
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.

Country Retreat close to The Woodlands w/Pool
Stay 5 Min from The Woodlands in this one-of-a-kind retreat next to the Jones State Forest. 1/2 mile to walking, biking, or horseback riding on forest trails. At night you’ll gaze at twinkling constellations poolside or relax in our massage chair or jetted garden tub. Attend an outdoor concert at the nearby Cynthia Woods Mitchell Pavilion, one of the top amphitheaters in America. We are 5 min from The Woodlands Medical Center, and 10 min from The Woodlands Mall where you can shop till you drop.

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.

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.

Your Home away From Home
Very clean 1 bedroom with a fully equipped kitchen, gym, pool & FREE gated parking for your safety! This is the perfect location whether you are working or relaxing! Just a few minutes from the medical center and everything our wonderful downtown area has to offer! 5 Minutes to NRG Stadium 8 Minutes to Zoo 10 Minutes to The Galleria Mall 15 Minutes to Toyota Center 15 Minutes to Minute Maid Park 30 Minutes from both IAH & HOU Airport Close to all the clubs, lounges & much much more!

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!

Katy Oasis With Luxury Heated Winter Pool
Enjoy a relaxing getaway at this spacious 4BR Katy retreat featuring a private heated pool, outdoor lounge, game room, and fully equipped kitchen. Perfect for families and groups, the home offers comfy bedrooms, multiple TVs, fast WiFi, and plenty of space to unwind. Located in a quiet neighborhood close to shopping, dining, and parks. Ideal for long stays, weekend escapes, and special occasions. No parties allow at the property unless with previous authorization for guest only.

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

Midtown Oasis w/ Private Heated Pool

Lost Pines Poolside Paradise | Hot Pool - Fire pit

Houston Huge Pool, miniGolf, Katy Asian Town, King

Your connected sweet water oasis!

HOUSE w/private POOL

Stylish Home with Hot Tub & Gaming Garage

The Leafy Lounge-Large Home w/ Heated Indoor Pool

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

Condo at NRG stadium, TX Medical Ctr with king bed

Cozy Luxe- NRG, Med Center & Downtown

The Energy Corridor’s Lux Condo

New renovated condo / lake view in Energy Corridor

Contemporary 2BR| Free Parking & Fast WiFi Near DT

Long Term Comfy Med Center Apt

1:1 Condo located in SW Houston 1st floor

Cozy Stylish Suite | Shared Premium Amenities
Other holiday rentals with a pool

MaRVelous 1BR Casita in Lovely RV Resort Pool Gym

Cozy 1/1 pool view w/amenities

Serenity Pines 1 bedroom apartment

Texas ranch house

Cozy 1bdr Apartment in the heart of the city

Work n' play in north Cypress

5-bdrm Jewel Resort, Pool SPA Pool Table Camp fire

Guest Studio Apartment
When is the best time to visit Cypress?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 SGD | $154 SGD | $177 SGD | $201 SGD | $173 SGD | $173 SGD | $201 SGD | $173 SGD | $167 SGD | $190 SGD | $195 SGD | $196 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 140 holiday rentals in Cypress

Verified guest reviews
Over 2,730 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
70 properties have a dedicated workspace

Wifi availability
140 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
- 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




