The holidays are creeping up on us, and what better way to spend a few days off than in a luxurious vacation rental? Whether you prefer to take to the slopes or bask on the beach, here are a few holiday rentals that will take your getaway to the next level.

Kailua Kona, HI

Beachfront Kaiolu Vacation Rental, Kailua Kona, HI
For rent: $19,500 per month

This 4-bed, 4-bath house sleeps 10, so you can invite the whole family to enjoy it. Relaxation will be no problem with 3 waterfalls, a koi pond, zen garden and swimming pool at your disposal. Oh, and did we mention it’s located right on the ocean?

Key West, FL

707 Southard St, Key West, FL
For rent: $3,500 per month

Key West Vacation Rental

Vacationing will come easy in this charming 2-bedroom, 2-bath cottage smack in the middle of Old Town Key West. It even comes with a name: the Conch Cottage. Relax on the porch or sunbathe in the pool, and if you’re going out for a night on the town you’ll definitely appreciate the 97/100 Walk Score.

Coronado, CA

6 Green Turtle Rd, Coronado, CA
For rent: $20,000 per month

Coronado Vacation Rental

Live the Southern California dream in this 3-bed, 2.5-bath home in the cays of Coronado. The Spanish-style home comes with all the makings of an oceanfront getaway. Barbecue on the patio or enjoy the view from the dock, and if you get bored, downtown San Diego is just a short drive away.

Aspen, CO

1232 Mountain View Dr #B, Aspen, CO
For rent: $24,000 per month

Aspen Vacation Rental

Escape from the real world in this secluded 5-bed, 5.5-bath Aspen rental. Dark leather, rich wood and stone accents echo a mountain lodge with all the modern-day amenities. Unwind in front of the fireplace after a day in the snow, or head for the world-class skiing and other attractions just 5 minutes away.

Wilson, WY

Teton Village Rd, Wilson, WY
For rent: $5,000 per month

Jackson Hole WY Vacation Rental

Just 3 minutes away from the slopes at Jackson Hole Mountain Resort, this 4-bed, 2.5-bath Wilson, WY home is the perfect place to relax after a day of skiing. Admire the view from the wraparound porch or warm up by the fire pit. If you’d like to get off the beaten path, Grand Teton National Park is only four miles away.

> Find Rentals on Zillow


About the Author

Jennifer Chan is a marketing coordinator at Zillow and manages content for the rentals side of the Zillow for Pros/ blog.

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