Rent from owners direct in Florida

Book a holiday rental with owners direct in Florida. At Clickstay we have over 200 properties in Florida where you can contact the owner directly. Book via our secure payment system for peace of mind when you make your owners direct Florida booking.

Our 10 best owners direct Florida holiday rentals

Have direct contact with our best owner managed holiday rentals in Florida
  • House in Lakeside, Florida
    3 bedroom owner direct Florida 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 Florida 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 Florida 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 Florida 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 Sunridge Woods, Florida: Front
    4 bedroom owner direct Florida villa • Sleeps 8

    Orlando Disney 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)
  • House in Lindfields, Florida
    4 bedroom owner direct Florida house • Sleeps 10

    Orlando Disney holiday home rental with private pool

    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 Hampton Lakes, Florida
    4 bedroom owner direct Florida villa • Sleeps 8

    Orlando Disney 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 Florida 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 Cumbrian Lakes, Florida
    4 bedroom owner direct Florida villa • Sleeps 8

    Orlando Disney 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)
  • Villa in Calabay Parc, Florida
    5 bedroom owner direct Florida villa • Sleeps 10

    Holiday villa in Orlando Disney, Florida, with private pool

    With a taste of Disney decoration you can feel like you're in the park but enjoy your own space! Private pool, living room, open floor plan, games room and 5 separate bedrooms this villa has it all!

    From £1,025 per week
    (6)

Our best owners direct in Florida

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

  • 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 ❤️
  • Jan
    Jan • From Noak Hill, United Kingdom
    Private owner joined February 2004
    Jan has a 5 bedroom villa with private pool in WaterSong, USA.
  • 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 Florida

See our new owners in Florida - 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
  • Laurie
    Laurie • From Columbia , USA
    Private owner joined August 2023
    We are from Maryland and have been spending time in Cape Coral for over 20 years. We love the weather, the proximity to several beaches, kayaking, and just relaxing by the pool. We are excited to have our own place to share with others. Thee are so many reasons why we love this home: Stunning western exposure with beautiful sunsets by the pool; Quiet family friendly neighborhood; Large wooden dock great for fishing or just watching the ducks, turtles and other wildlife in the canal; Five minute walk down the street to a park, cafe and church; Five-eight minute drive to restaurants, grocery stores and other shopping!
    Gulf Coast holiday villa rental with private pool
    Gulf Coast holiday villa rental with private pool
    From £1,186 per week
  • Jesus Manuel
    Jesus Manuel • From Edinburgh, United Kingdom
    Private owner joined July 2023
    Hello! We are passionate about providing an exceptional experience during your stay. As hosts, we take pride in ensuring your comfort and satisfaction throughout your visit. We've had our property in Davenport, FL since 2015, and we love it here. The area first attracted us with its proximity to Disney and the exciting attractions of Orlando. Additionally, being close to golf courses like Highlands Reserve Golf Club and Champion's Gate Golf Club is a dream for golf enthusiasts. Our property's pool and outdoor area, its high-ceilinged hallway leading into a beautiful open-plan living room, and the splendid and spacious fully equipped kitchen which is a food lover's paradise are some of the highlights we enjoy the most. What won us over was the quiet neighbourhood, beautiful landscape, and mature trees that create a serene atmosphere. Plus, the captivating shores of the Gulf of Mexico are within reach, offering over a dozen of the most beautiful stretches of sand in the world. We find immense joy in hosting and meeting new people from different backgrounds. Sharing our love for hospitality allows us to create lasting memories for our guests. We can't wait for you to experience the charm and comfort of our property in this great location. Welcome to Disney Westridge Villa your home away from home!
    Villa to rent in Florida
    Villa to rent in Florida
    From £892 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.
    Orlando Disney holiday villa rental with private pool
    Orlando Disney 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.
    Orlando Disney villa to rent
    Orlando Disney villa to rent
    From £1,334 per week

Explore Florida holiday lettings

Owners direct rentals

Choose Clickstay's owner direct Florida holiday rentals

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