Vacation rentals with a pool in Live Oak

An open-concept living area features stylish furnishings, including a large sectional sofa with decorative pillows. Natural light floods the space through multiple windows, highlighting the sleek dining area and modern kitchen in the background. Unique light fixtures add character to the inviting atmosphere.

4.97 out of 5 average rating, 186 reviews

Nice Oasis in N Central San Antonio w/ Heated Pool

Relax at our fully remodeled home conveniently located off 1604 and 281. Just 20 minutes from The Pearl, Downtown, Six Flags, La Cantera & the airport. Spend your days exploring San Antonio and then lounge by the pool or play basketball. Either way we hope you create lifelong memories! This home is perfect for any and all travelers to spread out and enjoy all that San Antonio has to offer. Note: pool heater is OFF during warmer months and ON during cooler months. No additional charge for heater

4.82 out of 5 average rating, 101 reviews

A stylish living room features a comfortable sofa with throw pillows against a modern accent wall. Large windows allow natural light to illuminate the space, while a wooden console table and armchairs add warmth. A coffee table sits center stage, complemented by a decorative rug.

Apartment in Downtown

Luxe Flat w/ Pool & Free Parking•Walk to Riverwalk

You can stop your search now. You just found the perfect place to book for your trip to San Antonio. ➹ Clean. Modern Finishes. BLAZING Fast WiFi. Quick Host Responses. ➹ You're going to be located at the CENTER of everything downtown San Antonio has to offer. ➹ Get a good night's sleep with our dreamy memory foam beds. ➹ Spend your daytime working from home at our private home office. Cook a meal for your group in our fully-stocked kitchen. Then spend your evenings relaxing with our 4K Smart TV

4.95 out of 5 average rating, 840 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.

Bungalow in Dignowity Hill

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.

4.87 out of 5 average rating, 614 reviews

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.

4.96 out of 5 average rating, 100 reviews

A living area features a dark sofa adorned with colorful throw pillows. A wooden entertainment center houses a large television, while modern side tables stand beside it. Greenery is seen in a decorative plant, completing the warm ambiance of the space.

Apartment in San Antonio

Cozy Villa-Style Flat

Unwind in our urban Villa! Located near the Medical Center, explore local shops or dining within walking-distance! Ten-minutes from the thrills of Six Flags Fiesta Texas, & the luxury-finds exclusive to La Cantera Mall. Minutes from the River Walk, check out the Riverboats, upscale dining, nightlife, & shops. Close-by is The Rim’s Top Golf, or others it has to offer; Food, Fun, & Shopping! End your day with an Alamo City Sunset, complete with a skyline view, painted by the South Texas skies.

4.94 out of 5 average rating, 307 reviews

A lush palm tree rises above the pool area, surrounded by dense greenery and colorful plantings. In the background, a charming blue and white structure adds character, harmonizing with the natural setting. The sky above features scattered clouds, enhancing the outdoor ambiance.

Tiny home in San Antonio

Villa Capri :Tiny Home With Pool

Villa Capri is a beautiful tiny home rental with private pool access in North Central San Antonio. Located with quick access to airport , Downtown , Fiesta Texas and La Canterra. The neighborhood is quiet, located within 2 miles of shopping and restaurants. This neighborhood has plentiful wildlife. Villa Capri is located on host’s lot. The yard and pool are shared by hosts. Swimsuit is required in pool. Please note that Villa Capri cannot host children or babies due to safety concerns.

4.98 out of 5 average rating, 128 reviews

A colorful teepee stands in the foreground against a vibrant sunset, with pink and orange hues filling the sky. A gazebo is positioned nearby, adding to the inviting outdoor space surrounded by lush green grass and trees in the background.

Tiny home in Cibolo

Buffalo Knights Tipi w/ pool & pickleball court

Buffalo Knights is a one of a kind teepee (yes with a/c) stay 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 180 acre nature park offering a pool, 30x30 covered pavilion, covered pickleball court, volleyball court, outdoor hot water shower and bathroom/shower house (Groovy Go Go). Board games, movies and yard games provided along with pickleball paddles to try the fastest growing sport in America!

An inviting game room features a billiard table at its center surrounded by large windows offering views of the outdoor pool. Comfortable seating is arranged beside a vibrant area rug, while a potted plant adds a touch of greenery to the space.

4.91 out of 5 average rating, 161 reviews

Rare 3BR w/ Heated Pool, King Bed, 15 min Alamo

Welcome to Casa Mystery which is located in the heart of the iconic city of San Antonio! Our home is in a peaceful cul-de-sac on the northside of San Antonio. We are close to all the hotspots including, Riverwalk, Six Flags, the Alamo, The Pearl and Lackland. The outdoor covered patio includes charcoal grill, and an amazing heated swimming pool. Plenty of entertainment for the family, including a Nintendo Switch, Sonos, Pool Table, games and Smart TVs with Disney+, Netflix and more!.

A tranquil backyard oasis features a sparkling pool and a hot tub, both surrounded by a natural stone deck. String lights illuminate the area, enhancing the warm ambiance as the sun sets. A grill and seating area provide options for outdoor dining and relaxation.

4.84 out of 5 average rating, 113 reviews

Luxurious Oasis w/ Serene Pool, Games & Fire pit

Unwind in modern luxury at this spectacular retreat. This sun-filled haven offers an open layout, plush living spaces, gourmet kitchen & inviting backyard oasis with pool, fire pit, BBQ. Premium location near airport & top attractions like River Walk. After adventuring, cool off poolside or gather around the fire pit roasting s'mores. Foodies will love the chef's kitchen. Elegant bedrooms promise serene slumber. But the showstopper is the incredible game room - play pool, arcade & more!

4.94 out of 5 average rating, 105 reviews

A private pool is surrounded by a wooden deck featuring a pergola lit with string lights. Inflatable pool toys in the shape of a flamingo and a unicorn float on the water, complemented by colorful beach balls. The evening sky exhibits a blend of soft pink and purple hues.

Home in Denver Heights

Pool-MovieTheater KING BED & 5 minute to Riverwalk

At Casita Stella, we guarantee a comfortable and delightful stay. Our property is located in an up-and-coming neighborhood that offers the convenience of nearby shopping, coffee shops, and restaurants just a short drive away. You can easily hop over to the AT&T Center, Alamodome, River Walk, and Downtown San Antonio without hassle. Enjoy a luxurious getaway in San Antonio with a 3-bedroom, 2.5-bath, private pool, outdoor seating under a pergola, and a top-of-the-line home theater.

Guesthouse in Monte Vista Historical

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, 230 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.

Guesthouse in San Antonio

An inviting outdoor area is illuminated by string lights, casting a warm glow over the space. A colorful rooster sculpture stands near the path, leading to a guesthouse with lighted windows. A deck is visible at the back, providing a cozy gathering space.

4.94 out of 5 average rating, 227 reviews

Cozy guest house w/pool available!

This is the perfect place for a getaway without breaking the bank. Super private guesthouse with a living room, queen bed, bathroom, kitchen, washer & dryer, sofa bed, with private entrance and a nice patio with outdoor sitting area. Pool is available when the weather is nice outside between April-October! Closed from Halloween-march 31st depending on the weather maybe a few days earlier if it warms up!! Free WiFi, Netflix , Free parking

Popular amenities for Live Oak rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The kitchen features a clean and modern design, highlighted by white cabinetry and a natural wood countertop. A window allows natural light to brighten the space, and a small plant adds a touch of greenery. Essential appliances are neatly arranged, and the floor is finished with a wood-like laminate.

4.86 out of 5 average rating, 109 reviews

La Bella Luna Casita + Pool.

A contemporary kitchen features dark cabinetry with a marble countertop as the focal point. A modern chandelier hangs above the island bar, complemented by stylish seating. Large windows provide natural light, creating a spacious atmosphere. Stainless steel appliances are integrated into the design.

4.81 out of 5 average rating, 302 reviews

W hotel sanctuary spa house w/ hotub & $30kshowers

A modern lap pool stretches alongside manicured grass, reflecting the surrounding trees. A small house, designed for additional seating, features a star accent above its entrance. Nearby, a vibrant red umbrella provides shade over outdoor seating, enhancing the inviting outdoor space.

4.91 out of 5 average rating, 202 reviews

Red Oak Bungalow with Beautiful POOL! So relaxing

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.

4.95 out of 5 average rating, 132 reviews

Elite Vacation Entertainment- 5 Stars (discounts)

The living area is highlighted by vaulted ceilings and large windows, allowing ample natural light. Two cozy sofas face each other, centered around a coffee table. A decorative plant and wall clock enhance the space, while a fireplace adds a focal point near the seating.

4.88 out of 5 average rating, 115 reviews

SA Escape by Lackland, SeaWorld, Fiesta, Riverwalk

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, 300 reviews

La Casa Magnolia w/ Pool & Karaoke!

4.86 out of 5 average rating, 102 reviews

The guest house exterior features stone walls and a covered porch, complemented by green lawn and shaded trees. A pathway of stepping stones leads to the pool area in the background, showcasing a tranquil outdoor space inviting relaxation.

Home in Helotes

Cozy Casita

A gated pool glistens under a colorful sunset, surrounded by twinkling cafe lights. The outdoor space features a patio with comfortable seating, a view of the house, and lush greenery in the background, creating a serene setting for relaxation.

4.92 out of 5 average rating, 171 reviews

Family Oasis: Gated Pool, Near DwnTwn & Six Flags

Condo rentals with a pool

A well-appointed bedroom features a spacious bed adorned with a patterned comforter, accented by various decorative pillows. Soft curtains frame the window, allowing natural light to enhance the room. Nightstands with lamps are positioned on either side, contributing to the cozy ambiance.

4.95 out of 5 average rating, 109 reviews

Retreat on the River! Heated Pools & Hot Tubs

A spacious living area is furnished with two comfortable sofas featuring floral-patterned throw pillows. A circular coffee table with a light blue accent sits in the center, complemented by a vibrant area rug. The open layout includes a dining space visible in the background.

4.91 out of 5 average rating, 114 reviews

River Condo Near Gruene • Balcony • Hot Tubs

A swimming pool and hot tub are surrounded by lush greenery, with trees providing shade. The pool area is enclosed by a fence, and picnic tables and barbecue pits are visible nearby. The Comal River can be seen flowing in the background.

4.93 out of 5 average rating, 409 reviews

Rio Vista on the Comal River

A wooden staircase, painted in red, descends through lush greenery towards the river. Wrought iron gates and a view of the water can be seen at the bottom, framed by vibrant foliage and trees, creating a serene pathway to the riverside.

4.86 out of 5 average rating, 140 reviews

Dos Rios Retreat- Downtown Riverfront Condo

The image captures a serene view of the Comal River, with small boats gently floating on the water surrounded by lush greenery. A pool area is visible in the foreground, framed by a black fence and a single lounge chair.

4.95 out of 5 average rating, 101 reviews

Charming condo on the Comal

A clear, tranquil river is visible, reflecting the surrounding greenery and trees. The water exhibits a vibrant blue hue, with glimpses of underwater vegetation. Sunlight filters through the leaves, creating soft shadows on the river's surface.

4.94 out of 5 average rating, 296 reviews

Hot Spot on Comal River. Best Location in town.

A lush, green landscape is visible, with a winding pathway leading down towards the serene blue waters of the Guadalupe River. Tall trees frame the scene, providing a natural, tranquil setting. The exterior of the condo is partially visible on the left.

4.97 out of 5 average rating, 239 reviews

Tucked away on the Guadalupe river,Condo in GRUENE

An aerial view captures the condo complex situated alongside the Comal River, with lush green landscaping and a pool visible in the foreground. The river's vibrant blue waters reflect the surrounding trees and open sky, enhancing the sense of natural beauty nearby.

4.97 out of 5 average rating, 174 reviews

Treasure on the COMAL! Downtown with Pool/Hot Tub!

Other vacation rentals with a pool

A modern single-story house is framed by a neatly manicured lawn. A stone pathway leads from the driveway to the entrance, bordered by gravel. The house features large windows with red accents, and a wooden fence encloses the spacious yard, providing a sense of privacy.

4.89 out of 5 average rating, 53 reviews

Pool oasis retreat, nice and quiet Hidden Getaway!

5 out of 5 average rating, 19 reviews

Apartment in San Antonio

Texas Theater Style, Pool, River Walk,Free Parking

5 out of 5 average rating, 5 reviews

A modern living area features a comfortable gray couch paired with a yellow accent chair. A wooden coffee table sits on a patterned area rug. The open kitchen in the background is equipped with stainless steel appliances, and natural light fills the space from nearby windows.

Apartment in Downtown

Luxury Apartment | Fast Wi-Fi | Free Parking

4.82 out of 5 average rating, 62 reviews

A spacious backyard features a blue swimming pool surrounded by green grass, offering a relaxing environment. A water slide is positioned at the pool's edge, and trees provide natural shade in the background, enhancing the outdoor appeal.

Home in Shady Oaks

Cute home with a backyard pool

4.8 out of 5 average rating, 15 reviews

The backyard features a blue swimming pool surrounded by a concrete deck, complemented by a well-maintained lawn. A pergola provides shade over a seating area, while several blue lounge chairs are arranged nearby. The two-story house stands in the background, with large windows offering views of the outdoor space.

Home in Live Oak

Sleeps 14|Pool | Fire pit | Grill | IKEA

Guesthouse in San Antonio

A view shows a refreshing pool surrounded by lush grass and tall trees, casting cool shadows. The charming pool house stands in the background with large windows and a unique loft design, offering a glimpse of the tranquil outdoor retreat.

4.89 out of 5 average rating, 56 reviews

Blue Bonnet Pool House

4.97 out of 5 average rating, 63 reviews

A single-story guest house is presented, featuring a covered porch supported by white columns. A surrounding fence offers privacy, while a well-maintained lawn extends in front. The entrance door is located centrally, and clear blue skies highlight the building's exterior.

Guesthouse in Cibolo

Centrally located Casita in Quiet Neighborhood

Two sun lounge chairs are positioned beside a private heated pool, creating an inviting space for relaxation. The water reflects shimmering light, contrasting with the surrounding earthy tones of the patio.