
Vacation rentals with a pool in Upland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Upland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Upland rentals with a pool
House rentals with a pool

Disney 8 Mi | Family Retreat + Games & Pool Access
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

Summer Oasis: Tropical Vibes + Pool & Mini Golf!
Everything was as described. Worked perfect for us.

Beautiful Oasis-Centrally Located
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. 🙌

Orange Oasis 🍊10min to DISNEY 🎡 Spacious Pool Home
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.

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*
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 ❤️❤️❤️❤️❤️

❤️Large & COZY , 6 Bedrooms With 65” Tvs + Pool ❤️
We really enjoyed our stay. We had plenty of space and privacy to complete a perfect family getaway.

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

The Paradise Hot-Tub Treehouse
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

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking
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.

Skyline view Condo, Free Parking, Jacuzzi
Giselle and Ali are amazing hosts and we always enjoy our stay in their beautiful unit :) We’d definitely visit again soon!

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

Stylish Modern industrial condo with Rooftop pool
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.

Your Stylish Home Away From Home In Downtown LA!
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.

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool
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!

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

Los Angeles Pool Home by Disneyland Hollywood DTLA
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

The Naples Island Pool House
This neat house with well appointed kitchen and nice pool was exactly what we needed for our Long Beach stay! Susan was super helpful.

New Mid Century Modern Sanctuary & Pool by Disney
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.
Beautiful Guest Cottage with Private Pool (Rancho)
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.

Pool Oasis in Vintage Craftsman House
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!

Designer’s Dream Oasis with Lap Pool & Hot Tub
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!
Private Chic Guest Suite Beachwood Canyon Pool/Spa
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.

Your Private Resort in Southern California
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!

Walkable to Disney! Pool, Spa, Game Room
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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- Venice Beach
- Santa Monica Beach
- Disneyland Park
- Universal Studios Hollywood
- Los Angeles Convention Center
- Crypto.com Arena
- Santa Monica State Beach
- Hollywood Walk of Fame
- San Clemente State Beach
- SoFi Stadium
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Bolsa Chica State Beach
- University of California, Los Angeles
- Big Bear Alpine Zoo
- University of Southern California
- Rose Bowl Stadium
- Huntington Beach, California
- Huntington Beach International Surfing Museum
- Salt Creek Beach
- Disney California Adventure Park
- Trestles Beach
- Knott’S Berry Farm
- Surfside Beach