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Holiday rentals with a pool in Milpitas

Find and book unique homes with a pool on Airbnb

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Popular amenities for Milpitas rentals with a pool

House rentals with a pool

Top guest favourite
Home in Mountain View
4.89 out of 5 average rating, 161 reviews

Little Poolside House near Downtown Mountain View!

KateRating, 5 stars2 weeks ago
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!
Top guest favourite
Home in North San Jose
4.92 out of 5 average rating, 79 reviews

Silicon Valley Executive home in Santa Clara

SophieRating, 5 stars1 month ago
it's a wonderful house and the location is great too! walk to shops, parks, playground....etc also they provided lots of toys and kid books, my kids were so happy stay in there. Walter was really helpful and easy to communicate with.
Superhost
Home in Berryessa
4.63 out of 5 average rating, 131 reviews

Serene, Large 4BR/2.5BA Home in San Jose

KevorkRating, 5 stars2 weeks ago
Phu & The Team were great responsive, understanding. I would recommend this to anyone else.
Top guest favourite
Home in Portola Valley
4.93 out of 5 average rating, 155 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

GrahamRating, 5 stars1 week ago
A lovely property to relax in and enjoy. Just what we needed after doing all the sightseeing in the first part of the holiday
Superhost
Home in San Jose
4.81 out of 5 average rating, 323 reviews

Bay Area getaway w/ Pool + Heated Spa + EV charger

JessicaRating, 5 stars3 weeks ago
The house was awesome, having everything we needed, plus some nice extra touches like pool toys and snacks for a movie night. The only downside was that they had instructions to not turn the ac down past 72 and it was a very hot weekend, the house held onto a lot of heat and the bedrooms were very warm. The pool and spa were great, and we loved hanging out in the outdoor space.
Guest favourite
Home in Evergreen
5 out of 5 average rating, 26 reviews

Casa Feliz | Pool | Dry Sauna | Family Fun

UnnatiRating, 5 stars3 weeks ago
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
Superhost
Home in Ben Lomond
4.96 out of 5 average rating, 112 reviews

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

MaiaRating, 5 stars1 week ago
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.
Guest favourite
Home in San Jose
4.8 out of 5 average rating, 40 reviews

Starbird Oasis: Pet Friendly with Private Pool!

ShannonRating, 5 stars3 weeks ago
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

Superhost
Apartment in Downtown Oakland
4.92 out of 5 average rating, 293 reviews

Lakeside Retreat (w/ private parking)

DennisRating, 5 stars2 weeks ago
Very responsive and helpful host… would definitely go back and stay there when visiting the Bay Area again
Superhost
Apartment in San Jose
4.75 out of 5 average rating, 4 reviews

Charming 1 bedroom, 1 bath, 2 Story Condo.

TomRating, 5 stars12 months ago
Everything was great! The unit had everything you could possibly need for a trip (stocked bathroom, stocked kitchen, tons of extra towels and blankets). The neighborhood was also very quiet, which was great because we're light sleepers. I would definitely recommend this spot and would stay again.
Apartment in San Jose
4.81 out of 5 average rating, 32 reviews

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

DominiqueRating, 5 stars2 weeks ago
We had an amazing time at Devin's. We came in for a work trip and Devin's spot was perfect for unwinding and had plenty of space for us to work aswell. The bed was comfy, the place was beautiful, and the spa bath was amazing! The kitchen was also well stocked with coffee and cookware. Devin was also very communicative and helpful throughout our stay. Definitely would stay again.
Apartment in San Mateo
5 out of 5 average rating, 3 reviews

Luxury loft by the water

SondraRating, 5 stars1 month ago
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.
Apartment in North San Jose
4.89 out of 5 average rating, 9 reviews

Modern Upscale 2BR/2BA Condo near Levi Stadium

JackieRating, 5 stars64 months ago
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.
Guest favourite
Apartment in Mission District
4.96 out of 5 average rating, 23 reviews

Art Deco Mission Flat

ShawnRating, 5 stars3 months ago
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!
Superhost
Apartment in Grand Lake
4.67 out of 5 average rating, 12 reviews

Cozy condo by the lake

GaryRating, 5 stars1 month ago
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.
Apartment in East Palo Alto
5 out of 5 average rating, 5 reviews

Modern 2BR Condo | Business & Long-Term Stays

AmreshRating, 5 stars1 month ago
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.

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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