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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Superhost
A spacious living area is highlighted by a high open ceiling and large windows allowing for natural light. A dark leather sofa and two accent chairs are positioned around a decorative rug. A media console holds a flat-screen TV, creating a comfortable lounge environment.
Farm stay in Conroe
4.88 out of 5 average rating, 244 reviews

Country Retreat close to The Woodlands w/Pool

Stay 5 Min from The Woodlands in this one-of-a-kind retreat next to the Jones State Forest. 1/2 mile to walking, biking, or horseback riding on forest trails. At night you’ll gaze at twinkling constellations poolside or relax in our massage chair or jetted garden tub. Attend an outdoor concert at the nearby Cynthia Woods Mitchell Pavilion, one of the top amphitheaters in America. We are 5 min from The Woodlands Medical Center, and 10 min from The Woodlands Mall where you can shop till you drop.

Top guest favourite
A serene outdoor space is highlighted by a heated pool with fountain features, surrounded by lush greenery and colorful flowers. A stylish gazebo provides shaded seating, with comfortable lounge chairs positioned nearby. The natural landscape is enhanced by tall trees, creating a private and tranquil ambiance.
Home in Conroe
4.99 out of 5 average rating, 175 reviews

Country Sanctuary-5*Lux King Bed-2,400+ Sq Ft

This beautiful, custom-built 2,400+ sq ft home, that sits on 1 acre, is surrounded by the woods and the many deer, giving you all of the privacy you will need for a relaxing retreat. If you want to feel peace and tranquillity while listening to the birds chirping, you want to stay here. Please make the Country Sanctuary a favorite in your search by clicking on the RED HEART in the upper right hand corner, this will help you find it again and share with others. Christmas Tree for the Holidays

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, 255 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.

Superhost
The exterior of the building features a well-defined entrance with a large number '3' displayed prominently. The layout includes a staircase leading to the upper level, flanked by neat landscaping and gravel pathways.
Flat in Braeswood
4.83 out of 5 average rating, 104 reviews

Bright Studio Across from NRG | Med Center + Pool

Welcome to your perfect Houston getaway! Perfectly located across from NRG Stadium and steps from the Texas Medical Center, this bright, modern studio offers comfort and convenience whether you're here for medical appointments, exploring, or just relaxing. Location Med Center/NRG 0.8 mi to NRG stadium 1.2 mi to MD Anderson 2.2 mi to Zoo 1.7 mi to Rice University 3.1 mi to Museum District Steps away from grocery store & Starbucks. Safety odds paramount, this is a secure gated community.

Superhost
A spacious living area is highlighted by a large flat-screen TV mounted on the wall. A modern glass coffee table sits on a soft carpet, flanked by a plush gray couch with bright orange accent pillows. A decorative plant adds a touch of greenery, while a stylish fan circulates overhead.
Flat in Braeswood
4.91 out of 5 average rating, 122 reviews

Your Home away From Home

Very clean 1 bedroom with a fully equipped kitchen, gym, pool & FREE gated parking for your safety! This is the perfect location whether you are working or relaxing! Just a few minutes from the medical center and everything our wonderful downtown area has to offer! 5 Minutes to NRG Stadium 8 Minutes to Zoo 10 Minutes to The Galleria Mall 15 Minutes to Toyota Center 15 Minutes to Minute Maid Park 30 Minutes from both IAH & HOU Airport Close to all the clubs, lounges & much much more!

Superhost
Flat in Addicks Park Ten
5 out of 5 average rating, 5 reviews

Lodgeur | Sunset-view 1BR | Energy Corridor

Stylish, comfortable, and beautifully designed furnished 1-bedroom apartment (608 SF, 9th floor) in Houston’s Energy Corridor. Chef-ready kitchen, blazing fast WiFi, in-unit laundry, and premium amenities such as a pool and 24/7 gym. Family-friendly. Includes free parking. There’s everything you need for both short and extended stays! Steps from the Texas Children's Hospital West Campus and Houston Methodist West Hospital, with easy access to Energy Corridor offices and Katy via I-10.

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
4.77 out of 5 average rating, 118 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!

Superhost
The image showcases a spacious backyard featuring a heated pool and a hot tub. Comfortable lounge chairs line the poolside, alongside vibrant seating under a shaded pergola. Lush greenery adds a tropical feel, enhancing the inviting outdoor atmosphere.
Home in Katy
4.83 out of 5 average rating, 105 reviews

Katy Oasis With Luxury Heated Winter Pool

Enjoy a relaxing getaway at this spacious 4BR Katy retreat featuring a private heated pool, outdoor lounge, game room, and fully equipped kitchen. Perfect for families and groups, the home offers comfy bedrooms, multiple TVs, fast WiFi, and plenty of space to unwind. Located in a quiet neighborhood close to shopping, dining, and parks. Ideal for long stays, weekend escapes, and special occasions. No parties allow at the property unless with previous authorization for guest only.

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, 162 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

Guest favourite
An inviting living area is featured with a plush white sofa paired with decorative pillows in neutral tones. A cozy, rounded armchair complements the space, while a round coffee table holds a decorative arrangement. Natural light streams in through large glass doors leading to an outdoor balcony.
Flat in Downtown Houston
4.97 out of 5 average rating, 182 reviews

Lavish King 1BDR Skyline Views: Pool, Free Parking

Experience downtown Houston luxury in this cozy apartment adorned in soothing neutral tones, promising both comfort & aesthetic appeal. Close to major attractions, including the George R. Brown Convention Center, Toyota Center, Med-Center and Minute Maid Park. You’ll get skyline views from the balcony. Accommodates all types of travellers. Located just minutes away from popular dining spots like The Breakfast Klub, Turkey Leg Hut, Taste Bar & Kitchen, Lost & Found, & more.

Popular amenities for Cypress rentals with a pool

When is the best time to visit Cypress?

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Avg. price$154 SGD$154 SGD$177 SGD$201 SGD$173 SGD$173 SGD$201 SGD$173 SGD$167 SGD$190 SGD$195 SGD$196 SGD
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Quick stats about holiday rentals with a pool in Cypress

  • Total holiday rentals

    Explore 140 holiday rentals in Cypress

  • Verified guest reviews

    Over 2,730 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

    70 properties have a dedicated workspace

  • Wifi availability

    140 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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