Vacation 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 favorite

Townhouse in Energy Corridor

4.82 out of 5 average rating, 241 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.

Superhost

Farm stay in Conroe

4.88 out of 5 average rating, 230 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.

Guest favorite

Guesthouse in Houston

4.81 out of 5 average rating, 109 reviews

*Houston/Beltway 8/I-4 Tiny/Pool House*

Cute, clean, and functional pool house. 150SF Perfect for 1 or 2 people. 20 min. from down town. 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, and is 150SQFT. Guest house is separated from the main house. You have your own private entrance, large fenced in green space, free parking, and keyless entry. Thanks for booking!😊 Cheers!

Guest favorite

Home in Cypress

4.92 out of 5 average rating, 13 reviews

Lazy River Retreat

Over 2 acres with 70,000 gallon pool with lazy river & swim-up bar, putting green, stocked fishing pond, 2 fire pits, covered porches, car port, covered patio, and so much more! Sleeps 10 comfortably. House has three bedrooms and sleeps 10. Enjoy cooking in this GOURMET kitchen that includes stainless Appliances, granite counter tops, butcher block island, wine fridge, gas stove top, breakfast bar, pot filler and tons of small appliances! The perfect property for entertaining a large group!

Top guest favorite

Apartment in Houston

4.99 out of 5 average rating, 237 reviews

Tranquil Studio with Rooftop Pool & Downtown View

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 favorite

Guest suite in River Oaks

4.94 out of 5 average rating, 106 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 favorite

Tiny home in Houston

4.91 out of 5 average rating, 142 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 to accommodate your stay

Top guest favorite

Home in Cypress

4.87 out of 5 average rating, 138 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.

Guest favorite

Apartment in Downtown Houston

4.98 out of 5 average rating, 162 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.

Guest favorite

Guest suite in The Woodlands

4.89 out of 5 average rating, 264 reviews

Lakefront Guesthouse: Pool, BBQ, Bike

Lakefront Guesthouse with private access to the Lake. Spacious 1-Bed Suite (900sft) for peaceful and comfortable stay for your family (1 King Bed and 1 Queen Bed). Can accommodate up to 4 adults or 5 people including kids Enjoy the Lakeview, Pool, Sunrise/Sunset, Grill and Patio. Please note, the Guesthouse is attached to the main house where we live. All the interior pictures are from the Guesthouse. Guests don’t share any space with us except the driveway and backyard.

Guest favorite

Home in Houston

4.92 out of 5 average rating, 50 reviews

Secure & Stylish Stay | Pet-Friendly + Parking

Bring the whole family to this cozy, pet-friendly home! With 4 bedrooms, 5 beds, and 2 full baths, there’s plenty of space for everyone to relax comfortably. Just minutes from Hearthstone Country Club, 13 minutes to Houston Premium Outlets, and 31 minutes from downtown Houston. Whether you’re exploring the city or enjoying a quiet night in, this spacious retreat is perfect year-round. Book now for your ideal staycation!

Guest favorite

Home in Cypress

4.97 out of 5 average rating, 94 reviews

Waterfront $ Heated Pool $ Theater | Smart Home

Lease term duration 6-24 months. Located in Cypress. Waterfront location in quiet neighborhood. Located 1 mile from great restaurants and HEB. 2 miles from Town Lake. Great waterfront restaurants like Ambrizia Social Mexican Kitchen and Local Table has a great brunch! 32 miles from downtown Houston. 30 miles from Bush-internatiinal iah airport.