12 Best Vacation Rentals in Downtown San Diego - Domaine Daily

12 Best Vacation Rentals in Downtown San Diego

Not to be outdone by its star-studded cousin Los Angeles, San Diego is a fantastic vacation city in its own right. San Diego is perched beside the Pacific Ocean, making it an ideal destination for surfers and other thrill-seekers.

Downtown San Diego is also full of treasures such as Colonial landmarks, world-class art galleries and boutiques, and mouthwatering restaurants. To help you choose the perfect vacation home, we’ve put together a list of the 12 best downtown San Diego vacation rentals.

All listings featured in this article are carefully selected by our editors. We may earn a commission when you buy something through our links at no cost to you.

Best Vacation Rentals in Downtown San Diego at a Glance

Check out our roundup of the best Airbnbs in Michigan.

Vrbo San Diego Vacation Rentals – Best Of

Most Romantic: Quaint Studio for Two

Quaint Studio for Two Best Downtown Vacation Rentals in San Diego

Photo credit: Vrbo

Little Italy, San Diego, California

This stylish studio is tucked away in the picturesque neighborhood of Little Italy. The cozy vibes and romantic atmosphere make this property ideal for couples, and you’ll be close to some of San Diego’s best bars and restaurants. The interior is full of comfortable modern furnishings. But the real romance comes from the covered outdoor bed on the secluded private decking area.

Best for Groups: Five-Bedroom Home w/ Outdoor Space in Little Italy

Best Downtown Vacation Rentals in San Diego Five-Bedroom Home w Outdoor Space in Little Italy 2

Photo credit: Vrbo

Little Italy, San Diego, California

Situated in an exclusive neighborhood of private cottages, this Little Italy property is full of cozy charm. There’s space for 12, with plenty of natural wooden furnishings and comfy chairs. You and your guests can enjoy a lovely outdoor meal on the covered patio. The deck also leads down to an enclosed backyard, perfect for the kids.

Best City Views: Mila by AvantStay

Best Downtown San Diego Vacation Rental Mila by AvantStay

Photo credit: Vrbo

Downtown San Diego, San Diego, California

Hidden away in Little Italy, this contemporary condo is an instant winner. The chic, modern interior has space for 14 – ideal for large families. The property also boasts three outdoor areas; two private balconies and a luxurious rooftop terrace with sun loungers, a BBQ grill, and stunning views of the city. This property is close to some of San Diego’s best and brightest restaurants.

Best Long-Term Stay: Stylish Urban Loft in East Village

Downtown Vacation Rental San Diego Stylish Urban Loft in East Village

Photo credit: Vrbo

East Village, San Diego, California

This chic, charming condo is perfect for couples who want a romantic San Diego getaway. Nestled in the trendy East Village area, you’ll be a short walk from San Diego’s best attractions, bars, and restaurants. The open-plan layout boasts luxurious modern furnishings and plenty of contemporary style. Enjoy a glass of wine on the private balcony as your overlook the glittering city lights.

Other Stunning San Diego Vacation Rentals

Room T at the Dutra Inn

Downtown Vacation Rentals in San Diego Room T at the Dutra Inn 2

Photo credit: Vrbo

Little Italy, San Diego, California

This eclectic studio apartment is perfect for single working travelers or couples. The property is secluded in one of Little Italy’s most beautiful areas and offers plenty of peace and quiet. Bold colors and a stylish rug greet you as you walk in, creating a cozy, charming vibe. You’ll also have your own private patio complete with lush plants and a comfortable seating area.

New York Style Penthouse

Best Downtown Vacation Rental San Diego New York Style Penthouse

Photo credit: Vrbo

East Village, San Diego, California

This impressive Vrbo in downtown San Diego wows with its industrial aesthetic and modern furnishings. This three-story penthouse is centrally located in the iconic Gaslamp Quarter and has room for eight. Thanks to its prime location, this property puts you within walking distance of San Diego’s beautiful parks and exciting attractions. There’s also a private balcony – the perfect place to enjoy a memorable evening.

Room U at the Dutra Inn

Room U at the Dutra Inn Best Downtown Vacation Rental San Diego

Photo credit: Vrbo

Little Italy, San Diego, California

This eclectic apartment is one of Little Italy’s hidden gems. The airy space is perfect for couples or single working travelers, with an open-plan layout and stylish retro furnishings. It’s also the perfect place for a relaxing drink, complete with a vintage rounded bar. Mix your chosen cocktail before sitting on the balcony and watching the world go by below you.

Amazing Views in the Heart of San Diego

Best Downtown Vacation Rental in San Diego Amazing Views in the Heart of San Diego

Photo credit: Vrbo

East Village, San Diego, California

This stylish East Village apartment is one of the most desirable downtown San Diego vacation rentals. With space for six, this property is ideal for a couple or a small family. The interior mixes industrial vibes with contemporary furnishings throughout the open-plan layout. Each room offers fantastic views of the city, but you can best enjoy them out on the balcony.

Room A at the Dutra Inn

Downtown Vacation Rental in San Diego Room A at the Dutra Inn

Photo credit: Vrbo

Little Italy, San Diego, California

Nestled away in a pleasant area of Little Italy, this charming apartment is ideal for a couple or single travelers. This open-plan property is a whiskey lover’s dream, with shelves containing every whiskey imaginable along with a bar area. The luxury doesn’t stop there, with a sumptuous leather chair, stylish designer furniture, and eclectic touches for a unique feel.

Four-Bedroom Home in the Heart of Little Italy

Best Downtown San Diego Four-Bedroom Home in the Heart of Little Italy

Photo credit: Vrbo

Little Italy, San Diego, California

Thanks to a recent restoration, this historic home is one of the most sought-after vacation rentals in downtown San Diego. The charming, homely interior features comfortable contemporary furnishings, and the natural wood floors and furniture create a welcoming, relaxing atmosphere. Chill out with a morning coffee on the pleasant front porch before exploring the neighborhood of Little Italy.

Chic San Diego Studio Loft

Chic San Diego Studio Loft Downtown Vacation Rental San Diego 2

Photo credit: Vrbo

Downtown San Diego, San Diego, California

For any couple who wants a memorable vacation, this luxurious loft is perfect. This stylish apartment wows with its designer furnishings and rich colors, while a bank of windows at the rear of the apartment provides stunning vistas of downtown San Diego. The bed is also enclosed in a large cubicle complete with a curtain for a truly romantic evening.

Minimalist Dream Downtown w/ Parking

Minimalist Dream Downtown w Parking Downtown Vacation Rental in San Diego

Photo credit: Vrbo

Smart Corner, San Diego, California

If you want a calm, relaxed city break in San Diego, this contemporary condo is for you. This minimalist home still manages to ooze style and substance with an industrial ambiance and designer furnishings. You’ll also have access to shared amenities such as a downstairs gym and a stunning rooftop terrace complete with a pool and amazing city views.

Leave a Comment

Your email address will not be published. Required fields are marked *