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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, 223 reviews

Disney 8 Mi •Game Room • Comm Pool access • Castle

JakenaRating, 5 stars1 week ago
Jum & Deb were amazing hosts. Tried to accommodate my family outside of what was listed. Very responsive and the first Airbnb that I felt was actually clean!! We will be back
Top guest favorite
A spacious outdoor area features a shimmering blue pool, surrounded by a large patio of light-grey tiles. The back of the home is visible, equipped with multiple seating areas under a covered porch. Lush greenery provides privacy along the perimeter.
Home in Placentia
4.93 out of 5 average rating, 106 reviews

Private Oasis &Disney /Heated Pool & Gym&Arcade

EnriqueRating, 5 stars4 weeks ago
Great place for a family, lots of space and amenities. Would book it again!
Superhost
A serene outdoor space features a medium-sized pool with a baja shelf, reflecting the evening sky. Lounge chairs are positioned beside the pool, surrounded by lush greenery and decorative plants. A shaded hammock is also visible, inviting relaxation in a tranquil setting.
Home in Monrovia
5 out of 5 average rating, 3 reviews

Modern LA Oasis/Pool/Firepit/King/Soakingtub

MorganRating, 5 stars3 weeks ago
Lovely place, will be coming back.
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, 192 reviews

Orange Oasis 🍊10min to DISNEY 🎡 Spacious Pool Home

MaureenRating, 5 stars3 weeks ago
We booked the place for our sons graduation at Chapman. It was perfect for family and friends to stay and pop in and enjoy each others company! It was not as close as I hoped for walking to things but super easy and convenient. Less than a 10 minute drive to campus. Our son lived close to campus so we could park at his house to walk to all the campus graduation events so this was totally fine. The pool, the games, the covered outdoor seating and the spaciousness of the place made it so easy and fun. The house was spotless, the beds super comfortable and the hosts thought of everything with pool towels, games, sunscreen etc. I'd definitely book again!
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 Wood Streets
4.96 out of 5 average rating, 112 reviews

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

JoseRating, 5 stars6 days 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.
Superhost
A spacious backyard features a bright blue pool, surrounded by a concrete deck with lounge chairs. French doors provide access to the home, and patio furniture is arranged under a large umbrella, inviting relaxation and outdoor enjoyment.
Home in Riverside
4.79 out of 5 average rating, 183 reviews

Mid Century Modern POOL HOME w/ GAME ROOM

AngelaRating, 5 stars2 weeks ago
We loved this house. It was decorated beautifully and the kitchen was amazing. If we had stayed longer we would have taken full advantage and cooked a meal. The beds were comfortable. The bathrooms were clean. There was plenty of hot water for all five of us adults to shower within a short amount of time. The back patio and pool area was beautiful. We especially enjoyed the pool table in the game room. We played a lot of pool for only being there two evenings. We even mentioned that some of the pool cues were unusable and they had two new pool cues sent to us the next day! The neighborhood is quiet and peaceful and all the houses are beautifully maintained. The host was very communicative and really wanted to make sure everything was ok with the house and our stay. I highly recommend this property and we plan to come stay again when we want to have a fun getaway and when the weather is hot enough to swim.
Guest favorite
A well-maintained backyard features a swimming pool surrounded by a paved patio. Sun loungers are positioned beside the pool, with an umbrella providing shade. Lush greenery and palm trees enhance the space, creating a relaxing outdoor environment.
Home in Fullerton
4.95 out of 5 average rating, 145 reviews

The Sunhat

NancyRating, 5 stars1 week ago
The Yellow Door was an amazing get away just as described and pictured in the photos. Lauren was very responsive if we had questions. It was a wonderful home for us to stay for our travel to Disneyland and Knotts Berry Farm and the pool was a great relaxation at the end of the day.

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, 196 reviews

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

AlyssaRating, 5 stars3 weeks ago
Felt right at home! Will definitely stay again
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
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
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.
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 starstoday
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!
Top guest favorite
A spacious living area features a modern CB2 sleeper sofa, a stylish light fixture, and a dedicated study area with a desk and computer. A dining table is visible in the background, while the kitchen island with bar stools suggests a functional layout.
Condo in Monterey Park
4.98 out of 5 average rating, 118 reviews

Resort-Style Suite with Fantastic Views near DTLA

Tiziano AntonioRating, 5 stars1 month ago
I had a great stay! The apartment itself is beautiful and spacious, with a large balcony and two bathrooms—perfect for relaxing and feeling at home. The location is fantastic, in a safe neighborhood with plenty of great restaurants just a short walk away. Having access to a parking garage was a huge plus—finding parking in LA can be tough, but this made it super easy. The host was very responsive, understanding, and genuinely nice and cool. Highly recommend and would definitely stay here again!
Superhost
A rooftop pool is surrounded by lounge chairs and shaded umbrellas, offering sweeping views of the city skyline. The calm water reflects the colorful sunset, enhancing the ambiance of relaxation. A railing borders the pool area, providing safety and a clear view of the surroundings.
Condo in Downtown Los Angeles
4.83 out of 5 average rating, 118 reviews

DTLA Elegance & Style (1 bdrm, Free Parking, Pool)

JasmineRating, 5 stars3 weeks ago
Great place with all the little things you'd need - pool/ beach towels, utensils, water, coffee, etc.

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-concept kitchen and living area are highlighted by floor-to-ceiling windows, allowing ample natural light. A modern kitchen island with green cabinetry and a built-in oven faces a comfortable seating area, which is complemented by a large wall-mounted television and a stylish light fixture.
Home in Orange
4.96 out of 5 average rating, 193 reviews

New Mid Century Modern Sanctuary & Pool by Disney

DavidRating, 5 stars1 week ago
The house was beautiful. Very clean and cozy. Anthony and Janey are really accommodating and responsive. I would definitely book with them again.
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 starstoday
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 stars4 days 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, 233 reviews

Your Private Resort in Southern California

GregoryRating, 5 stars3 weeks ago
Gina's house was a great place to host our friend getaway for a long weekend. We were in town for a wedding and 5 of us shared the house. Everything about the house matched how it was advertised, with the pool being the biggest highlight. In between our wedding plans, we spent virtually every waking minute at the pool and it was lovely. The backyard feels like your own little private getaway. There are privacy fences around the entire perimeter, but then additional shrubs/trees that make you feel even more confined in the space. We felt like we were totally alone back there and we really loved that. The place is walkable to a handful of coffee places/restaurants/etc, and only a 5-10 minute Uber ride to just about any place in Pasadena. Gina was helpful, responsive, proactive in reaching out/sending check-in instructions, etc. We had a great time and would 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, 218 reviews

Walkable to Disney! Pool, Spa, Game Room

CindyRating, 5 stars2 weeks ago
Our first home away from home and it exceeded our expectations with all the amenities for our three busy girls. Thank you!
Guest favorite
An inviting pool area is surrounded by a beautifully landscaped yard, featuring lounge chairs and a shaded outdoor seating arrangement. String lights illuminate the scene, creating a relaxing ambiance under the evening sky.
Home in Pasadena
4.9 out of 5 average rating, 240 reviews

Your Private Resort Near the Rose Bowl Awaits

SeanRating, 5 stars2 weeks ago
Very communicative and clean residence.

Quick stats about vacation rentals with a pool in Upland

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$4,184 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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