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Vacation rentals with a pool in Upland

Find and book unique homes with a pool on Airbnb

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Popular amenities for Upland rentals with a pool

House rentals with a pool

Top guest favorite
A vibrant collage showcases key features of the Disney-themed home. At the top left, the game room features a ping-pong table and colorful decor. The center displays a whimsical castle playhouse. The bottom left depicts a modern dining area with stylish lighting, and the bottom right highlights a pool area nearby.
Home in Placentia
4.98 out of 5 average rating, 224 reviews

Disney 8 Mi | Family Retreat + Games & Pool Access

RuiRating, 5 stars2 days ago
Perfect place for a family trip to Disney. Jim and Deb applied a lot Disney style decorations to he house. Kids are very happy with the toys, books and game room. Dogs are happy with the back yard. The neighborhood is very quiet and we had some good sleep. Will def visit again
Guest favorite
A fire pit is framed by four wooden chairs, set in a gravel area surrounded by flowering plants. Logs are arranged in the center of the fire pit, with petals scattered on the ground, adding a touch of color to the outdoor seating space.
Home in Riverside
4.91 out of 5 average rating, 124 reviews

Summer Oasis: Tropical Vibes + Pool & Mini Golf!

OmarRating, 5 stars2 weeks ago
Everything was as described. Worked perfect for us.
Superhost
A large swimming pool is surrounded by tropical greenery and palm trees. Two orange lounge chairs are positioned near the water, alongside a thatched-roof gazebo. The stone pathway wraps around the pool, enhancing the outdoor entertaining space.
Home in Pico Rivera
4.9 out of 5 average rating, 246 reviews

Beautiful Oasis-Centrally Located

NatalieRating, 5 stars2 weeks ago
First off I want to say the pictures don’t do the back yard any justice. It’s so beautiful and the perfect get away trip without having to break the bank. Definitely worth every penny We loved it and we will be returning again! P.s. Just make sure you bring some bug spray there is a bunch of mosquitos in the back yard, we didn’t have any so don’t be us lol. 🙌
Top guest favorite
A serene saltwater pool is surrounded by a protective fence, with a small seating area featuring two orange lounge chairs. Sunlight reflects off the water, highlighting the pool's clean, inviting surface. The house's exterior is visible in the background, with large windows allowing for ample natural light.
Home in Orange
4.98 out of 5 average rating, 194 reviews

Orange Oasis 🍊10min to DISNEY 🎡 Spacious Pool Home

ColetteRating, 5 stars6 days ago
Me and my family really enjoyed the place. The HOME was very nice clean and peaceful. The neighborhood is quiet and beautiful as well. The host got back with me right away when I needed help with anything. I would definitely stay there again and refer anyone else I know that’s looking for a nice Airbnb.
Guest favorite
A clear and inviting pool is surrounded by palm trees and patio seating. Lush greenery can be seen along the edges, and a textured concrete deck provides access to the pool area. The sky is bright and blue, complementing the tranquil setting.
Home in Riverside
4.96 out of 5 average rating, 112 reviews

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

JoseRating, 5 stars1 week ago
My family and I stayed in this Airbnb and we had an amazing time! Everything was amazing. We appreciate how organized the house was. The pool was fantastic my family and I enjoyed every minute about staying at this Airbnb. The beds were comfy and had everything we needed! I will definitely be back again ❤️❤️❤️❤️❤️
Guest favorite
The image highlights a tranquil swimming pool with clear, blue water and gently rippling surface reflections. A smooth, shallow area is visible on one side, bordered by a brick rim. The surrounding deck appears well-maintained with a clean aesthetic.
Home in Fontana
4.94 out of 5 average rating, 211 reviews

❤️Large & COZY , 6 Bedrooms With 65” Tvs + Pool ❤️

VictoriaRating, 5 stars1 month ago
We really enjoyed our stay. We had plenty of space and privacy to complete a perfect family getaway.
Guest favorite
A tranquil pool area is highlighted, featuring a clear blue swimming pool surrounded by a concrete deck. Lounge chairs and a BBQ grill are visible nearby, with shaded seating under a pergola in the background. Lush greenery provides a private feel, enhancing the outdoor space.
Home in North Long Beach
4.95 out of 5 average rating, 126 reviews

*Sunset Oasis w/Pool & Jacuzzi, near beach & LAX*

BrianaRating, 5 stars3 weeks ago
I thoroughly enjoyed my stay at Tarik’s Airbnb. It truly felt like a home away from home. Tarik was very responsive, flexible, and professional throughout the entire process, even when a small hiccup occurred on my end. The pool and jacuzzi were perfect for my group, and the patio speakers were a great bonus. Beds were comfortable, and the space was totally worth the price. Thank you again for having me, Tarik!
Guest favorite
Home in Silver Lake
4.97 out of 5 average rating, 338 reviews

The Paradise Hot-Tub Treehouse

JeffRating, 5 stars1 week ago
Ari’s place is fantastic. I sat out in the patio every morning listening to birds and having coffee. Nice quiet cul de sac. House was exactly as photos represented. Amenities and kitchen and bathrooms were resort level. Great place and I’ll be back! Thanks Ari.

Condo rentals with a pool

Guest favorite
A rooftop pool area is presented, featuring a large swimming pool and a separate hot tub. Comfortable lounge chairs are arranged around the pool, set against a backdrop of a modern skyline and dramatic cloud formations.
Condo in Downtown Los Angeles
4.92 out of 5 average rating, 197 reviews

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

MichelleRating, 5 stars2 weeks ago
I had spent the weekend in downtown LA in the location was pleasant. It felt secure and safe was clean and spacious. The rooftop was added along with having safe parking across the street. I’ll be referring and booking again soon.
Guest favorite
Condo in Downtown Los Angeles
4.95 out of 5 average rating, 272 reviews

Skyline view Condo, Free Parking, Jacuzzi

DevonRating, 5 stars2 weeks ago
Giselle and Ali are amazing hosts and we always enjoy our stay in their beautiful unit :) We’d definitely visit again soon!
Guest favorite
The rooftop pool area is showcased, featuring a clear swimming pool surrounded by lounge chairs and cabanas. Wooden decking provides a warm contrast, creating a relaxing atmosphere with city views in the background. The area is well-lit by sunlight, enhancing its inviting appearance.
Condo in Downtown Los Angeles
4.96 out of 5 average rating, 381 reviews

☀Art Deco Condo ☀ pool ☀ Gym ☀Free Parking☀Jacuzzi

Jia-JennyRating, 5 stars1 week ago
We were in LA for business meetings. Before we make a reservation, we compared Ali's condo with the other condos surrounding. He is the most responsive and most helpful host, and we are so glad and lucky that we made a correct selection and book Ali's house. He likes a local friend who provided us with not only assistance/guidance on check-in and staying but also touring and catering advice. He is super responsive, proactively reaching out to us offering additional help, and so friendly. The place is clean, comfortable, and welcoming. Guests can tell from the tasty design, details of guidance, and thoughtful and convenient amenities that Ali and his wife have spent great time and effort to make this place as welcoming and cozy as possible. This place is definitely our stay for next visit, regardless for business or private. The location is close to everything, peaceful, and in walking distance to my LA office and everything.
Guest favorite
A modern living area features large windows allowing natural light, framed city views, and industrial-style accents. A dark sectional couch complements a glass coffee table, while decorative shelves and artwork add a cozy touch. Soft curtains enhance the inviting atmosphere.
Condo in Downtown Los Angeles
4.96 out of 5 average rating, 116 reviews

Stylish Modern industrial condo with Rooftop pool

SaraRating, 5 stars1 month ago
Absolutely thrilled about our stay here. It’s a beautiful condo with the best LA decor. Everything was clean and comfortable. Also- Having a WORKING washing machine in an Airbnb was a game changer! The rooftop views- wow!! How cool to have a pool and hot tub on the roof! There is also no reason to feel unsafe at this location (I saw other reviews with some worries). The security at the front desk was AMAZING. They will not let anyone in that is not supposed to be in the building. They eventually know you by name and greet you. They walked me outside to show me exactly how to get to the convenient parking garage provided by the host. (The parking garage is just as secure!) I could go on and on about our experience- but it will only allow me to write so much! Thank you so much Brandon! We will be back! If you want to stay downtown LA- stay here.
Superhost
A rooftop pool area is captured with the sun setting behind city skyscrapers. Umbrellas are positioned around the pool, and the water reflects the vibrant colors of the sky. The surrounding deck features lounge seating and potted plants.
Condo in Downtown Los Angeles
4.91 out of 5 average rating, 121 reviews

Your Stylish Home Away From Home In Downtown LA!

DavidRating, 5 stars1 week ago
Booked for the rooftop pool view and it did not disappoint. The parking spot was a nice bonus. The unit itself was nice. Comfy bed, big tv, very clean. As others mentioned, it’s very bright; bring an eye mask if you don’t want to be up with the sunrise.
Guest favorite
A rooftop pool area features a clear blue pool surrounded by lounge chairs and scenic views of the Los Angeles skyline. The area is well-lit and spacious, with modern buildings and a partially cloudy sky in the background.
Condo in Downtown Los Angeles
4.95 out of 5 average rating, 136 reviews

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool

DarcyRating, 5 stars1 week ago
The only thing that would be better is later checkout. June Gloom in LA makes an afternoon the best time to be in or near a pool, and it is sooooo lovely up on the roof. Beds and pillows were comfy, kitchen was well equipped, tv worked well and the couch was comfy to hang out on,too!
Guest favorite
A rooftop pool surrounded by lounge chairs features a clear blue water surface. The expansive city skyline, marked by various high-rise buildings, provides a striking backdrop under a dramatic sky with scattered clouds.
Condo in Downtown Los Angeles
4.98 out of 5 average rating, 139 reviews

Luxury Top Floor DTLA Condo w/Pool *Free Parking*

GinaRating, 5 stars3 days ago
Once again, Shant's place was the perfect stay! He communicates quickly, and keeps the place very clean. The rooftop pool is beautiful and relaxing! Bed is super comfortable! Having security at the entrance makes things feel extra safe! And you can't beat the free parking!!!
Guest favorite
A private balcony features a view of the landscaped pool area and surrounding architecture. Two chairs and a table are positioned on the balcony, ideal for enjoying the Southern California sunshine. The pool below is visible, surrounded by palm trees and multiple building facades.
Condo in Monterey Park
4.93 out of 5 average rating, 209 reviews

Los Angeles Pool Home by Disneyland Hollywood DTLA

DeanRating, 5 stars1 week ago
Excellent location with wonderful amenities and easy access to stores and restaurants within walking distance. The stay was well worth the price!

Home rentals with a private pool

Guest favorite
A private backyard features a smooth blue swimming pool surrounded by tropical greenery and palm trees. Large glass doors provide a view of the townhouse. A stainless steel BBQ grill sits nearby on the patio for outdoor cooking.
Townhouse in Naples
4.88 out of 5 average rating, 218 reviews

The Naples Island Pool House

SvenRating, 5 stars3 months ago
This neat house with well appointed kitchen and nice pool was exactly what we needed for our Long Beach stay! Susan was super helpful.
Guest favorite
An open living space is highlighted by a blend of modern furniture, including a curved sofa and minimalist coffee table. Floor-to-ceiling windows allow natural light to fill the room, while a sleek dining area is visible in the background, defined by contemporary seating and tables.
Home in Orange
4.96 out of 5 average rating, 194 reviews

New Mid Century Modern Sanctuary & Pool by Disney

MikoRating, 5 stars5 days ago
Anthony and Janey’s home in Orange, CA was everything we hoped for and more! The location was perfect for our Disney family trip—just a short drive away and in a quiet, safe neighborhood. The house looked exactly like the photos (honestly, even better in person) and was spotless, tidy, and beautifully maintained. The pool was clean and comfortably warm, the beds were super cozy, and the showers had amazing water pressure. Every amenity was in excellent condition, and you could tell they really put thought into making the home welcoming and functional. Check-in and check-out were a breeze, and Anthony and Janey were amazing super hosts—friendly, quick to respond, and super helpful throughout our stay. We loved the home so much we genuinely didn’t want to leave. Hands down the best Airbnb experience we’ve had! We’ll definitely be staying here again the next time we’re in California.
Top guest favorite
A cozy bedroom setup features a rustic wooden headboard against a light wall. A decorative pillow with the text 'Be Our Guest' rests on the spacious bed. Two bedside lamps provide soft lighting, complemented by the natural light from the adjoining windows with dark curtains.
Guest suite in Burbank
5 out of 5 average rating, 167 reviews

Beautiful Guest Cottage with Private Pool (Rancho)

KaranRating, 5 stars1 month ago
Chantal's cottage is a little slice of paradise! I don't even know where to start - the cottage itself is absolutely stunning. It's a small place, but so elegant and charming with tremendous attention to detail. The linens and decor are high-quality and extremely comfortable, and the hospitality is beyond compare. Chantal greeted us personally and made sure we were comfortable. There was a beautiful hand-written note and some delicious fresh fruit and snacks to welcome us. The backyard is idyllic with a swimmable pool and jacuzzi, and the neighborhood is lovely - one of the neighbors even has a horse in her backyard (it's an equestrian-friendly area)! The amount of thought that has gone into ensuring the comfort of guests is not something I have seen in other Airbnbs. There's nowhere else we would rather stay if we are in LA again. Thank you, Chantal (and Theo the spaniel) for a truly delightful stay.
Guest favorite
The outdoor patio features a spacious yard with a shimmering pool surrounded by neatly arranged stepping stones. Lush greenery provides privacy, while string lights hang overhead, adding a warm ambiance. A barbecue grill is visible, alongside cozy seating for relaxation.
Home in Mid-Wilshire
4.91 out of 5 average rating, 303 reviews

Pool Oasis in Vintage Craftsman House

MistyRating, 5 stars1 month ago
My family of 3 had a relaxing stay at Daniel's pool oasis. The location in a peaceful neighborhood immediately made us feel safe and at ease. It is clear that Daniel has put a lot of thought into creating a comfortable and well-appointed space. The manual provided was detailed and full of helpful information about the house and the surrounding area. The beautiful patio and yard, complete with a stunning pool and hot tub, provided the perfect setting to unwind after a busy day. The beds and bedding were comfortable, ensuring a great night's sleep. The kitchen was well equipped. I appreciated touches like the dimmer function on all the lights, allowing us to create the perfect ambiance. The decor throughout the house was lovely, and the abundance of games and books was a nice bonus. Daniel's place was cozy and comfortable – the perfect haven to relax and recharge. I appreciated Daniel’s professionalism and thoughtfulness to ensure a positive experience. Highly recommended!
Superhost
A serene outdoor space features a beautifully designed lap pool adjacent to a spa, set against a backdrop of a brick guest house. Lush green grass surrounds the area, creating a peaceful environment. French doors provide access to the interior, enhancing the inviting atmosphere.
Guesthouse in Glassell Park
4.93 out of 5 average rating, 504 reviews

Designer’s Dream Oasis with Lap Pool & Hot Tub

RyanRating, 5 stars3 days ago
Great location in East LA, just 12 minutes from The Rose Bowl. Very comfortable, lots of space and a wonderful pool to cool down in. Would definitely recommend!
Top guest favorite
A swimmer's pool is featured alongside a Mediterranean tiled spa, surrounded by lush greenery. Orange lounge chairs are arranged beneath a shaded pergola. The inviting scene is complemented by views of the hillside and palm trees in the distance.
Guest suite in Hollywood Hills
4.99 out of 5 average rating, 180 reviews

Private Chic Guest Suite Beachwood Canyon Pool/Spa

MiriamRating, 5 stars1 week ago
What an incredible place and host. We absolutely loved our stay in David’s oasis in the Hollywood hills. It’s a fantastic spot for exploring north LA and it’s even walking distance to several breathtaking hikes, a really nice cafe and the Hollywood Bowl. The Beachwood Bungalow is very cosy and extremely well appointed. David has gone to every effort to ensure guests feel at home, we couldn’t think of anything that was missing. The outdoor space was our highlight, there is a perfect pool to cool off in and then everything transforms at night into a magical setting where you can sit outside and enjoy the wonderful garden lightning and atmosphere away from the bustle of Hollywood. Parking is really easy, we never struggled getting a spot on the street right outside. David is really one of the best hosts out there and he was very generous to allow us to stay a little longer because of a late flight out of LAX, we really appreciated this. Thank you for a wonderful experience.
Superhost
A sparkling swimming pool reflects the blue sky and clouds, surrounded by a spacious patio area. A shaded outdoor kitchen features a bar and umbrella, while lounge seating invites relaxation, all set against a backdrop of palm trees and a wooden fence.
Home in Pasadena
4.91 out of 5 average rating, 234 reviews

Your Private Resort in Southern California

Ann PaulinneRating, 5 stars2 weeks ago
My friends and I had a great time staying at Gina’s place! We were in town for an event at the rose bowl and it was such a convenient location. The place was clean and had everything we needed. And Gina was very proactive with communication and offering help. Would love to stay again!
Superhost
A backyard pool area features a sparkling pool with a unicorn float, surrounded by outdoor seating and a dining table. Lush greenery and palm trees create a relaxing environment, while a brick fireplace adds warmth to the space. Nearby buildings are visible in the background.
Home in Anaheim Resort
4.76 out of 5 average rating, 219 reviews

Walkable to Disney! Pool, Spa, Game Room

JuliaRating, 5 stars2 weeks ago
My family and I enjoyed our stay very much! Having multiple children you never know what you’re going to need. Everything you could think of from hygiene essentials to a wine opener. Everything we needed was provided! We will definitely be back, Thanks again!!!

Quick stats about vacation rentals with a pool in Upland

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$4,180 GYD before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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