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Rentals
We invite you to learn more about all that Timbers Resorts has to offer
Real Estate Sales: 407.347.2266
Rental Reservations: 844.531.3726

Featuring Timbers’ curated collection of all the best places...in all the best places.

Where you stay should be just as special as where you go. Through Timbers’ luxury vacation rentals, you can vacation in exceptional villas, residences, and city suites — rarely available without ownership or membership — at the best locations in the world’s most sought-after destinations.

The Sebastian – Vail

For mountain lovers and alpine enthusiasts: Experience unparalleled amenities, impeccable service, luxurious accommodations and the best of the Rockies from the heart of Vail Village.

Timbers Kaua'i

Timbers Kaua‘i offers meticulously crafted oceanfront residences and authentic Hawaiian experiences — all set against the stunning backdrop of our 450-acre Hōkūala resort.

Casali di Casole

4,200 acres untouched, except by history. Experience Old World charm with meticulously restored and exquisitely appointed Italian villas and farmhouses in the heart of Tuscany.

Timbers Jupiter

Escape to the jewel of the Atlantic Coast and one of the best golf communities in Florida. Vacation at Timbers Jupiter, where luxurious private residences and world-class amenities await.

5th & 55th Residence Club

Discover timeless luxury, exceptional features and refined comfort at our exclusive collection of residences located at the  St. Regis® New York — one of the city’s most prestigious addresses.

Select Special Offers

Experience Timbers Resorts with special offers at select resorts within the Timbers portfolio in world-class destinations.