Vacation rentals with a pool in Downtown San Jose

Guest suite in Willow Glen

Private Queen Suite-Pool & Hot Tub, private entry

This is your Getaway spot! Enjoy your private suite, bathroom and large smart TV, pool and hot tub outside your door. Located within 3 miles of downtown Los Gatos and Campbell with great food options. Levi's Stadium/49ers 9.5 miles, Mountain Winery Concerts 7.5 miles, San Jose International Airport 6.5 miles, SFO 35 miles, SAP Center/NCAA/Sharks 4.6 miles. We have professional cleaning. Check-out like a hotel, no starting laundry! Hot tub and Pool are a perfect way to relax and end the evening.

4.95 out of 5 average rating, 219 reviews

4.94 out of 5 average rating, 357 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

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.

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!

4.98 out of 5 average rating, 305 reviews

Guesthouse 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.

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.

4.98 out of 5 average rating, 464 reviews

4.8 out of 5 average rating, 240 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!

4.94 out of 5 average rating, 160 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.

4.87 out of 5 average rating, 196 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!

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! New AC and heat. You will love this Bay Area getaway!

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

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). Close to Levi's Stadium, Stanford and downtown Palo Alto.

4.99 out of 5 average rating, 623 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!

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!

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

Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna, hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.

4.97 out of 5 average rating, 651 reviews

4.96 out of 5 average rating, 189 reviews

The spacious bedroom features a large, plush bed with white bedding. Two decorative light fixtures hang from the ceiling above, while a cozy green recliner is positioned in the corner beside a window. Natural light floods the room, enhancing the calming decor.

Guest suite in Sunnyvale

Ritz Suite • Saltwater Pool Oasis

All natural limestone allergen-free retreat, lush greenery, indoor/outdoor living. Very quiet, safe location, walk to conveniences, parks. Easy parking * Separate french door entrance * Self check-in & check-out with lockbox * Spacious suite with high ceilings * Gas fireplace * Kitchenette * Walk-in closet * Spa bathroom * Upgraded high speed WiFi * Aroma & sound therapy * Portable grill available

Popular amenities for Downtown San Jose rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 79 reviews

Home in Santa Clara

$1.8M Luxe MeiCasa | 5min Levi | EV | Massage Beds

4.83 out of 5 average rating, 24 reviews

Home in Berryessa

Stylish 3-Story Retreat • Close to Levi’s Stadium

5.0 out of 5 average rating, 12 reviews

Home in Willow Glen

San Jose Home with Pool, Hot Tub, + Game Room

4.86 out of 5 average rating, 29 reviews

Home in Mountain View

Cozy 2BR w/ Patios, Prime Mountain View Location

5.0 out of 5 average rating, 16 reviews

Home in East San Jose

Quiet Foothills Escape with Pool, Patio & BBQ

4.91 out of 5 average rating, 32 reviews

Home in Campbell

Luxe 3BR Retreat with Pool & Hot Tub

4.98 out of 5 average rating, 83 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

Under One Roof| Spacious Group Stay| Pool

4.85 out of 5 average rating, 65 reviews

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.

Home in San Jose

Perfect home with pool for family vacations!

Condo rentals with a pool

5.0 out of 5 average rating, 7 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.

Condo in San Jose

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

4.77 out of 5 average rating, 35 reviews

Condo in Mountain View

Modern 1B1B condo + quiet patio | Downtown Mt View

5.0 out of 5 average rating, 3 reviews

Condo in Palo Alto

Large two-bedroom two bath condo in Palo Alto

A spacious deck is furnished with a large table and chairs, accompanied by a market umbrella for shade. The area is bordered by sleek columns and offers views of the surrounding landscape. Large windows are visible, allowing natural light into the interior.

Condo in Cupertino

WFH from Penthouse with View and location!

4.84 out of 5 average rating, 76 reviews

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.

Condo in San Jose

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

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.

Condo in Mountain View

Fabulous View & Modern Place

The entrance to the Villa Cortina community is showcased, featuring a welcoming sign against a backdrop of well-maintained landscaping. Soft greenery and ornamental plants frame the sign, while a pathway leads into the gated area, inviting residents and visitors alike.

Condo in San Jose

Quiet Condo in Gated Community, Santana Row nearby

4.23 out of 5 average rating, 40 reviews

The exterior features a two-story building with arched windows and a vibrant façade. Lush greenery occupies the foreground, while a city skyline, including tall buildings and a landmark tower, is visible in the distance under a clear blue sky.

Condo in Downtown San Jose

Modern 2BR Downtown San Jose Condo | Walkable

4.41 out of 5 average rating, 22 reviews

Other vacation rentals with a pool

Apartment 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.

Luxe Apartment Downtown San Jose w/ Gym, Pool

5.0 out of 5 average rating, 27 reviews

Apartment in Downtown San Jose

Luxury 3BR | Walk to SAP Center & Downtown

4.92 out of 5 average rating, 12 reviews

Guesthouse in Willow Glen

Willow Glen Hideaway - Cottage with hot tub & pool

4.83 out of 5 average rating, 100 reviews

Guest suite in Willow Glen

Cozy Suite+Pool by Santana Row, Silicon Valley Gem

4.98 out of 5 average rating, 42 reviews

4.85 out of 5 average rating, 68 reviews

A sunroom features large windows that provide views of the garden and pool area. A round dining table is surrounded by four upholstered chairs. A ceiling fan hangs above, contributing to a bright and airy ambiance, while greenery is visible outside.

Apartment in San Jose

Relaxing 3‑Room with yard Pool • Near Santana Row

4.69 out of 5 average rating, 36 reviews

The spacious living room features a large sectional sofa in neutral tones paired with a rustic wooden coffee table. A light-colored area rug lies beneath, and a dining area is visible in the background, suggesting a cozy atmosphere for relaxation and meals.

Apartment in Santa Clara

Clean & Charming great location, pool Entire Unit!

5.0 out of 5 average rating, 42 reviews

A bright living space features a modern sofa adorned with neutral-toned cushions, complemented by a round black coffee table. Large sliding doors provide access to a balcony and allow natural light to fill the room. A small potted plant adds a touch of greenery.

Apartment in Santa Clara

Modern 2BR Santa Clara • Pool • Levis/Apple/Nvidia