About Chimera Vacations.


A Multiple Award Winning Travel Company, Chimera Vacations was founded in 2011 by a collective of vacation owners who enjoyed renting their Luxurious, Five-Star Vacation Homes directly to their guests without the added service fees several third-party sites charge their guests and users.

Chimera Vacations is now comprised of a fantastic staff. From our Concierge Team, Reservations Team and Escrow to ensure you will have a wonderful staycation.

Enjoy the perks of having your own Personal Concierge Travel Agent, at no extra cost to you. Let us help you plan the perfect vacation from your stay to the activities in the area and during your stay.

Book Direct and Save!

Welcome to Chimera Vacations!


We offer luxurious vacation accommodations all over the world for unbeatable rates.

So whether you're looking for a luxurious oceanfront accommodation or a cozy slope-side, ski-in/ski-out chalet, we have a vacation rental for you.

Some of our accommodations and last-minute specials are not listed on our site for the public. Please don't hesitate to reach out to our Personal Concierge Team about any stay you're looking for. We can send you personalized stays offered directly from our owners.

Reach out to us today, so we can help book you a beautiful stay.

Thank you again for visiting Chimera Vacations.



Are you a last-minute traveller? Request to be updated for daily or weekly Flash Sales. Inquire about our last-minute stays available [60 days or less till check-in date] in our luxurious suites. These last-minute stays can range from TOTAL $800+ [And Up] for an Entire Week's Stay. (That is not a typo). *Accommodation size varies with availability for last minute stays.*****


PLEASE READ OUR BOOKING NOTES:

  • Our Availability and Rates Chang Daily Based on Our Owner's Contracts and Finalized Bookings.
  • We have OPEN CALENDARS and ESTIMATED QUOTES.
    • We keep our calendars open so that all guests may send in their requested stay without restrictions. We have a large inventory of our luxurious suites and their availability chang daily. Your quoted price is an estimation of what is typically available from our owners. *Rates may change without notice.
  • Please Send Your Desired Dates of Travel and We Will Do Our Best to Accommodate Your Stay at the Quoted Price.
  • Several of our Vacation Rentals are Luxury Resort Residences and only allow for Friday, Saturday or Sunday Check-In/Check-Out In Order to Receive the Special Rates Quoted.
    • Any reservation which are in addition to the 7 night reservation may be at a substantially higher nightly rate than shown for this listing.
  • We Cannot Guarantee The Quote Provided Online Will Be What Is Left in Our Inventory
    • We can not offer any accommodations that have gone under contract. Guests have 72 HRS to finalize their booking which will then update in our systems/calendars.
  • Holiday Weeks Are Best Booked At Least 6 Months In Advance To Ensure Quoted Price is Approved
  • Not All of Our Owner's Listings Are Posted for the Public on Chimera Vacations.
    • If you have requested a stay with one of our owners, please let us know so that we may send you their offer to book your stay directly on Chimera Vacations.

Thank You For Understanding.


**Regarding Residence Resort Villa Listings:**

Resort Residence Villas/Timeshare Owner Reservations: 

You are under no obligation to attend any sales activity.

PLEASE NOTE for most dates, due to high reservation demand, owners almost always pre-reserve units a year in advance where the reservation is 7 nights long with check-in on Fri, Sat, or Sun. If you desire check-in and/or check-out Mon thru Thur, we can coordinate any available additional reservation for the nights which are in addition to the 7 night reservation. However, the rate for additional reservation may be at a substantially higher nightly rate than shown for this listing.