Specialists in Orlando villa holidays
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Orlando Holiday Villas with Five Bedrooms

Our five-bedroom Orlando villas are close to Disney, Universal and all other theme parks and attractions that you chose Florida to see.

Typically comprising of two or three bedrooms with either a King-size or Queen-size bed and en-suite bathrooms, as well as two or three Twin-bed rooms. Staying in a villa in Orlando is a fantastic opportunity for you and your family to spend some quality time together away from the normal challenges of day-to-day living.

If you have chosen Orlando as a holiday destination to top up your tan, then you might also want to select the South or West facing option in our filter bar. Or if you’re looking for extra privacy, choose the Scenic View option. If you are travelling with active youngsters, then consider selecting the Games Room option too, so that they are kept entertained while you relax outside.

Our five-bedroom villas in Orlando have a private swimming pool, and many of them have a spa attached too, keeping all the family happy, young and old! If you plan to spend a lot of time away from the parks, then why not consider one of our villas located on a community with resort-style facilities? Again, select the option in our filter bar to see what is available for your dates.

Browse through our list of five-bedroom Orlando villas to find the perfect one for your family holiday, but feel free to give our dedicated staff a call if you can’t find exactly what you’re looking for.

Choose from 204 properties matching your criteria

Town Center - Resort, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: TCEGN-52300

This 5 bedroom vacation villa, on Town Center Resort in Davenport, has a pool table in the games room, peaceful conservation views from the south-facing pool deck and fun kids bedrooms. Situated close to Disney World, shops and restaurants, making this a great choice for your Orlando holiday.

  • 3 x Double Beds (2 x King, 1 x Queen)
  • 4 x Single Beds
  • 3 x Bathrooms (2 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Wi-Fi
  • Scenic View
  • Games Room
  • Gated Community
  • South or West Facing
  • Baby accessories

Westside - Tuscany, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: WETBK-52845

This beautiful 5 bedroom vacation villa is on the Kissimmee community of Tuscany at Westside, close to Disney and many of Orlando’s other top attractions. This villa has a games room and an extended south-facing pool deck with plenty of space for sunbathers to enjoy the glorious Florida sunshine.

  • 3 x Double Beds (2 x King, 1 x Queen)
  • 4 x Single Beds
  • 4.5 x Bathrooms (3 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Games Room
  • South or West Facing
  • Baby accessories

Cypress Pointe, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: CYPBK-53140

Situated close to Disney World and other Orlando theme parks and holiday attractions, this well presented 5 bedroom vacation villa is on the peaceful gated community of Cypress Pointe in Davenport. The villa has a games room and a south-facing private pool and spa with no rear neighbours.

  • 3 x Double Beds (2 x King, 1 x Queen)
  • 4 x Single Beds
  • 4.5 x Bathrooms (3 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Games Room
  • Gated Community
  • South or West Facing
  • Baby accessories

Clear Creek, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: CCRNM-51907

This 5 bedroom, privately owned, villa is on the peaceful Clear Creek community just off the US27 in Clermont, close to Disney World and many other Orlando attractions. Features include a well-equipped games room and a private pool deck with a south-facing lake view to the rear of the villa.

  • 3 x Double Beds (1 x King, 2 x Queen)
  • 4 x Single Beds
  • 2.5 x Bathrooms (1 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Wi-Fi
  • Scenic View
  • Games Room
  • South or West Facing
  • Baby accessories

Cypress Pointe, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: CYPBK-52794

This delightful 5 bedroom privately owned villa is on the small, gated community of Cypress Pointe in Davenport. It has a great family games room and a southwest-facing private pool with conservation views to the rear and no side neighbours. It is close to Disney and all other Orlando attractions.

  • 3 x Double Beds (1 x King, 2 x Queen)
  • 4 x Single Beds
  • 4 x Bathrooms (2 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Wi-Fi
  • Scenic View
  • Games Room
  • Gated Community
  • South or West Facing
  • Baby accessories

Orange Tree, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: OTRHJ-53009

This spacious 5 bedroom vacation villa is on Orange Tree, a peaceful and very popular community in Clermont, close to Disney World and other Orlando theme parks and holiday attractions. Features include a south-facing private pool and spa and a family games room to help keep the kids occupied.

  • 3 x Double Beds (2 x King, 1 x Queen)
  • 4 x Single Beds
  • 4 x Bathrooms (3 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Games Room
  • South or West Facing
  • Community Facilities

Calabay Parc, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: CPAJP-51463

Featuring a private pool and spa with great privacy, a well-equipped games room and plenty of space for all the family, this 5 bedroom private Calabay Parc villa in Davenport is perfect for your holiday to Orlando. Situated close to Disney World, Universal and a wide range of shops and restaurants.

  • 3 x Double Beds (1 x King, 2 x Queen)
  • 4 x Single Beds
  • 4.5 x Bathrooms (4 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Games Room
  • South or West Facing
  • Baby accessories

Legacy Park - The Retreat, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: LPRBK-51236

This huge 5 bedroom villa is available to rent on Legacy Park, The Retreat, a popular Davenport community on the US27. Features include a south-facing private pool and spa with no rear neighbours, a great games room and 3 lounge areas. Situated close to Disney and other popular Orlando attractions.

  • 3 x Double Beds (1 x King, 2 x Queen)
  • 4 x Single Beds
  • 4 x Bathrooms (3 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Scenic View
  • Games Room
  • South or West Facing

Watersong, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: WATBK-51830

Sitting on the gated Davenport resort of Watersong is this 5 bedroom villa with a games room and a large pool and spa deck with an outside BBQ grill and no rear neighbours. It is close to Disney and all other Orlando attractions and guests staying here have access to the amazing resort facilities.

  • 3 x Double Beds (2 x King, 1 x Queen)
  • 4 x Single Beds
  • 4.5 x Bathrooms (4 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Scenic View
  • Games Room
  • Gated Community
  • Community Facilities
  • Baby accessories

Westside - Windsor, 5 Bedroom villa (Sleeps up to 12 Guests)

Property: WEWFJ-53068

This luxury 5 bedroom vacation villa, with enough beds for 12 people, is on the exclusive gated Kissimmee resort of Windsor at Westside, close to Disney and other Orlando attractions. The villa has themed bedrooms for children, a southwest-facing pool and spa and an air-conditioned games room.

  • 3 x Double Beds (2 x King, 1 x Queen)
  • 6 x Single Beds
  • 4 x Bathrooms (3 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Games Room
  • Gated Community
  • South or West Facing
  • Community Facilities

Highlands Reserve, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: HREHD-52974

Take in the stunning golf course views behind the spacious pool deck at this lovely 5 bedroom private villa on the popular Davenport community of Highlands Reserve. With a great games room and situated close to Disney World, shops and restaurants, this is a perfect villa for your Orlando holiday.

  • 3 x Double Beds (1 x King, 1 x Queen, 1 x Double)
  • 4 x Single Beds
  • 3 x Bathrooms (1 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Scenic View
  • Games Room
  • Community Facilities
  • Baby accessories

Hampton Lakes, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: HLABG-52137

This 5 bedroom villa, close to Disney World and all other popular Orlando attractions and theme parks, is on the established US27 community of Hampton Lakes in Davenport. It has a southwest-facing pool deck with a beautiful lake view and a well-equipped games room for all the family.

  • 3 x Double Beds (1 x King, 2 x Queen)
  • 4 x Single Beds
  • 4 x Bathrooms (3 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Wi-Fi
  • Scenic View
  • Games Room
  • South or West Facing
  • Community Facilities
  • Baby accessories

Calabay Parc, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: CPAGN-52299

This private 5 bedroom Calabay Parc villa in Davenport has a freestanding hot tub, swimming pool and a great games room for the whole family to enjoy. It is just 20 minutes away from Disney World theme parks. The ever-popular US192 with its abundance of dining options is a short drive away.

  • 4 x Double Beds (1 x King, 3 x Queen)
  • 2 x Single Beds
  • 3.5 x Bathrooms (2 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Games Room

Calabay Parc, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: CPAGN-53292

This privately owned Orlando villa is on Calabay Parc, a peaceful Davenport community close to Disney World and other theme parks and popular tourist attractions. Features include 2 lounge areas, 5 good-size bedrooms, a games room and a private west-facing pool and spa with scenic views to the rear.

  • 3 x Double Beds (2 x King, 1 x Queen)
  • 4 x Single Beds
  • 4 x Bathrooms (4 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Scenic View
  • Games Room
  • South or West Facing
  • Baby accessories

Hampton Lakes, 5 Bedroom villa (Sleeps up to 12 Guests)

Property: HLAIQ-51068

Sitting on the Hampton Lakes community on the US27 in Davenport is this spacious 5 bedroom villa with a well-equipped games room and a south-facing pool deck with a lake view and a good amount of privacy. It is close to Disney and all other reasons you chose Orlando as your holiday destination.

  • 3 x Double Beds (1 x King, 1 x Queen, 1 x Double)
  • 5 x Single Beds
  • 4 x Bathrooms (3 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Wi-Fi
  • Scenic View
  • Games Room
  • South or West Facing
  • Community Facilities
  • Baby accessories

Sandy Ridge, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: SRISH-52887

This traditional 5 bedroom vacation villa is on the picturesque Davenport community of Sandy Ridge, close to Disney World and many other Orlando theme parks and attractions. Features include a games room for family entertainment and a south-facing private pool and spa with woodland and lake views.

  • 3 x Double Beds (1 x King, 2 x Queen)
  • 4 x Single Beds
  • 3 x Bathrooms (2 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Scenic View
  • Games Room
  • South or West Facing
  • Baby accessories

Orange Tree, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: OTRHJ-52849

This 5 bedroom vacation villa has a games room and a private pool and spa to help you and your family enjoy your holiday to Orlando. Situated on the popular US27 community of Orange Tree in Clermont, a few miles from the fun-packed US192, this villa is close to Disney World, shops and restaurants.

  • 4 x Double Beds (2 x King, 2 x Queen)
  • 2 x Single Beds
  • 4 x Bathrooms (3 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Games Room
  • Community Facilities
  • Baby accessories

Westridge Manors, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: WGMPV-51126

This 5 bedroom rental villa has a west-facing private pool with good privacy and a games room for family entertainment. It sits on the peaceful gated Davenport community of Westridge Manors, close to Disney World and all other popular Orlando theme parks and tourist attractions.

  • 4 x Double Beds (1 x King, 3 x Queen)
  • 2 x Single Beds
  • 3 x Bathrooms (2 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Games Room
  • Gated Community
  • South or West Facing
  • Baby accessories

Legacy Park - The Retreat, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: LPRHW-53352

This vacation villa is on Legacy Park, a peaceful and well-established community in Davenport, close to many Orlando theme parks including Disney World. The spacious, privately owned villa has 3 lounge areas, 5 bedrooms and a south-facing private pool and spa area with no rear neighbours.

  • 3 x Double Beds (1 x King, 2 x Queen)
  • 4 x Single Beds
  • 4.5 x Bathrooms (3 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Spa
  • Wi-Fi
  • Scenic View
  • South or West Facing

West Haven - Sanctuary, 5 Bedroom villa (Sleeps up to 10 Guests)

Property: WHSBK-53322

Situated close to Disney World and other popular Orlando attractions, this 5 bedroom private rental villa has an air-conditioned games room and a south-facing pool with a lake view to the rear. Located on Sanctuary, a gated sub-division of the highly recommended West Haven community in Davenport.

  • 3 x Double Beds (1 x King, 2 x Queen)
  • 4 x Single Beds
  • 3.5 x Bathrooms (1 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Wi-Fi
  • Scenic View
  • Games Room
  • Gated Community
  • South or West Facing
  • Baby accessories