Family-friendly holiday rentals in Live Oak

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, 254 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, 3 Smart TVs & a fully equipped kitchen. Sip your coffee from the deck & enjoy the lake and plumeria garden views. Hike local trails before heading out for shopping/sightseeing. *** Ask us about booking our optional retreat space** Please note: This property is on the 2nd floor & requires stairs to access.

Guest house in San Antonio

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.

4.93 out of 5 average rating, 159 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.

4.96 out of 5 average rating, 221 reviews

A hot tub is positioned on a wooden deck, offering expansive views of a vibrant sunset sky. The scene features relaxing outdoor seating, with rich colors of orange and pink reflecting upon the landscape, enhancing the serene ambiance.

Cabin in San Antonio

Romantic Couples Cabin with Private Hot Tub

•Where love settles in and time slows down. •Grantham House is a romantic couples cabin designed for connection, comfort, and unforgettable moments. A guest favorite with outstanding reviews. Awarded Airbnb’s top 1% of homes. •Nestled in the Texas Hill Country, this private retreat offers beautiful views, a warm hot tub, and a cozy space made for two. •Whether you are celebrating something special or simply escaping the everyday, this is a place to relax, reconnect, and enjoy time together.

4.99 out of 5 average rating, 263 reviews

The exterior of a charming blue house is showcased, surrounded by lush green grass and flowering plants. A fenced yard creates a sense of privacy. Large windows invite natural light, and the entrance features a welcoming set of steps leading to the front door.

Cottage in Cibolo

Cibolo Creek Country Cottage on over 2 acres

It's a two bedroom one bath house with a back deck and front porch on over two beautiful acres. Bordered by farmland, and across the road is Crescent Bend Nature Park. The park is a great place for bird watching, walking, jogging, bike riding and fishing. We are only minutes away from Randolph AFB and historic Main St. Cibolo with unique dining and weekend entertainment options. The cottage is a 20 minute drive to downtown San Antonio, New Braunfels or Fort Sam Houston. Owners live next door.

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.

4.97 out of 5 average rating, 125 reviews

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!

The entrance features a white front door with decorative glass panels, framed by dark green accents. Two flower pots hold colorful blooms, enhancing the welcoming atmosphere, while a 'welcome' mat lies on the concrete entryway.

4.89 out of 5 average rating, 161 reviews

Spacious 3 BDRM for 9 - SA & NB

Hi! We've put lots of love in the home and hope to make your stay a wonderful experience. - Conveniently located near I35, FM1604, RAFB, 5 minutes away from IKEA and lots of restaurants - two-care garage with plenty of room for two cars in the garage and extra parking in the driveway - Super safe family friendly and quiet neighborhood with Live Oak PD patrolling the area. Live Oak PD and Fire Dept close by - sleeps 9 - SMART TV with adjustable arm and plenty of seating - washer and dryer

A cozy outdoor gathering area is presented with four dark wooden chairs arranged around a circular stone fire pit. Soft white string lights hang overhead, creating a warm ambiance in the evening light, while a gravel base enhances the inviting space.

4.93 out of 5 average rating, 123 reviews

Book Now! | Chic | 20 min to 6 Flags | Min to RAFB

🌹 SPRING AND SUMMER SPECIALS 🌹 Reach out for a discount on a 3+ day stay 🌹 ☀Cozy outdoor space with fire pit, firewood provided ☀Chic Boho vibe ☀Pack-n-Play & Highchair ☀Charcoal grill on patio ☀Washer & dryer ☀Quiet neighborhood ☀20 minutes to downtown San Antonio ☀10 minutes to RAFB ☀25 minutes to Schlitterbahn Water Park ☀25 minutes to New Braunfels Welcome to our charming 4-bed, 2-bath San Antonio retreat that's perfect for your next getaway! Come spend your trip with us!

4.99 out of 5 average rating, 121 reviews

A spacious game room features a green pool table at the center, with a dining area visible in the background. Various framed photos adorn the walls, and natural light brightens the warm wooden floors, creating a cozy atmosphere for family gatherings.

Home in Schertz

ArtLens Casa-Billiards-Campfire-TVs-bbq-Swings-WD

4-Bedroom-Family Friendly-10 guests 👶Pack-and-play, Highchair Enjoy entertainment 🎼Bluetooth in Ceiling Surround sound 🎱Pool table 🎲Board games 🔥Fire pit 👉Play set 👉Outdoor barbecue 👉Fully-equipped kitchen 👕Washer Dryer 🚗10 min👉Randolph 🚗30 min👉Six Flags🎡 🚗45 min👉Seaworld 🚗30 min👉Downtown San Antonio 🚗25 min👉New Braunfels/Schlitterbahn/Tubing 🚗30 min👉🛫 SAX 5⭐“Everything was great!” Add my listing to your wish list by clicking ❤ in the upper-right corner.

4.99 out of 5 average rating, 209 reviews

A cozy living area is featured with two wooden chairs positioned near a decorative fireplace. A TV is mounted above the mantle, while a round wicker coffee table rests on a textured area rug. Natural light enters through a nearby window.

Home in Alamo Heights

Stylish, Charming Home In The Heart of San Antonio

Featured in Condé Nast Traveler. Enjoy a newly remodeled and tastefully designed home in a charming, elegant neighborhood in the heart of San Antonio. Our home is located in the Alamo Heights neighborhood, known as one of the best places to live in San Antonio & surrounding areas. Relax in our warm and welcoming home which is in close proximity to downtown, the airport, and major go-to spots and top restaurants in the city. We hope you have a wonderful stay in our beautiful home!

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.

4.98 out of 5 average rating, 157 reviews

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!

Superhost

A welcoming living area features two sofas with decorative cushions, a coffee table, and a large flat-screen TV mounted on the wall. Natural light enters through large windows, while a ceiling fan helps circulate air. A doorway leads to the entrance, enhancing accessibility.

Home in Converse

4.81 out of 5 average rating, 151 reviews

Close2RAFB-MilitaryDiscount!-PetFriendly

Welcome to Casa Prado! Welcome to your home-away-from-home! This house is fully equipped and ready to host your family, whether you're traveling with kids or pets. • Baby amenities/accessories • Low one-time pet fee • Military discount also available! Less than 10 minutes to Randolph AFB, and super close to HEB grocery stores, Walmarts, and a local park, everything you need is close by. It's the perfect spot to visit with family or celebrate your RAFB graduate!

4.97 out of 5 average rating, 171 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!

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, 197 reviews

Guadalupe cottage

The exterior of a two-story home features a combination of brick and stone accents. A lush green lawn is complemented by well-maintained shrubs. A wide driveway leads to a closed garage door, while the entrance is marked by a spacious covered porch and decorative architectural elements.

5 out of 5 average rating, 100 reviews

Large groups, safe area, dog-friendly

4.81 out of 5 average rating, 319 reviews

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.

Home in Stone Oak

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

The outdoor area features a refreshing pool with a connected spa, surrounded by a paved deck. French doors provide access to the house, while a patio table and chairs offer a space for outdoor dining. Lush greenery and trees add to the serene setting.

4.96 out of 5 average rating, 135 reviews

Centrally located Oasis with Pool and Spa!

4.88 out of 5 average rating, 185 reviews

Top-Rated Modern Family Oasis — Pool & Mini Golf

4.97 out of 5 average rating, 202 reviews

A large pool area is surrounded by trees, providing shaded seating and tables. A volleyball net is stretched above the water, and a basketball hoop is visible nearby. The stone patio features lounge chairs positioned for relaxation and enjoying the scenery.

Guest house in Boerne

Hill Country Outdoor Retreat | Bluebonnet Oasis

4.98 out of 5 average rating, 202 reviews

The interior of the log cabin features a spacious bed with red accent pillows, framed by wooden beams and walls. Natural light enters through a large window with sheer white curtains, while rustic wooden furniture complements the cabin's charming aesthetic.

Cabin in Canyon Lake

The Cedar Cabin - The Homestead Cottages

Farm stay in Spring Branch

A peaceful pool overlooks the surrounding Texas Hill Country landscape. The pool features a blue liner and is accompanied by minimalist lounge chairs situated on a concrete deck, creating an inviting outdoor space for relaxation.

4.99 out of 5 average rating, 288 reviews

Spring Getaway | Hot Tub, Pool, Farm Stay

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 373 reviews

The exterior of the property showcases a two-story building with a white facade and stone accents. A large, shaded deck is accessible via outdoor stairs. A hammock and seating area are visible on the deck, with string lights adding a soft glow, surrounded by lush greenery.

Home in Helotes

Old Town Helotes- River Rock Ranch!!

4.97 out of 5 average rating, 105 reviews

Wooded Retreat • Sleeps 14 • Pet-Friendly

Guest house in Terrell Hills

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, 142 reviews

Cozy-Chic Studio/Terrell Hills

4.83 out of 5 average rating, 134 reviews

Home in Cibolo

Cibolo Comfort King beds / Close to Everything

Guest suite in New Braunfels

A shaded outdoor area features a stone patio with a fire pit and chairs. The Comal River is visible nearby, with people enjoying water activities. Lush greenery surrounds the setting, creating a serene atmosphere for relaxation.

4.94 out of 5 average rating, 191 reviews

River House at the Comal Rapids

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.

4.92 out of 5 average rating, 178 reviews

Spacious Retreat w Heated Pool 15 mn Riverwalk

Guest house in San Antonio

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, 135 reviews

Pet-friendly Casita by 1604 & 281

4.91 out of 5 average rating, 201 reviews

Home in Schertz

Serene Views|Luxury Stay•Private Pool•Sleeps 10

Family-friendly home rentals with a pool

Holiday home in Northern Hills

A spacious covered patio is shown, featuring a seating area with a light-colored sofa and a lounge chair. The in-ground pool is visible beyond the patio, with greenery surrounding the area. Ceiling fans provide airflow, enhancing the comfortable outdoor space.

4.88 out of 5 average rating, 195 reviews

Vacation Home w/POOL on GOLFCOURSE, by AIRPORT

4.85 out of 5 average rating, 111 reviews

La Bella Luna Casita + Pool.

A private backyard features a spacious pool with a built-in spa, surrounded by lounge chairs and colorful seating. Tall trees provide shade, while a vibrant blue sky adds to the serene atmosphere. A fence offers privacy for an enjoyable outdoor experience.

4.94 out of 5 average rating, 104 reviews

Pool/Hot Tub, Game room, Firepit 7 min to Airport!

4.85 out of 5 average rating, 231 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!

4.93 out of 5 average rating, 122 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

5 out of 5 average rating, 206 reviews

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.

Home in Dellview

Alamo City Oasis: pool, putt, close & convenient

4.97 out of 5 average rating, 204 reviews

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.

Home in Hollywood Park

Nice Oasis in N Central San Antonio w/ Heated Pool

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.