Family-friendly holiday rentals in Downtown San Diego

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, 202 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!

FamilyIndoor spacesLocation

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, 368 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.

KitchenIndoor spacesWalkability

4.98 out of 5 average rating, 146 reviews

Home in Normal Heights

Family-friendly fun in the sun

You will be close to everything San Diego has to offer in our cozy 2 bedroom 1 bathroom home. Family-friendly fully-gated yard with playset, mini putting green, games and seating area. Crib, changing pad, pack and play, 2 high chairs, child baths and dinnerware. Have a relaxing and fun time with multiple indoor games, large living room and bedroom smart TVs. Fast wifi, separate office space with desk, central heat/AC for comfort, W/D, 2 car driveway, lux bathroom and fully-equipped kitchen.

Indoor spacesFamilyLayout

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, 241 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!

FamilyKitchenParking

4.9 out of 5 average rating, 749 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!

FamilyIndoor spacesWalkability

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, 153 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.

KitchenIndoor spacesGetting around

Apartment in Little Italy

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.

4.87 out of 5 average rating, 164 reviews

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.

FamilyIndoor spacesAccess

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, 103 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.

FamilyKitchenDecor

Loft in Downtown San Diego

4.94 out of 5 average rating, 504 reviews

Modern Private Loft • Walk to Petco

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.

FamilyKitchenView

4.82 out of 5 average rating, 381 reviews

Loft in Little Italy

Stylish Downtown Loft | Free Parking Near Bay

Tucked into the heart of Little Italy, this sun-drenched architectural loft is a calm, beautiful place to land in the middle of everything. Exposed brick, tall ceilings, and a chic open layout create a warm, inspiring retreat. Walk to top restaurants, cafes, bars, and Waterfront Park. Includes a cozy raised bed with ladder access, a full kitchen, one free onsite parking spot, and optional dog stay with $50 fee.

Indoor spacesFamilyLocation

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, 1,838 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.

KitchenFamilyShared spaces

Condo in Downtown San Diego

A modern living space is highlighted by a high ceiling with large windows allowing natural light. A sectional sofa sits across from a wooden media console with a flat-screen television. A sleek kitchen island with bar stools separates the living area from the kitchen, which features stainless steel appliances.

4.97 out of 5 average rating, 168 reviews

King Size Luxury Loft Petco-Park-Downtown SD

This gorgeous loft is situated in the heart of Downtown San Diego. Adjacent to East Village-Petco Park. This ground-level unit offers easy access and central location within walking distance to restaurants, bars, cafes, and the convention center. Because the property is located in a lively downtown area at street level, guests may occasionally experience typical city Noice or activity

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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

5 out of 5 average rating, 106 reviews

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.

Home in San Diego

Grand Victorian Manor • Luxury Downtown Stay

FamilyIndoor spacesHot tub

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, 117 reviews

Cozy University Heights Cottage

FamilyKitchenCheckout

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, 175 reviews

Your Modern Lux Pool Resort in the Heart of SD

FamilyIndoor spacesCheck-in

4.87 out of 5 average rating, 534 reviews

A light-filled living area features a comfortable sofa adorned with patterned pillows. A round coffee table sits atop a decorative rug. A flat-screen TV is positioned on a console, while a dining nook with chairs and a small table is visible in the background.

Cottage in Hillcrest

Dragonfly Cottage - In the Heart of San Diego

Indoor spacesKitchenHeating

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, 292 reviews

Beautiful Historic Home and Gardens Near Downtown!

FamilyIndoor spacesParks

4.93 out of 5 average rating, 367 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

FamilyIndoor spacesHot tub

4.9 out of 5 average rating, 197 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

FamilyIndoor spacesCheck-in

4.97 out of 5 average rating, 162 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

KitchenFamilyBackyard

Family- and pet-friendly home rentals

4.84 out of 5 average rating, 218 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

Indoor spacesFamilyCheck-in

4.97 out of 5 average rating, 119 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, & Gym

FamilyKitchenQuiet

Condo 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, 430 reviews

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

FamilyIndoor spacesSleep quality

The exterior of the charming multi-unit building is presented, featuring a two-story structure with large windows adorned with flower boxes. The entrance is defined by a welcoming blue door and decorative elements that reflect the historical craftsmanship of the property.

4.85 out of 5 average rating, 102 reviews

Downtown/GasLamp/ Best Location

KitchenIndoor spacesCheck-in

4.86 out of 5 average rating, 360 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!

FamilyIndoor spacesLong stay

4.98 out of 5 average rating, 102 reviews

Home in Serra Mesa

5 Min > Convoy | King Bed | Parking | Private Yard

Indoor spacesFamilyDecor

4.91 out of 5 average rating, 261 reviews

An inviting outdoor space is featured, illuminated by string lights against a night sky. Comfortable seating areas are present, including a large daybed with a canopy and hammocks. Lush trees provide a natural backdrop, enhancing the relaxing atmosphere of the yard.

Home in San Diego

Brunch House 3bd/2 Amazing Baths. Private yard.

Indoor spacesFamilyHospitality

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, 206 reviews

Contemporary, Fully Renovated Loft in Little Italy

FamilyKitchenAmenities

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 117 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

KitchenFamilyBeach

4.96 out of 5 average rating, 106 reviews

Home in Serra Mesa

Beach<15min,Heated Pool,New Central AC, 4Br Family

FamilyIndoor spacesAir conditioning

5 out of 5 average rating, 228 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 La Jolla

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

Indoor spacesKitchenSleep quality

4.93 out of 5 average rating, 287 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

KitchenFamilyWalkability

4.99 out of 5 average rating, 103 reviews

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.

Home in San Diego

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

Indoor spacesFamilyAir conditioning

4.99 out of 5 average rating, 183 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

Indoor spacesKitchenBathroom

4.94 out of 5 average rating, 140 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

KitchenIndoor spacesLaundry