Destination guide

Where the sunny dispositions match the weather

Thanks to its prime spot on California's coast, San Diego has most certainly earned its self-appointed nickname as America's Finest City. Well known for its beautiful beaches, charming Old Town, and growing restaurant and nightlife scene, you'll have trouble deciding if you're more enamored with the excessively sunny weather or the consistently cheerful locals. Whether you're exploring the region's Spanish colonial history, riding the waves with the local surfers, or shopping your way through the city's sweet little streets, it's likely you'll never want to check out of your San Diego vacation rental.


Experience the city while hanging ten or flying high

There's nothing more Californian than a day at the beach, practicing your surf skills in Del Mar or hiking the trails in La Jolla. Spot the seals and sea lions that have taken over some of the beaches, or hop aboard a whale-watching tour. Take a sunset hot air balloon ride, or catch one of the many local festivals that fill the city's streets throughout the year. Whatever you do, be sure to book a San Diego vacation rental with outdoor space. You won't want to spend any time indoors with weather this fine.


No, May Gray isn't a failed actress who moved south from L.A.

The locals love bragging about the weather, with near-perfect temps lasting almost the entire year. Summers are hectic, busy, and more expensive, but the Pacific Ocean's rarely-warm temps might be enough to lure you into booking that San Diego vacation rental after all. If crowds really aren't your scene, then September and October are the ideal time to visit, when prices drop but temps barely see a dip. Winters are unsurprisingly quiet, but so are May and June, thanks to the region's bout of gray weather, known as May Gray and June Gloom.

Natural features

A city full of rolling waves and rolling hills

Situated just 20 miles north of the Mexican border, San Diego's biggest natural attraction is, undoubtedly, its 70 miles of stunning, sandy beaches. The city is surrounded by rolling hills, and includes the San Diego Bay along its coast, a natural harbor and deepwater port. But the city doesn't just offer impeccable coastlines. San Diego also features acres of densely forested hills, perfect for hiking, fertile valleys that are ideal for a budding wine region of its own, and plenty of mountains, canyons, and desert in between.


Transportation options to and around San Diego

Fly into San Diego, CA (SAN-San Diego Intl.), the closest airport, located 2.4 mi (3.8 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into San Diego, CA (MYF-Montgomery Field), which is 6.7 mi (10.8 km) away.

If you're traveling by train, San Diego Santa Fe Depot, San Diego-Old Town Transit Center and San Diego Coaster Sorrento Valley Station are the main stations in the area. It's easy to get around San Diego by catching a ride on the metro at Civic Center Station, 5th Avenue Station or Convention Center Station.

Where to stay around San Diego?

Our 2019 property listings offer a large selection of 5,677 vacation rentals near San Diego. From 2,267 Houses to 2,238 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near San Diego for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to San Diego?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in San Diego:

  • La Jolla Shores: 518 vacation rentals
  • Gaslamp Quarter: 594 vacation rentals
  • Little Italy: 595 vacation rentals
  • La Jolla Village: 575 vacation rentals
  • Crown Point: 1,214 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to San Diego?

HomeAway offers a large selection of vacation rentals near lovely places in San Diego. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • San Diego Convention Center: 1,388 vacation rentals
  • San Diego Zoo: 4,052 vacation rentals
  • Mission Bay Park: 5,110 vacation rentals
  • Sea World Aquatic Park: 2,999 vacation rentals
  • Bird Rock: 5,273 vacation rentals

But there are many other points of interest around San Diego listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in San Diego?

Yes, of course. HomeAway has 2,267 Houses in San Diego. Our other popular types of vacation rentals in San Diego include:

  • Condos/Apartments: 2,238 rentals available
  • Villas: 69 rentals available
  • Cottages: 285 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in San Diego?

Yes, you can select your preferred vacation rental with pool among our 1,488 vacation rentals with pool available in San Diego. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around San Diego

    La Jolla Shores
    518 vacation rentals
    Gaslamp Quarter
    594 vacation rentals
    Little Italy
    595 vacation rentals
    La Jolla Village
    575 vacation rentals
    Crown Point
    1,214 vacation rentals
    579 vacation rentals
    Sunset Cliffs
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    Del Mar Heights
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    Bird Rock
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    Mission Hills
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    105 vacation rentals
    49 vacation rentals
    Village of La Jolla
    340 vacation rentals
    Bay Park
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    Bankers Hill
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    La Playa
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    South Park
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    Sorrento Valley
    17 vacation rentals
    Point Loma Heights
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    East Village
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