Holiday rentals with a pool in Cypress

Lovely Woodlands home w/heated pool and spa!

Relax with the whole family at this peaceful Woodlands home. This house has free parking space and a heated pool to enjoy it during winter (spa's included but there is an additional charge for heated pool due to energy costs) 100% equipped and ready to become your home away from home. You’ll have this entire Woodlands home to yourself. Whether you are here for shopping, tourism or to visit one of the hospitals nearby, you’ll fall in love with this incredible house and the amenities provided.

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.

Luxury Retreat w/ Pool in Prime Walkable Location!

This luxurious home has high ceilings and a resort style pool. The home is located next to ALL of Houston’s attractions and walking distance to so many restaurants and bars! Only 3 blocks from Washington St and a Food Truck Park! There are 4 parking spots available and a private pool! Each room comes with its own bathroom! Fully equipped kitchen for all your culinary needs! Enjoy easy access to the freeway/easy self check in! This home is the perfect stay!

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.

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!

Giddyup Getaway: Western Oasis w/ Pool! 4bd 9 beds

Bring the whole posse to this 4BR/9-bed boutique estate! Sleeps 16. THE FUN: 3-in-1 Table (Dining/Pool/Ping-Pong) Arcade & Billiards Huge Yard: Basketball, Pickelball & Cornhole Private Pool & Gas Fire Pit THE STAY: Designer Western murals & wood-plank ceilings Custom Master & Bunk Suites Office & Family Rm equipt w/ Queen beds High-end decor for the ultimate group trip Saddle up for a legendary stay at the Giddyup Getaway!

Flamingo Pool Oasis |45 min WC Stadium |Sleeps 12

🦩 KATY'S FLAMINGO POOL OASIS Attending World Cup 2026? Skip Houston's surge pricing — enjoy a spacious, flamingo-themed getaway just 45 minutes from NRG Stadium. Why book 6 hotel rooms? Keep everyone together. 🏠 4 bed | 2.5 bath | Sleeps 12 🏊 Private pool — perfect in Houston's summer heat 🍳 Full kitchen + BBQ grill 🌿 Covered patio + pet-friendly yard 🦩 Flamingo theme the kids will love

Waterfront $ Heated Pool $ Theater | Smart Home

Located in Cypress. Waterfront location in quiet neighborhood. Located 1 mile from great restaurants and HEB. 2 miles from Town Lake. Great waterfront restaurants like Ambrizia Social Mexican Kitchen and Local Table has a great brunch! 32 miles from downtown Houston. 30 miles from Bush-internatiinal iah airport.