Holiday rentals with a pool in Cypress

ALOHA! Hawaii in The Woodlands 5BD/3BA Sleeps 10

Aloha and Welcome! Our home invites you to rest, relax, and recharge. Located on a quiet, tree lined cul-de-sac, our two-story, 5bd/2.5 ba salt water pool home offers: *A fully stocked kitchen with all kitchenware and cooking essentials *Dedicated work or entertainment space *Salt water pool & hot tub *Covered patio with outdoor tv (swivels to watch from the pool) & volcano rock fire pit *Outdoor kitchen with gas BBQ grill & fridge Your oasis awaits. Welcome home, Ohana! You belong here <3

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

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

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

HOUSE w/private POOL

This Fabulous Home near willowbrook mall located just North of Houston, offers an ideal living space with four spacious bedrooms upstairs, perfect for accommodating a family or guests. Downstairs, you'll find a cozy living room, a well-appointed kitchen, and other essential features for comfortable living and entertaining. Whether you're looking for a peaceful retreat or a features an open-concept design promoting seamless interactions between family members and guests.

The Skyline Studio with Espresso Bar, Rooftop Pool

Wake up to sunrise skyline views and start your day with a true espresso ritual. This top-floor studio is thoughtfully designed with luxury in every detail — king bed, premium linens, plush towels, full kitchen, and a curated coffee bar. A calm, plant-filled space with a high-quality sound system and rooftop pool access. 300+ 5-star stays for cleanliness, comfort, and reliability. Secure parking. A peaceful, elevated stay near Downtown & the Heights.

The Leafy Lounge-Large Home w/ Heated Indoor Pool

Welcome to the Leafy Lounge with the private indoor HEATED pool, where your stay will be an unforgettable experience! This unique and spacious home is ideal for families, friends, and anyone looking to immerse themselves in a peaceful getaway. Enjoy a private indoor swimming experience using the heated pool and hang out in the large indoor patio. Plan your trip with ease in this fully equipped home while enjoying all amenities regardless of weather.

Beautiful Country Farmhouse

Relax with the whole family at this peaceful place to stay. Pond for fishing, cows you can feed and horse to pet. Relax on the porch or on the swing hanging from a large oak tree. Your family will love their stay. The house sits on our family property which is on 10 ac res and it is located next to the owners house. We live on the property with our 3 kids it is a working ranch we have cows , horse, dogs and would love for y’all to come stay.

Lux Retreat w/ Heated Pool (Optional Upgrade)

A great escape from the city! Quiet neighborhood, not too far from the city but far enough to relax and enjoy the quiet neighborhood with an outdoor pool. Only 30 minutes from downtown Houston. Come relax or enjoy the house with family and friends. Perfect for a weekend getaway. This is not an ideal place to have parties because we want to be respectful to our neighbors. We have 5 official beds (1 king bed, 2 queen beds and 2 full size beds).

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!

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

Welcome to your private luxury retreat! This elegant 4-bedroom, 2.5-bath home offers an open-concept design with plush queen suites, Smart TVs, and a fully equipped kitchen. Enjoy endless entertainment with a pool table and classic Pac-Man arcade, then unwind in the resort-style backyard featuring a heated pool and spa, cabana lounge, fire pit, and Blackstone grill. Perfectly located with easy access to Houston’s top attractions!