
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.

Midtown Oasis w/ Private Heated Pool
Make memories at this unique and beautiful house in the heart of Midtown Houston! This home features a large private pool situated on an oversized lot in a great area of Houston. You get the convenience of the Midtown location with the space of a suburban home. Midtown is one of the BEST areas to stay in Houston if you want to see all the city has to offer. You can easily get to the NRG/Rodeo via the Lightrail Station, which is a 9 min walk. Avoid limited parking or traffic with Ubers/taxi!

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!

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!

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.

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.

*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!

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

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.

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.

Modern Farmhouse w/ private Heated Pool and Spa
Welcome to our newly remodeled modern farmhouse. Enjoy your getaway with family/friends at our warm and cozy home, complimented by a private pool and spa. The property has plenty of rooms and activities for everyone. Each room of the house has large windows which allows natural light through out the house. Located in Spring Texas, the property is just minutes away from The Woodlands, Conroe and Houston. Come and experience the "home away from home" feeling at our house.

The Leafy Lounge-Large Home w/ Heated Indoor Pool
Welcome to the Leafy Lounge with the private indoor HEATED pool, where your stay will be an unforgettable experience! This unique and spacious home is ideal for families, friends, and anyone looking to immerse themselves in a peaceful getaway. Enjoy a private indoor swimming experience using the heated pool and hang out in the large indoor patio. Plan your trip with ease in this fully equipped home while enjoying all amenities regardless of weather.

Beautiful Country Farmhouse
Relax with the whole family at this peaceful place to stay. Pond for fishing, cows you can feed and horse to pet. Relax on the porch or on the swing hanging from a large oak tree. Your family will love their stay. The house sits on our family property which is on 10 ac res and it is located next to the owners house. We live on the property with our 3 kids it is a working ranch we have cows , horse, dogs and would love for y’all to come stay.
Popular amenities for Cypress rentals with a pool
House rentals with a pool

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

Katy Oasis With Luxury Heated Winter Pool

Katy Luxury Home/ Oasis Backyard with Pool

Fully Renovated! Game room, Covered Patio, 3 baths

Stylish Home with Hot Tub & Gaming Garage

HOUSE w/private POOL

Memorable Couple’s Retreat

NEW! Luxurious Stay with Beautiful Pool + Backyard
Condo rentals with a pool

Comfy retreat by RelaxSTR

Oasis Apt - In Med Center & NRG

Cozy Luxe- NRG, Med Center & Downtown

The Energy Corridor’s Lux Condo

Modern Downtown Suite | Pool/Gym/Parking Included

New renovated condo / lake view in Energy Corridor

Contemporary 2BR| Free Parking & Fast WiFi Near DT

1:1 Condo located in SW Houston 1st floor
Other vacation rentals with a pool

Log Cabin w/Hot Chocolate,Fire Pit&so much S’MORE!

Cozy 1 Bedroom- Energy Corridor-Katy-Memorial city

Villa w/ Pool & 2 King Rooms 15 min from Woodlands

Tiny Home Oasis in the City!

Luxury Apartment Houston Gym and Pool

Charming West Houston home with pool

Downtown King 1BDR W/ Pool, Free Parking, Rooftop

Resort Pool • Near Hospital • Wi-Fi & Gym
When is the best time to visit Cypress?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ507 | ﺩ.ﺇ577 | ﺩ.ﺇ496 | ﺩ.ﺇ496 | ﺩ.ﺇ577 | ﺩ.ﺇ496 | ﺩ.ﺇ477 | ﺩ.ﺇ544 | ﺩ.ﺇ558 | ﺩ.ﺇ562 |
| Avg. temp | 12°C | 14°C | 18°C | 21°C | 25°C | 28°C | 30°C | 30°C | 27°C | 22°C | 17°C | 13°C |
Quick stats about vacation rentals with a pool in Cypress

Total vacation rentals
Explore 140 vacation rentals in Cypress

Verified guest reviews
Over 2,730 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
140 of Cypress vacation rentals include wi-fi 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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- Rentals with pools United States
- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Houston Zoo
- Santa's Wonderland
- Bluejack National Golf Course
- White Oak Music Hall
- Memorial Park
- Kemah Boardwalk
- Brazos Bend State Park
- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
- Typhoon Texas Waterpark
- Memorial Park Golf Course
- Buffalo Bayou Park
- Huntsville State Park
- The Menil Collection
- Hurricane Harbor Splashtown
- Gerald D. Hines Waterwall Park
- Bay Oaks Country Club
- Cypresswood Golf Club
- Stephen F. Austin State Park
- Funcity Sk8




