
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.

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.

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!

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.

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.

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!

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)

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

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.

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 🙏

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
House rentals with a pool

Lost Pines Poolside Paradise | Hot Pool - Fire pit

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

Boho Modern, Vibe! Central|Golf|Pool| Pergola|

HTX Hideaway Houston Rodeo Ready Pool / Big Yard

Charming West Houston home with pool

Home Away From Home: Cypress Luxury + Pool & Spa

Katy Htd Pool Oasis with Pet-Friendly Yard

Stylish Houston Getaway | Energy Corridor + Pool
Apartment rentals with a pool

Oasis Apt - In Med Center & NRG

Cozy Luxe- NRG, Med Center & Downtown

The Energy Corridor’s Lux Condo

Chic 2BR Getaway | Downtown Access, WiFi & Parking

New renovated condo / lake view in Energy Corridor

1:1 Condo located in SW Houston 1st floor

Pet Friendly Home Near Park

Mid Century Modern Condo in Energy Corridor
Other holiday rentals with a pool

Luxury Skyline Houston

Bellaire Luxury Apt /Med Center /Central Location

Luxury Apartment Houston Gym and Pool

Cozy Stay- Long term - Energy Corridor - katy

Apartment room with Kitchen and FREE parking

2King Bd,pool, pool table,BBQ, 5TV'S,Gym, FS Kitch

Cozy 1 BR Apartment w/ Fast Wi‑Fi & Private Patio

2 King Suites, Pool/Spa, Covered Patio and Kitchen
When is the best time to visit Cypress?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £90 | £90 | £103 | £117 | £101 | £101 | £117 | £101 | £97 | £111 | £114 | £114 |
| 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 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
Destinations to explore
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- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Houston Zoo
- Toyota Center
- Santa's Wonderland
- Minute Maid Park
- Kemah Boardwalk
- White Oak Music Hall
- Memorial Park
- Brazos Bend State Park
- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
- NRG Park
- Typhoon Texas Waterpark
- Buffalo Bayou Park
- Huntsville State Park
- The Menil Collection
- Hermann Park
- Hurricane Harbor Splashtown
- Gerald D. Hines Waterwall Park
- Stephen F. Austin State Park
- Rice University




