Rent from owners direct in Orlando Disney

Book a holiday rental with owners direct in Orlando Disney. At Clickstay we have over 180 properties in Orlando Disney where you can contact the owner directly. Book via our secure payment system for peace of mind when you make your owners direct Orlando Disney booking.

Our 10 best owners direct Orlando Disney holiday rentals

Have direct contact with our best owner managed holiday rentals in Orlando Disney
  • House in Lakeside, Florida
    3 bedroom owner direct Orlando Disney house • Sleeps 6

    Holiday home in Orlando Disney, Florida, with private pool

    Luxurious and spacious family home in Buenaventura lakes, Orlando. Peaceful lakeside location with huge pool. 15 minutes to Orlando airport and within easy reach of Disney parks.

    From £679 per week
    (91)
  • Villa in Glenbrook, Florida: Front Of Villa
    4 bedroom owner direct Orlando Disney villa • Sleeps 8

    Villa with private pool in Orlando Disney, Florida

    Executive villa with south-facing private swimming pool & spa situated on the Glenbrook Resort, which has excellent facilities. Close to all local amenities.

    From £682 per week
    (29)
  • Villa in Eagle Pointe, Florida
    3 bedroom owner direct Orlando Disney villa • Sleeps 6

    Villa to rent in Orlando Disney, Florida

    «««DISNEY ON YOUR DOORSTEP»»» STAY CLOSE TO THE MAGIC in this Spacious 3 Bed Villa / Family Friendly / SOUTH FACING pool / LAKE VIEWS - BE OUR GUESTS ON EAGLE POINTE

    From £711 per week
    (44)
  • Villa in Esprit, Florida
    3 bedroom owner direct Orlando Disney villa • Sleeps 8

    Villa to rent in Orlando Disney, Florida

    Our luxury 3 bedroom, 2 bathroom villa sleeps 8 and has its own 12ft x 24ft swimming pool. It is situated on the prestigious Esprit development just a short distance from Walt Disney World drive

    From £679 per week
    (36)
  • Villa in Cumbrian Lakes, Florida
    4 bedroom owner direct Orlando Disney villa • Sleeps 8

    Kissimmee holiday villa rental with private pool

    Luxurious 4 bedroom, 3 bathroom villa with private pool and spa located on a beautiful, peaceful gated community within 15 minutes drive of Disney World.

    From £679 per week
    (35)
  • House in Lindfields, Florida
    4 bedroom owner direct Orlando Disney house • Sleeps 10

    Kissimmee holiday home to rent

    This 4 bed/2 bath fully furnished 2129sq ft with pool that is 3-6 ft depth Home is 4 miles from Disney on a reserve protected by Florida. Gameroom Converted Garage with AC .

    From £801 per week
    (6)
  • Villa in Sunridge Woods, Florida: Front
    4 bedroom owner direct Orlando Disney villa • Sleeps 8

    Davenport holiday villa rental with private pool

    This large detached villa with a pool, located to the southwest of Kissimmee and Orlando, is within 15 minutes drive of all the main Disney attractions.

    From £695 per week
    (30)
  • Villa in Hampton Lakes, Florida
    4 bedroom owner direct Orlando Disney villa • Sleeps 8

    Davenport villa to rent

    VILLA BETTY BOO is a luxury four bedroom villa situated on the prestigious Hampton Lakes resort, with free use of all amenities. Private screened pool and games room. Fifteen minutes from Disney.

    From £899 per week
    (53)
  • Villa in Sandy Ridge, Florida
    4 bedroom owner direct Orlando Disney villa • Sleeps 8

    Holiday villa in Orlando Disney, Florida, with private pool

    Great base for the dream Florida vacation. 5 bedroom 3 bathroom (2 ensuite) villa with pool, spa, games room WiFi, Disney 15mins and overlooking wooded area.

    From £862 per week
    (22)
  • Villa in Emerald, Florida: Felicitys Villa
    6 bedroom owner direct Orlando Disney villa • Sleeps 14

    Villa with private pool in Orlando Disney, Florida

    Home from home villa situated in the Emerald Island gated resort in Kissimmee. Private pool and games room. Full use of the club house amenities. Minutes from Disney main gate.

    From £1,338 per week
    (30)

Our best owners direct in Orlando Disney

Choose from over 197 self catering properties from holiday home owners based in the Orlando Disney. Our holiday home owners have holiday lettings in the most popular destinations.

  • Jan
    Jan • From Noak Hill, United Kingdom
    Private owner joined February 2004
    Jan has a 5 bedroom villa with private pool in WaterSong, USA.
  • Alana
    Alana • From Poole, United Kingdom
    Private owner joined January 2005
    (19)
    I’ve owned my property for just over 20 years now. I’d been out to Orlando to attend a wedding and stayed in a villa quite a way out from Kissimmee and enjoyed the freedom of having my own pool and relaxing in the evenings rather than staying in a hotel. On my return home I promptly started looking into buying my own villa. I flew back out on a 3 day turn around and chose the plot that my villa is built on chose the style of building I wanted putting on it then ordered furniture and decoratives from an interior designer. It was an exciting time and a year later it was built and I closed on it. I love that it’s close enough to drive to everything but far enough away to be quiet and peaceful so I can float around in the pool just relaxing and loving life ❤️
  • Andrew
    Andrew • From Davenport, USA
    Private owner joined November 2019
    (6)
    I'm Andrew and my wife's name is Beth. We love to travel! Over the years we have had our best experiences staying in villas and condos instead of hotels. We have found it is a more comfortable and private way to spend time with family and friends. We love our Florida vacation home and always look forward to hosting guests from around the world! We look forward to hosting you. Andrew + Beth Calabay Gold
  • Peter
    Peter • From Epsom, United Kingdom
    Private owner joined December 2020
    (4)
    Peter has a 5 bedroom villa with private pool in Orange Tree, USA.
  • Alex
    Alex • From Davenport, USA
    Private owner joined November 2008
    (4)
    Alex has 3 properties including a 5 bedroom villa with private pool in Highlands Reserve Golf course, USA and a 5 bedroom house with private pool in Highlands Reserve Golf course, USA.
  • Marisela
    Marisela • From Brooklyn, USA
    Private owner joined November 2020
    (1)
    Hi my name is Marisela, I have the property for four year now. It is a Great place to get away and relax, with so many rooms you can just get lost in comfort. The location is in a great place that there is so much to do with the kids, or just spend that quality time with the family.

Our newest direct owners in Orlando Disney

See our new owners in Orlando Disney - and make direct contact for a great holiday.

  • Hollie
    Hollie • From Goffs Oak, United Kingdom
    Private owner joined September 2023
    Hollie has a 5 bedroom villa with private pool in Cumbrian Lakes, USA.
    Villa to rent in Orlando Disney, Florida
    Villa to rent in Orlando Disney, Florida
    From £1,317 per week
  • Rona
    Rona • From Newent, United Kingdom
    Private owner joined June 2023
    Our names are Rona and Philip and we are both now retired. We live in Gloucestershire in the UK. We bought our home over 20 years ago after numerous visits to the USA and decided that Florida was the place we wanted to stay. We chose the Esprit estate due having a friendly golfing community and the position of the villa overlooking the beautiful ornamental lake.
    Davenport holiday villa rental with private pool
    Davenport holiday villa rental with private pool
    From £658 per week
  • Judy
    Judy • From Kissimmee, USA
    Private owner joined June 2023
    Our family started visiting Disney World and surrounding areas in the 1990's and at that time we fell in love with Florida and with Disney World. We have vacationed here in Florida for a very long time and fell in love with the area and the resort and bought our first home away from home in Windsor Hills Resort area in 2016. It's location is great as you are one of the closest resorts and a very short ride to main gate Disney. Just 4 km to Disney!! The Windsor Hills resort onsite facilities and amenities are those that you would normally associate with a luxury hotel stay, which we have used many times ourselves. We have furnished this house with much love and we made sure that our guests are comfortable at our home, have what they need, and not have to compromise on their holiday. This house is well cared for, is well maintained and has many extras for your Orlando holiday. Put your cares aside and have a wonderful holiday at our home.
    Villa to rent in Orlando Disney, Florida
    Villa to rent in Orlando Disney, Florida
    From £1,334 per week
  • Judy
    Judy • From Kissimmee, USA
    Private owner joined June 2023
    Our family started visiting Disney World and surrounding areas in the 1990's and at that time we fell in love with Florida and with Disney World. We have vacationed here in Florida for a very long time and fell in love with the area and the resort and bought our first home away from home in Windsor Hills Resort area in 2016. It's location is great as you are one of the closest resorts and a very short ride to main gate Disney. Just 4 km to Disney!! The Windsor Hills resort onsite facilities and amenities are those that you would normally associate with a luxury hotel stay, which we have used many times ourselves. We have furnished this house with much love and we made sure that our guests are comfortable at our home, have what they need, and not have to compromise on their holiday. This house is well cared for, is well maintained and has many extras for your Orlando holiday. Put your cares aside and have a wonderful holiday at our home.
    Villa with private pool in Orlando Disney, Florida
    Villa with private pool in Orlando Disney, Florida
    From £1,334 per week
  • Jonathan
    Jonathan • From Kissimmee, USA
    Private owner joined June 2023
    Jonathan has 2 properties including a 6 bedroom villa with private pool in Windsor Hills, USA and a 5 bedroom villa with private pool in Windsor Hills, USA.
    Kissimmee villa to rent
    Kissimmee villa to rent
    From £1,779 per week
    Holiday villa in Orlando Disney, Florida,  with private pool
    Holiday villa in Orlando Disney, Florida, with private pool
    From £1,720 per week
  • Tanisha
    Tanisha • From Merrillville, USA
    Private owner joined June 2023
    My name is Tanisha and I absolutely love visiting our property in Davenport with my family. Our home is like a home away from home not only for us but for our guests also. We make amazing memories every time we visit. I have owned this property for the last year and a half. This has been the best decision I've ever made. I love going above and beyond to ensure all my guests enjoy their stay and to provide the best quality customer service possible. My hope is that you and your family will also make amazing memories in our home and in our city like we have and desire to continue doing.
    Holiday home with private pool in Orlando Disney, Florida
    Holiday home with private pool in Orlando Disney, Florida
    From £960 per week

Explore Orlando Disney holiday lettings

Owners direct rentals

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Book directly with owners in Orlando Disney for a personal holiday rental. By using our secure message system you can have direct contact with our owners in Orlando Disney to make sure you get the most from your holiday rental.