Holiday rentals with a pool in Los Altos

4.93 out of 5 average rating, 170 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

Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

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, 332 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.

4.99 out of 5 average rating, 344 reviews

A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.

Guest house in Woodside

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Guest house in Almaden Valley

The spacious interior features rustic wooden walls and exposed beams. A cozy bed with plush bedding is highlighted by warm lighting. A comfortable seating area is nearby, along with a large round mirror and a modern flat-screen TV on the wall.

4.99 out of 5 average rating, 585 reviews

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, steampunk original art, state-of-the-art technology with a unique spa experience, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

4.88 out of 5 average rating, 182 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!

4.93 out of 5 average rating, 399 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

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

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, 446 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.

5 out of 5 average rating, 38 reviews

The living area features a spacious leather sofa paired with a sculptural coffee table. A large window allows natural light to fill the space, showcasing a cozy, modern aesthetic with a plant adding a touch of greenery. The dining area is visible in the background.

Flat in Menlo Park

Menlo Park 2bd @ Sandhill nr Stanford - Pool, Gym

Welcome to this beautifully designed 2 bedroom 2 bath home with everything you need, including surprise and delight details throughout. Located right off Sand Hill Road and just over a mile from Stanford University, Stanford Medical Hospital, and Stanford Shopping Center. Just beyond is Caltrain and Downtown Palo Alto. Enjoy amenities like our year-round heated pool, hot-tub, and fitness center. This ground-floor unit has a private patio perfect for lounging and enjoying California weather.

4.96 out of 5 average rating, 173 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.

4.89 out of 5 average rating, 463 reviews

A spacious bed with an intricate patterned cover is positioned in a well-lit room. Towels are neatly arranged on the bed. A colorful piece of wall art adds a touch of character, while natural light filters through a nearby window.

Guest suite in Woodside

Separate entry room near Stanford

This separate entry room opens to a beautiful one-acre garden with a pool, jacuzzi, cable TV/wireless, and parking. We are just off 280 and Woodside Rd., 4 miles from Stanford. It is peaceful and quiet and we are hands-off hosts. There is no access to the house and the room does not have a frig, microwave or dishes. We are set up for independent guests who want to come and go on their own and enjoy local restaurants in Woodside, Palo Alto or RWC. Please note the very short entry door.

4.91 out of 5 average rating, 100 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, 125 reviews

An inviting outdoor space features a covered patio with wooden beams and soft lighting. A circular stone fire pit occupies the center, surrounded by cushioned seating. A BBQ grill is positioned nearby, with a private heated pool glimmering in the background.

Home in San Jose

Beautiful 3BD Home w/ Heated Pool and Fire Pit

Welcome to your next getaway! Corporate housing, business travelers, and families welcome. Work, relax and unwind in our beautiful and spacious home. Enjoy our pool with outdoor fire pit and BBQ grill (propane not included) and dining table. Hang out with the whole team or family and enjoy a delicious meal with your favorite glass of wine while admiring the beautiful lush scenery. ** Hot tub is non operational! Pool can be heated but will incur a fee - 24hr noticed needed !! **

Popular amenities for Los Altos rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

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, 86 reviews

Silicon Valley Executive home in Santa Clara

4.9 out of 5 average rating, 59 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

5 out of 5 average rating, 16 reviews

A shaded outdoor seating area features two cozy sofas adorned with plaid cushions, positioned around a coffee table. The scene highlights a sparkling pool in the background, framed by lush greenery and flowering plants, inviting relaxation and enjoyment in the warm weather.

Home in San Jose

Retromodern | Pool | Games | 2LV

4.77 out of 5 average rating, 22 reviews

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.

Home in San Jose

Large Modern Home in Evergreen

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

4.92 out of 5 average rating, 13 reviews

A private outdoor area is highlighted by a sparkling pool surrounded by lounge chairs with orange cushions. Tall trees provide shade, while a parasol stands nearby. A scenic backdrop features views of the valley, ensuring a serene atmosphere for relaxation.

Home in Pleasanton

Country Club Living on Golf Course & amazing views

4.98 out of 5 average rating, 47 reviews

A serene backyard showcases a solar-heated pool surrounded by a spacious patio. Lush greenery and trees line the perimeter, creating a peaceful ambiance. Soft lighting illuminates the area, with a cozy seating arrangement visible in the background, enhancing the outdoor gathering space.

Home in Evergreen

Casa Feliz | Pool | Dry Sauna | Family Fun/ Views

Apartment rentals with a pool

4.93 out of 5 average rating, 80 reviews

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.

Apartment in San Jose

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

4.75 out of 5 average rating, 4 reviews

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.

Apartment in San Jose

Charming 1 bedroom, 1 bath, 2 Story Condo.

5 out of 5 average rating, 10 reviews

An ultra-modern building is depicted at twilight, showcasing a large outdoor pool surrounded by lounge chairs. The landscape includes well-maintained greenery and lit areas, enhancing the resort-style atmosphere. Large windows reveal activity inside, while the sky transitions from deep blue to night.

Apartment in Menlo Park

KING BED | Fully Furnished Luxury Condo Gym & Pool

Apartment in Milpitas

NEW! 3 Bedroom Condo in the Bay Area

A spacious living area features a large sectional couch adorned with decorative pillows. A wooden coffee table sits in the center of the room, complementing the light-colored area rug. Natural light enters through the windows, and a large TV is positioned neatly against the wall.

Apartment in Foster City

4.52 out of 5 average rating, 31 reviews

Entire 1BR Apt•Bright, Clean, Spacious & All Yours

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.

4.69 out of 5 average rating, 26 reviews

Lovely 1B1B condo with patio near downtown MTV

5 out of 5 average rating, 4 reviews

A spacious living area features a light-colored sectional sofa with decorative cushions. A wooden coffee table rests in front of it, and a modern floor lamp is positioned nearby. Sliding glass doors lead to a balcony, allowing natural light to fill the room.

Apartment in San Jose

1BR/1BA Near Santana Row | Work-Friendly + Parking

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

Other holiday rentals with a pool

4.72 out of 5 average rating, 29 reviews

A cozy outdoor space features a fire pit surrounded by decorative stones, with flames flickering warmly. A modern BBQ grill stands nearby, complemented by two elegant wine glasses filled with red wine, inviting a relaxed atmosphere for outdoor gatherings.

Flat in Santa Clara

Kaiser| Great America| Free parking |Multizone A/C

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, 197 reviews

Luxury 3 bd Business/Vacation in Rivermark

4.89 out of 5 average rating, 36 reviews

The entrance to the cottage is framed by vibrant greenery and colorful flowers. Two wooden chairs with cushions are positioned near a small table, creating a cozy outdoor seating area. A bright yellow door adds a welcoming touch to the entryway.

Guest house in Livermore

Livermore Cottage, Pets ok.

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

Flat in Downtown San Jose

A landscaped pool area features a clear blue pool surrounded by lounge chairs. Palm trees and greenery enhance the serene environment. Adjacent buildings are visible, providing a modern backdrop to the outdoor space.

5 out of 5 average rating, 17 reviews

Luxe Apartment Downtown San Jose w/ Gym, Pool

4.98 out of 5 average rating, 273 reviews

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.

Flat in San Jose

Apartment above the valley.

An outdoor terrace is furnished with four woven armchairs arranged around a circular stone table. A large umbrella provides shade, while greenery and distant hills create a serene backdrop. The stone flooring complements the modern design of the space.

Flat in Santa Clara

5 out of 5 average rating, 5 reviews

1 Bdr Apt | New Luxe Resort Community | AVE Living