We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers: Windows: Internet Explorer, Mozilla Firefox. Mac: Safari.

Orlando Vacation Rentals

Search Orlando Vacation Rentals

Clear dates

Advanced Search

Recommended by Travelers

[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Nightly rate from
$150
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 2
Rent an affordable pet friendly kisimmee vacation home rental in the community of Indian Ridge Oaks in Orlando, Florida. You can now bring your family pets ...
  • Nightly
    $150
  • Weekly
    --
  • Monthly
    $3,500
Management: Verified owner
Property: Rental Home
Bedrooms: 5, sleeps 10
Bathrooms: 4
Our luxury 5 bedroom/4 bathroom vacation rental home offers spacious accommodation for up to 10 people. It is located on the prestigious Calabay Parc at Tower ...
  • Nightly
    --
  • Weekly
    $978 - $1,514
  • Monthly
    --
Nightly rate from
$125
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 4
Brand new 3 bedroom, 3-1/2 bath town home with almost 1800 square feet of living space plus a one car garage! Professionally decorated and luxuriously ...
  • Nightly
    $125 - $150
  • Weekly
    $875 - $1,050
  • Monthly
    --
Nightly rate from
$130
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 2
At Vista Cay, you will enjoy the elegance of a fine property combined with the cozy comfort of your own home. This luxurious 3 bedroom 2 bath condominium is ...
  • Nightly
    $130 - $199
  • Weekly
    $910 - $1,250
  • Monthly
    --
Nightly rate from
$130
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 2
This stunning 3 bedroom 2 bath condominium is located in Orlando’s newest resort community The Isles at Cay Commons. The Isles, which is Tuscan themed offers ...
  • Nightly
    $130 - $175
  • Weekly
    $910 - $1,100
  • Monthly
    --
Nightly rate from
$204
Management: Professional
Property: Rental Home
Sleeps: 6
Bathrooms: 2
Largest model condo at Vista Cay, 2097 sq. ft.. New Monterey Verde model end unit on first floor. Spacious luxury with 3 bedrooms and 2 baths. Sleeps 6 ...
  • Nightly
    $204 - $279
  • Weekly
    --
  • Monthly
    --
Nightly rate from
$130
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 2
This luxurious 3 bedroom 2 bath condominium is located in Orlando’s newest resort community of Vista Cay at Harbor Square. Tuscan themed Vista Cay offers ...
  • Nightly
    $130 - $199
  • Weekly
    $910 - $1,250
  • Monthly
    --
Nightly rate from
$115
Management: Verified owner
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
Set in the rolling hills and citrus groves of Lake County, our vacation home is near the US27/US192 intersection and is convenient for all the central Florida ...
  • Nightly
    $115 - $140
  • Weekly
    --
  • Monthly
    --
Nightly rate from
$125
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 4
This deluxe 3 bedroom 3.5 bath townhome is located in Orlando’s newest resort community of Vista Cay at Harbor Square. Tuscan themed Vista Cay offers spacious ...
  • Nightly
    $125 - $150
  • Weekly
    $875 - $1,050
  • Monthly
    --
Nightly rate from
$130
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 2
This stunning 3 bedroom 2 bath condominium is located in Orlando’s newest resort community, The Isles at Cay Commons. The Isles, which is Tuscan themed offers ...
  • Nightly
    $130 - $175
  • Weekly
    $910 - $1,100
  • Monthly
    --
Nightly rate from
$177
Management: Professional
Property: Rental Home
Sleeps: 8
Bathrooms: 2
This beautiful 3 bedroom/ 2-bath condo is located in the brand new, leisure community of Vista Cay, located within walking distance from the Orange County ...
  • Nightly
    $177 - $246
  • Weekly
    --
  • Monthly
    --
Nightly rate from
$130
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 2
This luxurious 3 bedroom 2 bath condominium is located in Orlando’s newest resort community of Vista Cay at Harbor Square. Tuscan themed Vista Cay offers ...
  • Nightly
    $130 - $199
  • Weekly
    $910 - $1,250
  • Monthly
    --
Nightly rate from
$130
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 2
This stunning 3 bedroom 2 bath condominium is located in Orlando’s newest resort community of The Isles at Cay Commons. Tuscan themed Vista Cay & The Isles ...
  • Nightly
    $130 - $175
  • Weekly
    $910 - $1,100
  • Monthly
    --
Nightly rate from
$204
Management: Professional
Property: Rental Home
Sleeps: 6
Bathrooms: 2
This beautiful 3 bedroom/ 2-bath condo is located in the brand new, leisure community of Vista Cay, located within walking distance from the Orange County ...
  • Nightly
    $204 - $279
  • Weekly
    --
  • Monthly
    --
Nightly rate from
$130
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 2
This luxurious 3 bedroom 2 bath condominium is located in Orlando’s newest resort community of Vista Cay at Harbor Square. Tuscan themed Vista Cay offers ...
  • Nightly
    $130 - $199
  • Weekly
    $910 - $1,250
  • Monthly
    --
Orlando Vacation Rental Advice
Posted by needabreakCanada, Nov 7, 2009
... have decided to extend our vacation in Kissimmee and have to be out of our rental home on Feb 20. Will be staying until Feb 23 and we are looking for a nice hotel with the best price. Any recommendations? Should we stay in Kissimmee or spend the other days ... more
Posted by wikiwiki2008, Nov 3, 2009
... smiling faces with their whole vacation ahead of them. Meanwhile yours is over and reality has set in, you are a few short hours away from being back in the grind. I hate looking at those people as they get off their plane, they are so happy, just like I ... more
Posted by Jo2310, Nov 3, 2009
... wrong I love the winter vacations but it's so expensive for 4! Orlando is a different kind of vacation, feels a little more like home staying in a fantastic condo at Windsor Hills, which has the amenities of a great resort!! and you know, I don't mind doing ... more
Posted by wikiwiki2008, Nov 3, 2009
... grocery shopping is fun on vacation. People ask me why we go there so much and it really is quite simple. Sure I love Vegas too but there are so many things to do in the Orlando area it never gets boring. It's cheap to fly there from here ... more
Posted by geocachegang, Jul 28, 2009
... you in finding the perfect vacation rental. I ... ... once in a life time vacation. We are ... ... you soon. Deon Mc Felia Owner Relations Manager Imagine Vacation Homes ( 863-424-4298 7 863-424-3635 * deon.mcfelia@imaginevh.com 8 www.imaginevacationhomes.com U.K. (44) 20 3150 0436 - free phone ... more
Posted by travelbug_family39, Jul 28, 2009
... virgin, they will do their rentals and virgin ... ... hills in december and I really wouldnt worry just because one person did not enjoy their holiday there doesnt mean that you wont! Any problems with virgin you just go beack to their rental office and complain and it will get sorted ... more
Posted by Shelby2, Sep 24, 2006
... and did so, but the newsletter comes out only on the 15th of the month, and old copies are not available online. Hence, must wait until 10/15, which is really pushing it for an early Nov vacation if you account for mail time, etc. for tickets to be shipped ... more
Posted by Alwaysbest, Feb 19, 2008
Hi, Can someone please mail the secret link as I have planned a vacation befor 15th of next month and just waiting to book the park tickets. My id is hianandj@rediffmail.com. Thanks a ton. Anand ... more
Posted by nwsinc, Feb 19, 2008
Posted on: 8:26 am, today Can someone please mail the secret link as I have planned a vacation next month and just waiting to book the park tickets. My email is cwoodis@qwest.net Thanks ... more
Posted by ladyemm, Oct 29, 2009
There are a few extended stay hotels or suites... as far as short term rental condos are concerned I'm not too sure, you may be able to work something out with an owner directly, maybe Vista Cay ... more
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns