Holiday rentals with a pool in Bexar County

4.94 out of 5 average rating, 871 reviews

A spacious outdoor area reveals a shimmering pool surrounded by comfortable lounge chairs. The landscape features rolling hills and greenery under a bright blue sky with fluffy clouds. A stylish circular table is placed near the pool, enhancing the relaxation space.

Guest suite in Helotes

Luxurious Retreat Between Six Flags and SeaWorld.

Hill Country retreat overlooking the city. Private quarters with separate entrance, spacious living room, full kitchen, bedroom w/closet, bathroom w/shower, and a covered sitting area overlooking city. 15 minutes from Fiesta Texas and Sea World, 25 minutes from downtown, and one mile away from Old Town Helotes. Pool & hot tub are available for additional fee of $50 per pool use in the morning 9:00 - 4:00, or in the evening 4:00 -10:00. Pool is not heated during colder months, only hot tub is.

An inviting backyard oasis features a sparkling pool with a built-in spa, surrounded by a stone patio. Several lounge chairs are positioned nearby, and decorative planters add greenery. A fence provides privacy, while the clear blue sky creates a bright and open atmosphere.

4.96 out of 5 average rating, 139 reviews

Elite Vacation Entertainment- 5 Stars (discounts)

A luxurious new five-star home in the Northside of San Antonio is now available.This property boasts 4 bedrooms and 2.5 bathrooms, including a master bedroom, a spacious open kitchen, a living room, a dining area, a theater room, a washer/dryer, and a lounge.The second story features three guest rooms and a full bathroom. The backyard is a true paradise, featuring a pool, spa,lounging bar with TV, relaxing cabana, and a grill for cooking. Additionally, there is a four-car parking lot driveway.

A well-maintained swimming pool features a curved design and is surrounded by a stone deck. Lush greenery and trees can be seen in the background, providing a serene outdoor environment. Shadows from the trees create a calming effect on the water surface.

4.92 out of 5 average rating, 302 reviews

La Casa Magnolia w/ Pool & Karaoke!

This is a lovely home in a quiet safe neighborhood, near major highways. Close to San Antonio International Airport and only 11 miles away to Downtown. Central to other attractions. The house offers a full kitchen, good size pool, karaoke machine, downstairs bedroom/bath. Free parking in the garage way. Has a great backyard and a charcoal grill. Sleeps 8 , has a pack& play, high chair for kids. Please take note this is not a PARTY PLACE. We can enforce the law if you violate this house rule.

4.97 out of 5 average rating, 192 reviews

A colorful structure features vibrant blue walls with orange trim and a creatively painted door. Two red adirondack chairs and a picnic table provide outdoor seating, with a covered porch area extending along the front under a blue roof, framed by lush green grass.

Tiny home in Cibolo

The Glory Nest w/pool and pickleball court

The Glory Nest was built in 2024, boasts of a 180 acre nature park as her front yard and is part of Olliewoods Oasis - a mix and match of colorful and eclectic sleeping options. The property is 2.5 acres and is adjacent to the park. It also offers a pool, 30x30 covered pavilion, covered pickleball court, volleyball, outdoor hot water shower and toilet/shower house (Groovy Go Go). Board games/movies/yard games provided along with pickleball paddles to try the fastest growing sport in America!

4.87 out of 5 average rating, 622 reviews

A serene guesthouse is visible alongside a well-maintained pool, featuring a wooden deck. Two turquoise adirondack chairs are positioned invitingly, with lush greenery providing privacy in the background. The evening sky casts a soft glow over the scene.

Bungalow in San Antonio

Serine Bungalow 1.5mi to DT w/ private pool

A serene oasis awaits you at our home, featuring a refreshing pool nestled in a lush, landscaped garden. Dive into relaxation as you soak up the sun on comfortable loungers, or unwind with a leisurely swim after a day of exploration. Perfect for families, couples, or solo travelers seeking a tranquil getaway, our poolside haven offers the ultimate escape from the hustle and bustle of everyday life. Experience the perfect blend of comfort and luxury at our serene retreat with a sparkling pool.

An inviting outdoor space features a wooden deck surrounding a Cowboy Pool, adorned with colorful beach balls. In the background, outdoor seating and dining areas are situated under a shaded pergola, while two hanging swings and a cornhole game provide additional entertainment options.

4.91 out of 5 average rating, 158 reviews

POOL-Fireplace-Theater-6 minutes to RiverWalk

At Casita Azul, we guarantee a comfortable and unforgettable stay in the heart of San Antonio. Our property is in an up-and-coming neighborhood that offers nearby shopping, coffee shops, and restaurants just a short drive/uber away! You can easily hop over to the AT&T Center, River Walk, and Downtown San Antonio without any hassle. Enjoy a getaway in our 3 bedroom, 2.5 bath home featuring a Backyard Oasis with Cowboy pool, Outdoor Dining, BBQ, games, Firepit and top-of-the-line home theater.

4.86 out of 5 average rating, 120 reviews

An infinity pool is surrounded by vibrant landscaped greenery and features colorful mural artwork on the adjacent building. Lounge chairs and umbrellas provide relaxation options beside the water. A small area with potted plants enhances the inviting outdoor space.

Flat in San Antonio

On the River! Pool | Gym | King Bed | Free Parking

Experience style, luxury, and convenience at our beautiful centrally located Apartment with River Walk access. This community boasts high-end finishes in each unit, with unparalleled amenity spaces such as a gym and infinity pool overlooking the river. Located on the San Antonio River Walk, you will have access to the best shopping and dining along with quick access to museums, bars, and jogging trails. Our units are modern, urban, and stylish. So book today! You will not be disappointed.

Superhost

4.82 out of 5 average rating, 236 reviews

Breathtaking Roof Pool views, Gameroom, Firepit

You will not a find a better view than right here! This unique, un-comparable, mid-century modern, contemporary flair home includes a private Swim Spa (Hot-tub & Pool) with a stunning view to the nature, one of a kind oversized stained deck and an amazing covered patio with BBQ, outdoor firepit,master suite, arcade, air hockey, ping pong, private parking and a huge backyard with mature Texas Oaks. Located in a quiet neighborhood with complete privacy, minutes from Fiesta Texas & Sea World

4.94 out of 5 average rating, 127 reviews

Spacious Home, Warm Fire Pit, Walkable Location!

Welcome to your perfect San Antonio getaway! This spacious 4-bedroom, 3-bath home has been fully remodeled and features a private pool, cozy fire pit, comfortable indoor/outdoor living, and all the modern touches you need for a relaxing stay. Spend the afternoon lounging poolside, then walk to top-rated restaurants for Tex-Mex and margaritas. Just minutes from Six Flags, Topgolf, The Rim, Medical Center, and La Cantera, this home is your launchpad for fun and unforgettable memories!

4.85 out of 5 average rating, 230 reviews

A private swimming pool reflects sunlight, surrounded by tall trees and a white picket fence. The inviting, warm yellow of the house is visible in the background, partially shaded by the lush greenery.

Home in Helotes

PRIVATE POOL, RELAXING, A UNIQUE HOME EXPERIENCE!

Lovely home surrounded on 2.5 acres of lush wildlife. The city of Helotes is filled with character, history, and hospitality. This property is less than 20 minutes away from both Six Flags Fiesta Texas and Sea World This is a great home for the much needed relaxation after a long day in beautiful San Antonio. Enjoy the privacy and nature this home has to offer. You can relax by taking a dip in the private pool, napping in a hammock, or walking the trails that Helotes has to offer.

Guest house in San Antonio

A serene outdoor space features a wooden deck lined with lounge chairs positioned beside a swimming pool. Lush greenery surrounds the area, complemented by a shaded seating area made of dark wood in the background, providing a welcoming space for relaxation.

4.97 out of 5 average rating, 246 reviews

The Loft - Monte Vista

Our garage loft is a renovated and refurnished 900sf apartment. Clean, simple spaces and furnishings make for a relaxing getaway. We are in the Monte Vista Historic District, a 1-mile square walkable neighborhood 3 miles north of downtown and a 1.5 miles from the Pearl District. Our main house is a 1914 Prairie Style residence sheltered by the largest oak tree in San Antonio. We are happy to share our back yard, pool pavilion, and pool during our guests' stays.

The outdoor area features a serene in-ground pool surrounded by a spacious deck. Comfortable lounge chairs are set along the edges, and a pink inflatable float adds a pop of color. Natural greenery offers a sense of privacy in the fenced yard.