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 769 properties matching your criteria

Indian Ridge Oaks, 2 Bedroom villa (Sleeps up to 4 Guests)

Property: IROFJ-21625

This standard 2 bedroom privately owned villa on the Indian Ridge Oaks community in Kissimmee has a south-facing private pool with no overlooking neighbours and is close to Disney World and other popular Orlando attractions and theme parks as well as a range of restaurants, shops and golf courses.

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

Town Center - Resort, 3 Bedroom villa (Sleeps up to 6 Guests)

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

Aviana, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: AVIFJ-43078

This privately owned 4 bedroom vacation villa has a games room for memory-making fun together and a natural lake view from the west-facing private pool and spa. It is situated close to Disney World and many other Orlando theme parks on the popular gated resort community of Aviana in Davenport.

  • 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
  • Scenic View
  • Games Room
  • Gated Community
  • South or West Facing
  • Community Facilities
  • Baby accessories

Highlands Reserve, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: HREFJ-43100

This standard 4 bedroom villa is on Highlands Reserve in Davenport, a popular community on the US27, close to Disney World and many other Orlando theme parks and attractions. Features of this villa include a games room for family entertainment and a secluded south-facing pool and spa 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
  • Spa
  • Wi-Fi
  • Games Room
  • South or West Facing
  • Community Facilities

Indian Point, 3 Bedroom villa (Sleeps up to 6 Guests)

Property: IPOBK-31623

This standard 3 bedroom rental villa, with enough beds to sleep 7 guests, is on the Kissimmee community of Indian Point. The villa has a southwest-facing private pool with no overlooking neighbours and is close to Disney World and many other popular Orlando attractions and theme parks.

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

Indian Point, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: IPOBK-41622

Sitting on the well-established Kissimmee community of Indian Point, this traditional 4 bedroom vacation villa has a pool table in the games room, a large sunny pool deck and plenty of space to relax. Situated close to Disney and many other popular Orlando tourist hotspots and theme parks.

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

Hampton Lakes, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: HLAFJ-43188

This privately owned, nicely furnished and decorated villa is on the US27 community of Hampton Lakes in Davenport, close to Disney World and other Orlando theme parks and holiday attractions. Features include a totally secluded west-facing pool, a games room, 4 bedrooms and 2 large lounge areas.

  • 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
  • Wi-Fi
  • Games Room
  • South or West Facing
  • Community Facilities

High Grove, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: HGRGN-42702

This 4 bedroom private rental villa is on the peaceful gated community of High Grove, just a few minutes away from the popular US192 and close to Disney World and other Orlando attractions. The villa has a private pool and spa, games room and guests have access to all community facilities.

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

Calabay Parc, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: CPAGN-42451

This 4 bedroom Orlando villa with a games room and a south-facing pool is on the Calabay Parc community in Davenport, 20 minutes from Disney and even closer to a wide range of shops, bars and restaurants. The I-4 Highway leading to Universal, SeaWorld and Florida’s coastlines is a few miles away.

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

Solana, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: SOLGN-42268

This beautiful 4 bedroom vacation villa is on the highly recommended gated community of Solana, on the US27 in Davenport. The villa has a secluded private pool, games room and plenty of space for everybody to be able to enjoy their Orlando holiday. Situated close to Disney, shops and restaurants.

  • 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
  • Wi-Fi
  • Games Room
  • Gated Community
  • Community Facilities

Solana, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: SOLGN-43191

This modern four bedroom villa sits on the resort-style community of Solana and is a perfect choice for your family holiday to Orlando. There are plenty of communal onsite facilities and Disney is just a fifteen minute drive away.

  • 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
  • Gated Community
  • Community Facilities

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

Calabay Parc, 3 Bedroom villa (Sleeps up to 6 Guests)

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 (Sleeps up to 6 Guests)

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

Cypress Pointe, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: CYPBK-41611

This traditional 4 bedroom Florida villa is on the peaceful gated community of Cypress Pointe in Davenport, close to Disney and other popular Orlando theme parks and tourist attractions. Features include a well-equipped games room and a south-facing private pool with a conservation view to the rear.

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

Seasons, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: SNSBK-4830

With a south-facing private pool and spa area, games room and lots of space for everybody to relax, this 4 bedroom rental villa is ideal for your family holiday to Orlando. Situated on Seasons, a peaceful community in Kissimmee, close to Disney World and other theme parks and tourist 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

Hampton Lakes, 4 Bedroom villa (Sleeps up to 8 Guests)

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 (Sleeps up to 8 Guests)

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

Mission Park, 3 Bedroom villa (Sleeps up to 6 Guests)

Property: MPAHJ-32838

This traditional 3 bedroom rental villa is on Mission Park, a peaceful gated community on the US27 in Clermont, close to Disney World, shops and restaurants. With a games room and a south-facing private pool, this villa is ideal for your family holiday to Orlando.

  • 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
  • Games Room
  • Gated Community
  • South or West Facing
  • Community Facilities
  • Baby accessories

Florida Pines, 4 Bedroom villa (Sleeps up to 8 Guests)

Property: FPIVC-43193

This lovely four bedroom villa sits on the Florida Pines community which is located midway between the US192 and I-4 with less than a ten minute drive to either of Orlando's main travel links. Disney theme parks are just a twenty minute drive away.

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