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

Summer-house/OASIS on quiet street in ROCKRIDGE!
Very homey and welcoming. Family enjoyed celebrating time together in all spaces of the house, especially the back patio where our young child made believe on the well-designed pirate ship. Friendly, kind host. We walked to adorable Rockridge and BART many times. Highly recommended.

Beautiful Large 4BR Home with POOL
This spacious home was absolutely beautiful for our stay! We especially appreciated the amenities that the home provided. Specifically, the pool and vast dining spaces were a perfect match for our large family. The location was in a quiet neighborhood, central to the attractions we wanted to see including downtown San Fransisco and the Winchester house. The homeowner was great with communication throughout the booking and check in/out process. Overall, we had a lovely stay in this gorgeous home.

Luxury 4-Suite Carbon-Neutral Home With Pool
My family had a great time , house was clean and It was great to have each bedroom with its own bathroom and TV . Pool was warm and that was a plus for our family . We definitely recommend Dan' s Home .

Serene, Large 4BR/2.5BA Home in San Jose
Phu & The Team were great responsive, understanding. I would recommend this to anyone else.

3 BR Home on Vineyard nr Palo Alto & Stanford
A lovely property to relax in and enjoy. Just what we needed after doing all the sightseeing in the first part of the holiday

Casa Feliz | Pool | Dry Sauna | Family Fun
A group of us stayed for a wedding in town, and had a great time at Elia’s lounging by the pool and making breakfast together in the mornings. The hosts were super responsive and even Amazoned us a reusable keurig cup during our stay for us to enjoy our own coffee beans

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
We live down in Santa Cruz and wanted to treat ourselves to a poolside weekend in the mountains (and this place did not disappoint!!). Would certainly stay again and appreciate how communicative the hosts were. As we get into summer we should have known better and brought our citronella candles because the mosquitos were out with a vengeance and forced us inside- so we recommend prepping for bugs if you want to stay poolside for sunset.

Starbird Oasis: Pet Friendly with Private Pool!
I enjoyed a wonderful weekend with my family to start our summer! This home was exactly what we needed for a relaxing staycation! Will definitely rent this home again soon!
Apartment rentals with a pool

Lakeside Retreat (w/ private parking)
Very responsive and helpful host… would definitely go back and stay there when visiting the Bay Area again

Luxury loft by the water
As a solo female traveler in town for business, this place was great. Short distance to the office but had everything you needed for working remote. Loved the kitchen set up and had everything I needed to make breakfast and dinner. The bed was so comfortable, I didn’t want to leave! My rav4 fit well in the garage. The walking path outside was great for either starting your day or winding down.

Modern Upscale 2BR/2BA Condo near Levi Stadium
Rene is an amazing host that provided quick responses, great amenities, and support. The location is peaceful, quiet and walking distance to the nearest plaza for groceries and food. It is also a relatively short walk to the nearest light rail station as well. I had a long term stay of 4-months with three other people and we were all really satisfied with our stay. Although our stay was shortened prematurely by the COVID-19 pandemic, Rene was very understanding and provided us support for our safety until the very end. Whether if you're looking for a short or long stay, you will not regret choosing here.

Art Deco Mission Flat
Lyssette’s lovely flat was exactly as described & very comfortable. It is in the heart of the mission district with so many restaurants & neat shops nearby. Highly recommended!

Cozy condo by the lake
The accommodations were nice and the area was quiet. It was a short walk to shops, restaurants, a movie theater and a 5 minute drive to a supermarket. It was a short walk to the lake which had a circumferential walking path. We particularly liked the locked parking garage. We will definitely come back.

Modern 2BR Condo | Business & Long-Term Stays
This was one of the best Airbnb stays I’ve had. Tucked in a quiet, green neighborhood just minutes from downtown Palo Alto, the location was perfect. Peaceful & residential, yet incredibly convenient. Having an organic grocery store within walking distance was a big plus. The home itself is beautifully done, spotless, thoughtfully designed, & filled with everything you might need for a comfortable and relaxed stay. The kitchen was well-equipped, the bed was cozy, and the entire space had a calm, welcoming vibe that instantly put me at ease. But what truly elevated the experience was Johana. She is one of the kindest and most considerate hosts I’ve ever met, warm, responsive, and genuinely invested in making sure everything was perfect. Whether it was a quick question or a small request, she was always just a message away and incredibly thoughtful in her responses. You can tell she really cares. I would stay here again in a heartbeat & I am looking forward to it.

Charming 2 bedroom 2 story condo - No smoking
We had a great stay at Mayela’s place! Communication was smooth and helpful she provided clear instructions and useful information before our arrival. The home was clean, comfortable. Parking instructions were very helpful as well. Overall, a great experience.

Spacious Top Floor Condo Retreat
During my stay at Joann’s place, I felt safe and very comfortable. The whole home is bright and spotlessly clean, with greenery visible outside the windows. Parking was very convenient, and communication with her was smooth throughout. The kitchen was fully equipped, allowing me to cook and enjoy a good glass of red wine. The sofa was cozy and the bed was spacious. I was pleasantly surprised to find such a wonderful place—thank you!
Quick stats about holiday rentals with a pool in Milpitas
Total rentals
170 properties
Total number of reviews
1.7K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
160 properties include access to wifi
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- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Golden Gate Park
- Stanford University
- Oracle Park
- Seacliff State Beach
- Twin Peaks
- Davenport Beach
- Montara State Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Capitola State Beach
- New Brighton State Beach
- Muir Woods National Monument
- Rodeo Beach
- Mission Dolores Park
- China Beach, San Francisco
- Rockaway Beach
- Bonny Doon Beach
- Sumner Beach
- Black Sands Beach
- Joaquin Miller Park
- Golden Gate Bridge