Condo vacation rentals in Hillcrest

Quiet San Diego Luxury in North Park

Centrally-located in a quiet & safe San Diego neighborhood, our updated, luxury condo is found in a small complex with friendly neighbors. This oasis in San Diego is only a few minutes drive from everything in SD & a short walk to the best food & entertainment Hillcrest & North Park have to offer. LGBTQ guests are always welcome! Off-street parking available, and keyless access allows you to check-in at any time. Just steps from the Lafayette Hotel. Welcome to your San Diego home away from home!

Value · Family · Air conditioning

Charming 1 bed condo w/ fireplace and balcony!

Interested in checking out a relaxed, inviting local neighborhood in San Diego? Come stay at our cozy 1 bed/1 bath in Normal Heights! Our condo is yours to enjoy w/ amenities such as private balcony, fireplace, parking spot, electric scooters, smart TVs, and washer/dryer avail. Restaurants, cafes, grocery stores, parks, and bars nearby. 15 min to downtown San Diego, beaches, and the airport, and 5 min to Balboa Park We unfortunately cannot accept animals for any reason due to severe allergies.

Family · Location · Parks

Stunning Zen Hillcrest Villa AC • HotTub • Parking

Stunning Zen Villa in Hillcrest by The Zen Properties!! Perfect location! Walk to Balboa Park, vibrant restaurants, charming cafés, and lively bars in the heart of Hillcrest. Just minutes from Downtown, Gaslamp Quarter, Little Italy, the Convention Center, SD Zoo and the Bay and beautiful beaches. Private Tub, AC, parking, fast WiFi, Posturepedic mattress. The Zen Garden blends indoor and outdoor living for a peaceful, upscale San Diego retreat designed for comfort, privacy, and relaxation.

Location · Value · Nearby

NEW Stylish of Downtown Little Italy w Parking/AC

Located in the heart of Little Italy San Diego, this street level condo has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *AC w/ independent temp control in each room *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathroom w/ dual showers *Walk to coffee, yoga & gyms, dining, entertainment, shopping! 6 min to Zoo 5 min Airport 9 min to SeaWorld 6 min Petco Park 8 min to Coronado

Value · Family · Kitchen

Hilltop Harbor View- 2 Primary Suites-2 Balconies

Centrally located 2-private primary suite bedrooms condo with free street parking—perfect for your San Diego stay. Minutes from the airport, Little Italy, Old Town, the Harbor, Gaslamp Quarter, and Convention Center. Enjoy easy access to top dining, nightlife, and attractions. After exploring the city, relax with coffee or tea on one of two private balconies with city views. A peaceful retreat that keeps you close to everything San Diego has to offer.

Family · Value · View

Little Italy King Suite

A luxurious 1b/1b condo . The spacious living area includes a flat screen TV and large courtyard viewing window laced with marble tile. The peaceful bedroom features a king sized bed, SMART flat screen TV, and ample storage space. Experience San Diego in this prime Little Italy location . Walking distance to Water Front Park, Seaport Village, Embarcadero, and all of Little Italy. *No Parking Available After September 1, 2026.

Location · Value · Wifi

Centrally located home with bay and city views

🌴 Bright & Cozy Condo with Bay Views — Perfect San Diego Base! Welcome to your home away from home in sunny San Diego! This light-filled, second-story condo boasts lovely bay and city views and has everything you need for an unforgettable stay. Sip morning coffee on the private patio, relax in the comfortable living spaces, and take advantage of the proximity to Southern California’s best attractions.

Value · Location · Outdoor spaces

Bright, Spacious Loft in North Park

Location, Location, Location. This mid-century modern studio with a loft is centrally located near Balboa Park, Downtown, the zoo, and all of San Diego's beaches. If you want to stay close, there are several coffee shops, restaurants, and breweries to explore in this trendy North Park neighborhood. Explore....Relax...Repeat. We hope your stay with us feels like an extension of home in San Diego.

Location · Value · Layout

Sophisticated Uptown Escape | High-End Remodel

Centrally located in San Diego's trendy University Heights Neighborhood. Only a few blocks from tons of delicious restaurants, beautiful green parks with gorgeous views, great shopping, and close to the World Famous San Diego Zoo, beaches and the Gaslamp. Enjoy all Southern California has to offer! Please inquire about our discounts for essential workers, educators and extended stays.

Value · Family · Bathroom

Sleeps 4 | Parking, Bay Views, Rooftop, Priv Patio

City24 is a luxury condo-style hotel, centrally located near Little Italy & the San Diego airport. Start your stay with sweeping 180° bay views from our rooftop terrace, then settle into a spacious, fully furnished suite with a king-sized bed, full kitchen, private patio, fast Wi-Fi, A/C, and secure garage parking—everything you need to feel right at home.

Family · Value · Shared spaces

Cozy home central to beaches & attractions

Cozy and stylish 1-bedroom condo. Centrally located, with quick access to freeways and on-site parking, nearby popular shopping malls, travelers can easily drive to San Diego Downtown, Beaches, San Diego Zoo, SeaWorld, Balboa Park and La Jolla in under 15 minutes. This place has new furniture and amenities and only 5 minutes’ walk to the trolley station.

Value · Location · Bathroom

2 Bedroom Apartment in University Heights.

Enjoy all that University Heights and North Park have to offer. Great walkability to cafes, restaurants, breweries, and boutique shopping. Your family will be close to everything when you stay at this centrally-located place just minutes from Downtown, SeaWorld, the zoo, and the beach. Situated on a quiet street on the family friendly side of Adams Ave.

Family · Location · Long stay