Holiday rentals with a pool in Downtown San Jose

Apartment in Rivermark of Santa Clara

A bright bedroom is equipped with a spacious bed and two bedside tables, each featuring a lamp. Colorful botanical wall art adds detail to the decor. A full-length mirror stands against the wall, with light filtering in through a window fitted with vertical blinds.

4.94 out of 5 average rating, 336 reviews

The Alpaca House

Welcome to La Casa de Alpaca. Our home is located in the beautiful Rivermark community of Santa Clara. The space consists of 2 bed / 2 bath located on the top floor, with access to a pool, hot tub, gym, and yoga room. Local Destinations: Santa Clara Convention Center Great America Theme Park Downtown San Jose Levi's Stadium SAP Center Oracle Rivermark shopping area: restaurants and groceries AMC Mercado 20 Plaza: restaurants and movies We are business traveler ready with high-speed Internet.

A contemporary living area is showcased, featuring a large sectional sofa with decorative cushions. A wooden coffee table occupies the center space, complemented by a small plant. Framed artwork depicting a bridge scene adds visual interest to the wall, while a floor lamp provides additional lighting.

4.93 out of 5 average rating, 82 reviews

Gated 1BR Condo: AC, Parking, W/D near Santana Row

Welcome to my updated 1BR West San Jose condo near Santana Row (0.6mi) located a gated community by Hwy 280/880! We’re an end unit toward the end of complex, allowing us to have more privacy and quieter. Amenities include pool, spa, gym, in unit washer/dryer, 1 dedicated underground parking. Starbucks just across! Close to groceries. Close to Hwy 280 and Santa Clara Medical, Valley Fair. Border Cupertino. *note my couch was scratched up by a previous tenant :/ so not as pristine anymore.

4.88 out of 5 average rating, 184 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 Mountain View!

Absolutely the best location in Mountain View, steps from Downtown! Situated near all the entertainment, nightlife & attractions this vibrant city has to offer. This beautifully furnished little poolside house is just minutes from the Caltrain & light rail, Shoreline Lake, Stanford, Menlo Park, NASA Ames Center & more! Step outside for a stroll and explore local and international cuisine, wonderful farmers market and shopping! Perfect for family or friends, you will love this Bay Area getaway!

Guest house in Monte Sereno

The cottage exterior features a charming design with a slate stone patio and a round dining table with two chairs. Glass double doors provide access, and large windows offer views of the surrounding greenery. The roof is intricately shaped, complementing the natural setting.

4.98 out of 5 average rating, 447 reviews

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

4.99 out of 5 average rating, 99 reviews

An open living space features a modern kitchen with stainless steel appliances, including a refrigerator and microwave. A dining table is set for four. A comfortable sofa sits adjacent to a large television, with a workspace that includes a desk and ergonomic chair. A decorative Christmas tree adds a festive touch.

Loft in San Jose

Quiet Santana Row LUXE with Mt View

Quiet, luxurious loft on Santana Row. Recently remodeled. New LG WashTower. Sleep Number Bed. Full Kitchen w/ Nespresso, smart kettle, Vitamix Blender. Lululemon MIRROR. Theragun Mini. Best upscale dining & shops downstairs. Valley Fair Mall across the street. Underground parking. Security 24/7. 70 in TV. Electronic standing desk w/ Herman Miller Aeron Chair. Ideal for business/leisure. EXCLUSIVE select dining & shopping discounts Tesla Level 2 charging + Supercharging @ Winchester Garage

4.79 out of 5 average rating, 223 reviews

A spacious living area features a striking stone wall, complemented by a large flat-screen TV mounted above an elegant dark cabinet. Plush seating options, including a brown leather sofa and chairs, invite relaxation, while a decorative chandelier adds a refined touch to the room.

Home in Willow Glen

Beautiful Large 4BR Home with POOL

Need a vacation or a great place to stay in the Bay area in San Jose? Look no further as you'll love this "Resort" style, very spacious 4 BR home with large in-ground pool- beautifully remodeled and furnished with plush furniture, art deco, comfy beds, upgraded modern amenities and beautiful landscaped garden. Family and business friendly. Conveniently located minutes to downtown San Jose, Trains, Malls, SAP & Levi's Stadium, SCU, SJSU and SJC. Highways 87-280-101. Book your escape today!

4.96 out of 5 average rating, 175 reviews

The image features a clear pool surrounded by a stone edge, with vibrant orange and purple flowers in bloom along the perimeter. Lush green palm trees and other landscaping elements provide a natural backdrop, creating a serene outdoor setting.

Guest suite in Cambrian

Private Queen Suite-Pool & Hot Tub, private entry

Enjoy our newly remodeled private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Los Gatos, Campbell and Willow Glen. Great for Mountain Winery Concerts, 49ers/Levi's Stadium and SJC. We have a professional cleaning crew, so just relax and enjoy. Check-out like a hotel, no starting laundry! You will enjoy a well designed private room with queen bed, private entrance and connected private bathroom. Hot tub and Pool are a perfect way to relax and end the evening.

4.94 out of 5 average rating, 150 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 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.

4.91 out of 5 average rating, 103 reviews

A two-story home is surrounded by well-maintained grass and trees. The front features a welcoming porch with two green chairs, a brick chimney, and large windows showcasing the indoor space. A pathway leads to the entrance, framed by manicured landscaping.

Home in Palo Alto

Large Home in Palo Alto w/Pool

This large 5 bedroom and 3 bath home in Palo Alto has plenty of room for big groups and families. The home features 1 king bed, 3 Queen beds, 2 twin beds and a Queen pull-out sofa sleeper. The kitchen is beautiful and well equipped and this large home has plenty of room for everyone to relax. Enjoy the manicured backyard with large deck, BBQ and sparkling pool (w/child safety fence; pool/hot tub not heated). Located near Stanford, downtown Palo Alto, wonderful parks and restaurants.

4.86 out of 5 average rating, 760 reviews

A serene garden area is depicted, featuring neatly trimmed shrubs and ornamental trees under a clear blue sky. Vibrant rose bushes add color to the landscape, while a simple bench is positioned on a gravel path, creating a peaceful outdoor space.

Guest suite in San Jose

Hillside Retreat Private 2-Room Guest Unit & Pool

Our home is on 1/2 acre hilltop lot, in a secluded, very quiet cul-de-sac, with easy access to major freeways, minutes from SJC airport, downtown, SAP, SJSU, convention center. This listing is for an entire separate unit, attached to main house. It features 2 rooms with private yard and pool to yourself. You are free to relax in the back yard with view, surrounded by mature trees, hummingbirds, butterflies while surf the net, or swim in our private pool when weather permitted.

4.94 out of 5 average rating, 406 reviews

An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.

Home in Los Altos

Luxury Silicon Valley Work & Wellness Oasis

PLEASE CONTACT US FOR SUN–THU DISCOUNTS (2+ NIGHTS). Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve with private trail access. Ideal for business travelers, couples, and nature lovers. Fast fiber Wi-Fi, dedicated workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, heated saline pool May–Oct. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Guest house in Almaden Valley

An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.

4.97 out of 5 average rating, 1,002 reviews

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Popular amenities for Downtown San Jose rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 60 reviews

A serene outdoor area showcases a sparkling saltwater pool surrounded by lush tropical landscaping. Sun loungers are positioned nearby, offering a relaxing spot for guests. A pool house can be seen in the background, framed by vibrant greenery under a clear blue sky.

Home in The Willows

Mission style, w. Pool, Hot tub, walk to downtown

Home in Rivermark of Santa Clara

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.

4.93 out of 5 average rating, 87 reviews

Silicon Valley Executive home in Santa Clara

A single-story home features a beige exterior with a welcoming front yard. Lush greenery surrounds the entrance, including a variety of shrubs and plants. The driveway leads to a white garage door, while light clouds float overhead in a blue sky.

4.85 out of 5 average rating, 55 reviews

Perfect home with pool for family vacations!

The exterior of the home is showcased with a warm color scheme and a distinctive tile roof. Lush greenery and manicured landscaping frame the property, while a spacious driveway leads to an attached garage. Surrounding hills and an open field are visible in the background.

4.79 out of 5 average rating, 24 reviews

Large Modern Home in Evergreen

5 out of 5 average rating, 16 reviews

Retromodern | Pool | Games | 2LV

Home in Rivermark of Santa Clara

A community pool area is surrounded by palm trees, creating a relaxed atmosphere. The pool features a light blue surface, with lounge chairs positioned along the deck. Nearby, a play area is visible, enhancing the communal space for residents.

4.84 out of 5 average rating, 43 reviews

Modern Retreat in the Heart of Silicon Valley

4.96 out of 5 average rating, 98 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

5 out of 5 average rating, 3 reviews

Home in Santa Clara

Stunning Luxury Home 4Bed1.5Bath Close to Levi’s

Apartment rentals with a pool

A spacious living area features a plush navy sectional sofa adorned with yellow accent pillows. A glass coffee table is positioned in front of the sofa. A small decorative Christmas tree is set in the corner, alongside an acoustic guitar and a stylish lamp.

Spacious 2BR/2BA w/ Patio + Hot Tub Access

The exterior of the townhouse features a landscaped front yard with low-maintenance greenery, including shrubs and small trees. A concrete pathway leads to the blue front door, framed by an adjacent wooden fence. The two-story structure presents a modern design with a neutral color palette.

4.75 out of 5 average rating, 4 reviews

Charming 1 bedroom, 1 bath, 2 Story Condo.

Apartment in Mountain View

A bright living area showcases wood flooring and an open layout. A dining table is positioned near the kitchen, which is equipped with modern appliances. A cozy sofa adds seating, while bookshelves and decorative items enhance the comfort of the space.

4.7 out of 5 average rating, 27 reviews

Lovely 1B1B condo with patio near downtown MTV

Apartment in Downtown San Jose

Spacious, luxury condo in downtown San José, CA

A welcoming living area features a light-colored sofa and a striped armchair, complemented by a glass coffee table. A round mirror hangs above the sofa, reflecting ambient lighting from a table lamp. A small workspace is visible with a desk and chair.

Apartment in Palo Alto

4.83 out of 5 average rating, 12 reviews

Contemporary 2BR - Blocks from Stanford Campus

An exterior view of a quiet residential area featuring a cluster of modern townhouses. Trees line the street, providing greenery against the bright blue sky. Sunshine creates a warm ambiance, highlighting the well-kept grounds and the inviting entrance of the homes.

4.9 out of 5 average rating, 10 reviews

Modern Upscale 2BR/2BA Condo near Levi Stadium

This two-story condo is set within landscaped grounds, featuring a mix of grassy areas and walkways. The exterior is highlighted by a combination of neutral-colored walls and wood accents. A small patio area can be seen at the side, accompanied by trees and shrubbery.

4.91 out of 5 average rating, 23 reviews

Charming 2 bedroom 2 story condo - No smoking

A modern living area features a minimalist design with a neutral palette. A light wood table accompanied by two green chairs sits in the foreground, while a cozy seating arrangement is visible in the background, complemented by soft furnishings and wall art.

Apartment in Mountain View

Fabulous View & Modern Place

Other holiday rentals with a pool

Townhouse in Rivermark of Santa Clara

An outdoor patio features a concrete floor with two lounge chairs and a small side table. Potted plants line the space, and lush greenery surrounds the area, providing a calm and natural setting. Sunshine filters through the branches of nearby trees.

4.92 out of 5 average rating, 37 reviews

Spacious home by 49ers stadium+shops, work remote

Flat in Rivermark of Santa Clara

A modern living space features a dining area with a round table and patterned chairs. A cozy seating area includes a sofa decorated with cushions, complemented by a colorful area rug. Large glass doors lead to a terrace, offering a view of greenery.

5 out of 5 average rating, 6 reviews

Cozy 1BR Apt in the heart of Silicon Valley

An inviting living area features high ceilings and espresso hardwood floors. A modern gray sofa and colorful accent pillows are arranged around a round coffee table. A flat-screen TV is positioned beside an elegant fireplace. Artwork adorns the walls, complementing the natural light from large windows.

Townhouse in Rivermark of Santa Clara

4.82 out of 5 average rating, 198 reviews

Luxury 3 bd Business/Vacation in Rivermark

A living area features a dark leather sofa accompanied by two decorative lamps. A coffee table sits centrally, positioned over an area rug. Additional seating includes textured ottomans, while a flat-screen television is mounted on the wall. Natural light filters through a window beside the entrance door.

Flat in Santa Clara

4.69 out of 5 average rating, 36 reviews

Wonderful Updated 2 bedrm Apt. Pool, Entire Unit!

5 out of 5 average rating, 3 reviews

The Rose Garden Retreat: Premier Luxury Experience

Flat in San Jose

5 out of 5 average rating, 7 reviews

Cozy and beautiful 1 bedroom near Willow Glen

4.88 out of 5 average rating, 120 reviews

A light blue exterior of the cottage is complemented by white double doors and a large window. Floral arrangements in red planters and a white bench enhance the inviting entrance. A comfortable chair adds to the cozy outdoor seating area.

Guest house in Sunnyvale

Private & Quiet Garden Cottage