Family-friendly holiday rentals 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, 487 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.

4.95 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, 192 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!

4.95 out of 5 average rating, 357 reviews

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.

Flat in Cortez

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.

4.89 out of 5 average rating, 318 reviews

A modern two-story bungalow with a clean white exterior is captured at dusk. Large windows allow for ample natural light, while a set of stairs leads to the entrance. The surrounding area features minimal greenery, enhancing the structure's architectural lines.

Bungalow in Little Italy

Explore Little Italy from this Gorgeous Mini Villa

La Scala rises from the center of Villa Little Italy in the heart of San Diego’s most popular restaurant and entertainment district. 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.

4.94 out of 5 average rating, 227 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!

4.9 out of 5 average rating, 732 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!

4.89 out of 5 average rating, 148 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.

Loft in Downtown San Diego

4.93 out of 5 average rating, 489 reviews

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.

4.83 out of 5 average rating, 520 reviews

Flat in Little Italy

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.

Flat in Downtown San Diego

An open living area showcases a comfortable gray couch paired with a wooden tray set with refreshments. A patterned rug lies beneath, leading toward a cozy sleeping area. Light wood flooring adds warmth, and a ceiling fan circulates air above.

4.89 out of 5 average rating, 100 reviews

Street View Loft in Heart of Gaslamp

Come stay 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.

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, 1,732 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

4.93 out of 5 average rating, 100 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 house 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, 243 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

4.93 out of 5 average rating, 151 reviews

Cabin in Mission Hills

Designer Cottage in the Historical San Diego Area

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, 106 reviews

Cozy University Heights Cottage

4.92 out of 5 average rating, 135 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.

Apartment in Hillcrest

Stunning Hillcrest Villa! Tub AC Parking Ping-Pong

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.

4.89 out of 5 average rating, 165 reviews

Your Modern Lux Pool Resort in the Heart of SD

4.9 out of 5 average rating, 202 reviews

A bright living area features a light blue sofa adorned with decorative pillows. A wooden coffee table is positioned in front, complemented by a potted plant. A ceiling fan hangs above, while sunlight filters through sheer curtains, illuminating the space.

Flat in San Diego

2 Bed Hidden Gem | Hot Tub, Parking | Midtown SD

4.94 out of 5 average rating, 346 reviews

An outdoor private backyard is highlighted, featuring a far infrared sauna and a seating area with wicker furniture. A covered pergola provides shade, while a low-maintenance lawn adds to the serene environment. The interior showcases a spacious living area with a beamed cathedral ceiling.

Home in Normal Heights

Jacuzzi, Firepit, Sauna & Ice Bath, Rest & Relax

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 201 reviews

A spacious private patio is illuminated by string lights, creating a cozy outdoor setting. A fire pit sits at the center, surrounded by modern seating. Large glass doors open to the interior, allowing for an open transition between indoor and outdoor spaces.

Home in Golden Hill

Historic Golden Hill Post Office - 3 BR w fire pit

4.97 out of 5 average rating, 199 reviews

Bungalow in South Park

South Park Pet Friendly Bungalow

4.99 out of 5 average rating, 104 reviews

A serene pool area features a cascading waterfall illuminated in soft purple hues. The water flows gently into the heated pool, adding a calming effect to the ambiance. Wood paneling surrounds the pool, creating a private and tranquil atmosphere.

Villa in Rolando Park

Lux Villa: Heated Pool, Sauna, & Gym

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.

4.87 out of 5 average rating, 183 reviews

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

4.88 out of 5 average rating, 334 reviews

The living room showcases a spacious sectional couch with a chaise, paired with a sleek armchair. Natural light is welcomed through large windows, highlighting the warm hardwood flooring. Decorative elements include a coffee table and a soft rug, enhancing the inviting ambiance.

Home in Mission Hills

Modern House In The Hills | Killer Location!

Guest house in Sherman Heights

A private garden is illuminated at night, featuring various seating areas surrounded by lush greenery and colorful plants. Lanterns provide soft light, casting a warm glow on the outdoor space. A patterned rug and dark wooden furniture complete the serene atmosphere, inviting relaxation.

4.96 out of 5 average rating, 566 reviews

Romantic Private Garden Studio Near Downtown

Flat in Downtown San Diego

4.86 out of 5 average rating, 103 reviews

Large Studio in Gaslamp, 3 bed w/ Parking included

4.98 out of 5 average rating, 116 reviews

Home in Ocean Beach

Private Home, Pet Friendly ~Sasha's Bungalow in OB

Family-friendly home rentals with a pool

Home in University Heights

4.99 out of 5 average rating, 146 reviews

3BR Urban Oasis with Hot Tub, Pool & Private Deck

4.89 out of 5 average rating, 125 reviews

A private patio area is visible, adorned with a wooden structure and comfortable seating arrangements. The sparkling pool is set at a distance, surrounded by greenery. Sunlight casts gentle shadows, highlighting the textured concrete and wooden elements in the outdoor space.

Guest suite in Hillcrest

Hillcrest canyon home casita with pool access

5 out of 5 average rating, 212 reviews

A serene backyard is framed by colorful sunset skies, featuring a cozy hammock in the foreground and a comfortable seating area with grey couches. String lights add warmth to the outdoor space, complemented by lush greenery throughout the neatly landscaped yard.

Home in Bird Rock

La Jolla Beach House-Family Focused-3min to Beach

4.9 out of 5 average rating, 200 reviews

A view of the inviting swimming pool surrounded by a spacious patio. Natural rock elements and vibrant landscaping enhance the outdoor area. The multi-level deck is visible, offering seating options and picturesque canyon surroundings under a clear blue sky.

Home in La Mesa

The Queen House

Flat in University Heights

A serene bedroom features a queen bed with a light-colored quilt. Two bedside tables with lamps are positioned on either side. The walls are adorned with various framed artworks and a large mirror, reflecting natural light from the windows.

4.79 out of 5 average rating, 471 reviews

On park. 1 bed apt.has air & small kitchen+w&d

4.93 out of 5 average rating, 279 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

4.88 out of 5 average rating, 217 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.