Holiday rentals with outdoor seating in Downtown San Diego

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, 480 reviews

Admire Harbor Views from the Porch at a City Gem

Unwind in a cozy colorful casita in this light-filled 1920s Spanish bungalow decorated with Mexican folklorico. Take a walk into Little Italy for dinner. Or to a show at the Old Globe.What’s best, is how close you are to so much, all without needing a car. A very small single car garage is provided, think compact car. Street parking is free but challenging at times. The house is located directly below the incoming flight path. You are encouraged to read the reviews regarding this.Ideal for four.

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.

4.94 out of 5 average rating, 126 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.

4.89 out of 5 average rating, 170 reviews

A modern living area features a soft beige sofa adorned with decorative pillows, a round coffee table, and a patterned area rug. Floor-to-ceiling glass doors open to a small balcony, allowing natural light to brighten the space. A large flat-screen TV is mounted on the wall.

Flat in Little Italy

Modern Inner City Pad w/ Patio | Walk Everywhere!

Enjoy everything Little Italy has to offer right on your doorstep from this bright, light and inviting apt. Open the floor-to-ceiling glass doors and let the sounds of the city in as you relax on the lounge and shaded patio. Cook in the modern kitchen, feel pampered in the luxe bathroom, then retire to the chic, king bedroom. Explore quaint streets, cafes, gelato shops, and charming trattorias just steps away then discover downtown, Balboa Park, & the Gaslamp Qtr, an easy 5/10 min drive away!

4.93 out of 5 average rating, 211 reviews

An expansive outdoor patio is showcased, featuring a comfortable sectional sofa with soft cushions and a stylish coffee table. Bi-folding doors connect to a modern kitchen area adorned with sleek cabinetry. The distant view reveals the San Diego coastline under a clear blue sky.

Flat in Little Italy

Calm Luxury Penthouse Getaway With Panoramic Views

Welcome to the most relaxing and luxurious penthouse condo in Little Italy! Featuring 2 expansive balconies with sweeping views, my condo sleeps 4-6 comfortably and is situated right in the heart of San Diego's most desirable neighborhood, Little Italy. Enjoy an area that is rich in exquisite cuisine, boutiques, patio cafés, exciting bars and local breweries. Area amenities nearby feature the famous San Diego Zoo, beautiful Balboa Park, Waterfront Park, the Convention Center and much more!

Home in Downtown San Diego

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.

4.99 out of 5 average rating, 113 reviews

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!

4.9 out of 5 average rating, 718 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!

4.98 out of 5 average rating, 167 reviews

A modern kitchen area features sleek cabinetry and stainless-steel appliances. A spacious island with bar seating provides ample space for dining. Large windows allow natural light to fill the room, with greenery visible beyond the sliding glass doors.

Loft in Little Italy

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.

Apartment 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, 397 reviews

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!

Guest suite in Ocean Beach

A sunset is captured over the ocean, with shades of orange, pink, and yellow in the sky. Silhouettes of palm trees frame the scene, while the distant pier is visible along the coastline. The tranquil atmosphere reflects a peaceful end to the day.

4.95 out of 5 average rating, 774 reviews

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

4.96 out of 5 average rating, 138 reviews

The inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.

Home in San Diego

The Cozy Craftsman

Escape to this serene, stylish retreat. Built in 1935, this Craftsman-style home exudes timeless San Diego charm. Perfectly situated in University Heights, bordering Hillcrest and North Park, you’ll be close to restaurants, cafés, grocery stores, public transportation, the San Diego Zoo, and Balboa Park. This 650 sq ft home has been renovated inside and out, and equipped with everything you need for a comfortable stay!

Apartment in Bankers Hill - Park West

An inviting outdoor hot tub is prominently displayed, featuring soft lighting from above and alluring water reflections. A door leads into a well-decorated interior space with contemporary furniture. A welcome mat with the word 'hello' sits on lush green artificial grass, enhancing the welcoming vibe.

4.91 out of 5 average rating, 289 reviews

Amazing Zen Villa! HotTub LittleItaly Convention C

Stunning property with a European vibe and a dream patio, a private sanctuary exclusively for your use featuring an incredible Hot Tub, dining and working area, putting green, chefs grill and moreC Conveniently located near Little Italy, the Convention Center, Balboa Park, the Gas Lamp, Petco, and all the other wonderful attractions that San Diego has to offer. Your vacation is going to be truly magical!

4.96 out of 5 average rating, 102 reviews

A bright living area is adorned with large windows that offer expansive views of the cityscape. A modern sectional sofa in warm hues provides ample seating, while a glass coffee table sits at the center. Artwork and potted plants enhance the contemporary decor.

Loft in Little Italy

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.

Popular amenities for outdoor seating rentals in Downtown San Diego

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.83 out of 5 average rating, 143 reviews

A shaded outdoor seating area features a comfortable white sectional sofa arranged around a central wooden coffee table. A textured rug is laid beneath, complemented by decorative elements like a dark woven basket and a round pouf. Lush greenery and vibrant flowers are visible in the surrounding space.

Home in San Diego

Modern Bungalow * Entire Home * Excellent Location

4.88 out of 5 average rating, 152 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

4.98 out of 5 average rating, 294 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

4.85 out of 5 average rating, 289 reviews

A neatly arranged sleeping area features a spacious bed with a textured white blanket and inviting pillows. A decorative tray holds neatly folded towels beside the bed. Soft light is provided by a lamp on a bedside table, with natural light filtering through sheer white curtains.

Home in Barrio Logan

The Pink Casita of Barrio Logan

4.88 out of 5 average rating, 990 reviews

A bright studio space is showcased with colorful floral accents in the decor. Expansive glass doors open to a patio with outdoor seating amidst lush greenery. A cheerful sofa and vibrant cushions are arranged for relaxation, while large windows invite natural light.

Home in Mission Hills

Romantic Private Canyon Retreat

4.97 out of 5 average rating, 178 reviews

A bright living area is displayed, featuring a well-equipped kitchen with white cabinetry and granite countertops. Comfortable seating arrangements, including two armchairs and a small table, are complemented by decorative plants and an inviting ambiance. Natural light filters through the windows.

Home in Sherman Heights

4. Family Reunion Historic Sherman Height

4.87 out of 5 average rating, 151 reviews

The charming entrance of a craftsman cottage is framed by lush greenery and a yellow front gate. A stone path leads to the door, bordered by low walls and colorful plantings, contributing to the inviting atmosphere of the property.

Home in Golden Hill

The Golden Haven - A Boutique Bungalow

4.96 out of 5 average rating, 113 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

Flat in Downtown San Diego

A cozy hotel room features a spacious bed adorned with a patterned blanket and neatly arranged towels. Decorative wall fish and a round mirror add character. Pendant lighting hangs over the bed, with soft curtains framing the window.

4.81 out of 5 average rating, 162 reviews

Stylish Suite near to Downtown SD & Gaslamp

4.96 out of 5 average rating, 204 reviews

A spacious living area features a comfortable grey sofa facing a coffee table, with two modern bar stools at a kitchen island. Natural light enters through the windows, illuminating a colorful area rug on the floor. The adjoining kitchen includes white cabinetry and stainless steel appliances.

Flat in Mission Hills

Clean, Private, Quiet, Centrally Located Apartment

4.97 out of 5 average rating, 159 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.

Flat in Golden Hill

San Diego Casita

4.94 out of 5 average rating, 334 reviews

Flat in Sherman Heights

Urban Chic 2 bedroom, BLOCKS from PETCO! W/parking

4.99 out of 5 average rating, 119 reviews

An outdoor seating area features a rustic fireplace, surrounded by lush greenery. Wooden chairs are arranged around a rectangular table on a spacious patio, inviting relaxation in a natural setting. The area is neatly landscaped, with a blend of grass and garden elements.

Flat in Hillcrest

San Diego at your doorstep

4.98 out of 5 average rating, 179 reviews

A bedroom is equipped with a metal bed frame featuring a floral-patterned quilt. Two bedside lamps cast soft light, and wall art in calming colors adds a touch of design. Sliding glass doors reveal outdoor access to a private patio area with furniture.

Flat in La Mesa

Lovely Hideaway Studio by Village-Private Patio

Flat in Greater North Park

The exterior of the studio is framed by vibrant, blooming flowers and lush greenery. A mix of colorful plants includes purple and yellow blossoms, creating a welcoming environment. The building features a warm-toned exterior and a covered porch, enhancing the overall charm of the property.

4.9 out of 5 average rating, 743 reviews

Aunt Chris' San Diego Getaway 31 Day Minimum

4.94 out of 5 average rating, 411 reviews

A spacious master suite features a comfortable queen bed with decorative pillows and a cozy blanket. A small wood table with seating for two is positioned nearby. Large windows allow natural light to illuminate the room, while a mounted TV adds to the modern feel.

Flat in Pacific Beach

Plush PB Suite w/Patio and Large SUV Parking!

Apartment rentals with outdoor seating

4.91 out of 5 average rating, 233 reviews

A stunning sunset is captured from the front door view, with the sun descending towards the horizon. A paved area is visible in the foreground, featuring parked vehicles, while the beach can be seen in the distance, enhancing the coastal atmosphere.

Apartment in Ocean Beach

Beach Front Studio 30 Ft From Sand + Your Garage!

Apartment in Mission Hills

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.

4.92 out of 5 average rating, 166 reviews

Tranquil 2-primary bedroom condo near the airport

4.9 out of 5 average rating, 147 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.

Apartment in Golden Hill

Downtown San Diego Condo

4.92 out of 5 average rating, 303 reviews

A dining area features a wooden table set with turquoise plates and fresh flowers in a vase. A cozy bench with blue cushions lines the wall beside a window dressed with light curtains, allowing natural light to brighten the space. A beach house sign adds character.

Apartment in Ocean Beach

Modern gated Condo steps from beach & attractions

4.76 out of 5 average rating, 621 reviews

Apartment in Golden Hill

Cali Hill Studio

Apartment in Mission Beach

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.

5 out of 5 average rating, 316 reviews

Ocean Front Mission Beach Penthouse!

Apartment in Mission Valley

A cozy living room features a comfortable gray couch adorned with a woven throw, complemented by a small circular table and a patterned area rug. Natural light floods the space through glass sliding doors that lead to a balcony with seating, framed by soft curtains.

4.92 out of 5 average rating, 166 reviews

Cozy home central to beaches & attractions