Family-friendly holiday rentals in Downtown San Diego

Apartment 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.

4.96 out of 5 average rating, 382 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.

Apartment in Little Italy

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.

4.94 out of 5 average rating, 257 reviews

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, 148 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!

Apartment in Downtown San Diego

4.89 out of 5 average rating, 113 reviews

Artifact Inn - Historic Deluxe Studio in Downtown

The Artifact Inn professionally managed by NOVIQ. Unwind with ease in this chic Gaslamp studio offering a queen bed, air mattress, Smart TV, and free WiFi. Cook meals in the full kitchen, refresh with in-unit laundry, and enjoy climate control with central AC. With thoughtful touches and professional cleaning, this stylish retreat provides both comfort and security. Perfectly situated near Petco Park and top attractions, it’s ideal for those seeking a central and vibrant San Diego escape.

4.93 out of 5 average rating, 409 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.

Townhouse in Bankers Hill - Park West

An outdoor seating area features four white Adirondack chairs arranged around a circular concrete fire pit. Lush greenery surrounds the space, and the home's exterior showcases a blend of gray and blue siding under the evening sky.

4.92 out of 5 average rating, 112 reviews

City View Banker's Hill

A beautifully renovated 2-bedroom, 1.5-bathroom craftsman-style duplex is perfectly situated in the heart of Bankers Hill. The perfect blend of classic craftsmanship and modern amenities in this beautifully restored home. Minutes away from San Diego's top attractions, including Balboa Park, Little Italy, and the vibrant Gaslamp Quarter. Two comfortable bedrooms provide a peaceful retreat. Fully equipped kitchen with new appliances. A perfect place to enjoy all that San Diego has to offer.

Guesthouse 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, 300 reviews

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

4.9 out of 5 average rating, 763 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!

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, 164 reviews

Kettner Row | Staycation-Featured Icon

Welcome to Kettner Row, a rare architectural masterpiece featured on Staycation Sports, an Emmy-winning show on the Destination Channel! Located in the heart of Little Italy—one of San Diego’s most desirable neighborhoods—and designed by renowned architect Jonathan Segal, FAIA. This detached row home is situated in the award-winning Little Italy Neighborhood Developers block (LIND). This modern home features dual master suites, a high-end designer kitchen, and luxurious spa bathrooms.

4.97 out of 5 average rating, 100 reviews

A green sofa is positioned against a wall adorned with an eclectic gallery of framed artworks, including abstract designs, floral patterns, and clock. Textures vary with a plush, white throw pillow placed at the center, providing a cozy accent against the diverse art pieces.

Condo in Little Italy

Little Italy King Suite

A luxurious 1b/1b condo . The spacious living area includes a flat screen TV and large courtyard viewing window laced with marble tile. The peaceful bedroom features a king sized bed, SMART flat screen TV, and ample storage space. Experience San Diego in this prime Little Italy location . Walking distance to Water Front Park, Seaport Village, Embarcadero, and all of Little Italy. *No Parking Available After September 1, 2026.

A spacious bedroom is featured, adorned with rich green walls and enhanced by large framed botanical artwork. A modern bed with a plush headboard is positioned at the center, complemented by two stylish bedside lamps. Elegant curtains frame the window, while a chandelier adds a touch of sophistication.

4.96 out of 5 average rating, 113 reviews

Grand Victorian Manor • Luxury Downtown Stay

Welcome to The Jade Manor, a 126 year old Victorian reborn as a dreamy San Diego escape. Set inside a gated, Parisian inspired tropical oasis, this home blends historic charm with modern luxury. Sun soaked spaces, elegant details, and celebration ready vibes make it perfect for bachelorette weekends, birthdays, and unforgettable group stays, while still feeling refined, private, and welcoming for all travelers.

Apartment 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, 1908 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

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 178 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.

Guesthouse in La Mesa

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

4.92 out of 5 average rating, 183 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

5.0 out of 5 average rating, 301 reviews

A private outdoor area features a heated pool surrounded by lush green grass and modern loungers. An inviting fire pit is centrally located, with two stylish chairs positioned nearby. The backdrop includes well-maintained shrubbery and tall trees, enhancing the tranquil ambiance.

Home in Serra Mesa

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit

4.95 out of 5 average rating, 166 reviews

A charming two-story house is illuminated at night, showcasing architectural details such as a turret and decorative trim. A staircase leads to a welcoming porch, surrounded by greenery and soft lighting that enhances the inviting atmosphere of the exterior.

Home in Hillcrest

STUNNING MANSION THE BEST LOCATION & AMENITIES

4.9 out of 5 average rating, 124 reviews

Stylish San Diego Home with Hot Tub Near SDSU

A spacious living area is highlighted by vaulted ceilings and floor-to-ceiling windows offering expansive city views. Modern seating includes a light grey sofa, orange armchairs, and a round white coffee table. The open kitchen is visible in the background, featuring bar seating and contemporary finishes.

4.9 out of 5 average rating, 172 reviews

Heated Pool|Jacuzzi|King Bed|City Views|Chic Decor

4.82 out of 5 average rating, 112 reviews

Home in City Heights

California Dreaming l Hot tub l Private Backyard

A spacious backyard is highlighted by outdoor seating arrangements around a modern fire pit. Ambient lighting frames the area, while a dining table and BBQ grill are visible, providing inviting options for outdoor gatherings.

4.93 out of 5 average rating, 166 reviews

Modern 3BR•Huge Private Yard•Hot Tub•8 Mins to DT

Family- and pet-friendly home rentals

Bungalow in Greater North Park

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.

4.96 out of 5 average rating, 184 reviews

The Cozy Craftsman

4.96 out of 5 average rating, 136 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 San Diego

Lux Villa: Heated Pool & Sauna

4.93 out of 5 average rating, 122 reviews

Luxury 7 BR Mission Hills Home with a View

Home in Greater North Park

4.99 out of 5 average rating, 206 reviews

Urban Greenhouse

Townhouse in Downtown San Diego

The exterior of the townhouse presents a modern style, with a vibrant blue and red facade complementing the concrete structure. Large windows allow for natural light, while landscaped greenery adds a touch of nature. Two parked cars are visible along the street.

4.81 out of 5 average rating, 272 reviews

Modern 3-story Townhome|Free Parking|Walk to Petco

4.98 out of 5 average rating, 124 reviews

Home in Normal Heights

Family Oasis w/ Heated Pool

A well-equipped kitchen features a charming wooden island with bar stools, surrounded by modern appliances. Light streams through multiple windows, illuminating the cozy living area visible in the background. The warm tones of the wood beams and flooring enhance the welcoming atmosphere.

4.96 out of 5 average rating, 163 reviews

Beautiful Canyon Cottage located on a huge lot

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, 212 reviews

NEW Luxury 3BR HOUSEof DT Walk Petco w/Garage AC

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 148 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

A spacious backyard is showcased with a glistening pool surrounded by a concrete deck. Green grass offers a soft contrast, while lounge chairs and a shaded seating area are positioned for relaxation. String lights illuminate the space, enhancing the outdoor ambiance during twilight.

4.95 out of 5 average rating, 110 reviews

San Diego Pool House with Luxury King/Queen Suites

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.

4.93 out of 5 average rating, 293 reviews

Lionhead - Private Boutique Home

The outdoor space features a private heated pool surrounded by five lounge chairs, each positioned for sun exposure. Colorful floaties are seen in the water. A shaded patio area is visible in the background, providing an inviting space for relaxation.

4.98 out of 5 average rating, 118 reviews

Heated Pool + Hot Tub | Games | 10 min to Beach

4.97 out of 5 average rating, 317 reviews

An aerial view highlights a spacious backyard featuring a solar heated pool, hot tub, and tropical landscaping. Lounge chairs are arranged around the pool, and a palapa style cabana with seating is visible, offering an inviting outdoor space for relaxation and entertainment.

Home in Bay Park

Resort Style Living with Pool, Spa, and Bay Views!

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, 188 reviews

Your Modern Lux Pool Resort in the Heart of SD

4.89 out of 5 average rating, 221 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