Family-friendly holiday rentals in Live Oak

A stylish living area features a light brown leather sofa with a round bolster cushion. A wooden coffee table sits nearby, complemented by a soft throw blanket draped on the arm of the couch. A framed artwork of a bison hangs on the dark feature wall.

4.92 out of 5 average rating, 134 reviews

Exclusive Loft

Discover the charm of this beautiful loft, boasting a modern design adorned with quality furniture. Enjoy a unique blend of privacy and seclusion, thanks to its exclusive connection to the main house—accessible only through a private exterior door. Perfectly sized for solo adventurers or cozy couples, this space comes equipped with a Smart TV (Netflix included), a mini-fridge and a microwave for your convenience. Plus, stay connected effortlessly with ultra-fast internet powered by Google Fiber.

4.94 out of 5 average rating, 101 reviews

An aerial view captures a private pool area surrounded by lush greenery. The rectangular pool is complemented by a small spa and two lounge chairs are positioned near an umbrella table. Two cabanas and a residential structure are visible, providing a serene escape.

Guest house in Schertz

PaPa’s Casita at SoJo Ranch

ADULTS ONLY Relax in style at our poolside casita, nestled on a micro-ranch near Randolph Air Force Base. Perfect for pilots in training, travel nurses, or short-term stays. Enjoy convenient access to the base or local activities while unwinding in your own private oasis. Complete with all the comforts of home, including a cozy queen bed, a single convertible bed, a full bathroom and a kitchenette, open access to the pool. Your stay at the casita promises relaxation, peace and some Texas fun!

Guest suite in San Antonio

A comfortable sleeping area is presented with a spacious bed adorned with patterned bedding. A bench is positioned at the foot of the bed. A small dresser and a TV on a stand are visible, along with two windows that allow natural light to enter the room.

4.98 out of 5 average rating, 383 reviews

Quiet, Private Suite mins to Fort Sam & DowntownSA

You will be close to everything when you stay at this centrally-located suite in the quiet neighborhood of Terrell Hills! Enjoy staying in this modern guest suite & sleep comfortably on a high end memory foam mattress with an adjustable base. Refresh yourself in a beautifully updated shower under a rainfall shower head! We would love to host you! You will be minutes from Fort Sam Houston, the Pearl, The San Antonio Zoo, Witte Museum, Doseum, Breweries, and everything San Antonio has to offer.

4.97 out of 5 average rating, 115 reviews

A single-story house features a warm exterior with earthy tones and decorative elements. A well-maintained lawn surrounds the entrance, which is adorned with a small garden and potted plants. A garage with a large door is visible on the right.

Home in Live Oak

Early check-in. Convenient location.

Charming 3-bed, 2-bath home in San Antonio! Perfectly located near major freeways, this property offers easy access to all that San Antonio has to offer. You'll be just a short drive from New Braunfels, Gruene, and the airport. Whether you're here for a relaxing getaway or an adventure-filled trip, this home provides the perfect base. Enjoy the convenience of early check-in and comfortable accommodations, ensuring a stress-free stay. Book now and experience the best of San Antonio and beyond!

4.98 out of 5 average rating, 129 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!

4.92 out of 5 average rating, 130 reviews

A quaint cabin exterior features a brown wooden facade with a welcoming white door. A small porch with steps invites guests to enter. Surrounding green grass and a fenced area give an open, country feel, while the sky displays soft clouds.

Cabin in San Antonio

Jenny’s Country Cabin Oasis

Our Calm Country Cabin Oasis is located just outside the city limits of San Antonio. We are 20 minutes from downtown San Antonio, the river walk, Alamo, and the Tower of Americas. The cabin is equipped with a comfy bed to sleep in, a couch that turns into a bed to relax on, and a table to eat or work at. On another table you will find find a medium sized refrigerator/freezer, a microwave, a Keurig, paper goods, coffee, and a box full of snacks. The cabin also has an en-suite bathroom.

4.99 out of 5 average rating, 137 reviews

A soothing sleeping area features a queen-sized bed dressed in a patterned quilt. Two bedside tables with lamps flank the bed. A fan is mounted on the ceiling, and a small dining table is positioned nearby, providing a cozy nook for meals. Natural light enters through a window adorned with blue curtains.

Home in Live Oak

Free Range Inn

The Free Range Inn is a perfect place for a cozy getaway! The suite is attached to our home, but your space is completely private (it has its own entrance, and a locked door separating the suite from the rest of the house). Your space includes a kitchenette, full bathroom, a queen sized bed, a workspace, internet, a dining area, complimentary coffee and tea, Roku TV, and complimentary paraben-free and sulfate-free shampoo, conditioner, & body wash. We hope you enjoy your stay!

4.81 out of 5 average rating, 110 reviews

An open studio space features a rustic kitchen area with shelves holding dinnerware and appliances. A full-sized bed with a light blue bedspread is positioned next to a gray futon couch. A ceiling fan provides ventilation in the naturally lit area.

Farm stay in Adkins

The Countryside Studio - Countryside Delight

Welcome to The Countryside Studio, an industrial-rustic style studio unit set over three sprawling acres on the outskirts of San Antonio. Enjoy waking up each morning to the roosters crow and a fresh brewed coffee while taking in the countryside views the home has to offer. Upon entering you will notice the rustic style flooring and decor while adding in a touch of industrial vibe. The Countryside Studio will tempt you to turn your weekend getaway into a long term stay.

A spacious living area features large glass doors that open to a private deck, offering views of lush greenery. A sleek sectional sofa and a recliner provide comfortable seating, complemented by a round coffee table on a soft area rug. Natural light fills the space through multiple windows.

5 out of 5 average rating, 229 reviews

The Plumeria Retreat on the Lake

This recently built 2-bedroom, 2-bath San Antonio vacation rental is the perfect home base for a relaxing retreat with family or friends! This home features FREE Level-2 EV (CCS) charging, three Smart TVs & a fully equipped kitchen. Sip your coffee from the deck & enjoy the lake and plumeria garden views. Spend your time hiking local trails before heading out for shopping/sightseeing. Please note: This property is on the 2nd floor & requires stairs to access.

4.97 out of 5 average rating, 160 reviews

A well-appointed bedroom features a white metal bed frame with an elegantly styled headboard. The bed is adorned with dark brown bedding and multiple decorative pillows. Natural light filters in through the partially open window covered by light curtains, illuminating the space.

Home in Converse

Southern Charm - Homemade Banana Bread @ Check In!

You'll feel at home in our cozy, updated house located in a quiet neighborhood just minutes away from the following major highways: IH-35, IH-10, LOOP 1604, and Interstate 410. There are 5 Wal-Marts and 3 HEB grocery stores within a 5 mile radius. There are also quite a few city parks nearby, including one with a lake within a short walking distance. This home is also kid and baby friendly! We love catering to families, and making kiddos feel just as welcome!

Guest house in Saint Hedwig

The exterior features a quaint entrance with a small porch, wooden steps, and seating beneath a covered roof. A grill is positioned nearby, and a tree provides shade to the grassy area in front of the entrance.

4.97 out of 5 average rating, 435 reviews

Haven Windmill Air B&B

25 minutes from downtown San Antonio and the Alamo. Easy access with self check-in. Peaceful, quiet, relaxing country atmosphere. Total privacy, WiFi, Netflix, Amazon, foosball, full bathroom with walk-in shower, Keurig, mini-split with heating and air conditioning, Queen size bed, microwave, refrigerator. 5 minutes from Texas Pride BBQ. Cows, windmills, sunsets, fire pit, wide open night sky, grill. Check in 3 pm/Check out 11 am.

Superhost

An inviting outdoor space features a well-maintained swimming pool surrounded by a stone patio. Comfortable seating options are arranged under a shaded pergola, with soft lighting strung above. Lush greenery and trees provide a natural backdrop, enhancing the peaceful ambiance.

Guest house in Dellview

4.89 out of 5 average rating, 164 reviews

The pilot's house near the airport

Come explore San Antonio at this peaceful and centrally-located place. Our guest house is only a short drive from attractions like the SeaWorld, Fiesta Texas, Downtown San Antonio, the historic Missions, and so much more. We are also a short drive from la Cantera where you can find a variety of stores and delicious restaurants! Or relax and enjoy family time in our spacious patio. (Pool will be closing Nov. 1st)

Popular amenities for Live Oak family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Tiny home in New Braunfels

A charming cottage exterior is showcased with a covered front porch supported by white columns. A wooden step entrance leads to a door, flanked by large windows. The surrounding area features a gravel pathway and picnic tables, with green trees visible in the background.

4.81 out of 5 average rating, 175 reviews

Texas Hill Country 1 bedroom Cottage w/ loft

Townhouse in Universal City

A modern living area features a navy sectional sofa and a gold coffee table, providing a comfortable space for relaxation. A large flat-screen TV displays a cityscape, while natural light filters through sheer curtains, enhancing the cozy atmosphere of the room.

4.92 out of 5 average rating, 104 reviews

Modern oasis in the city; NEW Hot tub! EV charger

An outdoor space is presented with a relaxing hot tub and a spacious pool. Sun loungers are arranged beside the pool, while a large tree provides some shade. The brick house is visible in the background, featuring an outdoor TV and seating area.

4.99 out of 5 average rating, 181 reviews

Heated Pool-HotTub-Game Room-Fire Pit-Big Backyard

4.95 out of 5 average rating, 848 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.

A welcoming living room features a comfortable green sofa and a light wood coffee table on a patterned rug. A flat-screen TV is mounted on the wall, and an arched doorway leads to the dining area with a blue and white table set for six.

4.93 out of 5 average rating, 156 reviews

Stylish Home: w/ Private Hot Tub, King Beds & Deck

Apartment in New Braunfels

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, 412 reviews

Rio Vista on the Comal River

Guest house in New Braunfels

A shaded outdoor deck features a table and four chairs, accompanied by decorative cushions. Potted plants are arranged on the deck, enhancing the natural setting. A hot tub is positioned nearby, providing a space for relaxation. The entrance door is visible alongside a window.

4.81 out of 5 average rating, 259 reviews

Cottagecore Apartment - Hot Tub - Quiet, Country

Shipping container in New Braunfels

The modern shipping container home features a covered porch area with seating options. A gravel pathway leads to the entrance, surrounded by natural landscaping and greenery. The structure is set against a dramatic sky, hinting at the peaceful surroundings.

4.99 out of 5 average rating, 133 reviews

Contained in Gruene *Cowboy* Heated Pool

Family- and pet-friendly home rentals

Guest house in Woodlawn Lake

A spacious living room is shown, featuring a blue couch and a white couch adorned with colorful pillows. A round wooden coffee table stands at the center, with a patterned area rug beneath. Natural light filters through two sets of window treatments, highlighting a desk and chair along one wall.

4.95 out of 5 average rating, 349 reviews

Cozy Carriage House at Woodlawn Lake, private

An open-concept living area features a comfortable blue sofa, vibrant artwork, and a traditional rug that adds warmth. Wooden shelves house decorative items and plants. A ceiling fan is mounted above, providing airflow, while the kitchen area is visible in the background.

4.93 out of 5 average rating, 112 reviews

Texy-Mexy Bungalow

4.85 out of 5 average rating, 137 reviews

A spacious living room area is furnished with a gray sofa and accompanying pillows in vibrant colors. A small table sits beside the sofa, and a lamp provides soft lighting. A large mirror reflects natural light, enhancing the openness of the space.

Flat in Terrell Heights

Lovely one bedroom unit in San Antonio.

An open studio layout is presented, featuring a well-equipped kitchen and a dining table set for four. A cozy seating area is arranged with a brown sofa, while a unique wooden partition adds character to the space. Natural light illuminates from the windows, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 128 reviews

Cozy-Chic Studio/Terrell Hills

The living area features a sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. Two blue chairs are positioned at a dining area, and modern appliances are visible in the kitchen. Bright natural light filters through large windows, illuminating the space.

4.99 out of 5 average rating, 121 reviews

Pet-friendly Casita by 1604 & 281

4.95 out of 5 average rating, 279 reviews

A cozy cabin is set among trees, featuring a front porch with rocking chairs. Warm lighting can be seen through large windows, and a metal roof reflects the natural outdoor surroundings. A pathway lined with rocks leads to the entrance.

Cabin in Spring Branch

Hill Country Cabin in the woods

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, 228 reviews

Cozy guest house w/pool available!

Guest suite in San Antonio

A spacious driveway leads to a two-car garage with warm wooden doors. The area is surrounded by a low wooden fence and features a small seating space with wooden benches, all under clear blue skies and a hint of greenery in the background.

4.96 out of 5 average rating, 299 reviews

Handley Chalet - Country Living in a Big City

Family-friendly home rentals with a pool

Serviced apartment in Downtown

A bright living area features a plush gray sofa and matching loveseat, accented with decorative pillows. Large windows draped with dark green curtains provide natural light, while a round coffee table sits in the center of the room, surrounded by greenery and a pastel pink accent wall.

4.93 out of 5 average rating, 115 reviews

Pool | King Bed + Free Parking | Near Airport

4.96 out of 5 average rating, 192 reviews

A spacious living area features a comfortable gray sofa adorned with colorful throw pillows. A wooden coffee table is centered on a patterned area rug. Natural light filters through large windows, and a flat-screen television is mounted on the wall opposite.

Flat in Downtown

On the River | Free Covered Parking | Walk 2 Pearl

4.94 out of 5 average rating, 309 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

Guest suite in San Antonio

A bright living space features a white daybed against a black accent wall, complemented by a large wall art piece and a faux plant. A round mirror and stylish lighting enhance the modern decor. Yellow stools provide colorful seating at a sleek black console table.

4.94 out of 5 average rating, 309 reviews

Best location by SeaWorld, Six Flags & Helotes

A refreshing swimming pool is surrounded by a fenced area, featuring clear blue water and textured surfaces. A pink inflatable float adds a playful touch to the tranquil scene. Lush green trees provide shade in the background, enhancing the outdoor space.

4.95 out of 5 average rating, 157 reviews

Haven away from home-King bed-Pool

Guest house 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, 234 reviews

The Loft - Monte Vista

4.97 out of 5 average rating, 177 reviews

A relaxing outdoor space features a round cowboy pool surrounded by gravel and a wooden gazebo. Two comfortable chairs and a small table are positioned underneath a shaded area, set against a green wall adorned with subtle decorative accents. An inviting atmosphere is created for relaxation.

Flat in San Antonio

Cute/Cozy mins. from everything! + Cowboy pool