Family-friendly holiday rentals in San Jose

4.99 out of 5 average rating, 123 reviews

A dining area is set with a wooden table, featuring elegant place settings for six. A stylish woven basket and decorative bowl are placed centrally. A wall-mounted television is positioned above a modern console, with natural light filtering through a nearby window.

Condo in San Jose

New! Stylish Condo on Santana Row

Enjoy an indulgent experience at this stylish and centrally-located condo in the heart of Santana Row. "The Row" is a premium blend of residential, retail, and dining spaces in the center of Silicon Valley. Revel in gourmet restaurants, upscale shops, cinemas and a lively atmosphere with outdoor concerts and seasonal festivals. Take a short stroll to Westfield Valley Fair to continue your journey in fine dining, entertainment and shopping venues Located right off of highways 17, 280, and 880.

KitchenIndoor spacesBathroom

4.94 out of 5 average rating, 529 reviews

An open living area features a glass dining table surrounded by modern chairs. Natural light pours in through expansive windows, illuminating the airy space. A staircase with wooden steps and metal railing leads to the upper floor, while decorative accents enhance the contemporary design.

Loft in San Jose

Santana Row Luxury Executive 2 Story Loft

Beautiful, luxury and clean 2 story open plan loft on the top floor at Margo building right on Santana Row. 2 bedroom 1,5 bath. Panoramic view of the mountains, downtown San Jose and the planes landing at SJC. Your favorite restaurants and shops downstairs. Valley Fair Mall is across the street. Brand new king size bed in the Master Bedroom, walk-in closet, kitchen, Nespresso coffee, teas. Underground parking with EV/Tesla hookup. Security on site 24/7. Ideal for business travelers and families.

KitchenFamilyLocation

Campervan/RV in East San Jose

A vintage Airstream is positioned on a gravel surface, facing a panoramic view of the landscape below. Potted plants add a touch of greenery next to the entrance. The expansive deck offers a space for outdoor relaxation, surrounded by gentle hills and an open sky.

4.98 out of 5 average rating, 172 reviews

Airstream With Gorgeous Views of Silicon Valley

Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

Indoor spacesKitchenCheckout

4.88 out of 5 average rating, 373 reviews

The living area is bathed in natural light, showcasing a spacious orange sectional sofa positioned alongside a geometric area rug. A decorative ottoman sits in the center, while a small side table and floor lamp are observed. Tall windows provide a view of palm trees outside.

Loft in San Jose

Santana Row Loft | Luxe Stay in Silicon Valley

Amazing Loft with the View at Santana Row The Space 1,090 sq ft open-concept loft on the top floor with soaring ceilings, minimalist décor, and stunning views of Santana Row. 2 bed / 1.5 bath- perfect for couples, families, or business travelers. INCLUDED ∙King-size bed with premium Ghost mattress + full-size bed ∙NEST thermostat ∙Small library for light reading ∙New fridge and TV Access & Parking: Keyless entry +1 designated underground parking spot. Accessible via garage or lobby with key fob.

KitchenIndoor spacesGetting around

4.93 out of 5 average rating, 224 reviews

The spacious kitchen features an expansive island with four bar stools, allowing for casual dining. Light wood flooring complements the bright cabinetry and stainless-steel appliances. A view of the open living area is visible in the background, promoting a welcoming atmosphere.

Home in Santa Clara

4B/2.5B / Office Space / Open Plan / Huge Backyard

5 min drive (20 walk) to SCU / 10 min drive to Levi's Stadium / 15 min to Downtown San Jose + San José International Airport ✈ ☞ 4 Bedrooms, one of them is an office/bdr combo with a bed for a child or not very tall adult ☞ Huge Backyard w/ patio + BBQ + dining, great for children and pets ☞ Memory foam mattresses, 3 smart TVs ☞ Master suite w/ king + bathroom + smart TV ☞ Fully equipped + stocked kitchen ☞ Walking score 80 ☞ Free Parking in the driveway (2 cars), plenty free street parking

FamilyIndoor spacesAmenities

Home in Downtown San Jose

4.97 out of 5 average rating, 633 reviews

Charming Home nearby Airport/San Jose Downtown/SAP

Centrally located to explore the heart of Silicon Valley. This beautiful home has all the conveniences and is a ideal location to experience all of activities. About 7 to 15 minutes drive from most attractions: SJC airport,SAP center,SJ downtown,Hi-tech companies, Santana Row,Valley Fair Mall, Levi’s stadium,Avaya stadiums,Rose Garden, Great mall outlets,Museums and Restaurants..Santa Cruz 35 minutes. Stanford 25 minutes. San Francisco 45 minutes. Close to major freeways I-280, I- 880, US-101.

FamilyIndoor spacesBiking

The living room features a cozy seating arrangement, including a spacious sectional sofa and two accent chairs. A coffee table is centered in front of the fireplace, while a large television is mounted above the mantel. Natural light filters through large windows, enhancing the open atmosphere.

4.84 out of 5 average rating, 238 reviews

Bright & Bliss 4B2B| Breezy Backyard Getaway

Relax and spend quality time in our newly remodeled modern farmhouse, while also being close to parks, shopping, and many food options. Inside comes with high-quality furniture to ensure that you rest comfortably. The open spacious kitchen is well stocked so that you can cook and enjoy your meals all together. Come outside to the backyard to bbq, and play a few games of ping pong, arcade basketball or foosball. The comfort of home and the luxury of a vacation are both here to welcome you.

FamilyKitchenQuiet

Apartment in East San Jose

A refreshing pool glistens under the sun, surrounded by well-manicured green lawns. A white picket fence encloses the area, enhancing the garden's appeal. The charming two-story structure features a sloped roof and multiple balconies, providing a welcoming atmosphere in a serene outdoor setting.

4.98 out of 5 average rating, 304 reviews

Apartment above Levi Stadium.

18 miles from Levi Stadium! Your Superbowl HQ Take tram to stadium and avoid traffic JAM and parking nightmare! This 2 bedroom apartment. With with spectacular view of Silicon Valley and Levi Stadium). There are two bedrooms, one bathroom and a combined full kitchen/living room. Living room has couch, TV, and Roku streaming. Apartment has good WiFi. Sit on the private deck and you may see wild turkeys, deer, and even a cow! The Rental fee includes the Santa Clara Short Term Rental Tax!

FamilyKitchenView

4.94 out of 5 average rating, 159 reviews

The interior of the converted school bus features rustic wooden cabinetry and appliances. A spacious teak countertop extends over the cooking area, complemented by a red refrigerator. Sunlight illuminates the living area, showcasing a cozy seating arrangement and large windows with views of the surrounding nature.

Bus in East San Jose

Cozy BUS on Farm Animal Rescue with CITY VIEW

Stay on a farm animal rescue in a 38’ yellow school bus conversion. If you are interested we also host an Airbnb Experience called Life With Farm Animals At Rancho Roben Rescues where you get a 90-120 minute up close encounter with all of the animals - taking time to learn about each of the unique creatures that lives here and the opportunity to interact with them directly. Pet a chicken, groom a pony, feed a goat, take a walk patrolling the fields with our livestock guardian dogs.

Indoor spacesFamilyParking

4.99 out of 5 average rating, 110 reviews

A spacious living area features light wooden flooring and neutral-colored walls. Plush seating includes a comfortable loveseat and a recliner. A dark coffee table rests in the center, while natural light enters through the windows, illuminating the open space that connects to the dining area and kitchen.

Home in Berryessa

Urban 4BR Oasis: Your Home Away

Escape to our unique 4BR oasis! A fusion of modern design and family comfort awaits. Unwind in spacious living areas – a cozy family room for bonding, a chic living room for relaxation. Serene bedrooms and well-appointed bathrooms cater to groups. Our tranquil backyard, a private haven for all. A fully-equipped kitchen for culinary adventures, Wi-Fi for work/play, and a workspace for convenience. Nestled in a peaceful neighborhood, close to attractions, it's the best of both worlds.

KitchenIndoor spacesComfort

A single-story home is set against a clear sky, featuring a well-maintained front yard with a variety of blooming flowers and shrubs. Palm trees add a tropical touch, while a paved driveway leads to an attached garage.

4.92 out of 5 average rating, 243 reviews

Gorgeous 3-bedroom home, quiet, close to shopping!

Enjoy the Bay Area in your own private, quaint, and comfortable cozy home! Gaze out of your master bedroom window or living room to green grass and Bamboo tree lined backyard with fruit trees and 6' fences. The home is in a safe, quiet, neighborhood, within 2-3 minute drive to Oakridge mall. Conveniently located w/all shopping imaginable within 5 minutes drive. Our inviting full kitchen contains pots, pans, dishes, a Keurig coffee maker, rice cooker, Ninja Air fryer and much more.

KitchenFamilySleep quality

4.91 out of 5 average rating, 106 reviews

An enchanting treehouse is nestled among the branches, adorned with warm string lights against a twilight sky. Adjacent, a living area features a large smart TV mounted on the wall above an electric fireplace, creating a cozy focal point.

Tiny home in San Jose

Family Favorite: Mickey Dream Loft & TREE house

Welcome to your next unforgettable stay — where comfort meets adventure in a space designed for fun-loving families and couples. 🌟 🧗‍♂️ Sleeping lofts accessed by indoor ladders — best suited for physically agile, adventurous guests 🌳 Relax in a magical backyard featuring a real treehouse, firepit & BBQ 🛁 Unwind in a spa-style bathroom with luxe touches 👨‍🍳 Cook like home in a fully stocked kitchen 🎮 Enjoy games, 65” TVs, and flexible workspaces 🌟 Discover More Below!

Indoor spacesKitchenLayout

Popular amenities for San Jose family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 183 reviews

Home in Willow Glen

Charming Willow Glen Home with Spacious Yard

KitchenFamilyBathroom

Treehouse in Half Moon Bay

A bright interior space features large windows allowing natural light to fill the area. Colorful cushions in various shades are arranged on the floor, complemented by wooden accents and an open ceiling design that highlights the natural surroundings.

4.99 out of 5 average rating, 157 reviews

Paradise Treehouse & Heavenly Cabin

FamilyIndoor spacesSleep quality

4.92 out of 5 average rating, 215 reviews

A serene cabin is elevated among trees, connected by wooden stairs to a spacious deck. The deck features seating arrangements and is surrounded by lush greenery, allowing for privacy and a tranquil outdoor experience.

Home in Scotts Valley

Creekside Log Cabin

KitchenIndoor spacesCleanliness

Guest suite in Willow Glen

4.95 out of 5 average rating, 214 reviews

Private Queen Suite-Pool & Hot Tub, private entry

KitchenFamilyCondition

4.94 out of 5 average rating, 219 reviews

A spacious deck is depicted with comfortable wicker seating arranged around a light-colored table. Lush greenery is observed in planters, enhancing the natural ambiance. Sliding glass doors provide a view into the indoor living area, inviting the outdoors inside.

Guesthouse in Woodside

A beautiful Tree house -your own retreat

KitchenIndoor spacesOutdoor spaces

4.91 out of 5 average rating, 130 reviews

A comfortable bedroom is presented with a spacious bed adorned with textured grey and white bedding. Decorative wall art with phrases is displayed above the bed, complemented by a small indoor plant and a stylish lamp beside it, creating a calm environment.

Home in Milpitas

SiliconV Milpitas 4b2b GreatMall Hot tub/ Parking

KitchenFamilyOutdoor spaces

4.93 out of 5 average rating, 181 reviews

A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.

Home in Portola Valley

3 BR Home on Vineyard nr Palo Alto & Stanford

KitchenFamilyDecor

4.8 out of 5 average rating, 294 reviews

A California bungalow style home is presented with a welcoming yellow exterior. A well-maintained front yard features manicured grass and shrubs. A concrete driveway extends to the gated entrance. Two inviting seating areas are positioned near the front porch, enhancing the property's curb appeal.

Bungalow in San Jose

Cozy 2BR Bungalow with Hot Tub near Santana Row

Indoor spacesFamilySleep quality

Family- and pet-friendly home rentals

The exterior of a charming blue bungalow is presented, featuring a well-maintained landscape with lavender plants and a shaded tree. A red brick chimney adds character to the home, alongside a private driveway and a wooden fence surrounding the yard.

4.84 out of 5 average rating, 133 reviews

Spacious 3BR/2BA | Near SJC & Convention Ctr

KitchenFamilyLayout

4.96 out of 5 average rating, 252 reviews

A queen-size bed is centered between two light, airy curtains and adorned with a colorful patterned throw blanket. Framed wall art in earthy tones flanks the headboard, while bedside tables house decorative items. Natural light filters in through the window, creating a serene atmosphere.

Bungalow in Milpitas

Casa Blanca - Mediterranean inspired Serene and Minimal Abode

KitchenIndoor spacesPets

An open-concept kitchen and dining area is displayed, featuring dark cabinetry and new stainless steel appliances. A dining table with wooden chairs sits adjacent to a spacious island. Soft lighting from pendant fixtures complements the natural light flowing through large windows.

4.93 out of 5 average rating, 459 reviews

Comfortable Whole Home on two house lot

FamilyIndoor spacesCheck-in

4.92 out of 5 average rating, 232 reviews

A modern living area features a blue sofa adorned with white pillows. A glass coffee table sits on a patterned rug, with decorative items placed thoughtfully atop. An accent chair with a cozy cushion offers additional seating, while framed artwork decorates the walls.

Home in Santa Clara

Executive Class Stay in Tech Hub 3b2B Near SJC

FamilyKitchenNearby

4.91 out of 5 average rating, 208 reviews

The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.

Home in Mountain View

Upscale Modern House Near Mountain View Downtown

KitchenFamilyCondition

4.94 out of 5 average rating, 177 reviews

Private Spanish Casita near SJSU-2B/1B & Backyard

FamilyIndoor spacesHeating

4.92 out of 5 average rating, 379 reviews

The guesthouse entrance is framed by a neatly landscaped area, featuring a spacious path made of stone tiles leading to the front door. Elegant wrought iron railings and manicured greenery enhance the inviting setting under clear blue skies.

Guesthouse in Evergreen

Evergreen Valley Hillside retreat

KitchenFamilyNearby

Guesthouse in South San Jose

A contemporary living area is depicted, featuring light-colored furniture and a flat-screen TV mounted on the wall. A round coffee table with a decorative item is placed in front of two sofas. A dining area with curved chairs complements the space, all illuminated by natural light.

4.98 out of 5 average rating, 112 reviews

MolivuHomes 2BR: KingBed, PrivateYard, PetFriendly

KitchenIndoor spacesComfort

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 104 reviews

The solar-heated pool is illuminated at night, showcasing a serene blue hue. Three water features flow gracefully into the pool, highlighting the tranquil setting. The surrounding area is dimly lit, enhancing the peaceful ambiance of the outdoor space.

Home in Campbell

Luxury 4-Suite Carbon-Neutral Home With Pool

FamilyIndoor spacesComfort

A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.

4.92 out of 5 average rating, 157 reviews

Private Oasis with Pool and Fire Pit

KitchenFamilyValue

4.92 out of 5 average rating, 100 reviews

A spacious living area is designed with a large L-shaped sectional sofa adorned with colorful throw pillows. A dark coffee table is centrally placed on a vibrant area rug, while natural light filters through large windows, enhancing the overall brightness of the room.

Home in Santa Clara

Silicon Valley Executive home in Santa Clara

Indoor spacesKitchenBarbecue

4.99 out of 5 average rating, 257 reviews

A dining area features a round table surrounded by four white chairs, illuminated by a decorative chandelier. Natural light enters through large windows adorned with sheer curtains, complementing the light green walls and adding a bright, open feel to the space.

Guesthouse in Sunnyvale

Lush Luxury Villa•Sunny Deck & Private Escape•Pool

Indoor spacesFamilyHot tub

A welcoming exterior view of the family house is showcased, surrounded by a spacious front yard. A large pine tree offers shade while a decorative pot with greenery adds a touch of nature. The driveway leads to a double garage with a clean facade.

4.78 out of 5 average rating, 131 reviews

Modern Rustic Home With Private Pool

FamilyIndoor spacesCheck-in

4.92 out of 5 average rating, 163 reviews

The exterior of the Anton Menlo Apartments is showcased at night, featuring a well-lit, resort-style pool surrounded by lounge chairs. The modern buildings create a welcoming atmosphere with colorful lights illuminating the upper terrace.

Apartment in Menlo Park

Silicon Valley Retreat 2BR Apt in Menlo Park

FamilyIndoor spacesQuiet

4.87 out of 5 average rating, 195 reviews

A spacious living area is equipped with a flat-screen TV mounted on the wall and an ornate cabinet. A comfortable grey chair and a glass coffee table are positioned on a soft carpet. Natural light is welcomed through a nearby window, enhancing the cozy atmosphere.

Home in Mountain View

Little Poolside House near Downtown. New AC!

FamilyIndoor spacesSleep quality