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.

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Guest favourite
A cozy living area is featuring a spacious, light gray sectional sofa adorned with decorative pillows. Framed artwork lines the walls, and a ceiling fan gently stirs the air. An open dining space with a wooden table and chairs is visible in the background.
Townhouse in Energy Corridor
4.82 out of 5 average rating, 256 reviews

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.

Guest favourite
A spacious backyard features a vibrant pool area, beautifully illuminated by colorful night lights. Lush greenery surrounds the setting, complemented by a well-maintained lawn. A stone patio leads to the pool, which is adorned with a diving board and lounge chairs for relaxation.
Home in Houston
4.9 out of 5 average rating, 106 reviews

Paradise Garden Resort And Spa

Enjoy a perfect getaway in a cozy, modern and updated house located on a lot of more than a 1/4 acre with a 9ft deep pool, wet bar, spa,grill and lounge area. Beautiful and colorful night lights with lots of privacy in pool and patio area. The house is spacious and comfortably sleeps 10 people . 😊 with state of the art brand new furnitures, beds and mattresses. House comes with all appliances including washer, dryer and 3 smart tv's and equipped with high quality linen and kitchen essentials.

Top guest favourite
A secluded backyard features a glistening swimming pool surrounded by potted plants. A cozy guest house is visible, complemented by shaded areas and circular hanging seats. A dining table with striped umbrella can be seen nearby, enhancing the outdoor living space.
Guest house in Neartown - Montrose
4.96 out of 5 average rating, 339 reviews

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.

Guest favourite
The outdoor area showcases a private pool with crystal-clear water, surrounded by lounge chairs. A hot tub is visible nearby, while a patio with dining and seating arrangements invites relaxation under shaded umbrellas. The home features a two-story design in the background.
Home in Cypress
4.88 out of 5 average rating, 151 reviews

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.

Superhost
A cozy sleeping area features a spacious bed with neutral bedding and a decorative yellow pillow. A soft blanket drapes over the bed. The small kitchenette is visible in the background, showcasing a coffee maker, mini fridge, and cabinets.
Guest house in Houston
4.78 out of 5 average rating, 122 reviews

*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!

Top guest favourite
A stock tank pool is situated beside a compact mobile home, surrounded by a wooden deck and outdoor shower. Bright sunlight filters through the trees, casting gentle shadows on the serene space. A shaded area offers a relaxing comfort for outdoor enjoyment.
Tiny home in Houston
4.91 out of 5 average rating, 169 reviews

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

Guest favourite
An inviting living area is featured with a plush white sofa paired with decorative pillows in neutral tones. A cozy, rounded armchair complements the space, while a round coffee table holds a decorative arrangement. Natural light streams in through large glass doors leading to an outdoor balcony.
Flat in Downtown Houston
4.96 out of 5 average rating, 193 reviews

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.

Guest favourite
The living area features a sleek, modern sofa and a plush accent chair, paired with stylish marble-top coffee tables. An artistic wall pattern enhances the space, while soft lighting from a nearby lamp complements the open layout that connects to the kitchen.
Flat in Medical Center Area
4.96 out of 5 average rating, 122 reviews

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.

Guest favourite
A well-maintained outdoor space is highlighted by a refreshing swimming pool, surrounded by a stone coping and grassy area. The two-story house features a covered balcony with seating, while stairs provide access to the upper level. Lush trees and blue skies frame the serene setting.
Home in Houston
4.9 out of 5 average rating, 119 reviews

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.

Guest favourite
A two-story lakefront guesthouse is featured, showcasing expansive windows and a tiled roof. Lush greenery surrounds the property, and a patio area with outdoor seating is visible along the water's edge. The tranquil setting offers a serene view of the lake.
Guest house in The Woodlands
4.89 out of 5 average rating, 284 reviews

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

Guest favourite
An indoor heated pool is featured, surrounded by light-colored tiles and accented by a stone waterfall. Lush greenery and potted plants are included, while string lights add gentle illumination to the space. Comfortable seating arrangements are present along one side, providing a relaxing area.
Home in Houston
4.95 out of 5 average rating, 118 reviews

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.

Superhost
A serene outdoor pool area is framed by a brick exterior. Comfortable lounge chairs are positioned beside the crystal-clear water, surrounded by greenery and landscaping. A patio extends from the house, providing a view of the pool and a tranquil atmosphere.
Home in Houston
4.79 out of 5 average rating, 149 reviews

NEW! Luxurious Stay with Beautiful Pool + Backyard

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).

Popular amenities for Cypress rentals with a pool

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Avg. price£90£90£103£118£101£101£118£101£97£86£91£86
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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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    150 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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