
Holiday rentals with a pool in Cypress
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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.

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

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.

Private Apartment Walk to the Museums & Med Center
Pristine and conveniently located private apartment! Nestled in a safe neighborhood, walking distance of the Texas Medical Center and Museum District. Ideal for visiting MD Anderson Cancer Center and a short drive to downtown theaters, sports stadiums, and NRG. Offers a full kitchen, walk-in closet, laundry, and community pantry. As health professionals, we maintain a clean environment to ensure comfort and peace of mind. Book your stay here and experience the best of Houston with ease!

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.

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.

Spacious Modern Apt in TMC | MD Anderson
Experience Houston in a spacious modern apartment with great vibes and amenities. The Unit: → Lightning Fast Wi-Fi → Comfortable King Bed → Dedicated Workspace + Monitor → 55" Living Room Smart TV → 50” Bedroom Smart TV → Fully Stocked Kitchen → Washer & Dryer → Private Parking (Park at your own risk) The Amenities: → View and Lounge → Pool + Spa → Full Size Gym Ideal for Texas Medical Center visitors, healthcare trainees/workers, travel nurses, and business travelers.

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

Lovely Woodlands home w/heated pool and spa!

Katy Oasis With Luxury Heated Winter Pool

HTX Hideaway Houston Rodeo Ready Pool / Big Yard

Paradise Garden Resort And Spa

Katy Htd Pool Oasis with Pet-Friendly Yard

Fully Renovated! Game room, Covered Patio, 3 baths

HOUSE w/private POOL

Stylish Home with Hot Tub & Gaming Garage
Condo rentals with a pool

Texas Medical Center/NRG - 2Bed/1Bath - Lux Condo

Cozy Luxe- NRG, Med Center & Downtown

Oasis Apt - In Med Center & NRG

New renovated condo / lake view in Energy Corridor

1:1 Condo located in SW Houston 1st floor

The Ranch

Pet Friendly Home Near Park

Modern 2BR Retreat near DT Houston + Fast WiFi
Other holiday rentals with a pool

Bellaire Luxury Apt/ Med Center / Central Location

Lost Pines Poolside Paradise | Outdoor Fire Pit

Unwind in Cypress Golf Course Serenity & Pool Fun

2 Bedrooms/2 Baths in Energy Corridor / Near I-10

Beautiful cozy apt in HTX close to I10 & Katy Fwy

Luxe 1b1b | Smart TVs | Free onsite parking

Charming West Houston home with pool

Your connected sweet water oasis!
When is the best time to visit Cypress?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 AUD | $169 AUD | $194 AUD | $221 AUD | $190 AUD | $190 AUD | $221 AUD | $190 AUD | $183 AUD | $162 AUD | $170 AUD | $162 AUD |
| 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 and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
150 of Cypress holiday 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
Destinations to explore
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- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Houston Zoo
- Toyota Center
- Minute Maid Park
- Santa's Wonderland
- White Oak Music Hall
- Kemah Boardwalk
- Memorial Park
- Brazos Bend State Park
- The Cynthia Woods Mitchell Pavilion
- Rice University
- Downtown Aquarium
- Typhoon Texas Waterpark
- Space Center Houston
- Buffalo Bayou Park
- Highrise Houston
- Huntsville State Park
- The Menil Collection
- University of Houston
- Hurricane Harbor Splashtown
- Gerald D. Hines Waterwall Park




