
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.

Paradise Garden Resort And Spa
Enjoy a perfect getaway in a cozy, modern and updated house located on a lot of more than a 1/4 acre with a 9ft deep pool, wet bar, spa,grill and lounge area. Beautiful and colorful night lights with lots of privacy in pool and patio area. The house is spacious and comfortably sleeps 10 people . 😊 with state of the art brand new furnitures, beds and mattresses. House comes with all appliances including washer, dryer and 3 smart tv's and equipped with high quality linen and kitchen essentials.

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.

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

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.
Popular amenities for Cypress rentals with a pool
House rentals with a pool

Lost Pines Poolside Paradise | Outdoor Fire Pit

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

Katy Oasis With Luxury Heated Winter Pool

Charming West Houston home with pool

Your connected sweet water oasis!

Modern Magnolia Cottage | Pool & Gym Access

Stylish Houston Getaway | Energy Corridor + Pool

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

Cozy Luxe- NRG, Med Center & Downtown

Oasis Apt - In Med Center & NRG

The Energy Corridor’s Lux Condo

New renovated condo / lake view in Energy Corridor

Contemporary 2BR| Free Parking & Fast WiFi Near DT

Luxury Galleria Condo - With Condo Pool & Gym

1:1 Condo located in SW Houston 1st floor

Value, SuperHost, Med Center, MD Anderson, Rice U
Other holiday rentals with a pool

Luxe King 1BDR W/ Free Parking, Pool, Downtown HTX

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

Bellaire Luxury Apt /Med Center /Central Location

Beautiful cozy apt in HTX close to I10 & Katy Fwy

Lodgeur | Sunlit 1BR w/ balcony | Energy Corridor

Cozy 1br apartment in Energy Corridor

Charming 4BR w Large Patio,Vinyl Pool.

Modern Luxury Stay 1BDR w KGB the Heart of Houston
When is the best time to visit Cypress?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $152 SGD | $152 SGD | $175 SGD | $199 SGD | $171 SGD | $171 SGD | $199 SGD | $171 SGD | $165 SGD | $146 SGD | $153 SGD | $146 SGD |
| 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
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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
- Buffalo Bayou Park
- Huntsville State Park
- Space Center Houston
- The Menil Collection
- Highrise Houston
- University of Houston
- Stephen F. Austin State Park
- Gerald D. Hines Waterwall Park




