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, 383 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.

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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!

FamilyIndoor spacesWalkability

Apartment in Downtown San Diego

4.89 out of 5 average rating, 114 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.

KitchenIndoor spacesAccuracy

4.93 out of 5 average rating, 410 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.

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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.

KitchenIndoor spacesLaundry

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.

KitchenIndoor spacesLocation

4.9 out of 5 average rating, 764 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!

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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, 165 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.

Indoor spacesFamilyLaundry

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.

KitchenIndoor spacesDecor

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, 114 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.

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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, 1913 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.

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Home in Downtown San Diego

The living room features a 22-foot ceiling highlighted by a hand-blown glass chandelier. A spacious white sectional couch is complemented by two white chairs, arranged around a unique square coffee table. Large windows frame the room, with modern artwork displayed on the walls.

4.98 out of 5 average rating, 378 reviews

Designer Downtown Home | Sleeps 10

Experience luxury in downtown San Diego! This rare 4-BR home comfortably fits 10 guests with 7 real beds. Featuring stunning 24-ft ceilings, a chef's kitchen, and unique artwork, it's a perfect urban retreat. Walk to the Gaslamp Quarter, Petco Park, and the Convention Center. Enjoy premium amenities, a dedicated workspace, and garage parking. Your ideal home base for exploring the city!

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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

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

Indoor spacesFamilyOutdoor spaces

4.92 out of 5 average rating, 184 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

Indoor spacesFamilyAccuracy

Superhost

4.9 out of 5 average rating, 124 reviews

Stylish San Diego Home with Hot Tub Near SDSU

FamilyKitchenOutdoor spaces

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

KitchenFamilyBeach

4.97 out of 5 average rating, 179 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

KitchenFamilyLocation

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

Indoor spacesFamilyWi-Fi

4.93 out of 5 average rating, 227 reviews

A neatly arranged bedside table features a decorative lamp with a light shade, alongside a textured natural coral piece. A fresh plant adds a touch of greenery, while a spacious bed with multiple pillows rests against a dark upholstered headboard, creating a serene sleeping environment.

Townhouse in San Diego

4 Bed Midtown Oasis | Ocean View, Hot Tub, Parking

FamilyIndoor spacesWalkability

4.98 out of 5 average rating, 118 reviews

The open kitchen and living area feature modern finishes and large windows, providing views of the water. A dining table is set with plates and glasses, while colorful flowers add a touch of decor. Comfortable seating is arranged for relaxation.

Villa in San Diego

1stResorts.com WATER VIEW FAMILY VILLA A w/ HOTTUB

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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

Indoor spacesFamilyCheck-in

4.93 out of 5 average rating, 122 reviews

Home in Mission Hills

Luxury 7 BR Mission Hills Home with a View

FamilyIndoor spacesComfort

Home in Greater North Park

4.99 out of 5 average rating, 206 reviews

Urban Greenhouse

FamilyKitchenDecor

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

FamilyKitchenShared spaces

Superhost

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.

Home in Downtown San Diego

4.92 out of 5 average rating, 212 reviews

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

Indoor spacesFamilyComfort

Superhost

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

4.83 out of 5 average rating, 227 reviews

Little Italy 2BR Loft Near Waterfront & Convention

KitchenIndoor spacesAccuracy

4.97 out of 5 average rating, 290 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

FamilyKitchenAir conditioning

4.96 out of 5 average rating, 163 reviews

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.

Home in Mission Hills

Beautiful Canyon Cottage located on a huge lot

KitchenFamilyBathroom

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 149 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

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4.89 out of 5 average rating, 222 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

FamilyKitchenCleanliness

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!

KitchenFamilySleep quality

4.96 out of 5 average rating, 137 reviews

Travelers Oasis w/ Private Pool + Hot Tub

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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

Indoor spacesFamilyAccuracy

4.89 out of 5 average rating, 143 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

KitchenIndoor spacesBeach

4.98 out of 5 average rating, 124 reviews

Home in Old Town

Heart of San Diego in Old Town. Private Oasis 6

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