
Holiday rentals with a pool in Milpitas
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Milpitas

Total holiday rentals
Explore 120 holiday rentals in Milpitas

Nightly prices starting at
Milpitas holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 1,610 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
120 of Milpitas holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Milpitas rentals

4.7 Average rating
Milpitas stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Milpitas
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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.

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 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!

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.

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.

Views for Miles | Hot Tub | Gated Hilltop Home
Retreat above the city in this one-of-a-kind home and gaze at the sweeping view of Silicon Valley. Rancho Ruby is a revived 1950s ranch designed with a modern California style. Every amenity and detail has been thoughtfully considered for the tech-savvy travelers. The home is open, peaceful, and cool. It sits on a hilltop, situated on a secluded & gated third acre lot to allow tranquility for guests but is only a 15 minutes drive to the city center.

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!

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.

Luxury 2BR Apt near Tech Companies and Stanford
Welcome to our Luxurious 2 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, two comfortable bedrooms both with queen size bed, a pair of modern bathrooms, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

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.

Lush Luxury Villa•Sunny Deck & Private Escape•Pool
Romantic private retreat with sunny deck & lush greenery Indoor/outdoor living, vaulted ceilings, garden views Gourmet kitchen, gas fireplace, walk-in shower Aroma & sound therapy Nest-controlled A/C & heat (no shared ducts) Air filtration + eco-friendly cleaning Self check-in/out, fast WiFi Ideal for couples, solo travelers & business trips We welcome families with children aged 8 and older.
Popular amenities for Milpitas rentals with a pool
House rentals with a pool

Beautiful Large 4BR Home with POOL

Little Poolside House near Downtown Mountain View!

Large Home in Palo Alto, 5 bedrooms, Pool

Luxe 3BR Retreat with Pool & Hot Tub

Quiet Foothills Escape with Pool, Patio & BBQ

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

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

Stunning Group Retreat w/Pool!
Apartment rentals with a pool

Modern 1B1B condo + quiet patio | Downtown Mt View

Townhouse/condo. Close to 2 downtowns & Stanford

Modern 2‑bed, 2‑bath top‑floor apartment.

Willow Place

Large two-bedroom two bath condo in Palo Alto

Pool Access! Base to See Stanford & Int’l Soccer

Charming 2 bedroom 2 story condo - No smoking

WFH from Penthouse with View and location!
Other holiday rentals with a pool

Spacious Luxury 3BR Downtown w/ Huge Balcony

Convenient SJ w/ pool and hot tub by Hello Hideout

Chic-Roomy 2Br 2Ba/Pool • Near Levis, Apple, Nvdia

One room suite with Kitchenette

Cozy Suite+Pool by Santana Row, Silicon Valley Gem

Luxury Living in Menlo Park!

Relaxing 3‑Room with yard Pool • Near Santana Row

Resort Style Retreat -Private Pool, Hot Tub & View
When is the best time to visit Milpitas?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €161 | €154 | €153 | €61 | €65 | €68 | €67 | €77 | €68 | €87 | €92 | €137 |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
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- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
- Santa Cruz Beach Boardwalk
- Capitola Beach
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Levi's Stadium
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- Chase Center
- University of California San Francisco
- California’S Great America
- Seacliff State Beach
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Painted Ladies





