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Vacation rentals with a pool in San Mateo

Find and book unique homes with a pool on Airbnb

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Popular amenities for San Mateo rentals with a pool

House rentals with a pool

Guest favorite
A cozy outdoor space is illuminated by string lights, creating a warm ambiance. A small round table sits in the center, surrounded by chairs. Nearby, a garden cottage and trees provide a natural backdrop, enhancing the serene atmosphere of the backyard.
Home in Oakland
4.81 out of 5 average rating, 104 reviews

Summer-house/OASIS on quiet street in ROCKRIDGE!

MartinRating, 5 stars3 weeks ago
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.
Guest favorite
An outdoor area features a turquoise umbrella shading a round dining table with five chairs, positioned near a swimming pool. A gas grill is visible beside the table. Colorful pool floats are arranged in the clear water, while a tree offers additional shade in the background.
Home in Concord
4.92 out of 5 average rating, 207 reviews

Pool, Hot tub, Napa, SFO Clean

DonRating, 5 stars6 days ago
The place was clean and beautiful. We needed a home away from home while construction was going on at our place. And found it here.
Guest favorite
A large in-ground pool is set in a landscaped garden, surrounded by a mix of greenery and fencing for safety. The smooth pool surface reflects the blue sky, while a covered area with red seating is visible in the background.
Home in Willow Glen
4.8 out of 5 average rating, 210 reviews

Beautiful Large 4BR Home with POOL

NatashaRating, 5 starstoday
Immaculately maintained, spacious property. Very relaxing. Close to all the necessary shops. Well equipped for families.
Guest favorite
An inviting outdoor space features a saltwater pool surrounded by lush greenery and lounge seating. A covered area displays comfortable seating and decorative hats, with towels neatly arranged in baskets nearby. The bright sky enhances the serene atmosphere of the garden retreat.
Home in Menlo Park
4.89 out of 5 average rating, 54 reviews

Mission style, w. Pool, Hot tub, walk to downtown

SolinRating, 5 stars10 months ago
We stayed at Sara's while visiting family nearby, but her home felt like a vacation in itself. The backyard is magical - we spent a fair amount of time there, swimming, grilling/dining, reading/napping. The backyard (and its myriad diversions) even lured our tech-obsessed teenagers away from their devices for extended periods. Everything was well maintained, no detail overlooked. We also enjoyed the access to a peloton bike and workout equipment. The interior was clean, organized, stylish but comfortable. The sunroom and small courtyard off of the bedrooms were great for yoga or stealing a quiet moment with a cup of coffee or book. Sara was responsive and attentive. Instruction booklet was clear and helpful. The stay exceeded our expectations. We hope to be back.
Top guest favorite
An outdoor space is adorned with colorful lanterns and a vibrant flag, creating a lively atmosphere. A hot tub is visible alongside a small pool featuring an illuminated ring. Comfortable seating areas are surrounded by tropical plants, enhancing the welcoming environment for guests.
Home in Oakland
5 out of 5 average rating, 72 reviews

Cactus House & Suite: 4 bedroom 3 bathroom

AlbertRating, 5 stars9 months ago
Had an excellent stay with our family. Will is one of the best airbnb hosts we have ever had and would stay again at this home or any other home he hosts without hesitation. The cactus home is luxurious and has amazing amenities like heated bathroom floors, great outdoor space with pool and hot tub, and a well equipped kitchen.
Top guest favorite
An outdoor space features a swimming pool surrounded by lounge chairs and a wooden dining table with umbrellas for shade. Lush greenery and hills are visible in the background, providing a serene atmosphere. The patio has large tiles to create a spacious walkway.
Home in San Anselmo
5 out of 5 average rating, 31 reviews

Hill Top Spa Retreat

SreejitRating, 5 stars2 weeks ago
Job’s place is a true gem. The pictures dont do the place justice. Its beautfully decorated with excellent amenites both in and outside the house. The view is unbeatable and the locaion is so peaceful. The pool house was one of the top highlights. Job was a very helpful host and super responsive to our requests. I would definitely come back here. Thank you Job for sharing your place with us
Guest favorite
A sparkling, heated pool occupies the backyard, surrounded by lush greenery and palm trees. Brick edging outlines the pool, enhancing the outdoor space, while a privacy fence adds to the tranquil setting. Sunlight reflects off the water, creating an inviting atmosphere.
Home in San Jose
4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

BaharehRating, 5 stars15 months ago
The house was great for our family stay. Lots of space, all on one level, and beautiful outdoor space. We travelled with our kids and they had a great time in the pool :) Note there is extra cost if you want the pool to be heated. Thanks for a great stay!
Guest favorite
A refreshing swimming pool is framed by lush greenery and bordered by a clean patio area. Two lounge chairs are positioned nearby, inviting relaxation. Sunlight reflects off the water, creating a calming atmosphere suitable for unwinding or enjoying time with family.
Home in Hayward
4.83 out of 5 average rating, 63 reviews

The Happy Hideaway - Pool, enjoyable backyard!

JoseRating, 5 stars4 weeks ago
We loved the place, it had everything needed for a comfortable stay. Mei was very attentive and quick to respond to any question we had. I highly recommend it.

Condo rentals with a pool

Superhost
A modern living space presents a deep-seated couch paired with a stylish coffee table, set against a backdrop of vibrant artwork. Natural light filters in through a window, while a door leads to the outside. A dining area is visible in the corner.
Condo in Downtown Oakland
4.92 out of 5 average rating, 293 reviews

Lakeside Retreat (w/ private parking)

DennisRating, 5 stars3 weeks ago
Very responsive and helpful host… would definitely go back and stay there when visiting the Bay Area again
Superhost
The exterior of the townhouse features a landscaped front yard with low-maintenance greenery, including shrubs and small trees. A concrete pathway leads to the blue front door, framed by an adjacent wooden fence. The two-story structure presents a modern design with a neutral color palette.
Condo 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.
Guest favorite
A spacious living room is highlighted by a cozy gray sofa and a circular coffee table placed on a light area rug. A ceiling fan is positioned above, and a decorative piece is displayed on the wall. Natural light filters in from large windows, and a fireplace is present.
Condo in Walnut Creek
4.94 out of 5 average rating, 31 reviews

Downtown Modern Living Condo!

ColleenRating, 5 stars1 day ago
It was a quiet complex and the house was a great option for us for a couple nights. Would stay again.
Guest favorite
A cozy living area features a deep blue sofa and a round coffee table atop a soft area rug. Natural light filters through multiple windows, illuminating various plants that enhance the inviting space. A small accent chair and a decorative stool add to the inviting arrangement.
Condo 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
The lake view features multiple sailboats gliding across the water, with a backdrop of tall buildings and a clear sky. Below, a vibrant market scene displays food stalls under palm trees, with a retro sign indicating a nearby venue offering breakfast and lunch.
Condo 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.
Guest favorite
Condo in Mountain View
4.95 out of 5 average rating, 134 reviews

Spacious Top Floor Condo Retreat

KarenaRating, 5 stars1 week ago
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!
Guest favorite
A spacious outdoor pool is featured in front of a modern two-story building, showcasing large windows and a tan stucco exterior. Lounge chairs are arranged around the pool area, with palm trees and vibrant landscaping visible in the background.
Condo in Santa Clara
4.94 out of 5 average rating, 314 reviews

The Alpaca House

CarrieRating, 5 stars2 weeks ago
Great apartment that is close to the airport and easy to find. Was given great step by step instructions on how to access the apartment. It was actually bigger than I anticipated and quite quiet.
Guest favorite
A spacious outdoor pool with clear, shimmering water is surrounded by lounge chairs. A lane divider is visible in the center, and greenery frames the area. The image captures a peaceful setting, ideal for relaxation and enjoying the outdoors.
Condo in Emeryville
4.95 out of 5 average rating, 97 reviews

Lux Water View with Balcony Minutes -San Francisco

QuincyRating, 5 stars3 days ago
Great host and place. Quiet part of Oakland if there’s such a thing, lol exactly what we wanted.

Quick stats about vacation rentals with a pool in San Mateo

  • Total rentals

    100 properties

  • Total number of reviews

    870 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    90 properties include access to wifi

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