
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.

Relaxing Spanish Stunner House near the Queen Mary
Sink into the leather sofa under a triangular wood-framed picture window and admire the art and colorful rugs that fill this Spanish-style home. Outside, take a dip in the shared splash pool, relax on the sunny patio, or gather around the fire pit. Please note, there is a guest house in the backyard. The backyard is a common area amongst guests. The splash pool is small, only 3.5 feet deep. All guests must use their discretion in practicing social distancing. This space is a classic Spanish style house built in 1932, but has been completely renovated with all new everything. We are nestled in the heart of the historic Wrigley neighborhood in Long Beach. A fully equipped kitchen, crisp linens (hypoallergenic), towels, games, and Netflix await you. You'll find coffee, tea, water, and some rotating treats floating around. You'll also love the 56 inch 4k Smart LED television. Jet to downtown, the beach, Bixby Knolls, Cal Heights or Belmont Shore within minutes. Several culturally diverse restaurants with fantastic food, and amazing coffee shops, sprinkled around the neighborhood just a short drive away. -The Spanish House has a completely detached small guest house in the rear of the yard called "The Little Bungalow" that is also an airbnb. Other than that the whole front main house is entirely yours and private! -The pool and fire pit are common areas, but you can use them at any time. -You will be given a temporary access code for the front door prior to your arrival. Please note, the door locks automatically upon exit, so you'll need to enter the access code each time. You may see me out and about in the back yard at times, feel free to come and say hello. Sometimes I make friends and we chat outside around the fire pit, sometimes I'm away. However, I will respect your privacy and our level of interaction will be organic. If you have any questions during your stay, don't hesitate to message me! The home is in a culturally and architecturally diverse neighborhood of Long Beach. Shops and restaurants are about five or six blocks away, so it is easier to bike, drive, or ride-share instead of walking to attractions. The beach, aquarium, Queen Mary, and convention center are all about 2.5-3 miles away. Some people bicycle, but I recommend driving/UBER/Lyft to get to most places. 1) There is one airbnb called "The Little Bungalow" located in the back of the yard. This is entirely separate with it's own entrance. 2) The Spanish House has its own private parking in the front driveway. 3) The main backyard is a common area, for all guests to share and use the pool, and fire pit. 4) The pool guy comes early Friday mornings for 15 minute maintenance. 5) The gardeners come Wednesdays for 1 hour maintenance.

Villa del Sol in La Verne, CA, Private Home
Beautiful Mediterranean guest house located on large lot that shares space with another home that also may hosts guests. Bedroom has a queen size bed. Private entrance with use of the pool. Parking provided on the street with a parking pass. Walking distance to Old Town La Verne and the ULV. 2 miles from the Claremont Colleges. 25 miles to downtown LA. Near to train station, public transportation and freeways. Approx. 30 miles to Disneyland. Foothills close with hiking, horse riding, biking!

Gorgeous Resort Style Mountain view Pool Villa
Gorgeous 3 bed/2 bath single floor home with PRIVATE Heated POOL that feels like a 5 Star resort with FREE EV charging for your car. Beautiful backyard, BBQ grill and 12 seater lounge, pool & hot tub with water slide. Fireplace, 85â OLED TV, work space, High speed Wi-Fi , Gym. Fully equipped kitchen, 6-burner gas range stove, rice cooker, coffeemaker etc. Laundry room with washer/dryer, iron/board, air conditioning, heating, linens/towels, Pack & play. Digital door lock, Driveway for 4 vehicles.

Private Saltwater Pool * Hot Tub *Disney* LA
Live the indoor/outdoor SoCal lifestyle at Villa Covina, where youâll enjoy a private midcentury corner-lot home with a saltwater pool, and mountain and garden views. Youâll have 3 bedrooms, 2 baths, and 5 bedsâperfect for families or groups. Relax in a stylish Scandinavian mid-century interior and cook in a chefâs kitchen with high-end appliances. Centrally located between LA and Orange County, you'll be +/- 30 min to Disneyland, 40 mins to Universal, 40 mins to LAX, and 20 mins to ONT.

Charming 2BR 1BA Private pool Self check-in
Private pool house in City of Ontario CA is a perfect place for your family getaway or business trip. This is the main house with 2 bedrooms, two queen beds, 1 air mattress (queen), 1 bathroom, 4K TV, living room, Dinning room, Full size kitchen, covered patio, private pool (not heated), working desk, FREE 100mbps WIFI, & more. ĺźč˝Ś10ĺéĺ°ĺäşşčś ĺ¸, é¤ĺ ă Our house is cleaned and sanitized thoroughly w/ CDC-approved cleaning products. No street parking on Mondays from 12:00 PM to 5:00 PM.

North Upland House with a Pool
Your space has a private entrance and its own bedroom, bathroom and kitchenette with a SINK induction burner & countertop . There is a large workspace perfect for remote work. WiFi is FAST. The space is secluded at the end of the main house with its own private entrance. There are no shared living spaces and you have access to the REFRESHING PRIVATE POOL, shaded, and sunny patios, and a large yard. There are table and chairs in a beautiful setting perfect for a relaxing meal

Claremont Guesthouse 5 Min to Colleges|Non-Smokers
Private guesthouse with a newly renovated kitchen at the foot of the San Gabriel Mountains, minutes from Claremont Village, the Claremont Colleges, and Mt. Baldy hiking trails. Relax on the Mediterranean patio with morning coffee or an evening glass of wine, and unwind by the private pool. Ideal for Claremont Colleges visitors, hikers, and weekend getaways. High-speed WiFi and a dedicated workspace make it great for remote work too. Claremont Short Term Permit Number: STR-001

Norco country private entrance
~Dog friendly - No cats ~Gated acre of property with secure parking. ~Extra large bedroom w/private entrance & full Bathroom. Mini fridge/microwave, for reheating. No kitchen or sink ; no cooking in bedroom. ~No smoking anywhere on property. ~outdoor shared space ~ porch, back yard covered patios, pool, spa, large grass area. ~registered guest only. No visitors. 1941 farmhouse complete remodel. A lot of dirt & animals. If you want a city experience this is not for you

Pool and Historical Swiss Chalet in Los Angeles
The Swiss Chalet is a historic home featuring original architecture and design. The Chalet also features lush gardens, a pool, and a hot tub on the private upper terrace. Enjoy the view of the mountains, bask in the sun by the pool, take in the sunset over a glass of wine from the veranda, and stargaze from the hot tub nestled between majestic pines and picturesque Californian oaks. Please note: no kitchen, and no parties. Glendale Home-Sharing License: HS-003915-2025

Walk to Village & 5C's & Trader Joe's/Private Pool
Welcome to our little casita! With a private side entrance, the space has an open living and sleeping area with a queen bed. The kitchen has granite counters, a microwave and a two-burner stove. It's not huge, but it's clean and the location is great -- walking distance to the Claremont Village and the 5 Claremont Colleges. People from all backgrounds are welcome in our casita. City of Claremont Short Term Rental Permit Number: STR-005

Relaxing 3 Bedroom Home 15 min from ONT Airport
Experience ultimate luxury at our 3BR/2BA single-story home with a stunning open floor plan, central AC, and a sparkling pool. Conveniently located close to shopping and restaurants, just 10-15 min from Ontario Airport, a short drive to Padua Wedding Venue, and 33 miles from Disneyland. Perfect for families, couples, and business travelers seeking a relaxing getaway. Book now and indulge in the ultimate luxury retreat!

Luxury 5BR Pool Home | ONT, Victoria Gdns & Mills
This stylish place to stay is perfect for all people who love quiet and peaceful environment. The house has 2899 sf living area on a 0.46 acre lot. There are 5 bedrooms and three bathrooms. A private and fenced pool with dive board in the backyard is available for you. It is great for short term or long term stay for business and family vacations.
Popular amenities for Upland rentals with a pool
House rentals with a pool

Private Oasis &Disney /Heated Pool & Gym&Arcade

Disneyland Pool Home with Outdoor Living

2BR/1BA Private Home & Pool near DTLA & Disney

| Vacation Home | 8â TO Disney

ENTIRE HOME*POOL/SPA home with 4 Bedrooms

2mi Disney! Hot Tub | Pool | Arcade | Theater

Riverside Serenity Spring Oasis|Spa/Pool/Mini Golf

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*
Condo rentals with a pool

âArtDeco â Condoâ poolâ GymâFree ParkingâJacuzzi

Skyline view Condo, Free Parking, Jacuzzi

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

Stylish Modern industrial condo with Rooftop pool

Live Like a Legend In DTLA + 360° Pool + Parking

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool

Magnificent 2 BR apartment in Glendale, pool&gym

Luxury Top Floor DTLA Condo w/Pool *Free Parking*
Home rentals with a private pool

Mid Mod Pool Haus by Disney I Anaheim I Chapman U

Designerâs Dream Oasis with Lap Pool & Hot Tub

Your Private Resort in Southern California

1 Mile to Disneyland + Pool & Game Room

Walk to Disney! Large yard. Resort-Style Pool Home

Walkable to Disney! Pool, Spa, Game Room

Your Private Resort Near the Rose Bowl Awaits

Roomy Family Home with Heated Pool Option
When is the best time to visit Upland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,217 GYD | G$35,982 GYD | G$45,605 GYD | G$32,844 GYD | G$34,936 GYD | G$42,467 GYD | G$31,171 GYD | G$39,539 GYD | G$37,237 GYD | G$33,263 GYD | G$31,380 GYD | G$31,380 GYD |
| Avg. temp | 14°C | 14°C | 16°C | 17°C | 19°C | 20°C | 23°C | 24°C | 23°C | 20°C | 17°C | 14°C |
Quick stats about vacation rentals with a pool in Upland

Total vacation rentals
Explore 70 vacation rentals in Upland

Nightly prices starting at
Upland vacation rentals start at G$6,276Â GYD per night before taxes and fees

Verified guest reviews
Over 2,310 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
70 of Upland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Upland rentals

4.8 Average rating
Upland stays are highly rated by guestsâaveraging 4.8 out of 5!
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