Vacation rentals with a pool in Pleasanton

4.97 out of 5 average rating, 118 reviews

Home in Pinole

Beautiful 4 Bedroom Hillside Retreat

Peaceful retreat on top a hill with breathtaking views of Pinole Valley and surrounded by nature. 4 bedroom 2.5 bathroom home comes with huge backyard, swimming pool*, gazebo, private driveway, beautiful panoramic views. circular driveway. View of the sunset every night. May see the turkey and herd of deer during your stay. 30 minutes away from San Francisco, 15 mins away from Berkeley, and 30 mins away from Napa. *Pool is available but NOT HEATD *Jacuzzi available, NOT HEATED and NOT WORKING

FamilyLocationSleep quality

4.93 out of 5 average rating, 179 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.

FamilyValueLaundry

Guesthouse in Walnut Creek

A wooden deck is framed by palm trees, featuring a round table and an adjacent chair. The view captures a sparkling pool, surrounded by lush greenery, inviting relaxation in a serene outdoor setting.

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Stylish, beautiful and cozy Guest House in a serene, resort-like setting in Walnut Creek, 25 mile drive/BART from San Francisco downtown, 16 mi from Berkeley/Oakland, 50 mi from Napa Valley Wineries. Perfectly located in a quiet, safe and green neighborhood: 0.8 mi from Walnut Creek BART station and 1 mi from Walnut Creek downtown, having great restaurants, shopping and other family-friendly activities. The place is not big, has rustic charm and is good for couples, solo and business travelers.

LocationFamilyHeating

4.91 out of 5 average rating, 658 reviews

4.88 out of 5 average rating, 116 reviews

A well-maintained pool area is surrounded by lush grassy space and tall palm trees. Two lounge chairs are positioned beside the sparkling blue pool, while potted plants add greenery to the setting. A wooden fence encloses the area, providing privacy.

Home in Concord

Craftman’s Castle

This upscale three bedroom home sits on a large grassy lot. Featuring a master suite with king bed overlooking the sky blue pool, dine in the fully equipped kitchen, work remote at our comfortable work station, lounge on the spacious patio, warm up at the fireplace or fire pit, barbecue, or walk on nearby canal trail. Ample parking, washer/dryer, large screen T.V. There is an ADU that is rented occasionally. It is next to the detached garage (not part of rental). No windows view backyard.

FamilyValueOutdoor spaces

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.

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!

ValueFamilyLayout

4.98 out of 5 average rating, 303 reviews

4.94 out of 5 average rating, 158 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.

ValueLocationQuiet

Guest suite in Walnut Creek

The bedroom features a spacious bed with neutral bedding accompanied by vibrant accent pillows. A colorful piece of wall art adds visual interest, while two windows allow natural light to filter in. A small sitting area is present with a plant nearby, enhancing the welcoming feel.

Garden Oasis Studio with Spa and Pool Walnut Creek

Former Plus-rated Studio. How about a rejuvenating get-away with pool and hot tub? Picture window overlooking a garden. Sunbathe poolside. Watch TV from a comfy queen bed. 27 stairs to house, 3 stairs inside unit. Complimentary beverage for 3+ nights/return stay. After 10 stays, $100 credit. Deep cleaned. 2 separate units off same foyer; no shared walls. Private locked unit door. Shared access to spa/pool not heated (9am-10pm) for overnight guests only. Host lives upstairs.

FamilyValueBathroom

5.0 out of 5 average rating, 632 reviews

Guesthouse in Walnut Creek

An open-concept living space is highlighted by a modern kitchen featuring light cabinetry and stainless steel appliances. Large windows provide natural light and scenic views. A cozy seating area includes a dark sectional sofa facing a television, and a colorful area rug adds warmth to the floor.

The Willow Cottage

Modern Farmhouse Cottage, walking distance to downtown Walnut Creek. Recently renovated unit sits on a sprawling 5 Acres, which feels like the country but also close to shopping and amazing restaurants. Includes full access to a pool, Chef style kitchen and an outdoor lounge area. Private entrance and plenty of free parking. If Interested, please contact me with: - Occupancy (total amount of guests, pets, cars, etc) - A bit about yourself and your interest in renting

FamilyValueLaundry

4.94 out of 5 average rating, 144 reviews

4.98 out of 5 average rating, 412 reviews

The salt-water pool offers a serene atmosphere, featuring a natural stone waterfall that cascades into the shimmering water. Surrounding oak trees create a calming environment, while the clear, inviting pool reflects dappled sunlight.

Home in Lafayette

Lafayette Treehouse - Relax and Rejuvenate

Relax and rejuvenate your spirit in this uniquely designed home, situated under a canopy of sprawling oaks. It has incredible panoramic views of Mt. Diablo and the surrounding valley, and multiple areas to relax. Hang out on the deck with a glass of wine, take a dip in the refreshing salt-water pool, or just melt away in our therapeutic cave spa. Centrally located in the East Bay just minutes from Lafayette, Walnut Creek, Berkeley and ~35 minutes from San Fran.

LocationFamilyBathroom

4.99 out of 5 average rating, 620 reviews

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.

Guesthouse in Los Gatos

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, 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!

ValueLocationPool

4.94 out of 5 average rating, 452 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 Wellness and Work Oasis

Ideal for business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

ValueLocationPets

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

Great location in the center of Silicon Valley tech. companies, Levis Stadium, Santa Clara golf and tennis center and Santa Clara convention center. This location is walking distance to hiking, biking trail, and Safeway. It is also walking distance from Cisco, Samsung, Oracle, Hynix, Intel (Altera), Santa Clara convention center and many others. We have recently upgraded the house with brand new carpet on the 2nd floor and stairs!

FamilyValueWalkability

Popular amenities for Pleasanton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 155 reviews

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.

Home in San Jose

Private Oasis with Pool and Fire Pit

ValueLocationBathroom

4.91 out of 5 average rating, 232 reviews

A private outdoor area features a modern hot tub alongside a comfortable seating arrangement. Bright turquoise chairs offer a pop of color, while tall trees provide natural shade. The concrete patio is spacious, ensuring ample room for relaxation and enjoyment.

Home in Concord

Pool, Hot tub SFO, Napa, Clean Home

FamilyValueTV

4.92 out of 5 average rating, 123 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, 5 bedrooms, Pool

ValueFamilyOutdoor spaces

4.85 out of 5 average rating, 147 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

FamilyValueLayout

4.96 out of 5 average rating, 112 reviews

A clear blue pool is surrounded by a stone deck, featuring two wooden lounge chairs positioned for relaxation. Lush greenery and palm trees frame the area, providing a natural and serene setting in the private backyard.

Home in San Rafael

Private cul-de-sac home in Marin with pool

LocationFamilyGetting around

4.99 out of 5 average rating, 240 reviews

A serene outdoor area features a pool surrounded by lush greenery and tropical plants. Poolside, colorful lounge chairs are arranged for relaxation, with playful floaties brightening the water. Umbrellas provide shade, and a seating area is visible in the background, enhancing the inviting ambiance.

Home in El Sobrante

Zen Meets Pool Retreat!

LocationFamilyKitchen

4.8 out of 5 average rating, 237 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

FamilyValueLayout

4.78 out of 5 average rating, 131 reviews

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.

Home in San Jose

Modern Rustic Home With Private Pool

FamilyValueComfort

Condo rentals with a pool

4.94 out of 5 average rating, 355 reviews

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.

Condo in Santa Clara

La Casa de Alpaca

LocationFamilyOutdoor spaces

4.95 out of 5 average rating, 132 reviews

Condo in Emeryville

Lux Water View with Balcony Minutes -San Francisco

FamilyValueDecor

4.98 out of 5 average rating, 58 reviews

A light-filled living room features a comfortable sofa and an armchair, complemented by a coffee table with decorative items. Large windows allow natural light to illuminate the space. A small indoor plant and a minimalist side table enhance the serene atmosphere.

Condo in Pleasant Hill

Hidden Gem Condo with Tranquil Pool

FamilyLocationComfort

4.76 out of 5 average rating, 33 reviews

Condo in Mountain View

Modern 1B1B condo + quiet patio | Downtown Mt View

FamilyValueNearby

4.93 out of 5 average rating, 54 reviews

Condo in Emeryville

Quiet & Comfortable Entire Furnished Apartment

FamilyLocationWalkability

5.0 out of 5 average rating, 3 reviews

Condo in Palo Alto

Large two-bedroom two bath condo in Palo Alto

LocationIndoor spacesCondition

4.79 out of 5 average rating, 28 reviews

A peaceful waterfront scene features a shoreline path leading towards calm waters. Two benches are positioned along the path, surrounded by greenery and low-lying white flowers. The ocean extends into the distance, with a soft, muted horizon showcasing gentle clouds.

Condo in Richmond

Waterfront Retreat in Bay Area, near San Francisco

FamilyLocationWalkability

4.9 out of 5 average rating, 39 reviews

A spacious living room is highlighted by a cozy gray sofa and a circular coffee table placed on a light area rug. A ceiling fan is positioned above, and a decorative piece is displayed on the wall. Natural light filters in from large windows, and a fireplace is present.

Condo in Walnut Creek

Downtown Modern Living Condo!

LocationFamilyParking

Other vacation rentals with a pool

4.96 out of 5 average rating, 313 reviews

An outdoor lounge area features a sectional sofa arranged around a fire pit, illuminated by warm flames. The pool glistens in the background, surrounded by lush greenery and gently lit by the evening sky. The setting offers a tranquil atmosphere for relaxation.

Guesthouse in Oakland

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

LocationFamilyAmenities

4.88 out of 5 average rating, 293 reviews

Guesthouse in Belmont

Private Garden Cottage Belmont Hills*Pool*HotTub*

FamilyValueWalkability

4.98 out of 5 average rating, 249 reviews

A large saltwater pool glistens under a clear blue sky, surrounded by lush greenery. The view overlooks the hills and twinkling lights of San Rafael, providing a serene backdrop for relaxation.

Guesthouse in San Rafael

Hillside Wellness Retreat | Pool, Gym & A/C

FamilyValueLaundry

4.94 out of 5 average rating, 178 reviews

A resort-style pool surrounded by lounge chairs is visible, with modern apartment buildings framing the scene. The area is bright and airy, showcasing a leisure space ideal for relaxation, with neatly landscaped greenery along the pool's edge.

Apartment in Menlo Park

Charming 2BR Apartment near tech Giants & Stanford

ValueFamilyIndoor spaces

Guest suite in Willow Glen

Private Queen Suite-Pool & Hot Tub, private entry

ValueLocationSolo travel

4.95 out of 5 average rating, 212 reviews

Guesthouse in Willow Glen

A tranquil Watsu pool is surrounded by lush greenery and vibrant plants. A fabric shade cover is suspended overhead, providing protection from the sun. Natural stone flooring complements the pool's serene ambiance, creating a peaceful retreat atmosphere.

Cabana with Warm Watsu Pool

ValueLocationBreakfast

4.97 out of 5 average rating, 647 reviews

4.79 out of 5 average rating, 53 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

FamilyLocationComfort