
Holiday rentals in Downtown San Diego
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Top-rated holiday rentals in Downtown San Diego
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Contemporary, Fully Renovated Loft in Little Italy
Book this spectacular contemporary loft with 25 foot ceilings & views! The loft is in an area with a 9.8/10 walk score & known for having the best restaurants, bars &shops. The unit is newly renovated & meticulously designed with bright windows, contemporary high-end furnishings & an everyday spa inspired bathroom. Only steps from the waterfront, you decide if you want to enjoy cocktails & cuisine in the night scene or relax all day walking along the harbor. Free parking spot with access to all.

Trendy Studio, Natural Light - Heart of Downtown
Large studio with comfortable queen sized Murphy Bed, a love seat, private entrance and private bath. Located in Cortez Hill - walk to the nicest neighborhoods in downtown like Little Italy, Gaslamp, East Village, and the Embarcadero. There is no full kitchen, but there is a small refrigerator, small microwave, and a pot for heating water. This is an ideal space for solo travelers, couples, events at the Convention Center, Padres Games, great eateries, and the best of Downtown San Diego.

Modern Central Gem w/ Patio | Steps to All!
Discover the heart of Little Italy with our inviting apartment. Bright and airy, the space features floor-to-ceiling glass doors that open to a shaded patio, letting the city sound in as you unwind on the lounge. Prepare meals in the modern kitchen and then retreat to the stylish, chic king bedroom. Explore nearby streets filled with cafes, gelato shops, and trattorias. Downtown, Balboa Park, and the Gaslamp Quarter are just a short 5/10-minute drive away. Your ideal urban getaway awaits!

Sunny Good Vibes with Sunset Views
Welcome to Sunny Good Vibes in the historic Midtown Banker’s Hill neighborhood. This spacious 1100 sqft unit includes breathtaking views of the San Diego Bay and downtown, a private outdoor deck and is walking distance or a short commute to San Diego's best attractions. Originally constructed in 1928 and has undergone a full restoration which provides modern comfort while maintaining the original style and charm. A chef's kitchen includes all fixings and dine-in peninsula with bay views.

At Mine | Central Suite in the Gaslamp Quarter
This unit is a meticulously renovated historical hotel suite, designed by the renowned Italian firm Pininfarina, located in Downtown San Diego. Nestled in the vibrant Gaslamp Quarter, you'll find yourself in the midst of nightlife with an array of restaurants and bars in close proximity. The suite provides private and spacious accommodations catering to both vacationers and business travelers. Its features include a comfortable king-sized bed, a smart TV, central AC, and a mini-fridge

Cozy Loft by Petco Park - Gaslamp
Steps to Petco Park, Convention Center, restaurants, bars and shops! The Unique Loft by Petco Park is located in the heart of downtown San Diego. Built by award winning architect Jonathan Segal, FAIA, my place is modern, simple and cozy. It is within walking distance to Petco Park, Gaslamp, and Convention Center. There are nearby restaurants, shops and nightclubs. My place is good for couples, solo adventurers, and business travelers. Note: No parking space is provided.

Waterfront Loft | 1BR | Little Italy | Downtown
The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

Modern Boho Loft in Heart of Gaslamp
Come stay in this modern bohemian loft located in the heart of Downtown San Diego. This loft is perfect for a couples vacation, friends night out, or traveling business people. The loft is surrounded by various restaurants, bars, nightclubs, coffee shops, and stores. Within walking distance to the Convention Center, Petco Park, and Seaport Village. Short drive from San Diego International Airport, SeaWorld, Zoo, Little Italy and Balboa Park.

Walk 2 Gaslamp & Petco; King bed, Parking/Patio!
Enjoy San Diego's vibrant Gaslamp Quarter! Set in the IDEAL location, this unique loft home is just STEPS to Convention Center & Petco Park, all the hot restaurants, shops & bars! Comfy King Bed upstairs opens to GARDEN PATIO with city view to relax! All necessities included, full kitchen w/ built in WINE fridge! FREE PARKING AVAILABLE Perfect for couples, solo adventurers, & business travelers. No parties or loud music allowed!

Relaxing Little Italy Studio Apt | Near The Bay
Welcome To Our Sunny And Serene Studio In The Heart Of Little Italy—A Soft, Romantic Retreat Filled With Natural Light And A Calm, Aesthetic Vibe. Enjoy Minimal, Tasteful Decor, High-Quality Linens, And Cozy Touches Throughout. Relax On The Plush Sofa, Sway In The Hammock Chair, Or Wind Down With Your Favorite Shows On The Smart TV. Perfect For Couples, Solo Travelers, And Anyone Seeking A Peaceful, Beautiful Escape In San Diego.

Contemporary Loft - Panoramic Harbor & City Views
Little Italy's best! Book this spectacular, top-floor loft with 25-foot ceilings and views from every window. Located in the heart of the action with a 9.8/10 walk score, you're steps from great restaurants, bars, and shops. Sip cocktails on your private balcony before enjoying the night scene, or relax by walking to the waterfront just two blocks away. Includes gated parking.

Room U at The Dutra Inn - Little Italy
“Mexico is only 30-something miles away. This little fact materializes in my brain every other Saturday or so. Why not? I say to myself, and also, to you. You could cross the border and come back for the night. Or just find yourself a bottle of mezcal and hang here under the windows’ chaperoning… A very close second." IG: @the.dutra
Popular amenities for Downtown San Diego holiday rentals
Other great holiday rentals in Downtown San Diego

Peaceful Jungle Retreat In The Heart of San Diego

Wyndham Harbour Lights | King Bed Studio Suite

NEW DT Luxe King Suite with Sauna & Pool Access

Balboa Park - Zoo - Little Italy - King Bed

Discover Downtown from a Restored Boutique Hotel

High-Ceilinged Loft Sleeps 6 with 1 parking spot

Stunning Views & 1 min to Petco Park 1BD Apartment

Beautiful 2-Story Loft in Heart of Little Italy
When is the best time to visit Downtown San Diego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £96 | £98 | £99 | £98 | £104 | £103 | £124 | £105 | £99 | £102 | £102 | £103 |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Quick stats about holiday rentals in Downtown San Diego

Total holiday rentals
Explore 2,370 holiday rentals in Downtown San Diego

Verified guest reviews
Over 108,520 verified reviews to help you choose

Family-friendly holiday rentals
750 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 770 rentals that welcome pets

Holiday rentals with a pool
600 properties feature pools

Rentals with dedicated workspaces
1,370 properties have a dedicated workspace

Wifi availability
2,270 of Downtown San Diego holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Downtown San Diego rentals

4.7 Average rating
Downtown San Diego stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with beach access Downtown San Diego
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- Apartment rentals Downtown San Diego
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- Resort rentals Downtown San Diego
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- Boutique hotels Downtown San Diego
- Rentals with outdoor seating Downtown San Diego
- Rentals with pools Downtown San Diego
- Rentals with a sauna Downtown San Diego
- Rentals with a cinema Downtown San Diego
- Rentals with a hot tub Downtown San Diego
- Hotel rooms Downtown San Diego
- Waterfront rentals Downtown San Diego
- Rentals with a washing machine and dryer Downtown San Diego
- Rentals with a patio Downtown San Diego
- Flat rentals Downtown San Diego
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- Rosarito Beach
- Oceanside City Beach
- LEGOLAND California
- San Diego Convention Center E Ent
- SeaWorld San Diego
- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
- Ocean Front Walk
- Torrey Pines State Beach
- Tijuana Beach
- Coronado Beach
- Pacific Beach
- Balboa Park
- San Diego Zoo
- Moonlight State Beach
- La Misión Beach
- Liberty Station
- Belmont Park
- Oceanside Harbor
- Sesame Place San Diego
- Coronado Shores Beach
- Black's Beach
- Torrey Pines Golf Course




