Specialists in Orlando villa holidays
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Orlando Villas with a Private Pool

What’s better than relaxing in your own beautiful private swimming pool while enjoying the sunshine on your holiday? Our Orlando villas with a pool are a must if you want to have a luxury experience during your time away.

The Perfect Family Activity

Not only are they a great way to relax on your days off between the excitement and madness of the theme parks, but they also give a chance for the kids to burn off some energy in the evening before heading to bed. Maybe you could even teach your kids to swim or gain a bit more confidence in the water during your holiday. Having a private pool means that it’ll only be you and your family using it, making it the perfect outdoor space for the kids to play on your holiday to Orlando.

Removable Safety Fence

Many of our villas have a removable safety fence as well, helping to prevent toddlers from falling into an unsupervised pool.

Sun Loungers and Outdoor Seating

Our villas with a private pool also come with sun loungers and an outdoor seating area, allowing you to spend time relaxing on the pool deck without needing to leave your ‘holiday home’.

Drinks Fridge a Few Steps Away!

It also means that you won’t have to keep spending money on expensive drinks from the pool bar! With your fridge just a few short steps away, ice-cold beverages will be at your disposal; surely that’s a match made in heaven?

All the Orlando villas listed below have access to their own private pool, so what are you waiting for? Book the accommodation for your next Orlando adventure with us today!

Choose from 593 properties matching your criteria

Town Center - Resort, 3 Bedroom villa

Property: TCEMB-31695

Make a splash in the private pool, or laze on the south-facing deck at this 3 bedroom rental villa on the Davenport community of Town Center Resort. Situated close to Disney World and other Orlando attractions as well as a selection of family restaurants at nearby ChampionsGate Village.

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

Town Center - Resort, 3 Bedroom villa

Property: TCEGD-32432

This delightful 3 bedroom villa is close to Disney World and has a table tennis table in the games room and a natural lake view from the private pool deck. Situated on the gated Davenport community of Town Center Resort, close to shops, restaurants at take-aways at ChampionsGate Village.

  • 2 x Double Beds (2 x Queen)
  • 2 x Single Beds
  • 3 x Bathrooms (2 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Wi-Fi
  • Scenic View
  • Games Room
  • Gated Community

Lindfields, 4 Bedroom villa

Property: LNDJK-41414

Sitting on the Lindfields community in Kissimmee is this spacious 4 bedroom vacation villa with a games room and a secluded south and west-facing private pool. Situated just a minute or so from the bustling US192, close to Disney World and many other popular Orlando attractions and theme parks.

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

Paradise Woods, 4 Bedroom villa

Property: PWOBM-4848

This privately owned 4 bedroom vacation villa is on the peaceful Davenport community of Paradise Woods, close to Disney World and many other Orlando attractions. The villa has a family games room and a large south-facing private pool and spa with beautiful scenic views to the rear.

  • 3 x Double Beds (3 x Queen)
  • 2 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

Calabay Parc, 3 Bedroom villa

Property: CPAPL-32181

This privately owned 3 bedroom family villa is on the Calabay Parc community in Davenport, close to Disney World, shops and restaurants. The villa offers a south-facing pool with no overlooking neighbours to the rear and plenty of outdoor space for everybody to enjoy the glorious Orlando sunshine.

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

Town Center - Resort, 3 Bedroom villa

Property: TCEPT-32247

This 3 bedroom villa with a pool table in the games room and a scenic view from the south-facing private pool deck is on the small, gated community of Town Center Resort in Davenport. The location, close to Disney World parks, shops and restaurants is perfect for your family holiday to Orlando.

  • 1 x Double Bed (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

Aviana, 4 Bedroom villa

Property: AVIKD-41161

This 4 bedroom villa offers a well-equipped games room and a west-facing private pool with views of a lake to the rear of the property. Situated in Davenport, on the popular gated community of Aviana, it is close to Disney World, Universal Resorts and many other Orlando attractions and theme parks.

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

Highlands Reserve, 3 Bedroom villa

Property: HREBM-3526

This delightful 3 bedroom Highlands Reserve villa in Davenport is the perfect choice for any family holiday to Orlando. Close to Disney World theme parks, great games room and a secluded private pool and spa. Shops and restaurants are located within a few minutes’ drive.

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

Hampton Lakes, 4 Bedroom villa

Property: HLAAV-41415

This 4 bedroom privately owned villa is ideal for your family holiday to Orlando. It has a west-facing pool deck and sits on the well-established Hampton Lakes community on the US27 in Davenport, close to Disney World theme parks and other popular tourist attractions and hotspots in the area.

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

Highlands Reserve, 4 Bedroom villa

Property: HREAV-41476

Sitting on the popular Highlands Reserve golfing community in Davenport is this well presented, 4 bedroom, privately owned villa with a south-facing pool deck. It is close to Disney World and all other Orlando attractions and theme parks. Florida's award-winning beaches are less than 2 hours away.

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

Windward Cay, 3 Bedroom villa

Property: WCAKB-31144

This 3 bedroom vacation villa sits on the peaceful Windwood Cay community in Kissimmee. Features include a south-facing private pool and spa with a gorgeous lake view, a games room and spacious bedrooms. Located a few minutes from the US192, close to Disney World and many other Orlando attractions.

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

Westridge, 4 Bedroom villa

Property: WGEKT-41321

This delightful 4 bedroom rental villa has a games room and a south and east-facing double aspect pool and spa with no overlooking neighbours and plenty of sunbathing space. It sits on the US27 community of Westridge in Davenport, close to Disney World and all other popular Orlando attractions.

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

Glenbrook, 4 Bedroom villa

Property: GLEQC-42278

This traditional 4 bedroom privately owned vacation villa has a games room and an extended southeast-facing pool deck with a lake view. Situated on the quiet Clermont community of Glenbrook, it is close to Disney World and many other popular Orlando attractions, golf courses, shops and restaurants.

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

Ridgewood Lakes, 3 Bedroom villa

Property: RLAOZ-32158

This spacious 3 bedroom vacation villa is on the gated golfing community of Ridgewood Lakes, conveniently situated on the US27 in Davenport. Offering a natural lake view behind the southwest-facing private pool this villa is close to all popular Orlando theme parks and tourist attractions.

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

Highlands Reserve, 4 Bedroom villa

Property: HREPF-42144

This comfortable 4 bedroom private villa on the established Highlands Reserve community in Davenport has a games room and a spacious west-facing pool deck with conservation views. The Disney parks can be reached in 20 minutes, with shops and restaurants just a few minutes away.

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

Sandy Ridge, 4 Bedroom villa

Property: SRIBP-4792

Sitting on the peaceful rural community of Sandy Ridge in Davenport, this spacious 4 bedroom rental villa, with a games room and a secluded west-facing pool and spa, is close to Disney World, Universal Resorts and many other popular Orlando holiday favourites.

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

Westridge, 4 Bedroom villa

Property: WGEBP-4644

This 4 bedroom rental villa is on the peaceful US27 community of Westridge in Davenport and has a large private pool and spa with great privacy. The popular community is close to Disney World and all other reasons why you chose Orlando as your family holiday destination.

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

Watersong, 3 Bedroom villa

Property: WATFY-32124

Sitting on the gated Davenport community of Watersong is this 3 bedroom private rental villa with a games room and a large private swimming pool looking out over a conservation area. Situated close to Disney, Universal and all other Orlando attractions and world-class theme parks.

  • 1 x Double Bed (1 x King)
  • 4 x Single Beds
  • 2 x Bathrooms (1 x En-Suite)
  • Air Conditioning
  • Private Pool
  • Wi-Fi
  • Scenic View
  • Games Room
  • Gated Community
  • Community Facilities

Westridge, 4 Bedroom villa

Property: WGEBM-41740

Make this 4 bedroom villa on the Davenport community of Westridge your home away from home for your Orlando family holiday. Spend time relaxing on the west-facing private pool deck or take a trip to one of the many popular theme parks in the area, with Disney World being 20 minutes away from here.

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

Highlands Reserve, 3 Bedroom villa

Property: HREOV-31977

A comfortable 3 bedroom villa with a games room and south-facing pool and spa on Highlands Reserve, a golfing community in Davenport, close to Disney World and all other popular Orlando attractions and theme parks. Close to a good selection of shops, bars and restaurants.

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