The 9 Best San Diego Vacation Rentals of 2019

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The Rundown

Best Beachfront: Book Modern Villa with Oceanfront Views at Airbnb "Boasts extraordinary modern architecture, giant windows to take in the views, and impressive outdoor space."

Best Luxury: Book Hillside Villa with Pool at Airbnb "Feel like a celebrity in this hillside villa near Mount Soledad."

Best Budget: Book Cozy Hillcrest Apartment at Airbnb "Has an average nightly rate of under $100 per night."

Best for Families: Book Casa Paradiso at Airbnb "Complete with a pool, hot tub, three-hole mini-golf course, an outdoor grilling area, a basketball court, a home theater, and a game room."

Best for Large Groups: Book Casa Bandini at Airbnb "This sprawling modern mansion in Mission Hills is perfect for entertaining with its two bars."

Best for Romance: Book Private Pool House at Airbnb "There’s a heated plunge pool, a fire pit, a TV, and a kitchen with a barbecue."

Best in Downtown: Book Gaslamp Quarter Loft at Airbnb "You’re in the best neighborhood for fine dining, nightlife, art galleries, and shopping."

Best Boat Stay: Book Sailboat in San Diego Bay Marina at Airbnb "There’s everything you need onboard for a great stay."

Best Tiny House: Book Charming Eco-Conscious House at Airbnb "Located on an urban farm that's just a 10-minute drive from downtown."

Our Top Picks

01 of 09

Best Beachfront: Modern Villa with Oceanfront Views

San Diego Airbnb

Airbnb

Bedrooms (5)

  • 12 guests

  • 3 King beds

  • 3 Queen beds

  • 2 Single beds

Amenities

  • Pool

  • Outdoor shower

  • Barbecue

  • Outdoor fireplace

  • Free parking

One of the highlights of visiting the West Coast is watching the sunset over the ocean. Lucky for those vacationing in San Diego, there’s plenty of oceanfront real estate — many of which are vacation rentals. This Airbnb Plus property stands out in particular, with its extraordinary modern architecture, giant windows to take in the views, and impressive outdoor space with a deck, a barbecue, a fireplace, a pool, and even a shower. There’s also a small guesthouse on the premises, which is ideal for members of your group who need a little more privacy. The home is located in Sunset Cliffs and is a 20-minute walk to the restaurants and shops of Ocean Beach.

02 of 09

Best Luxury: Hillside Villa with Pool

Hillside Villa with Pool

Airbnb

Bedrooms (4)

  • 10 guests

  • 4 King beds

Amenities

  • Pool

  • Hot tub

  • Indoor fireplace

  • Chef's kitchen

Feel like a celebrity in this hillside villa near Mount Soledad. The bright and airy residence has a beach aesthetic with driftwood details, as well as its indoor-outdoor living with plenty of doors opening to the pool and garden. As this home is an Airbnb Luxe property, guests are able to tap into the platform’s services, including trip designers who will coordinate transportation from arrival to departure, a 24/7 helpline, and any number of add-ons like a private chef, a butler, a driver (particularly handy for the 25-minute drive into town), spa treatments, and housekeeping. All bedrooms also come with an en suite bathroom, and the villa's hot tub and fireplace are perfect for ultimate relaxation.

03 of 09

Best Budget: Cozy Hillcrest Apartment

San Diego Airbnb

 Airbnb

Bedrooms (1)

  • 4 guests

  • 1 Queen bed

Amenities

  • Cable TV

  • Washer/dryer

  • Wi-Fi

  • Free private parking

This well-appointed one-bedroom, one-bathroom apartment is a great option for those on a budget, with an average nightly rate of under $100 per night. Its highlights include a free parking space for a smaller vehicle and access to a shared courtyard with a grill and outdoor dining space. With many popular attractions nearby, the apartment is located in the trendy neighborhood of Hillcrest — which is only about two miles from downtown and a mile-and-a-half from the San Diego Zoo.

04 of 09

Best for Families: Casa Paradiso

San Diego

Airbnb

Bedrooms (4)

  • 10 guests

  • 2 King beds

  • 3 Queen beds

  • 1 Bunk bed

Amenities

  • Pool

  • Hot tub

  • Mini golf

  • Grilling area

  • Home theater

Keep your kids entertained with a stay at this resort-like home, complete with a pool, hot tub, three-hole mini-golf course, an outdoor grilling area, a basketball court, a home theater, a game room, and more. The property also features an open floor plan living area with a fireplace, a full kitchen, and four bedrooms for the whole family. While there’s plenty to keep everyone occupied at the house, it’s also conveniently close to all of San Diego’s attractions in Mission Hills — a residential neighborhood between the airport and the Balboa Park, just north of downtown. 

Continue to 5 of 9 below.
05 of 09

Best for Large Groups: Casa Bandini

Casa Bandini

Airbnb

Bedrooms (5)

  • 10 guests

  • 3 King beds

  • 2 Queen beds

  • 1 Sofa bed

Amenities

  • Pool

  • Hot tub

  • Outdoor bar

  • Laundry room

  • Indoor fireplace

Heading to San Diego with a group of friends? This sprawling modern mansion in Mission Hills is perfect for entertaining, with two bars — one indoors and one outdoors — a pool, a hot tub, a large dining area, and a backyard barbecue. To accommodate your large party, there's free parking on the property for up to six cars. All five bedrooms each have a unique theme, from Pop Art to the Wild West to a bohemian beach-style. When you’re ready to head into town, downtown is less than a 10-minute drive away and Little Italy is just four minutes away.

06 of 09

Best for Romance: Private Pool House

San Diego Airbnb

 Airbnb

Bedrooms (1)

  • 2 guests

  • 1 King bed

Amenities

  • Private plunge pool

  • Outdoor fire pit

  • Outdoor kitchen

  • Barbecue

  • Washer/dryer

Enjoy this spa-like oasis with a loved one for a romantic getaway. It’s all about the outdoor space at this private property — there’s a heated plunge pool, a fire pit, a TV, a Sonos sound system, and a kitchen with a barbecue in the private courtyard. The bedroom features a glass garage door that opens right up into the courtyard, so you can enjoy California’s famous indoor-outdoor living. Plus, the house is located in Mission Hills and is just a 10-minute drive from downtown.

07 of 09

Best in Downtown: Gaslamp Quarter Loft

San Diego Airbnb

Airbnb

Bedrooms (studio)

  • 4 guests

  • 1 King bed

  • 1 Sofa bed

Amenities

  • Self check-in

  • Washer/dryer

  • Wi-Fi

  • Dishwasher

For urban living at its finest, stay in this spacious warehouse-style apartment set right in the heart of downtown’s Gaslamp Quarter. The Airbnb Plus property has an industrial-chic vibe with concrete floors, exposed brick, stylish decor, and lofted ceilings. Head upstairs to the shared roof deck with a barbecue grill, tables, and loungers. What's more, everything is within walking distance from this loft — you’re in the best neighborhood for fine dining, nightlife, art galleries, and shopping.

08 of 09

Best Boat Stay: Sailboat in San Diego Bay Marina

San Diego Airbnb

Airbnb 

Bedrooms (2)

  • 4 guests

  • 1 Queen bed

  • 1 Double bed

Amenities

  • Wi-Fi

  • Smart TV

  • Kayak

  • Washer/Dryer

Enjoy life at sea — or in a marina — aboard this elegant sailboat moored in San Diego Bay Marina. While you can’t quite sail away in the boat, there is a two-person kayak for use on the water. There’s also everything you need onboard for a great stay, from a small kitchen with a stove, fridge, and microwave to Wi-Fi and a smart TV with Netflix, but you can also enjoy the marina’s facilities, including a pool, a hot tub, and a gym. You're also in a prime location, with easy access to beaches, Gaslamp Quarters, the San Diego Convention Center, and more.

Continue to 9 of 9 below.
09 of 09

Best Tiny House: Charming Eco-Conscious House

San Diego Airbnb

Airbnb

Bedrooms (2)

  • 3 guests

  • 1 Queen bed

  • 1 Single bed

Amenities

  • Garden

  • Hot tub

  • Fire pit

  • Free parking

  • TV with Netflix

Tiny houses are all the rage in California, and you can give it a shot at this Airbnb Plus property, located on an urban farm that's just a 10-minute drive from downtown. The bright and colorful home has a full kitchen, two sleeping lofts, and a full bathroom, but the highlight is the garden. It has an adorable tiki bar for two, a hot tub, and a fire pit perfect for summer and winter evenings. Plus, don’t miss the fresh eggs from the farm.

Need help planning your trip? Check out our guide to planning a vacation in San Diego.

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