms, sleeps 10
• 3 Ensuite, 1 Double and 1 Twin
• 4.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Lake Views
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £200 / US$235 per night
😎 5+ Bookings for this villa through website
Welcome to Watersong Sunset Villa where a fabulous vacation awaits. Enjoy the delights of all the Orlando attractions and then relax in the tranquillity and luxury of your own private surroundings.

Situated on the prestigious gated community of Watersong with a 24-hour security guard, our stunning South-West facing villa offers everything you need for the perfect family getaway.

Our fully air-conditioned home is set on an extra-wide plot and, with a huge 3,200 sq ft of living space, 5 bedrooms and 4.5 bathrooms, easily accommodates 10 people, plus a baby. Set...

#339  Luxury 5 Bedroom Pool Villa at the Stunning Watersong Resort

Loughman / ChampionsGate
2 - 25 May 2024  ★  Discount for 7 Nights or more  ★  LATE DEAL  ★
5 Bedrooms, sleeps 10
• 3 Ensuite and 2 Twin
• 4.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Barbecue Grill 360° Video Tour Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £128 / US$163 per night
😎🤩😍 20+ Bookings for this villa through website
Fabulous Luxury 5 Bedroom, 4.5 Bathroom Florida Villa with Magnificent 30ft Heated Pool/Spa close to Disney and Orlando attractions.

One of Watersong's most popular, luxury villas, just 20-25 minutes drive from Disney

Situated on the lovely Watersong gated Community, our luxurious villa is available for your dream holiday.

Featuring a super extended sun deck, one of the largest at Watersong, backing on to a tranquil conservation area full of Florida nature, and with a lanai to provide shade when you want it.

You will adore the spacious living accommodation,...

#229  Smiths Disney Villa

US27
5 Bedrooms, sleeps 10
• 4 Ensuite and 1 Twin
• 4.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
Private Pool Spa / Hot Tub Ownership Verified 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 £150 / US$224 per night
😎🤩 10+ Bookings for this villa through website
This luxury 5 bedroom, 4 bathroom 2832 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. Only 20 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
- 2 patio tables with chairs for outside...

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

Kissimmee (West)
23 May 2024 - 1 June 2024  ★  Discount for 7 Nights or more  ★  LATE DEAL  ★
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Lake Views
Private Pool Spa / Hot Tub Ownership Verified 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 £220 / US$279 per night
😎🤩 10+ Bookings for this villa through website
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.

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

Kissimmee
5 Bedrooms, sleeps 11
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
• Lake Views
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Barbecue Grill 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 £187 / US$240 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 charged at $25 / Ł19 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...

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

Kissimmee (West)
4 - 29 June 2024  ★  Discount for 7 Nights or more  ★  LATE DEAL  ★
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 3.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Lake Views
Private Pool Spa / Hot Tub Ownership Verified 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 £220 / US$279 per night
😎🤩 10+ Bookings for this villa through website
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.

#360  Welcome to Sunset Palm Villa at Watersong, near Orlando in Florida. A serene sanctuary where you can relax and unwind.

Loughman / ChampionsGate
5 Bedrooms, sleeps 10
• 3 Ensuite and 2 Twin
• 4.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Lake Views
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Cot and Stroller Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From US$157 / £130 per night
🏡 Newly advertised villa
Villa Overview

Longing for an escape to the Sunshine State that blends relaxation with adventure? Look no further than Sunset Palm Villa. Nestled within the prestigious gated community of Watersong, this stunning 5-bedroom home offers the perfect base for your Disney getaway and provides a tranquil retreat for you and your loved ones.

Imagine waking up to glistening lake views, and plunging into your private south-facing pool for a refreshing dip, bathed in year-round sunshine. Unwind in the soothing spa, while the young at heart play games and enjoy...

#443  Superior Villa with Extended Pool and Deck

US27
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 3 Bathrooms
• Private Pool
• Community Clubhouse
Private Pool Ownership Verified Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Borders Golf Course Payment accepted in Sterling
Book this villa
From £129 per night
😎🤩😍 20+ Bookings for this villa through website
OUR VILLA IS ONLY 20 MINUTES FROM DISNEY

This fantastic bright, modern and spacious fully air-conditioned five bedroom, three bath villa sleeping up to ten, is situated on the highly prestigious golf course community of Highlands Reserve.

The community includes an Olympic sized communal swimming pool, tennis courts, open BBQ and a children's play area with slides and swings all within easy walking distance.

The villa has one king master bedroom with a large en-suite, two queen bedrooms, one being en-suite and two twin rooms sleeping a total of ten guests. There is...

#431  5 bedroom villa on Sandy Ridge in the Kissimmee/Davenport borders

Loughman / ChampionsGate
30 March 2024 - 20 May 2024  ★  PRICES REDUCED  ★  LATE DEAL  ★
5 Bedrooms, sleeps 10
• 3 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
• Lake Views
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £147 per night
This is a luxury 5 bedroom 4 bathroom 2 living room, games room. Laundry room. Tv in main room is spectrum with 100’s of channels. and 2 main bedrooms TV’s with Roku. double storey villa with own private pool with spa, on a large corner plot overlooking a small lake. We are on a conservation area called sandy ridge. We are on the borders of Kissimmee/Davenport just a short drive to ChampionsGate and Interstate 4 and off the 532 Osceola/Polk county line Rd.

#504  Viburnum Villa, 5 bedroom pool home on the Estates at Legacy Park

US27
5 Bedrooms, sleeps 10
• 1 Ensuite, 2 Double and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £168 per night
🏡 Newly advertised villa
Welcome to our luxury villa near Disney, where you can enjoy Florida to the full. Return from an exhausting day at the Parks or Malls to your own special Paradise.
Our villa has five bedrooms and three bathrooms and can sleep up to 10. It features a huge, modern, fully equipped kitchen, two comfortable living rooms, an elegant dining room, laundry, games room, large unoverlooked pool with spa, and many modern features to enhance your stay.

#250  5* Luxury Five Bedroom Pool Home with Hot Tub sleeps 10

US27
5 Bedrooms, sleeps 10
• 1 Ensuite, 2 Double and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
Private Pool Spa / Hot Tub Ownership Verified 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 £129 / US$164 per night
🏡 Newly advertised villa
Fabulous 3,030 sq ft villa with three lounge areas, including home theatre, two dining areas, fully equipped kitchen and laundry room. There are five bedrooms, including a master king with en suite and walk in wardrobe, two queen rooms, one of which is downstairs, and two twin rooms . There are two additional bathrooms, one on the lower level. Our games room includes pool table and full-size table tennis table. Outside is our secluded south-facing swimming pool and freestanding under cover hot tub. The spacious pool deck is fully furnished with dining table and chairs, cushioned...
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