Family-friendly holiday rentals in Downtown San Diego

4.97 out of 5 average rating, 438 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.

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.

4.91 out of 5 average rating, 204 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!

Flat in Downtown San Diego

A spacious living area is furnished with a floral-patterned love seat and two armchairs. Custom-built shelves house a collection of books, while a coffee table sits on a patterned rug. Bright yellow walls enhance the natural light streaming through the shuttered windows.

4.95 out of 5 average rating, 371 reviews

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.

Townhouse in Little Italy

The living room features a spacious sectional sofa with orange and gray accent pillows. A modern coffee table sits in the center, complemented by a sleek television on a wooden stand. Natural light filters through large windows draped with sheer curtains, enhancing the airy atmosphere.

4.82 out of 5 average rating, 819 reviews

BEST LOCATION in all of Little Italy & downtown!

Location, location, location! Can't get any closer to the bustling Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. One of the only houses in all of downtown! This modern luxury home is just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & San Diego Zoo! All the frills: ++ Prime location! 98/100 Walker Score rating ++ High-speed internet, Netflix & smart TV ++ A/C ++ Super Host 5-star service

4.94 out of 5 average rating, 246 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!

4.96 out of 5 average rating, 168 reviews

The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.

Guest house in La Mesa

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

4.94 out of 5 average rating, 402 reviews

An exterior view of a bungalow showcases a unique architectural style with smooth, rounded walls. Soft lighting highlights the inviting entrance, surrounded by potted plants. The paved pathway leads to a wooden fence, adding to the property's privacy, all under a clear evening sky.

Bungalow in Little Italy

Gorgeous 2Bd Corner Bungalow in Little Italy

Little Italy Bungalows are located in the heart of San Diego’s most popular restaurant and entertainment district, Little Italy. Just one block from India Street, Farmer’s Market, and minutes from downtown, Balboa Park, airport, and harbor & beaches. This is a delightful neighborhood, steeped in local history and culture, and popular for dining and exploring. Little Italy Bungalows is perfect for couples, families, business travelers, convention-goers, single travelers and adventurers.

4.86 out of 5 average rating, 167 reviews

A well-lit studio features a comfortable dark gray sofa adorned with neutral-toned cushions, positioned next to a round wooden table. A spacious bed is dressed in light linens, complemented by a soft throw. Large windows allow natural light to enhance the airy space.

Flat in Little Italy

Sunny Stylish & Central - Luxe Little Italy Studio

Located right in the heart of vibrant Little Italy is this sparkling Downtown studio filled with light, airy boho vibes and all the amenities you could need for a cozy stay. Whip up meals in the fully-equipped kitchen, snooze in the luxe king bed, soak up the sun on the lounge or sip your coffee at the chic café-style dining table. Ready to explore? Little Italy's buzzing restaurants, bakeries, and cafes are just steps away or take a quick 10-15 min drive to San Diego's top sights.

Flat in Downtown San Diego

An open concept living area features industrial-style exposed brick walls and large windows with blue curtains. Two bright yellow chairs are situated next to a dark sofa adorned with colorful cushions. A wooden coffee table and a rug with a unique pattern complement the warm hardwood flooring.

4.91 out of 5 average rating, 104 reviews

Spacious Apartment in Gaslamp, Sleeps 5 w/ Parking

Please Read Entire Listing Before Booking Noise Warning Come stay at our mid century modern apartment inside of a stylish Historic building. Located in the heart of Gaslamp Quarter. This 800 sqft apartment is perfect for a couples vacation, friends night out, or traveling business people. The Gaslamp action is right downstairs. The loft is surrounded by restaurants, bars, nightclubs, and coffee shops. Within walking distance to the Convention Center, Petco Park. Sleeps up to 5.

4.98 out of 5 average rating, 199 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.

Loft in Downtown San Diego

4.94 out of 5 average rating, 507 reviews

Loft walking distance to Convention Center

Stay steps from Petco Park in a thoughtfully designed two-story loft in the heart of downtown San Diego. Designed by award-winning architect Jonathan Segal, this modern space features high ceilings, a calm open layout, and a private balcony with city views. Enjoy a queen bed upstairs and a sofa bed in the living room, plus a full kitchen, washer/dryer, and easy self check-in. A more spacious, private, and relaxed alternative to typical downtown hotel stays.

Flat in Downtown San Diego

A spacious living area features large windows that fill the room with natural light. A plush white sofa and bright red chairs provide seating, while a round coffee table sits centrally on a red carpet. A wall-mounted TV is visible for entertainment.

4.88 out of 5 average rating, 1,859 reviews

At Mine | Spacious Suite in the Gaslamp Quarter

This meticulously renovated historical hotel suite, designed by Pininfarina, is located in Downtown San Diego’s vibrant Gaslamp Quarter, surrounded by restaurants and nightlife. It offers private, spacious accommodations for both business and leisure travelers, featuring a king bed, smart TV, central AC, and mini-fridge. Please note: an adjoining bar operates until midnight, and some noise is expected.

Popular amenities for Downtown San Diego family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 163 reviews

An outdoor fire pit is surrounded by four black wooden Adirondack chairs, creating a cozy seating area. Lush greenery and a tree provide shade, while a spacious yard is visible in the background, featuring lounge furniture and a view of the home.

Home in Chula Vista

Hot Tub Getaway by the Coast

Home in University Heights

An aerial view captures the spacious outdoor area, featuring a rectangular pool surrounded by sun loungers and umbrellas. Lush greenery is visible alongside neatly arranged pathways and stone retaining walls, complementing the mountain-modern design of the home in the background.

4.9 out of 5 average rating, 178 reviews

Your Modern Lux Pool Resort in the Heart of SD

4.92 out of 5 average rating, 177 reviews

An inviting outdoor area features a modern infinity pool, surrounded by lush greenery. Comfortable seating in blue upholstery invites relaxation, while sun loungers provide additional spaces for sunbathing. The serene atmosphere is enhanced by the tranquility of nature in the background.

Home in Hillcrest

Pool Oasis in Central Hillcrest by Park/Zoo

Guest house in Mission Hills

A spacious living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A vibrant wall art piece with colorful surfboards is displayed above the couch, while natural light fills the room through expansive windows.

4.97 out of 5 average rating, 293 reviews

Beautiful Historic Home and Gardens Near Downtown!

Home in Greater North Park

5 out of 5 average rating, 182 reviews

Top 1% North Park Hot Tub Oasis Walkable

4.93 out of 5 average rating, 371 reviews

The open living area features a dining table with modern chairs and a sectional sofa. Artwork adorns the walls, and large windows allow natural light to fill the space. A cozy bedroom is highlighted by a stylish chandelier and a plush bed, complemented by decorative tiles in the bathroom.

Home in Normal Heights

NEW❤️Special Deals/HotTub/Firepit/private yard/BBQ

4.9 out of 5 average rating, 200 reviews

An outdoor seating area features comfortable couches with white cushions and a wooden coffee table. A BBQ grill is visible nearby, surrounded by lush greenery and palm trees. The space is framed by glass railings, offering views of the landscape and sky.

Townhouse in San Diego

5 Bed Oasis | Ocean View, Hot Tub, BBQ, Parking

Apartment in Bankers Hill - Park West

A spacious penthouse room displays a high, triangular ceiling with modern fixtures. A comfortable bed is positioned prominently, complemented by large windows offering natural light. A sleek kitchen area features dark cabinetry and appliances, while a cozy seating area invites relaxation.

4.98 out of 5 average rating, 213 reviews

Dream Penthouse! The Most Amazing Bath & Views

Family- and pet-friendly home rentals

4.83 out of 5 average rating, 222 reviews

A bright living area features large floor-to-ceiling windows allowing ample natural light. A light wood coffee table is situated in front of a comfortable sofa adorned with decorative pillows. A large television stands on a modern console, with a potted plant adding a touch of greenery.

Home in Little Italy

Little Italy 2BR Loft Near Waterfront & Convention

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, 435 reviews

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

4.89 out of 5 average rating, 104 reviews

A vibrant sunset paints the sky in shades of orange and pink over the bay, with the water reflecting the colors. Silhouetted buildings and palm trees frame the view, while a Shake Shack sign is visible in the foreground, adding local character to the scene.

Flat in Little Italy

Bay View 2BR Penthouse | Parking | Little Italy

Apartment in Downtown San Diego

A spacious living area is highlighted by two large abstract paintings in warm gold tones. Comfortable seating is provided by a plush sofa and armchair, complemented by unique coffee tables. Hardwood flooring adds to the welcoming atmosphere, accented by soft lighting.

4.88 out of 5 average rating, 192 reviews

Stylish/Modern/Gaslamp/Spacious 1BR/1BA

4.91 out of 5 average rating, 164 reviews

A spacious living area features a sectional sofa positioned around a coffee table. Large sliding glass doors lead to an outdoor patio, allowing natural light to fill the room. A projector is mounted on the ceiling, highlighting the entertainment options available.

Home in San Diego

Spacious House close to Petco Park and Gaslamp

Apartment in Downtown San Diego

A wide urban landscape showcases vibrant buildings of various colors and sizes under a cloudy blue sky. The cityscape reflects a mix of modern architecture with contrasting textures, while distant mountains provide a natural backdrop.

4.89 out of 5 average rating, 103 reviews

Spacious Loft In Gaslamp: Parking Spot/Patio/Q Bed

4.9 out of 5 average rating, 106 reviews

Guest suite in San Diego

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite

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.

4.79 out of 5 average rating, 210 reviews

Contemporary, Fully Renovated Loft in Little Italy

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 120 reviews

A spacious outdoor patio showcases a private pool and hot tub, surrounded by comfortable seating and a fire pit. An activity area features games such as foosball and cornhole, with lounge chairs positioned for relaxation. Lush green landscaping complements the inviting space.

Home in Bay Park

Modern Central SD Home w/ Pool & Spa Near Beach

Guest suite in Spring Valley

A spacious pool area is surrounded by palm trees, featuring a clear swimming pool with a gentle slope and a water slide. A decorative mural with tropical motifs can be seen on the adjacent wall, enhancing the outdoor recreational space.

4.97 out of 5 average rating, 255 reviews

2 Bdrm, Kid-Friendly, Yard, Pool, Play, & Spa!

Home in University Heights

A well-lit bedroom features a spacious bed with neutral bedding and striped pillows. Natural light enters through glass doors leading to a semi-private patio. A textured area rug and a potted plant add subtle warmth to the wood flooring.

4.87 out of 5 average rating, 118 reviews

Cozy University Heights Cottage

4.93 out of 5 average rating, 290 reviews

A vibrant heated pool is surrounded by minimalistic landscaping, featuring tall cacti and a clean white fence. Soft lounge chairs are positioned nearby for relaxation. The clear water reflects the blue sky, creating a refreshing setting for leisure and enjoyment.

Home in Mission Hills

Lionhead - Private Boutique Home

4.99 out of 5 average rating, 187 reviews

A bright living space features a warm wooden ceiling and large windows. A comfortable orange sofa is paired with a wooden coffee table on a patterned area rug. The kitchen, visible in the background, includes modern appliances and white cabinetry, enhancing the cozy atmosphere.

Home in Hillcrest

1 bedroom, 1 bath /Hillcrest/San Diego Zoo/Balboa

4.94 out of 5 average rating, 103 reviews

A welcoming living area features a leather sofa and a round coffee table, complemented by a modern electric fireplace. Natural light filters through sheer curtains, illuminating decorative vases along the floor. A cozy hanging chair and a potted plant add warmth to the space.

Home in City Heights

Stunning 2BR/2BA| Plunge Pool, AC, Private

4.94 out of 5 average rating, 144 reviews

A living room features a luxury hanging chair suspended from the ceiling. Natural light filters through sheer curtains, illuminating a cozy seating area with a plush sofa and wooden coffee table. A 50” television is mounted above an elegant fireplace, enhancing the room's comfort.

Home in City Heights

Designer Luxury Rental With Pool