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 best owners direct Florida holiday rentals

Have direct contact with our best owner managed holiday rentals in Florida
Villa in Eagle Pointe, Florida
Premium owner

Villa to rent in Orlando Disney, Florida

(52)
3 bedroom owner direct Florida villa • Sleeps 6

«««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
Villa in Emerald, Florida
Premium owner

Villa with private pool in Orlando Disney, Florida

(28)
4 bedroom owner direct Florida 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 £817 per week
Villa in Southern Dunes, Florida
Premium owner

Orlando Disney villa to rent

(35)
4 bedroom owner direct Florida villa • Sleeps 6

BEAUTIFUL, SPACIOUS, SUNNY 4 bedroom family owned villa with *LARGE PRIVATE SWIMMING POOL*, *FREE WIRELESS INTERNET* & MUCH MORE. Set in the prestigious Southern Dunes Golf & Country Cub. PERFECT !

From £836 per week
House in Emerald, Florida
Premium owner

Holiday home with private pool in Orlando Disney, Florida

(4)
4 bedroom owner direct Florida house • Sleeps 8

STAY COMFORTABLE WITH 2 MASTER SUITES AND 2 TWINS BED. 3 BATHS AT TOTAL, MAKE OUR OWN MEALS IN A COMPLETE KITCHEN, ENYOU YOURSELF INTHE POOL AND SPA OR THE GAMES ROOM. 3 MILES FROM DISNEY, NEXT US 19

From £703 per week
Villa in Westridge, Florida
Premium owner

Orlando Disney holiday villa rental with private pool

(2)
4 bedroom owner direct Florida villa • Sleeps 8

Beautiful, 4 bedroom 2 bathroom luxury villa, with private, oversize south facing pool. Free WIFI and FREE Long distance calls to UK. Close all attractions and local golf courses.

From £681 per week
Villa in Sunrise Lakes, Florida
Premium owner

Orlando Disney villa to rent

(1)
4 bedroom owner direct Florida villa • Sleeps 8

4-bedroom, 3-bathroom villa offers resort-style living just minutes from Disney. Enjoy your private heated pool and spa overlooking a peaceful conservation area, a fully-equipped game room with pool

From £951 per week
Villa in Emerald, Florida
Premium owner

Villa rental in Orlando Disney, Florida, with private pool

(3)
7 bedroom owner direct Florida villa • Sleeps 14

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

From £1,139 per week
Villa in Calabay Parc, Florida
Premium owner

Villa with private pool in Orlando Disney, Florida

4 bedroom owner direct Florida villa • Sleeps 8

Welcome to your dream vacation home! Located on the ever popular Calabay Parc community, this beautiful 4-bedroom vacation home is ideally located for your next family vacation! FREE spa heat!

From £872 per week

Our best owners direct in Florida

Choose from over 207 self catering properties from holiday home owners based in the Florida. Our holiday home owners have holiday lettings in the most popular destinations.

  • Terence
    Terence
    (16)
    Private owner • From WILMSLOW, United Kingdom • Joined March 2008
    We have owned Jasmine Villa since 2003.
  • Mark
    Mark
    (41)
    Private owner • From Orlando, USA • Joined December 2019
    Hello, my name is Mark Cummings. I have lived in New York City for over 20 years. And to be honest, I was tired of the winter months there. But the first time my wife and I visited Florida we fell in love with Orlando. (sunshine and great weather throughout the year) so we have chosen to make it our home. Now we have decided to rent out our property. Because we want our guest to have the same experience that we had when we first came to Orlando.
    Lowest price pledge
  • Andrew
    Andrew
    (7)
    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
    (8)
    Private owner • From Epsom, United Kingdom • Joined December 2020
    Peter has a 5 bedroom villa with private pool in Orange Tree, USA.
  • Carolyn
    Carolyn
    (35)
    Private owner • From Musselburgh, United Kingdom • Joined August 2012
    My name is Carolyn and I live in Scotland with my wonderful husband and 3 kids. We bought our beautiful holiday home in Florida in 2008 when my children were young. They are now 23, 25 and 29. How time flies !! The lovely thing is they still come with us to Florida when we go on holiday. It’s just like our home from home. We set out to buy a holiday home in Southern Dunes as we had previously rented a villa there and fell in love with the area. Not to mention the fabulous golf course. When we saw our villa we just knew it was the one for us. We especially love our pool and the place is so bright and airy. We go over on holiday as often as we can and I just love shopping for new bits and pieces. It’s so important to me to ensure that guests have a wonderful stay and I am passionate about the villa being perfect. I have a fantastic management company over there owned by Sam & Bryn who run a tight ship. They are just amazing ! I can’t wait for my next trip over. I love it so much !! I’m sure you will too !
  • Stephen
    Stephen
    (52)
    Private owner • From Wokingham, United Kingdom • Joined October 2004
    We looked at a lot of villas when we were buying both built and off plan, but when we saw the view at this villa we fell in love with it. Even 20 years on, it always feels like home when we arrive for a holiday and to sit outside looking across the lake is it's own magic. It doesn't matter what time of year you come the lake always seems to be teeming with life. We've seen snapping turtles, small alligators, wading birds and even a flock of Buzzards one year. You just never know what you'll see until you've sat on the deck for a while. My favourite time of day is first thing in the morning with a cup of coffee sitting on the deck watching the sun come up on the east side of the lake. If you are up early enough you can sometimes hear the freight train in the distance, other than that it's so peaceful. Having worked in the city and been around all that noise, to come away to the villa and enjoy the peace is such a joy. In saying all that, we still enjoy going to the parks and out in the evening, the villa being only a few minutes away from Restaurants, Bars and of course the parks themselves is another reason for choosing this location. I love Eagle Pointe, it's right on that sweet cusp of being close to everything but still far enough away to give you that peaceful balance. We love staying here and we hope you will too. Thanks for reading and I hope to talk with you soon. Kind Regards and happy travels. Steve

Our newest direct owners in Florida

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

  • Michele
    Michele
    Private owner • From San Antonio, USA • Joined August 2025
    As a kid growing up in Michigan, I never thought I would ever get a chance to go to Florida, much less Disney World! That was for other kids - not me. It seemed like an unattainable dream. Then, in 1977, I saw Star Wars. My life was forever changed! We are proof positive that dreams do come true! We live in this amazing state of Endless Summer, and now we have the BEST condo, located just minutes from the gates of Disney World. We still pinch ourselves from time to time to make sure it's real! Since it's so special to us, we wanted to make it special for our guests. We have completely renovated it, and tricked it all out in a Star Wars theme to create a one-of-a-kind Rebel Base 203! We hope you love it as much as we do! Welcome to the the rebellion, and welcome to the RB203 Rebel Alliance. We are honored to have you join us!
    Holiday apartment in Orlando Disney, Florida,  with shared pool
    Holiday apartment in Orlando Disney, Florida, with shared pool
    From £1,084 per week
  • Joanne
    Joanne
    Private owner • From Chatham , United Kingdom • Joined August 2025
    We live in Kent UK, We fell In love with Florida in 1998 when we had our first holiday here, after returning many times we decided to invest in our holiday home, a place we could make memories with our young twin daughters, over the years we’ve had many family holidays here making memories. We would like to share that with others.
    Holiday villa in Orlando Disney, Florida,  with private pool
    Holiday villa in Orlando Disney, Florida, with private pool
    From £1,254 per week
  • Rodrigo
    Rodrigo
    Private owner • From Kissimmee, USA • Joined July 2025
    Rodrigo has a 6 bedroom villa with private pool in Reunion, USA.
    Orlando Disney holiday villa rental with private pool
    Orlando Disney holiday villa rental with private pool
    From £1,090 per week
  • Paul
    Paul
    Private owner • From Aurora, USA • Joined January 2025
    Paul has a 4 bedroom villa with private pool in Avaina, USA.
    Villa with private pool in Orlando Disney, Florida
    Villa with private pool in Orlando Disney, Florida
    From £835 per week
  • Joseph
    Joseph
    Private owner • From Birmingham, United Kingdom • Joined November 2024
    We are a family of 5 from the UK, and we took the plunge in buying our dream vacation villa in Kissimmee, Florida in 2023. We are biased of course, but we don't think there's many better holiday destinations in the world. Sun, beaches, theme parks, rockets, and much more. We believe that Sunset Lakes really is one of the best resorts in Orlando. It is gated and quiet, with amazing views over the lake from the pool deck, but only 10 minutes drive from the magic of Disney. We couldn't ask for more.
    Orlando Disney holiday villa rental with private pool
    Orlando Disney holiday villa rental with private pool
    From £1,106 per week
    Lowest price pledge
  • Sukhy
    Sukhy
    (1)
    Private owner • From Diss, United Kingdom • Joined October 2024
    Sukhy has a 4 bedroom villa with private pool in Sunrise Lakes, USA.
    Orlando Disney villa to rent
    Orlando Disney villa to rent
    From £951 per week

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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.

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.