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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
4.94 out of 5 average rating, 80 reviews

Large Home in Palo Alto w/Pool

Mary AnnRating, 5 stars1 week ago
Worked great for a large family group in town for a family wedding. Good internet, well-stocked kitchen and comfortable beds.
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 stars9 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 serene outdoor area features a swimming pool surrounded by a safety fence. Shade is provided by a large umbrella over a circular dining table, accompanied by several patterned chairs. Lush greenery and trees create a private atmosphere, enhancing the space for relaxation.
Home in Los Altos Hills
5 out of 5 average rating, 8 reviews

Fab Family Home in the Hills

PeonyRating, 5 stars1 day ago
Maureen and Kieran’s place way exceeded our expectations! We love the location. The house is spacious and beautifully decorated! I especially love the kitchen and the dining area. It allows me to cook to my heart’s delight as it is spacious and well stocked. My granddaughter loves the kids corner and the trampoline outside. It is truly a home away from home! I am looking forward to staying with them again!!
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 stars8 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.
Guest favorite
A bright sunroom features large glass windows that invite natural light. A comfortable dark chair and a small circular table are positioned on terracotta tiles, while exposed brick walls add texture. Two doors lead to the outside, enhancing the view and accessibility.
Home in Atherton
4.91 out of 5 average rating, 11 reviews

Home in Atherton, Menlo Park

ChelseaRating, 5 stars2 months ago
Feng’s home was lovely and very spacious! We had a group of 8 guests staying and it could accommodate a larger group very well! Thank you for a lovely accommodation, Feng!
The home is displayed from an elevated angle, revealing multi-level decking that accommodates a circular spa. Surrounding greenery and a landscaped lawn complement large glass doors, enhancing connectivity to the outdoors. Sunlight filters through nearby trees, creating a serene atmosphere.
Home in San Mateo
4.94 out of 5 average rating, 16 reviews

Life Home

BenRating, 5 stars96 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.
A comfortable sectional sofa is displayed, featuring a mix of soft fabric in neutral tones. A matching ottoman sits in front, while a tall lamp provides ambient lighting. A large mirror reflects the room, enhancing the sense of space and making it feel inviting.
Home in Hayward
New place to stay

Small cozy family house

DevanRating, 5 stars1 month ago
Great place
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 stars77 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.

Condo rentals with a pool

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 stars80 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 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 stars11 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
4.89 out of 5 average rating, 9 reviews

Willow Place

SiavashRating, 5 stars1 month ago
Ryan is a great host answered all of our questions, addressed our requests/needs promptly. A neat safe place near shopping and close to Stanford university met our goal of staying in the area.
The image features a swimming pool surrounded by a spacious patio area. Lush greenery is visible in the background, while lounge chairs are arranged around the pool. A building with large windows is positioned adjacent to the pool, providing a welcoming atmosphere.
Condo in East Palo Alto
5 out of 5 average rating, 3 reviews

Modern 2BR Condo | Business & Long-Term Stays

Luiz FelipeRating, 5 stars1 month ago
Great stay! The house was very clean and organized. The bathrooms were excellent. Johana responded to all our questions quickly. The location of the house is excellent, close to everything in the area. The gated community has very good security patrols, which adds a sense of safety.
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
4.75 out of 5 average rating, 4 reviews

Luxury 2BR Condo at Elan Menlo

IshtiaqRating, 5 stars23 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.
A spacious bedroom features a large window adorned with wooden blinds, allowing natural light to filter in. A prominent painting of a dancer hangs on the wall above a low dresser. A desk and chair provide a workspace, with decorative elements offering a subtle elegance.
Condo in Palo Alto
4.74 out of 5 average rating, 38 reviews

Large upper level 2BR, 2 BA condo, new floors

JeanRating, 5 stars4 months ago
Mandy was really flexible and communicated very well. We enjoyed the location very much. It was convenient and very walkable. We even managed to jog to the park everyday. The place was spacious for our family and parking was easy!

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