Book Luxury Winter Rentals in San Diego County

We selected the 87 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in San Diego County

California Boardin'

California Boardin'

  • 7 guests

  • 3 bedrooms

San Clemente, Orange County

A home for California swell chasers to search out, this home will have you in the water in no time, with the sands of San Clemente a five-minute drive from your front door and some of SoCal's best beach breaks within an hour's drive. However, that's not to say that if you're not a surf pro, you won't find something for you here.

El Camino

El Camino

  • 2 guests

  • 1 bedrooms

San Clemente, Orange County

Treat yourself to a romantic getaway and escape from everyday life at this beautiful home, ideally located a two-minute drive away from downtown San Clemente. Enjoy your morning coffee on the private roof deck while you admire the outstanding ocean views.

Pacific Tranquillity

Pacific Tranquillity

  • 11 guests

  • 4 bedrooms

Sherman Heights, San Diego

A fun-filled stay awaits at this San Diego home. From family celebrations to getaways with friends, it's packed with things to keep you entertained – board games, a hot tub, and even a karaoke machine.

The Ocean's Calling

The Ocean's Calling

  • 4 guests

  • 2 bedrooms

Sunset Cliffs, San Diego

Boasting stunning ocean views and alfresco seating, this guest suite is just six blocks from the Sunset Cliffs coastline. Powered by eco-friendly solar power and Tesla batteries, you'll be entirely off the grid here.


We selected the top 3% holiday homes in San Diego County Vacation Rentals for Winter

Explore the 87 most perfect homes in our collection

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Most popular homes in San Diego County

Modern Retro

Modern Retro

  • 8 guests

  • 3 bedrooms

Hillcrest, San Diego

Field & Sky

Field & Sky

  • 14 guests

  • 4 bedrooms

Fallbrook, San Diego County

California Coastal Retreat

California Coastal Retreat

  • 4 guests

  • 2 bedrooms

Solana Beach, San Diego County

Sunny San Diego

Sunny San Diego

  • 8 guests

  • 3 bedrooms

Mountain View, San Diego

Pearly Whites

Pearly Whites

  • 12 guests

  • 6 bedrooms

La Jolla Shores, San Diego

Candid Sunset

Candid Sunset

  • 10 guests

  • 2 bedrooms

Ocean Beach, San Diego

Blue Star

Blue Star

  • 8 guests

  • 5 bedrooms

Palacio Del Mar, San Diego

Steam

Steam

  • 4 guests

  • 2 bedrooms

North Park, San Diego

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Check upcoming rates & availability for San Diego County Vacation Rentals for Winter


Frequently asked questions

Browse our remarkable collection of luxury Vacation Rentals for Winter in San Diego County, California, United States. As only the top 3% of homes go on to become Plum Award winners, you can be certain that your chosen home will be ideal for you. Each home in our range must pass 3 rounds of testing, and comes fully furnished with a well-equipped kitchen, all linen, and essential bathroom toiletries included. Make the most of the chilly season, and wrap up warm in a comfortable Winter Holiday Rental in San Diego County. Reach out to our caring team of experts, who love nothing more than helping you discover the perfect home for your trip.

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