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Vacation rentals with a pool in San Mateo County

Find and book unique homes with a pool on Airbnb

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Popular amenities for San Mateo County rentals with a pool

House rentals with a pool

Guest favorite
A secure child safety fence encloses a refreshing pool area. The pool features a light blue surface and is surrounded by a concrete patio, framed by lush greenery and well-maintained landscaping. The fence's gate is visible, providing access to the pool.
Home in Palo Alto
4.93 out of 5 average rating, 85 reviews

Large Home in Palo Alto w/Pool

DavidRating, 5 stars1 week ago
Very nice place for a group of guests who came to our wedding! Very cozy and clean
Top guest favorite
A solar-heated pool is surrounded by a spacious patio, showcasing lounge chairs and an umbrella for shade. Lush greenery and trees frame the area, creating a serene environment. Natural stones accent the pool edge, complementing the landscape and enhancing the outdoor relaxation space.
Home in Menlo Park
4.9 out of 5 average rating, 81 reviews

Spacious Home in the Heart of West Menlo Park

DahkotaRating, 5 stars10 months ago
We hosted a small get together for my partner's birthday and this location was perfect! Everybody loved how many activities were available. The pool was great and the trampoline was a big hit. MaryAnn was a very responsive and gracious host.
Guest favorite
A spacious living area is highlighted by large windows that allow natural light to fill the room. Comfortable seating options, including a sectional sofa and accent chairs, are arranged around a central coffee table, with decorative artworks and a media unit enhancing the decor.
Home in Los Altos Hills
5 out of 5 average rating, 10 reviews

Fab Family Home in the Hills

VickyRating, 5 stars1 day ago
We had a peaceful and restorative stay in Maureen's house. The house and grounds are spacious, private and beautiful. We rented two bedrooms/1 bath (the main floor of the house), perfect for 3 of us. Our son was recovering from jaw surgery so the recliner in the family room was much appreciated, and the kitchen/dining areas huge and super functional. The hosts are very communicative and helpful, as well as easy-going. This was the perfect home for our purposes!
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 stars9 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.
A well-maintained garden path leads to the entrance of a contemporary split-level home. The pathway, lined with lush greenery and potted plants, features textured stone steps that invite guests toward the spacious porch. Large windows allow for natural light to illuminate the facade.
Home in San Mateo
4.94 out of 5 average rating, 16 reviews

Life Home

BenRating, 5 stars97 months ago
The Life House is an amazing property. Our small team came into town for a few conferences and Life House was a perfect place to lay our heads each night. Highly recommend it to anyone seeking a fun, open, inspiring space. Marky was a great host. He made sure everything was ready and quickly responded to any questions we had.
Aerial view of the property highlights a clear swimming pool surrounded by a paved deck and landscaped greenery. A round table with chairs is visible, offering a seating area near the pool. Surrounding structures feature a combination of light-colored siding and dark roofs.
Home in Belmont
4.58 out of 5 average rating, 12 reviews

Charming family house in a Great location

ShayRating, 5 stars78 months ago
Leonid and Meytal's place was the perfect spot for our family (which includes a toddler and fur child as well). The location was great for visiting the city as well as several friends around the Bay Area. It's also located near a nice trail which was walking distance to a playground (score). Super communicative and also we are very grateful to have a local contact (our family member locked us out of the Airbnb, aghh) who was able to give us a spare key. The only thing is there is no microwave (but we got by just fine). Definitely recommend if you're looking for a Bay Area place for a visit.
Guest favorite
A spacious backyard features a large swimming pool surrounded by lounge chairs and umbrellas. Palm trees and vibrant landscaping enhance the tranquil atmosphere. A hot tub is positioned nearby, and the area is enclosed by wooden fencing for added privacy.
Home in Felton
4.88 out of 5 average rating, 26 reviews

Tropical Felton Oasis

CameronRating, 5 stars1 week ago
amazing and easy going. Great way to spend the holiday weekend. Easy to find and great communication with the host. Got the recommendation from the host to check out a local festival so we did and our 2 year old loved it. We are planning to book it for next year again.
Guest favorite
An aerial view showcases the serene landscape of Foster City, featuring winding waterways and lush green spaces. The neighborhood is characterized by neatly arranged homes, with the Bay Area hills visible in the distance and expansive blue skies above.
Home in Foster City
4.91 out of 5 average rating, 35 reviews

Casita McAlvarez

LynnetteRating, 5 stars11 months ago
Absolutely loved our stay and would not hesitate to book again. It had everything we could need and more, just what we needed after a busy day exploring. Colleen was very responsive to any messages we sent. Would 100% recommend.

Condo rentals with a pool

The resort-inspired pool is surrounded by modern apartment buildings, featuring lounge chairs and umbrellas for shade. The sparkling water reflects the clear blue sky, creating a serene atmosphere. A fire pit is visible at the far end, providing a cozy gathering spot.
Condo in Menlo Park

Elan Menlo Park: Inspired Living

MichaelRating, 5 stars22 months ago
Wir haben uns sehr wohl gefühlt. Wie beschrieben, tolle Ausstattung. Alles in einem sehr guten Zustand. Toll war der gemeinsame zu nutzende Pool & Whirlpool. Mit dem Auto alles gute erreichbar.
An outdoor swimming pool and hot tub are surrounded by several lounge chairs and umbrellas. A garden area with greenery encircles the pool. The building's exterior, with light-colored walls and terracotta roof tiles, is visible in the background.
Condo in Palo Alto
4.83 out of 5 average rating, 12 reviews

Contemporary 2BR - Blocks from Stanford Campus

AndreaRating, 5 stars81 months ago
The apartment is placed in a perfect position. You can find everything you need in a walking distance like a supermarket, good places to grab something to eat and gyms. the check-in was easy and perfectly matched the description Dee provided me before the arrival. The house is very spacious and the kitchen fully equipped. I recommend this place for a comfy stay in Palo Alto.
A modern sectional sofa with light upholstery is positioned in the foreground, featuring a spacious chaise lounge. The room is bright, with high ceilings and a circular pendant light hanging above. A staircase with a black railing leads to the loft area in the background.
Condo in San Mateo

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.
A resort-style pool area is surrounded by modern apartment buildings. Sun loungers line the poolside, with vibrant umbrellas providing shade. At one end of the pool, a fireplace offers a cozy ambiance, while palm trees add greenery to the setting. Clear skies enhance the inviting atmosphere.
Condo in Menlo Park
4.4 out of 5 average rating, 5 reviews

Discover Luxury at Elan Menlo Park

VikRating, 5 stars12 months ago
Stayed there with family of 4. Apt was nicely furnished , family friendly + complementary crib was provided. All very high quality and very clean. Only small negative was the location but we spent most our time at the apt or somewhere else. Didn’t bother us. Quick access to the rest of Bay Area
Guest favorite
A spacious living area is visible, featuring a large black leather couch and a wooden coffee table. A soft rug lies under the seating area. A dining table can be seen in the adjacent room, complemented by warm wood flooring and ample natural light from nearby windows.
Condo in Menlo Park
4.92 out of 5 average rating, 13 reviews

Willow Place

MaximeRating, 5 stars2 weeks ago
Perfect Airbnb experience. The location, the apartment, the pool, Ryan's helpfulness -- everything was way above expectations.
A modern living area is presented with a comfortable sectional sofa and stylish coffee table. A large window offers views of the outdoors, while plants and decorative elements enhance the inviting ambiance. Soft lighting illuminates the space, creating a serene environment.
Condo in East Palo Alto
5 out of 5 average rating, 5 reviews

Modern 2BR Condo | Business & Long-Term Stays

AmreshRating, 5 stars3 weeks 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.
The resort-inspired pool is framed by modern apartment buildings, complemented by lounge chairs and umbrellas. A calming water feature is visible in the background with vibrant greenery surrounding the area, creating a relaxing outdoor atmosphere.
Condo in Menlo Park
4 out of 5 average rating, 5 reviews

Luxury 2BR Condo at Elan Menlo

IshtiaqRating, 5 stars24 months ago
Very comfortable, clean apartment in a good and peaceful location. Initially there were problems with no power in the master bedroom, internet, TV and the dishwasher but the staff at Synergy customer service sorted those problems with relative expediency. Special thanks to Kelly Peterson who followed up our telephone call and emails regularly keeping us updated.
An outdoor entertainment space features a modern fire pit beneath a mounted TV. Comfortable seating is arranged around the area, showcasing plush cushions in neutral and pastel tones. Lush greenery borders the space, enhancing the tranquil atmosphere.
Condo in Menlo Park

Spacious 2BR Bliss at Elan Menlo Park

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