Rent from owners direct in Orlando Disney

Book a holiday rental with owners direct in Orlando Disney. At Clickstay we have over 200 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.

  • Save £100's booking your holiday letting
    Clickstay is a low cost holiday home rental website offering direct bookings with owners. We don't charge service fees, making it unlikely for you to find a cheaper holiday property elsewhere.
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    Our owners provide links to their listings on Airbnb, Booking.com and Vrbo - making it easy for you to compare prices. You should always find the lowest price on Clickstay.
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    Have direct contact with our owners by using our messaging system. We don't filter out messages between you and the owner.
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Owners have the lowest prices on Clickstay

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5%*
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14 - 18
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15 - 25%
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15%
*5% paid by the owner.

Our 10 best owners direct Orlando Disney holiday rentals

Have direct contact with our best owner managed holiday rentals in Orlando Disney
  • Villa in Hampton Lakes, Florida
    Premium owner

    Davenport villa to rent

    (54)
    4 bedroom owner direct Orlando Disney villa • Sleeps 8

    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.

    Lowest price pledge
    From £899 per week
  • Villa in Glenbrook, Florida
    Premium owner

    Clermont villa to rent

    (19)
    4 bedroom owner direct Orlando Disney villa • Sleeps 8

    Executive villa with pool and spa, 2 bedrooms have TV/cable. On-site clubhouse with fantastic swimming pool, gym, and concierge. Amenities close by, near all attractions, yet quiet.

    From £679 per week
  • Villa in Emerald, Florida
    Premium owner

    Villa with private pool in Orlando Disney, Florida

    (1)
    7 bedroom owner direct Orlando Disney villa • Sleeps 14

    Disney World, Orlando, Kissimmee, Four Corners, Emerald Islands, Margaritaville

    From £1,299 per week
  • Villa in Emerald, Florida
    Premium owner

    Villa with private pool in Orlando Disney, Florida

    (26)
    4 bedroom owner direct Orlando Disney villa • Sleeps 8

    Stylish and spacious luxury villa set in a private Emerald Island resort in Kissimmee. Private pool and spa with first class games room. 2 miles from Disney and attractions.

    From £890 per week
  • House in Solterra, Florida
    Premium owner

    Davenport holiday home to rent

    5 bedroom owner direct Orlando Disney house • Sleeps 12

    Contemporary Villa is located very close to Disney, a perfect choice for family and friends wanting an Orlando vacation. Be my guest! Private pool , resort amenities like lazy river , slides etc

    Lowest price pledge
    From £890 per week
  • House in Emerald, Florida
    Premium owner

    Holiday home with private pool in Orlando Disney, Florida

    (1)
    7 bedroom owner direct Orlando Disney house • Sleeps 14

    Serene nature walks, poolside drinks, world-class amenities and an all around fantastic vacation awaits you, The Concierge Service Desk is open at the clubhouse to help with anything you may need here

    Lowest price pledge
    From £1,186 per week
  • Villa in Windwood Bay, Florida
    Premium owner

    Villa to rent in Orlando Disney, Florida

    (2)
    5 bedroom owner direct Orlando Disney villa • Sleeps 14

    Spacious, executive villa in the exclusive Windwood Bay division in Davenport. Large and airy rooms with a private pool. 15 mins drive to Disney, 20 mins to Sea world and 30 minutes to Universal.

    Lowest price pledge
    From £890 per week
  • House in Reunion, Florida
    Premium owner

    Holiday home to rent in Orlando Disney, Florida

    (1)
    8 bedroom owner direct Orlando Disney house • Sleeps 18

    Perfectly furnished and properly maintained villa with private pool, hot tub and many more for a comfortable stay near Disney! This is a perfect eight bed/ seven bath Villa for your family reunion!!!!

    Lowest price pledge
    From £1,186 per week
  • House in Reunion, Florida
    Premium owner

    Holiday home rental in Orlando Disney, Florida, with private pool

    8 bedroom owner direct Orlando Disney house • Sleeps 18

    Perfectly furnished and properly maintained villa with private pool, hot tut and many more for a comfortable stay near Disney!!!! This is a perfect eight bed/ seven bath Villa for your family reunion.

    Lowest price pledge
    From £1,186 per week
  • House in Reunion, Florida
    Premium owner

    Kissimmee holiday home to rent

    (1)
    8 bedroom owner direct Orlando Disney house • Sleeps 18

    Luxury Villa by Disney Contemporary Villa is located very close to Disney, a perfect choice for family and friends wanting an Orlando vacation! House is professionally CLEANED and SANITIZED for you!!

    Lowest price pledge
    From £1,186 per week

Our best owners direct in Orlando Disney

Choose from over 222 self catering properties from holiday home owners based in the Orlando Disney. Our holiday home owners have holiday lettings in the most popular destinations.

  • Alana
    Alana
    (19)
    Private owner • From Poole, United Kingdom • Joined January 2005
    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 ❤️
  • Jan
    Jan
    Private owner • From Noak Hill, United Kingdom • Joined February 2004
    Jan has a 5 bedroom villa with private pool in WaterSong, USA.
  • Andrew
    Andrew
    (6)
    Private owner • From Davenport, USA • Joined November 2019
    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
    Lowest price pledge
  • Peter
    Peter
    (4)
    Private owner • From Epsom, United Kingdom • Joined December 2020
    Peter has a 5 bedroom villa with private pool in Orange Tree, USA.
  • Alex
    Alex
    (4)
    Private owner • From Davenport, USA • Joined November 2008
    Alex has 3 properties including a 5 bedroom house with private pool in Highlands Reserve Golf course, USA and a 5 bedroom villa with private pool in Highlands Reserve Golf course, USA.
  • Lesley
    Lesley
    (37)
    Private owner • From Abertillery, United Kingdom • Joined March 2011
    I am a retired nurse and Terry my husband is retired from the police. We have been visiting Florida for over 20 years and love to help potential guests plan their holidays. Our home is on a lovely site close to amenities but not too busy. We have improved it over the years we have owned it and it is very special to us. We love our pool and sitting under the shaded lanai to dine al fresco.

Our newest direct owners in Orlando Disney

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

  • Zivka
    Zivka
    Private owner • From Aurora, Canada • Joined February 2024
    Being a realtor for over 20 years I understand how important is customer service. I believe that everything in life should be a simple, straightforward, and enjoyable experience. I am very people-oriented and truly work to build long and lasting relationships. My commitment to delivering Excellent Customer Service never stops. I sincerely want you to enjoy your stay. I have gone to great lengths to ensure that your stay is comfortable, convenient, and memorable and I know that you will feel right at home in my beautiful vacation home just minutes away from Disney. If you have any questions, please feel free to contact me anytime and I will do my very best to assist you! I hope to see you very soon!
    Davenport holiday home to rent
    Davenport holiday home to rent
    From £1,240 per week
    Lowest price pledge
  • Mark
    Mark
    Private owner • From Washington Twp, USA • Joined January 2024
    Mark has a 4 bedroom house with private pool in Emerald Island, USA.
    Kissimmee holiday home to rent
    Kissimmee holiday home to rent
    From £1,180 per week
    Lowest price pledge
  • Dolphin
    Dolphin
    Private owner • From kissimmee, USA • Joined September 2023
    For over 15 years, Dolphin Villa - Doral Woods has been listed with Holiday Lettings/Trip Advisor, receiving 5-star reviews. If you're interested, we can provide you with the link to read the reviews, which we hope you'll find helpful. We have been visited and verified by Trip Advisor, ensuring the authenticity of our claims. Our villa boasts a perfect location and offers discounts for bookings over 2 weeks, along with a complimentary food arrival pack for all our guests. Every detail has been considered for your comfort and enjoyment, including fully air-conditioned rooms, paddle fans in all bedrooms, lounge, and outside lanai. Stay connected with our free wireless fiber super high-speed 300mb+ WiFi and enjoy entertainment with free HD cable TV. We also provide a BBQ and a wide selection of games and toys, including items for infants. Families with young children will appreciate our accommodations, as we offer two child's cots with bedding, wireless baby monitors, and a child's small bed if needed. Additionally, we provide a high chair and pushchairs for your convenience. Booster cushions for the car and a removable child safety fence for the pool area are also available. You'll find hairdryers, straighteners, and all necessary towels for the villa, pool, and beach use. Our villa features a private heated pool that offers complete privacy, as it is not overlooked. For a comprehensive look at our beautiful home, you can search for our video on YouTube under Dolphin Villa - Doral Woods. Located in the highly sought-after Doral Woods, Dolphin Villa is situated on a large and secluded south-facing lot, spanning nearly 1 acre. The proximity to Walt Disney World (20-30 minutes) and Universal Studios & SeaWorld (30-40 minutes) makes it an ideal choice for a pool home rental. Furthermore, the villa is surrounded by a nice conservation area, allowing you to enjoy encounters with friendly wildlife. As this is our own holiday home, we have furnished it to a high standard, as evident in the pictures. It stands out from your average Orlando or Kissimmee holiday home, as attested by our satisfied guests and their reviews on Trip Advisor. They often describe it as "one of the best villas to rent in Doral Woods and the Orlando area." We constantly strive to enhance our villa's features, regularly adding new items. The extended pool deck area includes a hot tub/spa and a 55" flat-screen TV with a cinema surround sound system. Play Stations and games are also available for entertainment. While our beautiful holiday home is conveniently close to all major Orlando theme parks, it offers a serene and relaxing break, set amidst the countryside. If you would like to see more pictures of our villa, please don't hesitate to ask. In addition to our villa, we have neighboring properties owned by friends and neighbors, which can be rented for larger groups who prefer not to share accommodations. Whether next door, across the street, or around the corner, these adjacent villas provide the perfect solution for you, your family, and friends. If you would like more information, including villa details and rates, please feel free to ask. Thank you.
    Villa with private pool in Orlando Disney, Florida
    Villa with private pool in Orlando Disney, Florida
    From £1,044 per week
  • Hollie
    Hollie
    Private owner • From Goffs Oak, United Kingdom • Joined September 2023
    Hollie has a 5 bedroom villa with private pool in Cumbrian Lakes, USA.
    Villa rental in Orlando Disney, Florida,  with private pool
    Villa rental in Orlando Disney, Florida, with private pool
    From £1,317 per week
  • Rona
    Rona
    Private owner • From Newent, United Kingdom • 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.
    Villa rental in Orlando Disney, Florida,  with private pool
    Villa rental in Orlando Disney, Florida, with private pool
    From £658 per week
  • Judy
    Judy
    Private owner • From Kissimmee, USA • 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.
    Kissimmee villa to rent
    Kissimmee villa to rent
    From £1,334 per week
    Lowest price pledge

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