
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.

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!

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.

Lodgeur | Sunset-view 1BR | Energy Corridor
Stylish, comfortable, and beautifully designed furnished 1-bedroom apartment (608 SF, 9th floor) in Houston’s Energy Corridor. Chef-ready kitchen, blazing fast WiFi, in-unit laundry, and premium amenities such as a pool and 24/7 gym. Family-friendly. Includes free parking. There’s everything you need for both short and extended stays! Steps from the Texas Children's Hospital West Campus and Houston Methodist West Hospital, with easy access to Energy Corridor offices and Katy via I-10.

*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 Velvet Nest-Prime Location-2 King bd 1Queen bd
Welcome to The Velvet Nest, your cozy modern retreat tucked away in a peaceful, tree-lined neighborhood. From the moment you step inside, you’ll be greeted by soft tones, elegant decor, and sunlight pouring through oversized windows. This dreamy home was made for resting, recharging, and simply breathing. Whether you’re here for a romantic weekend, a family getaway, or just need to rest your soul — The Velvet Nest is your little corner of calm. We’d be honored to host your stay 💖

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.

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

Heated Pool Theater Luxury 4BR Retreat
Welcome to your luxury 4-bedroom retreat! Enjoy a heated pool, private home theater and spacious living area perfect for families or groups. 4 plush bedrooms & 3.5 baths Fully equipped chef’s kitchen Fast Wi-Fi & dedicated workspace Backyard seating and grill Minutes to dining, shopping and major highways—yet tucked in a quiet neighborhood for restful nights. Book now to secure your dates and start planning an unforgettable stay!

Tiny Home Oasis in the City!
Escape to our cozy tiny home, a haven in the heart of the city! Enjoy exclusive access to your own refreshing pool, a lush tropical garden, perfect for relaxation. Key Features 🐾 Pet-Friendly 💦 Private Pool 🌺 Tropical Garden 🍽️ Close to Shopping & Restaurants 📍 Guest Access: You’ll have complete access to the entire home, the private pool, and the garden. Enjoy urban convenience while basking in nature
Popular amenities for Cypress rentals with a pool
House rentals with a pool

Lovely Woodlands home w/heated pool and spa!

Midtown Oasis w/ Private Heated Pool

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

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

HTX Hideaway Houston Rodeo Ready Pool / Big Yard

Paradise Garden Resort And Spa

Gorgeous Home W/Heated POOL/SPA & Fun GAME ROOM!

Stylish Home with Hot Tub & Gaming Garage
Condo 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

Bright Townhouse w/ Pool Access

Luxury Galleria Condo - With Condo Pool & Gym

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

Charming Magnolia Retreat | Clubhouse & Gym Access

Nice Midtown Apartment

Beautiful cozy apt in HTX close to I10 & Katy Fwy

Luxury Apartment Houston Gym and Pool

Luxe Oasis Chateau Entire Home HTX NRG/ Med Center

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

Galleria King Luxe • Walk to Mall • Pool View

Modern clean professional guest home. A/C. WiFi.
When is the best time to visit Cypress?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $179 AUD | $179 AUD | $206 AUD | $234 AUD | $201 AUD | $201 AUD | $234 AUD | $201 AUD | $194 AUD | $221 AUD | $227 AUD | $228 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, Wi-Fi 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
- Santa's Wonderland
- Terry Hershey Park
- Kemah Boardwalk
- White Oak Music Hall
- Memorial Park
- Brazos Bend State Park
- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
- NRG Park
- University of Houston
- Typhoon Texas Waterpark
- Buffalo Bayou Park
- Huntsville State Park
- The Menil Collection
- Hurricane Harbor Splashtown
- Hermann Park
- Gerald D. Hines Waterwall Park
- Stephen F. Austin State Park
- Texas Southern University




