Holiday rentals with a pool in Cypress

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cypress

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

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Guest favourite
A cozy living area is featuring a spacious, light gray sectional sofa adorned with decorative pillows. Framed artwork lines the walls, and a ceiling fan gently stirs the air. An open dining space with a wooden table and chairs is visible in the background.
Townhouse in Energy Corridor
4.82 out of 5 average rating, 252 reviews

Energy Corridor 1 Level Home Assigned Parking

Enjoy this remodeled 2 bedroom Townhome. With easy access to everything Houston has to offer. It is steps from public transportation, has a reserved parking spot,swimming pool for the summer months, a lovely outdoor eating area, quiet location. The unit has 2 bedrooms, one and a half bathrooms, a TV in the living room and each bedroom. The kitchen is outfitted with everything you need and Houston has every kind of dining and nightlife you could ask for. Right here in the Energy Corridor and close to every major road way.

Top guest favourite
A serene backyard features a heated pool and spa surrounded by a textured patio. The two-story home showcases multiple windows, inviting natural light. A shaded seating area with an umbrella and lounge chairs offers comfortable outdoor relaxation, with a fenced area providing privacy.
Home in Houston
4.97 out of 5 average rating, 137 reviews

Gorgeous Home W/Heated POOL/SPA & Fun GAME ROOM!

WELCOME TO OUR BEAUTIFUL HOME! Enjoy endless entertainment w/Pool Table, Pac-Man Arcade & Heated Pool/Spa feature in your own private backyard oasis! Conveniently located w/easy access to HWYs & exciting attractions Houston offers! This spacious 2-story features an open layout/4 Beds, 2.5 Baths w/Queen beds & TV’s. A fully equipped kitchen, office/library stocked w/tons of books & games! Step outside to the backyard retreat w/ample outdoor seating, BLACKSTONE GRILL, lounge, cabana & fire-pit!

Top guest favourite
A cozy living area features a plush couch adorned with decorative pillows and a textured rug. Lush plants are displayed throughout, adding a vibrant touch. Large windows provide a bright backdrop with views of the downtown skyline, and a mounted TV is positioned on the wall.
Flat in Houston
4.98 out of 5 average rating, 257 reviews

Tranquil Studio, Pool, Downtown View, Work-Ready

Relax in this super vibey, plant-filled studio with a private downtown view balcony and access to a 24/7 rooftop pool. Guests rave about the calming energy, greenery, décor, and peaceful atmosphere, perfect for unwinding or working. Centrally located and safe, this dog-friendly quiet retreat also features high-speed Wi-Fi and is ideal for solo travelers, couples, or business. With a host who goes above and beyond, experience the peaceful energy that makes this space unforgettable. Book now!

Top guest favourite
A cozy living area features a queen-size Murphy bed tucked neatly into custom cabinetry. Shelves filled with books line the walls, while a wooden desk stands next to a comfortable chair. A fireplace and a large painting add an artistic touch to the inviting space.
Guest suite in River Oaks
4.95 out of 5 average rating, 111 reviews

Artist's Library with a Private Swimming Pool

Sleep in a cozy Artist's Library within walking distance to elegant restaurants, shopping at Tootsies, and Whole Foods. The patio Home is across the street from River Oaks and close to the Medical Center. Back entrance with private pool, fountain, and patio; suitable for adults. A large antique desk, fireplace, oriental rugs, Roku TV make this the perfect place for a long getaway. The bed is a queen-size Murphy bed. An extra twin blow-up bed can be provided. Weekly Maid Service included.

Top guest favourite
A secluded backyard features a glistening swimming pool surrounded by potted plants. A cozy guest house is visible, complemented by shaded areas and circular hanging seats. A dining table with striped umbrella can be seen nearby, enhancing the outdoor living space.
Guest house in Neartown - Montrose
4.96 out of 5 average rating, 335 reviews

Under the Oak Montrose

Welcome to Under the Oak Montrose! This property is my home and I’d love to share my guest house and gorgeous backyard santuary with you. Ya'll! The Michelin Guide for Texas came out early 2025. Located within 1 mile radius of 3 Hou restaurants with a Michelin Star, and near so many others recommended. As if you needed another reason to book... Want to stay just one night? Message me! It's not allowed by default in my calendar but I'm happy to accomodate with a little communication.

Guest favourite
An outdoor oasis features a free-standing hot tub bubbling with water, surrounded by a patio with lounge chairs adorned with bright red cushions. A spacious swimming pool is visible in the background, complemented by a covered seating area providing shade.
Home in Cypress
4.88 out of 5 average rating, 151 reviews

Upscale Cypress Stay Pool, Hot Tub, EV, Sleeps 20

Welcome to the Boutique Bunkhouse—your spacious Cypress getaway just 5 minutes from Houston Premium Outlets. This 3,600+ sq ft home features 4 bedrooms, 3.5 baths, a private pool, freestanding hot tub, billiards room, theater with Xbox, and full kitchen. Sleeps up to 20 with 2 king beds, 1 queen-over-queen bunk, and 3 full-over-full bunks. Perfect for professionals, families, and group travel. EV charger, Smart TVs, and pet-friendly. Quiet hours 8 PM–8 AM. No events or parties allowed.

Superhost
A cozy sleeping area features a spacious bed with neutral bedding and a decorative yellow pillow. A soft blanket drapes over the bed. The small kitchenette is visible in the background, showcasing a coffee maker, mini fridge, and cabinets.
Guest house in Houston
4.78 out of 5 average rating, 120 reviews

*Tiny home in Spring Branch/Houston*

Cute, clean, and functional pool house. 150 square feet. Perfect for 1 or 2 people MAX. 20 min. from downtown. Wifi,mini fridge w/freezer & microwave provided. The best taco trucks are around the corner. We offer pool passes for $20 per day. Read guest book for food options in area. Note: this is similar to a studio. Pool house is separated from the main house. You have your own private entrance, fenced in green space, free parking, and keyless entry. Thanks for booking!😊 Cheers!

Guest favourite
An inviting outdoor space features a saltwater pool surrounded by lounge chairs and tables made of rich wood. Potted plants and colorful decorations add a vibrancy, while tall trees provide shade. A calming atmosphere is created, perfect for relaxation and enjoyment.
Guest suite in Greenway / Upper Kirby Area
4.89 out of 5 average rating, 1,478 reviews

2Montrose/Med Center/Galleria2

Experience the best of Space City when you stay at this centrally located, cozy and quiet 500sq ft. loft. Hosting 1 bedroom 1 full bath, with modern comforts. Upstairs of bungalow home with your own entrance (no shared indoor space) shared salt pool & garden, allows you to relax with ease after a day at nearby museums, medical Center, Memorial park, Rice University, shopping at the Galleria or exploring downtown attractions. No guests allowed at any time(pool/ hot tub not heated)

Top guest favourite
A stock tank pool is situated beside a compact mobile home, surrounded by a wooden deck and outdoor shower. Bright sunlight filters through the trees, casting gentle shadows on the serene space. A shaded area offers a relaxing comfort for outdoor enjoyment.
Tiny home in Houston
4.91 out of 5 average rating, 163 reviews

The Fifth Wheel | Camp Fire | Stock Tank Pool

Are you a lone traveler and wonder what is it like to live in a true tiny house on wheels, or a couple looking to experience tiny living, but with all the amenities? Welcome to the Fifth Wheel! We are inspired with utilizing small space and turn them into amazing living experience. the home equipped with everything you need when traveling. The home is pack with efficient design, front porch with cover, stock tank pool, outdoor shower, Wifi, comfy bed and pillow & free parking

Superhost
A well-maintained outdoor space is highlighted by a refreshing swimming pool, surrounded by a stone coping and grassy area. The two-story house features a covered balcony with seating, while stairs provide access to the upper level. Lush trees and blue skies frame the serene setting.
Home in Houston
4.9 out of 5 average rating, 116 reviews

HOUSE w/private POOL

This Fabulous Home near willowbrook mall located just North of Houston, offers an ideal living space with four spacious bedrooms upstairs, perfect for accommodating a family or guests. Downstairs, you'll find a cozy living room, a well-appointed kitchen, and other essential features for comfortable living and entertaining. Whether you're looking for a peaceful retreat or a features an open-concept design promoting seamless interactions between family members and guests.

Guest favourite
A spacious bedroom features a wooden accent wall and vaulted ceilings, complemented by large windows allowing natural light. A comfortable bed is positioned in the center with a cozy chair nearby. A flat-screen TV is mounted on the wall, providing entertainment options.
Tiny home in Houston
4.91 out of 5 average rating, 242 reviews

The Rustic Casita - Tiny Home, Cozy Patio, Jacuzzi

Escape to our charming Rustic Casita, a private studio apartment nestled in the back of our home, perfect for a romantic Couples Retreat or a relaxing getaway. Our secluded espace offers; •Keyless Gated Entrance EV ⚡️CHARGING ( Bring your own Cable) Dining table under a covered porch •Private jacuzzi spa for ultimate relaxation Located near Heights and Garden Oaks, just 12 minutes from downtown Houston and 20 minutes from IAH airport ✈️ Long Term Stays Welcome 🙏

Guest favourite
A two-story lakefront guesthouse is featured, showcasing expansive windows and a tiled roof. Lush greenery surrounds the property, and a patio area with outdoor seating is visible along the water's edge. The tranquil setting offers a serene view of the lake.
Guest house in The Woodlands
4.89 out of 5 average rating, 277 reviews

Lakefront Guesthouse: Pool, BBQ, Bike, Paddle Boat

Welcome to your lakefront escape - a spacious (~900 sq ft) private guesthouse suite with gorgeous Lake Paloma views, infinity pool access, and all the comfort you need for an easy, memorable stay. Perfect for families or small groups - up to 4 adults (or 5 guests including kids). NOTE: The guesthouse is attached to our home, where we live. Guests have a private entrance and private guesthouse space (not shared). The only shared areas are the driveway and backyard

Popular amenities for Cypress rentals with a pool

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Avg. price£90£90£103£117£101£101£117£101£97£111£114£114
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Quick stats about holiday rentals with a pool in Cypress

  • Total holiday rentals

    Explore 150 holiday rentals in Cypress

  • Verified guest reviews

    Over 3,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    150 of Cypress holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cypress rentals

  • 4.7 Average rating

    Cypress stays receive an average rating of 4.7 out of 5 from guests

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