
Holiday rentals with a pool in Milpitas
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Milpitas
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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)

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.

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!

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.

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.

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.

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.

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.

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!

Greenwood Guest House, a Peaceful Oasis
Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

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.
Popular amenities for Milpitas rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Beautiful Large 4BR Home with POOL

Silicon Valley Executive home in Santa Clara

Large Modern Home in Evergreen

Luxury 4-Suite Carbon-Neutral Home With Pool

Beautiful 3BD Home w/ Heated Pool and Fire Pit

3 BR Home on Vineyard nr Palo Alto & Stanford

Casa Feliz | Pool | Dry Sauna | Family Fun
Apartment rentals with a pool

Charming 1 bedroom, 1 bath, 2 Story Condo.

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

Lovely 1B1B condo with patio near downtown MTV

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

Contemporary 2BR - Blocks from Stanford Campus

Luxe 2Bed/2Bath w/ Parking, Fast WiFi, Pool & Gym

Modern Upscale 2BR/2BA Condo near Levi Stadium

Cozy condo by the lake
Other holiday rentals with a pool

Beautiful Palo Alto -15 mins to Stanford(1090-104)

A freestanding casita in a delightful grape garden

Zen Japan-inspired Suite - Resort hot tub/pool/gym

Deluxe Studio near Kaiser SC:Traveler/Tesla intern

Perfect home with pool for family vacations!

Modern Retreat in the Heart of Silicon Valley

2 BR/2 full bath Modern Santana Row Condo sleeps 6

Country Club Living on Golf Course & amazing views
Quick stats about holiday rentals with a pool in Milpitas
Total rentals
180 properties
Total number of reviews
1.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
170 properties include access to wifi
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Fernando Valley Holiday rentals
- San Jose Holiday rentals
- Santa Barbara Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- South Lake Tahoe Holiday rentals
- Rentals with a hot tub Milpitas
- Rentals with a firepit Milpitas
- Pet-friendly rentals Milpitas
- Hotel rentals Milpitas
- Flat rentals Milpitas
- Cabin rentals Milpitas
- Apartment rentals Milpitas
- Rentals with breakfast Milpitas
- Rentals with outdoor seating Milpitas
- Rentals with a fireplace Milpitas
- Fitness-friendly rentals Milpitas
- Townhouse rentals Milpitas
- House rentals Milpitas
- Rentals with an EV charger Milpitas
- Rentals with a patio Milpitas
- Family-friendly rentals Milpitas
- Rentals with a washing machine and dryer Milpitas
- Rentals with pools Santa Clara County
- Rentals with pools California
- Rentals with pools United States
- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Stanford University
- Rio Del Mar Beach
- Oracle Park
- Muir Woods National Monument
- Seacliff State Beach
- Twin Peaks
- Golden Gate Bridge
- SAP Center
- Mission Dolores Park
- Montara State Beach
- Henry Cowell Redwoods State Park
- Davenport Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Pier 39
- California’S Great America
- Rodeo Beach
- Manresa Main State Beach
- Painted Ladies
- New Brighton State Beach
- Winchester Mystery House