Holiday rentals with a pool in Atherton

4.94 out of 5 average rating, 402 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

Silicon Valley Work Retreat | Wellness Oasis

Upscale Los Altos Hills. Peaceful, spacious 1,500 sq. ft. ideal for business travelers and couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with trail access. Dedicated workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen, plush queen bed guests rave about. Year-round hot tub and patio with BBQ, heated saline pool from May–October and open but unheated in cooler months. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses.

4.93 out of 5 average rating, 172 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.

4.95 out of 5 average rating, 112 reviews

Apartment in Emeryville

Lux Water View with Balcony Minutes -San Francisco

Luxury Waterfront Retreat | Breathtaking Panoramic Views Wake up to stunning, panoramic water views from every room and balcony in this spa-like, resort-style haven! Whether you're seeking a romantic getaway, executive retreat, or a peaceful stay for remote work or travel nursing, this luxurious space offers the perfect escape. Free onsite parking, 24/7 security patrol for your peace of mind Trader Joe's, restaurants, San Francisco, UC Berkeley, Emeryville Marina & access to Silicon Valley

4.96 out of 5 average rating, 276 reviews

An outdoor jacuzzi is positioned beside a sparkling pool, surrounded by a spacious wooden deck. Lush greenery and trees create a natural backdrop, while distant mountain views are visible in the background. A bottle of champagne sits elegantly on the edge of the jacuzzi.

Guest house in Oakland

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated May 31st to October 30th. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

4.99 out of 5 average rating, 345 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 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.

4.96 out of 5 average rating, 174 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, 465 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, 102 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.

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, 1,001 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!

4.83 out of 5 average rating, 129 reviews

The spacious living room features light wooden flooring and white ceiling beams. Comfortable gray sofas surround a white coffee table on a patterned rug. Large windows allow natural light to fill the room, illuminating the fireplace and inviting atmosphere.

Home in Mountain View

Modern 4bd/3ba w/ pool In Downtown MV

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 home with swimming pool is just minutes from Caltrain & light rail, Shoreline Lake, Stanford, Menlo Park, NASA & more! New HVAC installed Oct 2023. Step outside for a stroll and explore local and international cuisine, farmers market and shopping! Shared pool.

4.95 out of 5 average rating, 224 reviews

The modern complex is illuminated under the evening sky, showcasing a resort-style pool surrounded by lounge chairs and umbrellas. A vibrant rooftop area is visible, adorned with greenery and outdoor seating, while soft lights accentuate the building's contemporary architecture.

Flat in Menlo Park

Spacious & Luxurious 1 BR w/Pool & Free Parking

Welcome to our Luxurious 1 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, comfortable Queen size bed, with a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

Popular amenities for Atherton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.82 out of 5 average rating, 114 reviews

A cozy outdoor space is illuminated by string lights, creating a warm ambiance. A small round table sits in the center, surrounded by chairs. Nearby, a garden cottage and trees provide a natural backdrop, enhancing the serene atmosphere of the backyard.

Home in Upper Rockridge

Summer-house/OASIS on quiet street in ROCKRIDGE!

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, 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

5 out of 5 average rating, 16 reviews

Home in San Jose

Retromodern | Pool | Games | 2LV

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

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

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

Apartment rentals with a pool

Apartment in Civic Center

A modern living space presents a deep-seated couch paired with a stylish coffee table, set against a backdrop of vibrant artwork. Natural light filters in through a window, while a door leads to the outside. A dining area is visible in the corner.

4.91 out of 5 average rating, 306 reviews

Lakeside Retreat (w/ private parking)

4.93 out of 5 average rating, 81 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

4.89 out of 5 average rating, 35 reviews

Apartment in Emeryville

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

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

4.77 out of 5 average rating, 56 reviews

An open-concept living area features a spacious sectional sofa and a coffee table, complemented by a dining area with tall, modern stools. Natural light enters through sliding glass doors leading to the patio, while a well-equipped kitchen with wooden cabinetry is visible in the background.

Apartment in Oakland

Waterfront Condo! Great for Month rentals!

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

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.

Apartment in San Jose

4.9 out of 5 average rating, 10 reviews

Modern Upscale 2BR/2BA Condo near Levi Stadium

Other holiday rentals with a pool

4.81 out of 5 average rating, 43 reviews

A living area is showcased with a neutral-toned sectional sofa and a black coffee table, positioned on a textured area rug. A brick fireplace frames a large television mounted on the wall. Light from windows illuminates the open layout leading to a dining space.

Villa in Castro Valley

By The Bay Retreat

Guest house in Monte Sereno

A charming cottage is framed by lush greenery and a mature tree, providing shade to a cozy seating area with comfortable outdoor furniture. The inviting entrance of the cottage features large windows that enhance the connection to the surrounding nature.

4.96 out of 5 average rating, 74 reviews

Private cottage in orchard and vineyard setting

Flat in Rivermark of Santa Clara

A welcoming living area features a sleek black television stand and a cozy armchair with a bold pattern. Two round wooden coffee tables display decorative items, while a shelf filled with books and art adds character to the space. Natural light filters through sheer curtains.

5 out of 5 average rating, 13 reviews

Cozy 3BR Near SJC

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

5 out of 5 average rating, 3 reviews

A spacious balcony offers sweeping views of the Bay Area, with rolling landscapes and urban settings visible. Gray clouds adorn the sky, providing a serene backdrop to the lush greenery surrounding the area. Railings frame the view, enhancing the sense of openness.

Flat in Belmont

Private Peninsula Perch & Views!

Guest house in Willow Glen

A cozy sleeping area features a wooden bed frame with a soft gray and yellow bedding set. A decorative throw blanket is draped over the foot of the bed. A bedside table holds a lamp, providing gentle lighting, beside sheer curtains that frame a nearby window.

5 out of 5 average rating, 11 reviews

The Willow Glen Get-A-Way

Guest house in Monte Sereno

A vibrant garden area is filled with various potted plants in colorful containers, featuring blooming flowers in shades of pink and white. A stone staircase leads to an inviting cottage entrance, surrounded by lush greenery and decorative items that enhance the serene environment.

4.98 out of 5 average rating, 54 reviews

D’s Garden Cottage