Holiday rentals with outdoor seating in Downtown San Diego

Guesthouse in Mission Hills

A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.

5 out of 5 average rating, 240 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Townhouse in Little Italy

A bright living area features a leather sofa and a rattan chair positioned beside a light-colored coffee table. Large windows allow natural light to fill the space, showcasing a minimalist decor style. A framed art piece and potted plants add a touch of greenery.

4.8 out of 5 average rating, 195 reviews

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.

4.97 out of 5 average rating, 412 reviews

A sunlit living area features two comfortable armchairs facing a glass coffee table with books and magazines. Large windows are adorned with light curtains, and a decorative lamp adds warmth. A dining table with chairs is positioned nearby, creating a cozy gathering space.

Bungalow in Hillcrest

Vintage Spanish Revival Home - Balboa Park - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

Townhouse in Little Italy

The living room features soaring ceilings and a wall of windows, allowing ample natural light to illuminate the space. Comfortable seating arrangements are complemented by modern art pieces on the walls. A sleek fireplace and stylish furniture create a welcoming ambiance, framed by elegant decor.

4.95 out of 5 average rating, 138 reviews

Luxury Home in Little Italy, San Diego w/Parking

Welcome to this rare designer masterpiece in Downtown’s most desirable neighborhood! Designed and built by renowned modern architect/developer Jonathan Segal. Located in the award-winning Little Italy Neighborhood Developers block (LIND). Home features 20 ft. floor to ceiling windows, designer kitchen, dual master suites, backyard patio. All the best restaurants, coffee shops, bars, Waterfront park just steps away. Or take a quick Uber or walk to Convention Center, Gaslamp, Petco Park and more.

Home in Downtown San Diego

A spacious living area features large windows allowing ample natural light. A 85-inch 4K TV is mounted on the wall above a sleek entertainment unit. Comfortable seating includes a plush gray sofa and decorative pillows, with a coffee table at the center of the room.

4.92 out of 5 average rating, 190 reviews

NEW Luxury 3BR HOUSE❤️of DT Walk Petco w/Garage AC

Located in the heart of Downtown San Diego, this unique house has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. 7 min walk Petco Park/14 min walk to Convention Center/6 min to Zoo/9 min Airport/12 min to SeaWorld/9 min to Coronado *Stunning bathrooms w/ dual showers, tub, smart glass *Full Kitchen, AC Central *SONOS Sound System, 4K TVs every room *Walk to coffee, yoga & gyms, dining, entertainment, shopping!

4.99 out of 5 average rating, 122 reviews

The exterior of the three-story home is showcased, featuring a warm-colored facade with red doors and decorative balconies. A spacious rooftop deck offers seating and striking views of the surrounding San Diego skyline. The interior layout reveals an open floor plan with comfortable furnishings and natural light.

Home in Cortez

EpicViews | 3-Stories with Rooftop | Cortez Hill

📍 Unbeatable Central Location! Welcome to Casa Cortez Hill! This charming 3-story home features 3 bedrooms, 2 baths, and a private 4th-story rooftop deck with firepit. At 1,510 sq ft, it comfortably sleeps up to 8 guests. Centrally located—walk to Little Italy, Gaslamp, and Petco Park. Just few miles from the airport and minutes to the beach. Enjoy San Diego’s best dining, nightlife, and coastal vibes. Casa Cortez Hill is your home base for all things San Diego. We can't wait to host you!

4.96 out of 5 average rating, 103 reviews

A private hot tub features soothing water illuminated in purple hues, surrounded by wooden decking and a dark fence. Warm lights hang overhead, adding ambiance to the outdoor space, while a staircase leads to an upper deck area.

Home in Grant Hill

Haute City Cottage *Near Petco & Convention Center

The cottage is centrally located near Downtown Gaslamp District, Petco Park and the Convention Center, with stunning views of the city skyline, Coronado Bridge, and SD sunsets. The property has two outdoor decks, a private hot tub, separate dedicated office space with French doors and an outdoor fire pit. We are dog friendly (no pet fees) 🐾 and the yard is completely fenced for your pups to run and explore! *PRIMARY GUEST MUST BE 21+ TO BOOK* Please review house rules prior to reserving.

4.9 out of 5 average rating, 730 reviews

A spacious living area is characterized by high ceilings with exposed beams and large windows allowing natural light. A comfortable gray sofa, adorned with colorful cushions, is paired with a bright yellow accent chair. A modern coffee table and entertainment unit complete the inviting space.

Home in Little Italy

#1 LOCATION - Rare Luxury Home in Downtown

***THE BEST RATED RENTAL IN DOWNTOWN SAN DIEGO*** Location doesn't get better than this! Right in the heart of the lively Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. Just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & Zoo! All the frills: + Prime location! 98/100 Walker Score rating + Private parking + Private Sundeck & Backyard Stay at this modern luxury home for your next trip!

4.91 out of 5 average rating, 163 reviews

A spacious bedroom features a large bed adorned with neutral-toned bedding and a cozy blanket. A ceiling fan provides airflow, while warm lighting from a bedside lamp creates a relaxed ambiance. A mirror and a small desk are visible, enhancing functionality.

Home in Mission Hills

Cozy Home with Views! By Downtown/Airport/Gaslamp

This home is truly a rare find! Nestled in the most desirable heart of Midtown, this home is located minutes away from the best San Diego has to offer: -7 min to Airport (2.5 mi) - 6 min drive to MCRD -10 min to Sea World, the Zoo, and Gaslamp District!(within 4.0 mi) -10 min to the beach (5.5 mi) -Walking distance to Blue Water seafood restaurant and more! One of a kind experience with all the amenities you need! Perfect for families and couples traveling. Would love to host you!

Apartment in Little Italy

The living area features a light-filled space with high ceilings and a cozy grey sofa adorned with soft pillows. A round wooden coffee table sits at the center, while potted plants add a touch of greenery. Wall-mounted artwork enhances the decor, complemented by a dining area visible in the background.

4.91 out of 5 average rating, 138 reviews

Elegant Little Italy Hideaway w/ Sky Deck & Views

Discover an inviting oasis in the heart of vibrant Little Italy! This luxurious penthouse apartment exudes modern boho charm and boasts a stunning balcony overlooking all of Little Italy. Ideal for both entertaining and basking in the sun on lazy days, this penthouse offers a perfect inner-city retreat filled with abundant natural light. You'll be just minutes away from downtown, beaches, and steps away from Little Italy's delightful offerings. Welcome to your short-term sanctuary!

4.98 out of 5 average rating, 301 reviews

A spacious living area is presented with a soft sofa adorned with decorative pillows. The room features large windows that offer views of the city skyline and Interstate 5. Warm lighting from a ceiling fixture complements the wooden beams overhead, enhancing the inviting atmosphere.

Home in Little Italy

Downtown View - 2 Story House Next to Little Italy

Two story house with 2 living rooms; 3 blocks to Little Italy restaurants, bars, & shops. Near Balboa Park, San Diego Zoo, Gaslamp, Waterfront Park & the Harbor. Museums, restaurants, theaters & nature are all nearby. Located in historic Bankers Hill, next to Interstate 5, near the airport and city center. With 2 living rooms, my house is perfect for travelers needing separate space. One parking spot is available. Extra large vehicles will have to park on the street.

Apartment in Little Italy

A modern living area features a gray sectional sofa and two armchairs set around a coffee table. Large windows allow natural light to enter, while a small balcony is visible through the sliding doors. Decorative plants and subtle artwork enhance the space.

4.88 out of 5 average rating, 101 reviews

Spacious Studio In Little Italy with Parking!

Comes with a parking spots in a gated/covered parking garage within the complex. Centrally located in Little Italy. Close to great restaurants and coffee shops and a private balcony for an awesome view for plane watching. Bird Rock Coffee Roasters is located in the apartment complex on the first floor (Kettner Blvd). The Crack Shack and Ballast Point Brewery are right across the street. The Main Street of Little Italy is 2 blocks away and Waterfront Park is about 3 blocks.

Popular amenities for Downtown San Diego outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Home in Downtown San Diego

A modern living area features an Italian leather couch and a glass coffee table atop tiger wood flooring. The kitchen is highlighted by sleek cabinetry and bar seating. Dramatic lighting and custom artwork adorn the walls, while a staircase leads to the upper level.

4.95 out of 5 average rating, 265 reviews

Amazing Design-2 BD/2.5 BA Downtown Gaslamp Petco

4.87 out of 5 average rating, 157 reviews

An outdoor space features lounge seating arranged around a fire pit, surrounded by string lights creating a cozy atmosphere. The interior showcases a vibrant yellow couch, a fully equipped kitchen with modern appliances, and a tranquil bedroom highlighted by stylish wall decor.

Home in Hillcrest

Walk to Bars, Restaurants 1 BD Hillcrest, Parking

4.88 out of 5 average rating, 176 reviews

An inviting living space features a modern gray couch, a round coffee table with wooden accents, and two stylish brown benches. A large flat-screen TV is mounted above an electric fireplace, and natural light filters in through nearby windows. A vibrant plant adds a touch of greenery.

Home in Hillcrest

Elegant 2 bedroom + loft in Hillcrest.

4.88 out of 5 average rating, 216 reviews

A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.

Home in Lake Murray

Bright and spacious home with views, pool & spa.

4.92 out of 5 average rating, 147 reviews

A modern kitchen features dark cabinetry and a large island with granite countertops, complemented by sleek bar stools. Pendant lights illuminate the space, while stainless steel appliances add a contemporary touch. Large windows provide natural light, enhancing the open layout shared with the living area.

Home in San Diego

Cozy 3 Bedroom in Ocean Beach

4.97 out of 5 average rating, 263 reviews

An outdoor patio area showcases a modern gas fire pit with flames reflecting off the smooth surface. A spacious bed is visible through large glass doors, framed by stylish curtains. The warm tones of the interior including a wooden accent wall create a cozy atmosphere.

Home in Mission Hills

Ventana Vista | Ocean View | EV Charger | Designer

Home in Bankers Hill - Park West

A charming Spanish bungalow is framed by vibrant greenery and colorful flowers. A small staircase leads to the main entrance, which features a decorative security screen door. The exterior showcases white stucco walls, accentuated by terracotta details and surrounded by lush tropical plants.

4.96 out of 5 average rating, 486 reviews

Admire Harbor Views from the Porch at a City Gem

4.97 out of 5 average rating, 119 reviews

A serene backyard oasis features a small spa surrounded by lush greenery and decorative plants. The space is framed by an open wooden structure with a sloped roof, providing a cozy seating area with soft cushions. Unique pendant lights hang above, adding a touch of elegance.

Home in Normal Heights

Luxe Home w. Serene Backyard Spa

Apartment rentals with outdoor seating

Apartment in Greater North Park

A serene bedroom is highlighted by tropical leaf-patterned wallpaper. A comfortable bed is layered with neutral-colored pillows and fresh linens. Natural light filters through sheer curtains, illuminating two accent chairs and a small side table, creating a peaceful and inviting atmosphere.

4.99 out of 5 average rating, 102 reviews

Designer Rental w/ FirePit- Petco Park, DT, + Zoo

Apartment in University Heights

A cozy living room features a yellow armchair and a sleek coffee table. Natural light filters through sheer curtains, illuminating the space. A flat-screen TV is positioned on a modern media console, beside decorative items including a tall potted plant and a small basket.

4.94 out of 5 average rating, 127 reviews

Bright Oasis in the Heart of University Heights

Apartment in Little Italy

A modern living area features two tufted grey sofas arranged around a glass-top coffee table on a vibrant orange area rug. Large windows provide natural light and views, while a flat-screen television is mounted on the wall. A dining area with bar stools is visible in the background.

4.91 out of 5 average rating, 368 reviews

PENTHOUSE + VIEW DECK Urban Design in Little Italy

Apartment in University Heights

A modern kitchen area features sleek countertops and ample cabinetry. The space is enhanced by a stylish floral artwork on the wall. A large mirror reflects light, contributing to the bright and open feel of the layout, which connects seamlessly to the living area.

4.95 out of 5 average rating, 315 reviews

Cozy & Quiet + Walkable Hillcrest Garage Apartment

4.78 out of 5 average rating, 178 reviews

A panoramic view of downtown San Diego is visible from the deck, featuring modern skyscrapers against a bright blue sky dotted with fluffy clouds. The foreground includes a sloped rooftop and surrounding greenery, enhancing the urban landscape.

Apartment in Golden Hill

San Diego Downtown Views 1 Bedroom 1 Bath 3 beds

4.98 out of 5 average rating, 163 reviews

The exterior view showcases a charming wooden staircase leading to a blue house. Vibrant bougainvillea blossoms in hues of pink and red frame the entrance, enhancing the inviting atmosphere. A shaded area beneath the staircase offers shelter, while greenery complements the overall setting.

Apartment in Golden Hill

San Diego Casita

5 out of 5 average rating, 108 reviews

The open living area features a sectional sofa arranged across from a coffee table. A dining table with chairs is positioned nearby. Natural light filters through large windows, highlighting the neutral-toned décor and sleek wood flooring.

Apartment in La Jolla

La Jolla Windansea Luxury Cottage

4.86 out of 5 average rating, 118 reviews

A modern living area features a sleek black sofa facing a large glass table. Natural light enters through expansive floor-to-ceiling windows, revealing a glimpse of the outdoor terrace. A geometric area rug adds contrast, while contemporary artwork is displayed on the wall.

Apartment in Hillcrest

2-story modern w/balcony - unbeatable location

Condo rentals with outdoor seating

4.92 out of 5 average rating, 170 reviews

A dining area features a wooden table surrounded by chairs, set against a backdrop of framed artwork. Natural light enters through large sliding glass doors leading to a patio, while shelves filled with decorative items and a cozy couch create an inviting atmosphere.

Condo in Mission Hills

Hilltop Harbor View- 2 Primary Suites-2 Balconies

4.92 out of 5 average rating, 134 reviews

An outdoor seating area is set on a lush green lawn, featuring a wooden coffee table surrounded by a rattan chair and two cushioned chairs. Warm ambient lighting highlights the nearby architectural details and creates a relaxed atmosphere as dusk settles in.

Condo in Hillcrest

Stunning Hillcrest Villa! Tub AC Parking Ping-Pong

Condo in Downtown San Diego

A cozy living area features a blue couch adorned with decorative pillows against a stylish brick wall. Natural light streams through a large window, highlighting a round coffee table in front of a comfortable seating arrangement. A small plant adds a touch of greenery.

4.93 out of 5 average rating, 411 reviews

Walk 2 Gaslamp & Petco; King bed, Parking/Patio!

4.91 out of 5 average rating, 161 reviews

The studio features a spacious sleeping area with a queen bed and a fold-out double bed. A seating area with a black sofa and coffee table is present, and large doors lead to a balcony overlooking greenery. Natural light floods the space through the windows.

Condo in Golden Hill

Downtown San Diego Condo

4.97 out of 5 average rating, 232 reviews

A private outdoor patio showcases a fire table surrounded by cushioned seating, offering a comfortable space for relaxation. An umbrella provides shade, and bay views are visible in the background, highlighting the tranquil beach setting.

Condo in Mission Beach

Bay Front, On the Sand, with garage

4.96 out of 5 average rating, 108 reviews

The living area features a light-colored sofa and a circular coffee table, complemented by a patterned area rug. Natural light floods in through the window, enhancing the minimalist decor, which includes wall art and a stylish pendant light hanging above a dining area in the background.

Condo in Pacific Beach

Boho By The Bay

4.99 out of 5 average rating, 323 reviews

A serene master bedroom features a spacious bed with crisp white bedding. Soft curtains frame a large window, offering unobstructed views of the sandy beach and the Pacific Ocean, where waves gently roll in. A bedside lamp adds a touch of functionality to the relaxed atmosphere.

Condo in Mission Beach

Ocean Front Mission Beach Penthouse!