CoolVacay
Real Places. Real Vacations. Really Easy.
Join the CoolVacay Family
Whether you're beach-bound or mountain-minded, CoolVacay helps you find the right rental for your crew—without the stress. No fluff, no fuss. Just great spots, clear details, and support from real people who've actually been there. We're a small (but mighty) team obsessed with good vacations. The kind where the view is even better than the pics, and you don't have to scroll through 4000 listings to find your perfect fit. CoolVacay is designed to make trip planning feel like part of the fun. From Florida beaches to boardwalk towns to cozy mountain vibes, we hand-pick every rental we list. Got a question? Need a recommendation? Our team's been there (literally), and we're happy to help.
Rental Management
Welcome to CoolVacay, where your property's success is our priority. Partner with us and discover how our expert team and cutting-edge technology can elevate your vacation rental or timeshare to new heights. Together, we'll maximize your property's potential and ensure a seamless, rewarding experience for you and your guests. Let's make every stay exceptional—join the CoolVacay family of managed resorts today
1.5k
Listed Properties
2.5k
Happy Customers
5 ★
Star Reviews
450
Daily Transactions
Cool guests, cooler reviews.
Best vacation of my life
We booked last minute & the host made us feel very welcome! The view from the property was phenomenal and exceeded our expectations. Our host was very responsive and got back to us quickly. Would definitely stay here again!
Name: Nadia Luciano
Date: July 2024
It was a very good experience
Our stay in Jackman, Maine was a great experience it's exactly what you would expect staying in a cabin. Beautiful scenic views and all the amenities were so convenient especially if staying with kids in the summer they loved both pools.
Name: Anthony Laughman
Date: June, 2024
Smoothest experience ever
Very nice clean condo. Location is great. Short easy walk to the beach. Plenty of restaurants, convenience stores, ice cream etc. within walking distance. Very responsive when you message. Had a great time! Would definitely rent again if we go back to OC.
Name: Heather Sincavage
Date: June, 2024
