Vacation rentals with a pool in Redlands

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Redlands

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in San Bernardino
4.99 out of 5 average rating, 103 reviews

Hilltop Retreat | Heated Pool + Spectacular Views

Welcome to The Vibe Estate 🌴✨ A hilltop retreat designed for meaningful moments with family and friends. Enjoy breathtaking views 🌄, a heated cocktail pool 💧, and a spacious home perfect for meals, games 🎲, and connection. A peaceful escape to unwind, recharge, and create unforgettable memories together 💛. 🆓 Enjoy the Heated Pool and Propane BBQ Grill free of charge. Everything is set up to help families and friends spend quality time together. Please message host with special requests.

Guest favorite
A serene pool area is illuminated by soft blue lights under a night sky, surrounded by lush greenery and potted plants. Comfortable seating options are available, enhancing the inviting ambiance created by string lights overhead.
Guest suite in Riverside
4.93 out of 5 average rating, 178 reviews

Tranquil Retreat | Private Guest Quarters + Pool

Escape to our tranquil Guest Quarters retreat, nestled in the serene rural surroundings of Jurupa Valley. With its own private entrance and seamless self check-in, this peaceful retreat offers a large, completely private, lush outdoor patio space, with a shared pool/backyard space. The estate is situated on a secluded cul-de-sac 10 minutes from Ontario Int. Airport, UCR, and CBU, with easy freeway access. In-N-Out Burger, Raising Cane's, Chipotle, & Aldi’s Grocery walking distance away! 🏳️‍🌈

Guest favorite
A dining area is visible with a wooden table surrounded by four chairs, positioned against a green accent wall. Near the table, a television is mounted on a light-colored wall unit that features decorative items and small plants, enhancing the welcoming ambience of the space.
Condo in Downtown Riverside
4.89 out of 5 average rating, 206 reviews

Quaint Farmhouse Getaway - Entire Place (Condo)

Enjoy your stay at this farmhouse style 2 bed 2 bath condo! Extremely clean and well maintained, this space is conveniently located a few minutes from the downtown area, Central Plaza, and walking distance from Riverside's well known Mt. Rubidoux Hike; a 1-mile trek that gives a stunning view of the entire city. There is a park across the street that kids love which also has a nice walking path. The neighborhood is very quiet and peaceful. Access to Wifi, washer/dryer, 2 car garage, and more!

Guest favorite
An outdoor living space features a large pool surrounded by sun loungers, with a cozy fire pit area nearby. The two-story estate is visible in the background, showcasing a blend of modern and rustic elements against a backdrop of mountainous scenery.
Home in Yucaipa
4.89 out of 5 average rating, 107 reviews

Vineyard Retreat, Pool & Amazing Views!

Experience luxury in this 6-bedroom vineyard estate with a grand pool, hot tub, and breathtaking views. Perfect for family gatherings or quiet retreats, our home offers a wheelchair accessible King suite, a music room with a grand piano, a dining area and billiards. Minutes from Serendipity Garden and historic Yucaipa Uptown, this property also features a full kitchen, outdoor BBQ and a full living room with 80" TV. Event chairs and tables available—ideal for celebrations or serene getaways!

Top guest favorite
The outdoor space features a sparkling swimming pool surrounded by a landscaped patio. The cottage is seen in the background with large glass doors, inviting natural light. Beautiful plants and greenery enhance the serene atmosphere, providing a pleasant space for relaxation.
Guesthouse in Redlands
4.99 out of 5 average rating, 324 reviews

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

Located in beautiful South Redlands near Prospect Park, this detached cottage has its own private and inviting fenced backyard, nicely landscaped with comfortable patio furniture. Inside you will find separate living and bedroom spaces, charming decor, Heating/A/C, Cable TV, WIFI, kitchenette with microwave, Keurig coffee maker and compact refrigerator, fine linens, comfortable queen sized bed, and newer bathroom. Conveniently located near Downtown Redlands, University of Redlands and ESRI!

Guest favorite
A spacious living room features high cathedral ceilings and large windows allowing natural light to enter. Modern blue sofas are arranged around a glass coffee table, complemented by stylish accent chairs. A lush indoor plant adds a touch of greenery, enhancing the warm atmosphere.
Villa in Redlands
4.92 out of 5 average rating, 143 reviews

Peaceful Private Retreat In The Heart Of Town

Meticulously designer-renovated modern home “The Nest “is surrounded by mature tree and nestled beneath the mountains in South Redlands. Whether you’re looking to spend time with loved ones, vacationing or work remotely in a peaceful environment, this is the place to do it all. Relax by the fireplace while light pours in from the wall of windows, with pleasant sparkling pool, grill and chill on the backyard, and explore nature right outside your front door. Conveniently located in Redlands!

Guest favorite
A two-story mini home is showcased beside a refreshing swimming pool, surrounded by a neatly landscaped garden filled with various plants. The clear blue sky enhances the peaceful outdoor atmosphere, while a palm tree rises above the structure.
Guesthouse in Fontana
4.95 out of 5 average rating, 220 reviews

The Blue Cabin

Relax at this unique, tranquil, and comfortable mini home in our backyard. Surrounded by a beautiful garden with a wide variety of succulents and a relaxing pool. With a space to enjoy reading or listening to music. Equipped with microwave, Keurig coffee machine, mini refrigerator, toaster, blender, washer/dryer, and tableware. The mini home has air conditioning and heating system for comfort and a smart TV. No parties allowed.(SPACE EQUIPPED ONLY FOR 2-3 PEOPLE *no more than 3 fit*)

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
4.8 out of 5 average rating, 208 reviews

Mid Century Modern POOL HOME w/ GAME ROOM

Looking for a relaxing getaway that's a home away from home? Look no further! Experience cozy, relaxed and fun all in one stop. Located in a quiet neighborhood close to Downtown Riverside. We offer 3 bedrooms, a pool with a slide and a full game room with arcades! Complimentary coffee, tea and detergent provided along with wifi, office desk, high chair and pack & play if needed. Sleeps a total of 10 comfortably! NO EVENTS NO PARTIES NO SMOKING STRICT QUIET HOURS 10 PM - 8 AM

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, 152 reviews

Summer Oasis: Tropical Vibes + Pool & Mini Golf!

Welcome to our exquisite Riverside retreat, where luxury meets family fun! Here's what makes our place truly special: 🔥 Cozy Fireplace for Chilly Evenings 🌴 Tropical Oasis with a Sparkling Pool 🌟 Jacuzzi Bliss under the Stars ⛳ Mini Golf Extravaganza. 🏡 Spacious and Clean Rooms 📍 Centrally Located Convenience: Downtown Riverside, UCR, NOS Center, 210 Freeway, Yaamava, and local shops *~Fun-Filled Family Environment!~* Book now!

Top guest favorite
The exterior of the casita features a welcoming entrance with a light door and large windows framed in white. The charming stonework at the base complements the warm-toned wood siding, surrounded by lush green plants and a concrete pathway leading to the pool area.
Guesthouse in Claremont
4.96 out of 5 average rating, 674 reviews

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

Top guest favorite
A spacious sleeping area features a queen-size bed adorned with blue and white linens. Adjacent, a small dining table with two chairs is positioned near a window dressed with dark curtains. A flat-screen TV is mounted on the ceiling, enhancing the room's comfort.
Guesthouse in Highland
4.93 out of 5 average rating, 161 reviews

Dreamy Escape Private Entrance /pool/near Yaamava

Our location is close to dining, hiking, shopping, movie theaters, and popular attractions like the National Orange Show Event Center (NOS), Yaamava Resort & Casino, vibrant nightlife, Redlands University, and Loma Linda University. You'll love our place for its location, inviting ambiance, outdoor space, and friendly neighborhood. It's the perfect spot for couples, solo adventurers, and business travelers looking for a cozy getaway!

Top guest favorite
A bright bedroom features a spacious bed dressed in crisp white linens. An orange ceiling complements the neutral walls, while a colorful piece of artwork adds visual interest. A small bookshelf and a television are positioned on opposite walls, creating a functional living space.
Guesthouse in Claremont
4.98 out of 5 average rating, 271 reviews

Claremont Guesthouse 5 Min to Colleges|Non-Smokers

Enjoy the Mediterranean patio for a morning coffee or a sunset evening glass of wine. Explore Claremont and its surroundings. You'll be 5-7 minutes from the Claremont Village and the Claremont Colleges, close to hiking trails and the mountains. Claremont Short Term Rental Permit Number: STR-001 (Claremont STR permit requires collection of 10% transient occupancy tax, which is already included in the total you see)

Popular amenities for Redlands rentals with a pool

When is the best time to visit Redlands?

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Avg. priceG$27,187 GYDG$27,187 GYDG$27,187 GYDG$26,978 GYDG$27,814 GYDG$32,624 GYDG$32,624 GYDG$32,624 GYDG$26,768 GYDG$26,559 GYDG$30,742 GYDG$32,624 GYD
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Quick stats about vacation rentals with a pool in Redlands

  • Total vacation rentals

    Explore 60 vacation rentals in Redlands

  • Nightly prices starting at

    Redlands vacation rentals start at G$6,274 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Redlands vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Redlands rentals

  • 4.8 Average rating

    Redlands stays are highly rated by guests—averaging 4.8 out of 5!

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