
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

*Spring Branch/Houston tiny home*
Cute, clean, and functional pool house. 150SF Perfect for 1 or 2 people. 20 min. from down town. 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, and is 150SQFT. Guest house is separated from the main house. You have your own private entrance, large fenced in green space, free parking, and keyless entry. Thanks for booking!😊 Cheers!

Whole House Water Softer/Filter, All Tile, Quartz
Mama’s Modern House is your home away from home located in an established, quiet neighborhood in the suburbs of Cypress, Tx. Inside of home was completely gutted and remodeled in 2023. The home features quartz countertops, wood fire place, no carpet, all tile floors, induction stove top, oven, master with en suite and walk in shower, split floor plan, 4 bedrooms, 2 queen beds, 2 full beds, 2 full bathrooms with a total of 4 sinks, 4 smart TVs, large backyard. Whole house water softener/filter

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.

Katy Oasis With Luxury Heated Winter Pool
Welcome to our luxurious pool home located in a family-oriented community! This stunning property offers everything you need for a memorable and relaxing stay. With 4 spacious bedrooms and 2.5 baths, there is ample space for everyone to unwind and make themselves at home. No parties allow at the property unless with previous authorization for guest only. The attention to detail is evident with every detail in mind for your comfort home away from home, tranquil & quiet atmosphere.

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

Lovely Woodlands home w/heated pool and spa!

Midtown Oasis w/ Private Heated Pool

Friendly Central Katy Home

Home Away From Home "Luxury Addition" Pool & Spa!

*️⃣Villa Retreat |4️⃣Bd 2️⃣.5️⃣Ba| OutdoorGames*️⃣

HOUSE w/private POOL

The Leafy Lounge-Large Home w/ Heated Indoor Pool

Casa Larissa, Grill & Chill Retreat Heated Pool
Condo rentals with a pool

Condo at NRG stadium, TX Medical Ctr with king bed

The Energy Corridor’s Lux Condo

New renovated condo / lake view in Energy Corridor

1:1 Condo located in SW Houston 1st floor

Cozy Stylish Suite | Shared Premium Amenities

Pet Friendly Home Near Park

Mid Century Modern Condo in Energy Corridor

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

The Blooming Nest in Katy/HOU. Near HWY10/Greenhou

Bellaire Luxury Apt /Med Center /Central Location

Cozy Stay- Long term - Energy Corridor - katy

MaRVelous 1BR Casita in Lovely RV Resort Pool Gym

Serenity Pines 1 bedroom apartment

2 King Suites, Pool/Spa, Covered Patio and Kitchen

Traveler’s Haven: With Quick Airport Access

Convention Ctr/Downtown Escape
When is the best time to visit Cypress?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 NZD | $215 NZD | $247 NZD | $281 NZD | $241 NZD | $241 NZD | $281 NZD | $241 NZD | $233 NZD | $265 NZD | $272 NZD | $274 NZD |
| 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 and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
140 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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- The Galleria
- NRG Stadium
- George R. Brown Convention Center
- Houston Museum District
- Bluejack National Golf Course
- Santa's Wonderland
- Kemah Boardwalk
- White Oak Music Hall
- Houston Zoo
- Memorial Park
- The Cynthia Woods Mitchell Pavilion
- Brazos Bend State Park
- Typhoon Texas Waterpark
- Downtown Aquarium
- Memorial Park Golf Course
- Buffalo Bayou Park
- Huntsville State Park
- Hurricane Harbor Splashtown
- The Menil Collection
- Gerald D. Hines Waterwall Park
- Stephen F. Austin State Park
- Cypresswood Golf Club
- Bay Oaks Country Club
- Funcity Sk8




