Holiday rentals with a pool in Spring

4.9 out of 5 average rating, 110 reviews

The outdoor salt-water pool and hot tub are illuminated in shades of blue, creating a serene nighttime ambiance. Soft lights outline the area, accentuating the smooth, curved edges and peaceful surroundings, inviting relaxation and tranquility.

Home in Harper's Landing

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

4.88 out of 5 average rating, 260 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 large inground pool is surrounded by a spacious wooden deck, featuring lounge chairs and umbrellas for shade. The home, visible in the background, showcases large windows and a welcoming exterior, integrated seamlessly with the lush greenery of the surrounding area.

4.96 out of 5 average rating, 167 reviews

Poolside Summer Large Family Home Gather Here

This spacious home offers a serene escape. With soaring ceilings, abundant natural light, huge deck featuring a sparkling pool, it's the perfect retreat for families and friends. Enjoy a master suite complete with a jacuzzi and loft, or unwind in the inviting living room, complete with wet-bar and stunning pool views. The well-equipped kitchen and dining areas make entertaining a breeze, while nearby amenities of The Woodlands provide endless opportunities for shopping, dining, and recreation.

A spacious outdoor area features a patio with two black wicker chairs and a round table, set against a backdrop of lush greenery. A pool glistens nearby, surrounded by neatly landscaped borders, while large windows illuminate the inviting interior of the home.

4.9 out of 5 average rating, 186 reviews

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.

4.76 out of 5 average rating, 109 reviews

The tranquil pool area is illuminated with vibrant purple and green lighting, highlighting the lush tropical flora surrounding it. A waterfall feature is visible, and the serene water reflects the ambient lighting, creating a peaceful nighttime atmosphere.

Villa in Conroe

Huge Private Pool + Slide on Golf Course

Charming Poolside Retreat Minutes from The Woodlands Mall Escape to your serene oasis, just ten minutes from The Woodlands Mall. Our villa features a spa for 8 adults, a cozy living room with a fireplace and egg chairs, and a private pool with optional heating. Enjoy arcade machines, skeeball, and three large TVs. Nearby attractions: The Woodlands Waterway for a romantic stroll, golf course, The Woodlands Shopping Center, tranquil forest walks, concerts, and Lake Conroe for an adventure.

4.93 out of 5 average rating, 120 reviews

The exterior of a single-story home is showcased, featuring a manicured lawn and lush landscaping. A light-colored garage door is visible, complemented by a brick façade. Large windows allow natural light to illuminate the front interior, framed by greenery from nearby trees.

Home in Harper's Landing

Woodlands Retreat 3bdrm 2bath

Long term stays welcomed ! One story home perfect for families. This home is located in a quaint cul-de-sac half a mile to i45. You are only minutes away from all the hospitals and shopping centers. Whether you are in town visiting family, here for an event, or seeking treatment this house is perfect for you and your family, this includes your four legged family as well. All mattresses are 12” memory foam for your comfort. Lots of near by amenities like a pool, tennis and playground.

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.

4.89 out of 5 average rating, 140 reviews

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.

Guest house in The Woodlands

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.

4.88 out of 5 average rating, 289 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

4.95 out of 5 average rating, 186 reviews

An open living space combines a cozy sleeping area with a spacious bed covered in light bedding. A colorful light fixture hangs from the ceiling, illuminating decorative accents along the walls. A dining area and kitchenette are visible in the background, complemented by a small seating area.

Tiny home in Shenandoah

Cozy tiny house on small lake "The Maryhannah"

Relax and enjoy the calm serene of a country vibe feel in the middle of the city! This cozy tiny house feels like a gentle hug. Float around the seasonal splash pool, soak in the hot tub, enjoy a small container fire, or sit by the lake and watch the fish. Bring your fishing pole for catch and release stocked pond in this small vintage fishing community. Unit is on the back of the main house. Main house has area on the other side that you can’t see.

4.94 out of 5 average rating, 121 reviews

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

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.

5 out of 5 average rating, 135 reviews

The exterior of a well-maintained home is presented, featuring a mix of brick and stone facades. A double garage is visible, with stylish light fixtures on either side of the entrance. Landscaping includes low shrubs and a manicured lawn, framed by a paved driveway.

Home in Conroe

Beautiful Cozy 4-Bedroom Home in a Gated Community

This is a gorgeous, home with high ceilings, hardwood floors, and a walk-in closet in a gated community and gated driveway for additional security. The home is furnished with stainless steel appliances including fridge, granite countertops in the kitchen and a large island, coffee maker, air fryer, multi-purpose pressure cooker and other cooking utensils. The house has cameras mounted both in front and at the back of the house for additional safety

A clear swimming pool is viewed from the water's edge, with glistening blue tiles reflecting the sunlight. In the background, a well-maintained two-story home is visible, featuring shaded windows and an awning. Surrounding greenery enhances the tranquil atmosphere.

4.87 out of 5 average rating, 103 reviews

Pool + Hot Tub | 5BR Retreat | Near The Woodlands

Sleeps 16 in Spring, TX — minutes from The Woodlands. Private pool, jetted hot tub, fire pit, grill & game room make this the ultimate group retreat. 5 bedrooms, luxury vinyl floors, chef’s kitchen, and a primary suite with marble double sinks. Smart lock self check-in, Nest thermostat, washer/dryer, and ample parking. Superhosts with 5-star service. Perfect for reunions, bachelorettes & retreats!

Popular amenities for Spring rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 59 reviews

Home in Houston

Lost Pines Poolside Paradise | Outdoor Fire Pit

The outdoor swimming pool features a large inflatable rubber duck and colorful beach balls floating on the surface. Surrounding the pool are tall trees and a wooden fence, with lounge chairs situated nearby under a shaded umbrella.

4.92 out of 5 average rating, 36 reviews

Centrally Located Relaxing and Fun Getaway

A spacious backyard features a private pool surrounded by a paved area. Multiple adirondack chairs are arranged around a fire pit, offering an ideal gathering space. A bright red umbrella provides shade nearby, while lush trees enhance the serene outdoor environment.

4.99 out of 5 average rating, 81 reviews

Home away from Home!

4.82 out of 5 average rating, 202 reviews

Home in Montgomery

Quiet Montgomery Home w/ firepit and pool

A bright living area is highlighted by floor-to-ceiling windows offering views of the outdoor pool. A sleek red sectional sofa is complemented by two wooden armchairs. Open shelving and minimalist decor create a modern and inviting space.

4.83 out of 5 average rating, 18 reviews

5BR+ Modern Home | Pool, Gym | 1 Acre Estate

5 out of 5 average rating, 12 reviews

The outdoor area features a private pool surrounded by brick paving, a hot tub, and a thatched-roof gazebo. Yellow adirondack chairs are positioned around a stone fire pit, complemented by mature trees offering shade and greenery.

Home in Imperial Oaks

Modern, exotic 5br • Pool • Hot-tub • 5m Woodlands

An outdoor space is presented with artificial turf, featuring lounge chairs and a sectional sofa. A built-in outdoor kitchen is visible along with a covered eating area. The backyard is framed by a wooden fence, and vibrant sunset colors fill the sky.

4.9 out of 5 average rating, 77 reviews

Heated Pool, has it all & close to everything.

5 out of 5 average rating, 32 reviews

A covered terrace features a heated pool with a spa, surrounded by natural stone accents. Comfortable seating is arranged nearby, and a wall-mounted television is visible. The space is bordered by a privacy fence and green landscaping, providing a relaxing outdoor environment.

Home in Lake Houston

Modern & Cozy Retreat

Apartment rentals with a pool

4.97 out of 5 average rating, 230 reviews

A serene view is captured from the patio, featuring a calm lake surrounded by lush greenery and boats docked in the distance. Two chairs are positioned on the patio, offering a peaceful spot to enjoy the water and picturesque scenery.

Apartment in Montgomery

Amazing Waterfront Renovated Condo on Lake Conroe

A wooden dock extends over calm waters, providing a peaceful view of the lake. The surrounding shoreline is lined with lush greenery and trees under a clear blue sky. Soft clouds add depth to the horizon, enhancing the serene atmosphere.

4.93 out of 5 average rating, 380 reviews

Reel in Romance ~ Lake Conroe ~ fish on balcony

A serene view from a balcony overlooking Lake Conroe at dawn. The calm water reflects soft hues of orange and pink from the sunrise, while the silhouette of trees lines the far shore. The railing, delicate and elegant, frames the tranquil scene.

4.78 out of 5 average rating, 296 reviews

Gorgeous Lake Views- One Bedroom-142

4.95 out of 5 average rating, 117 reviews

The kitchen area features modern cabinetry and a spacious countertop. A dining table set for four is visible, paired with comfortable chairs. A spiral staircase leads to the upper level, while large windows allow natural light to fill the space, showcasing views outside.

Apartment in April Sound

Sleeps 6 - Comfortable condo with great views!

A cozy armchair with a tufted design features soft blankets and decorative pillows. Large glass doors provide a view of the serene lake, allowing natural light to fill the space. A balcony with seating is visible beyond, enhancing the waterfront atmosphere.

4.98 out of 5 average rating, 172 reviews

Beautiful Waterfront Condo on Lake Conroe

A calm waterfront scene is depicted, featuring a sprawling view of the lake under a gently colored sky. Ducks are seen floating on the water, while a boat dock with several slips is visible in the background, set against a lush green lawn.

4.88 out of 5 average rating, 153 reviews

Lakeview at Casa Couture

4.97 out of 5 average rating, 150 reviews

A cozy living room features a leather sofa paired with a comfortable armchair. A coffee table is adorned with vibrant decor, while a patterned area rug adds warmth. Soft lighting is provided by blue lamps on side tables, and a colorful artwork of trees decorates the wall.

Apartment in Montgomery

Rental Retreat TX-Come Relax on Lake Conroe!

4.95 out of 5 average rating, 142 reviews

A shaded balcony offers a view of the waterfront, featuring a table and chairs arranged for outdoor relaxation. Lush trees provide natural greenery, while the lake stretches out beyond well-maintained lawns and adjacent patio areas.

Apartment in Montgomery

Lakefront | Pet Friendly | Paddleboard Incl | Pool

Other holiday rentals with a pool

4.96 out of 5 average rating, 70 reviews

Luxury Gated Getaway

4.84 out of 5 average rating, 87 reviews

A spacious exterior view of a well-appointed house is presented, surrounded by lush greenery in a tranquil, wooded area. The structure features a combination of stone and wood materials, with a large driveway leading to the entrance. A clear blue sky is visible overhead.

Home in Conroe

Modern Cabin in the Woods

4.78 out of 5 average rating, 46 reviews

A two-story home with a welcoming facade is framed by tall, mature trees and a lush green lawn. A curved pathway leads from the driveway to the entrance, highlighting the natural surroundings and providing a sense of tranquility.

Villa in Spring

Villa w/ Pool & 2 King Rooms 15 min from Woodlands

The backyard features a heated pool with gentle water features, surrounded by a spacious patio. Comfortable loungers invite relaxation, while a shaded patio umbrella provides a spot for outdoor leisure. The home’s brick exterior and lush green landscaping create a welcoming environment.

4.97 out of 5 average rating, 29 reviews

Luxury Woodlands Home - 4 BR, Pool, Private!

The front view of a two-story house is surrounded by tall trees, providing a natural setting. A spacious driveway leads to the garage on the right. The house features a welcoming entrance with a decorative wreath, and a balcony extends over the entrance, framed by white railings.

4.98 out of 5 average rating, 89 reviews

Woodlands Oasis | 3 BR/2.5 BA | Heated Pool & Spa

4.95 out of 5 average rating, 44 reviews

The resort-style pool area is framed by stylish lounge chairs and shade umbrellas. The clubhouse buildings provide a modern architectural backdrop, while large windows allow natural light to fill the space. A clear blue sky adds a bright atmosphere to the inviting outdoor setting.

Home in Magnolia

Modern Magnolia Cottage | Pool & Gym Access

Home in Cochran's Crossing

An inviting outdoor space features a private pool surrounded by a curved patio. A spa sits adjacent to the pool, while comfortable seating areas are arranged under a shaded porch. Lush trees and a wooden fence provide privacy in the tranquil backyard.

4.86 out of 5 average rating, 22 reviews

Relaxing 4BR Home with Pool & Spa in The Woodlands

A cozy living area is equipped with a leather sofa and two armchairs, arranged around a wooden coffee table. Warm lighting from wall sconces complements the decor, while a vibrant area rug adds color to the space. Framed art pieces adorn the walls.