Family-friendly holiday rentals in Downtown San Diego

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, 140 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.

Guest house in Lake Murray

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.

4.97 out of 5 average rating, 152 reviews

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

This is your perfect Guest House with a salt & heated pool + hot tub. Located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to the beaches, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike up Cowell Mountain next door at Mission Trails Park or around 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.

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, 194 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!

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.

4.83 out of 5 average rating, 802 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

4.98 out of 5 average rating, 135 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.

4.94 out of 5 average rating, 228 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!

4.89 out of 5 average rating, 154 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.

4.96 out of 5 average rating, 155 reviews

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.

Bungalow in San Diego

The Cozy Craftsman

Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park. Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style. Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away. Perfect for couples, small groups, or business travelers exploring San Diego.

Loft in Downtown San Diego

4.93 out of 5 average rating, 491 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.

4.82 out of 5 average rating, 368 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.

4.88 out of 5 average rating, 1,757 reviews

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.

Flat in San Diego

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.

Apartment 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.

4.98 out of 5 average rating, 159 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

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, 104 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, 248 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

4.93 out of 5 average rating, 201 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

4.99 out of 5 average rating, 150 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

A colorful living area features a vibrant blue couch adorned with decorative pillows. A round white coffee table sits prominently on a multi-colored rug, while a television is mounted above a red cabinet. Artwork and framed prints decorate the pink walls, enhancing the playful ambiance.

4.94 out of 5 average rating, 109 reviews

Casa De Colores

4.94 out of 5 average rating, 351 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

4.91 out of 5 average rating, 379 reviews

An open living area features a large wooden dining table surrounded by six white chairs. A cozy sofa, adorned with neutral pillows and a blanket, overlooks expansive glass windows showcasing hillside views. A Christmas tree stands in the corner, adding a festive touch.

Home in Bonita

Glass Home with Views, Hot Tub, FREE EV Charging!

4.91 out of 5 average rating, 167 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

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 206 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

4.84 out of 5 average rating, 214 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

Townhouse in Downtown San Diego

A modern kitchen features sleek cabinetry and a spacious island with bar seating. Stainless steel appliances are neatly arranged, and a countertop provides space for kitchen essentials. Pendant lighting adds subtle illumination over the island, enhancing the contemporary design.

4.86 out of 5 average rating, 180 reviews

Walk to Padres/Conventions/Gaslamp, free parking

Guest house in Golden Hill

A view of downtown San Diego is captured from the balcony, framed by lush palm trees and residential rooftops. City skyscrapers rise in the distance, under a clear blue sky, creating a vibrant urban landscape complemented by greenery.

4.89 out of 5 average rating, 462 reviews

Golden Hill House, Gorgeous Skyline, Private Patio

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, 568 reviews

Romantic Private Garden Studio Near Downtown

4.92 out of 5 average rating, 152 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 Logan Heights

Spacious House close to Petco Park and Gaslamp

4.87 out of 5 average rating, 106 reviews

Flat in San Diego

Large Studio in Gaslamp, 3 bed w/ Parking included

Home in Greater North Park

The open living area showcases a comfortable sectional sofa with accent pillows, complemented by a coffee table at its center. A wall-mounted smart TV is positioned for easy viewing. Large windows provide natural light, and decorative plants add a touch of greenery to the space.

4.94 out of 5 average rating, 167 reviews

Exquisite Luxury San Diego Living In 3BR 2BA Home

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 109 reviews

Home in Allied Gardens

Travelers Oasis w/ Private Pool + Hot Tub

5 out of 5 average rating, 216 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

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, 169 reviews

Your Modern Lux Pool Resort in the Heart of SD

4.99 out of 5 average rating, 160 reviews

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

Guest house in La Mesa

Private 1 BR Paradise Retreat

4.93 out of 5 average rating, 281 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, 219 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.

4.99 out of 5 average rating, 178 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