Holiday rentals with a pool in Cypress

4.88 out of 5 average rating, 244 reviews

A spacious living area is highlighted by a high open ceiling and large windows allowing for natural light. A dark leather sofa and two accent chairs are positioned around a decorative rug. A media console holds a flat-screen TV, creating a comfortable lounge environment.

Farm stay in Conroe

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.

A serene backyard features a heated pool and spa surrounded by a textured patio. The two-story home showcases multiple windows, inviting natural light. A shaded seating area with an umbrella and lounge chairs offers comfortable outdoor relaxation, with a fenced area providing privacy.

4.97 out of 5 average rating, 137 reviews

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!

4.98 out of 5 average rating, 255 reviews

A cozy living area features a plush couch adorned with decorative pillows and a textured rug. Lush plants are displayed throughout, adding a vibrant touch. Large windows provide a bright backdrop with views of the downtown skyline, and a mounted TV is positioned on the wall.

Apartment in Houston

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!

4.81 out of 5 average rating, 59 reviews

A private outdoor space is featured with a swimming pool and a spa, surrounded by a patio area. Comfortable seating is positioned nearby, and string lights above enhance the ambiance. Lush greenery complements the space, providing a serene environment for relaxation.

Home in Cypress

Serene 4BR Lux Home w Heated Spa+Pool+MassageChair

Enjoy a cozy holiday stay in this 4BR, 3.5BA home with a heated spa, pool, media room, and festive décor. Perfect for quiet family trips or work stays, with fast Wi-Fi, smart TVs, a full kitchen, and relaxing spaces to unwind. Sleeps 8 comfortably with plenty of room to gather, cook, and enjoy movies or game nights. Located in a peaceful neighborhood close to shopping, dining, and entertainment. Ideal for a calm, private holiday getaway where you can recharge, celebrate, and make memories.

4.83 out of 5 average rating, 104 reviews

The exterior of the building features a well-defined entrance with a large number '3' displayed prominently. The layout includes a staircase leading to the upper level, flanked by neat landscaping and gravel pathways.

Apartment in Braeswood

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.

4.91 out of 5 average rating, 122 reviews

A spacious living area is highlighted by a large flat-screen TV mounted on the wall. A modern glass coffee table sits on a soft carpet, flanked by a plush gray couch with bright orange accent pillows. A decorative plant adds a touch of greenery, while a stylish fan circulates overhead.

Apartment in Braeswood

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!

4.88 out of 5 average rating, 150 reviews

An outdoor oasis features a free-standing hot tub bubbling with water, surrounded by a patio with lounge chairs adorned with bright red cushions. A spacious swimming pool is visible in the background, complemented by a covered seating area providing shade.

Home in Cypress

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.

Apartment in Addicks Park Ten

5 out of 5 average rating, 5 reviews

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.

4.77 out of 5 average rating, 118 reviews

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.

Guesthouse in Houston

*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!

4.83 out of 5 average rating, 105 reviews

The image showcases a spacious backyard featuring a heated pool and a hot tub. Comfortable lounge chairs line the poolside, alongside vibrant seating under a shaded pergola. Lush greenery adds a tropical feel, enhancing the inviting outdoor atmosphere.

Home in Katy

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.

4.91 out of 5 average rating, 162 reviews

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

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

4.89 out of 5 average rating, 131 reviews

A modern bathroom features dual sinks with stylish mirrors above, set against a shiplap wall. Elegant lighting fixtures enhance the space, while a glass-enclosed shower adds a sleek touch. Hexagonal tiles create a textured floor, complemented by a decorative mat and greenery for a natural accent.

Home in Spring

Modern Farmhouse w/ private Heated Pool and Spa

Welcome to our newly remodeled modern farmhouse. Enjoy your getaway with family/friends at our warm and cozy home, complimented by a private pool and spa. The property has plenty of rooms and activities for everyone. Each room of the house has large windows which allows natural light through out the house. Located in Spring Texas, the property is just minutes away from The Woodlands, Conroe and Houston. Come and experience the "home away from home" feeling at our house.

Popular amenities for Cypress rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 179 reviews

A shaded outdoor space is featured, housing a sectional seating area with plush cushions. A hanging chair adds charm alongside a coffee table. The private saltwater pool is visible, surrounded by neatly arranged landscaping and a carpet of green grass.

Home in Midtown

Midtown Oasis w/ Private Heated Pool

An inviting outdoor pool area is viewed at dusk, showcasing a heart-shaped pool surrounded by lounge chairs. A shaded gazebo stands nearby, while the home and surrounding trees are illuminated by the evening sky in vibrant hues.

4.98 out of 5 average rating, 45 reviews

Lost Pines Poolside Paradise | Hot Pool - Fire pit

4.96 out of 5 average rating, 28 reviews

The spacious living room features a large sectional sofa and a mounted flat-screen TV, with natural light illuminating the space through wide windows. The backyard shows a serene pool with a stone deck, surrounded by lush greenery and landscaping, enhancing the outdoor ambiance.

Home in Katy

Katy Luxury Home/ Oasis Backyard with Pool

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.

4.9 out of 5 average rating, 100 reviews

Paradise Garden Resort And Spa

5 out of 5 average rating, 74 reviews

An outdoor space features a sizable pool surrounded by lush artificial turf. A mini-golf course is set along the perimeter, complemented by several small flags. A shaded seating area with a pergola stands nearby, providing a welcoming space for relaxation.

Home in Katy

Houston Huge Pool, miniGolf, Katy Asian Town, King

A life-size chess set occupies a grassy area, featuring white and black pieces arranged on gray mats. The private pool and gazebo area are visible in the background under clear blue skies, with sunlight streaming down, creating a bright and inviting atmosphere.

4.91 out of 5 average rating, 149 reviews

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

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.

4.9 out of 5 average rating, 116 reviews

HOUSE w/private POOL

4.98 out of 5 average rating, 120 reviews

An open-concept living area showcases a spacious lounge with three large sofas facing a central coffee table. Natural light fills the room from large windows, and a modern kitchen is visible in the background, accented by industrial-style lighting and greenery.

Home in Spring

Stylish Home with Hot Tub & Gaming Garage

Condo rentals with a pool

Condo in Medical Center Area

A modern living space is highlighted by a plush gray sofa and an orange accent chair. Two round coffee tables sit on a textured rug, while wall art featuring bold KAWS designs adds a creative touch. Floor-to-ceiling windows overlook the city skyline, allowing natural light to fill the room.

4.87 out of 5 average rating, 46 reviews

Cozy Luxe- NRG, Med Center & Downtown

5 out of 5 average rating, 30 reviews

A modern living area is featured, highlighted by a sleek black sofa and a round wooden coffee table. A television is mounted above a fireplace, and natural light fills the space. A dining area with a circular table is visible in the background.

Condo in Energy Corridor

The Energy Corridor’s Lux Condo

Condo in Neartown - Montrose

5 out of 5 average rating, 14 reviews

Modern Downtown Suite | Pool/Gym/Parking Included

A cozy living area features a modern armchair, wooden ladder, and a decorative tray containing a candle and a potted plant. A fireplace and wall-mounted television are visible in the background, enhancing the space's inviting ambiance.

4.95 out of 5 average rating, 42 reviews

New renovated condo / lake view in Energy Corridor

Condo in Independence Heights

An open-concept living area features stylish furnishings, including a gray sofa and wooden armchairs. A central round table is surrounded by four black chairs. Modern light fixtures hang from the ceiling, complementing the neutral wall tones and wood flooring. A textured area rug adds warmth to the space.

4.91 out of 5 average rating, 64 reviews

Contemporary 2BR| Free Parking & Fast WiFi Near DT

A spacious bedroom features a queen-size bed dressed in soft linens, complemented by a textured throw. A large artwork of a coastal scene hangs above the bed. Natural light filters through multiple windows, highlighting the warm wood flooring and a minimalist design.

4.82 out of 5 average rating, 22 reviews

Long Term Comfy Med Center Apt

An open kitchen area features a light wood countertop with two rustic bar stools. In the background, a dining table with four chairs is visible, illuminated by pendant lights, while modern appliances complement the space.

4.84 out of 5 average rating, 58 reviews

1:1 Condo located in SW Houston 1st floor

4.89 out of 5 average rating, 19 reviews

Skyline LUXURY | Garage • Pool • Gym

Other holiday rentals with a pool

4.92 out of 5 average rating, 75 reviews

A vibrant living area is highlighted by a deep blue couch adorned with two checked pillows. A modern, square coffee table rests on a light patterned rug, while a round dining table and chairs are positioned nearby. An abstract painting adds a touch of elegance to the space.

Apartment in Houston

Bellaire Luxury Apt /Med Center /Central Location

Apartment in Addicks Park Ten

4.94 out of 5 average rating, 33 reviews

Cozy Stay- Long term - Energy Corridor - katy

4.91 out of 5 average rating, 11 reviews

A spacious swimming pool is surrounded by lounge chairs and is designed with a shallow entry area and stone accents. Lush greenery and a wooden fence create a pleasant outdoor setting, while the water appears inviting and clear under the sun.

Tiny home in Magnolia

MaRVelous 1BR Casita in Lovely RV Resort Pool Gym

4.69 out of 5 average rating, 667 reviews

The hotel building presents a modern design with a combination of stone and stucco exteriors. It is situated in a landscaped area with parking spaces visible in front, and the city skyline can be seen in the background under a partially cloudy sky.

Apartment in Houston

Apartment room with Kitchen and FREE parking

4.88 out of 5 average rating, 50 reviews

A well-appointed bedroom features a spacious bed draped with a textured blanket, complemented by soft pillows. Natural light enters through the window, and a tasteful wall decoration enhances the room's aesthetic. A walk-in closet is visible, providing convenient storage options.

Apartment in Katy

Cozy 1 BR Apartment w/ Fast Wi‑Fi & Private Patio

5 out of 5 average rating, 12 reviews

A spacious farmhouse features a stone facade with large windows providing natural light. The manicured lawn offers a welcoming outdoor space, while a covered porch extends from the main structure, creating a seamless connection to the surrounding landscape.

Farm stay in Katy

Texas ranch house

4.97 out of 5 average rating, 37 reviews

The inviting entrance features a bright yellow door framed by lush greenery and vibrant flowers. A softly glowing blue lantern adds a touch of ambiance, while string lights twinkle in the background, creating a welcoming atmosphere as night falls.

Home in Memorial

Stylish Houston Getaway | Energy Corridor + Pool