Family-friendly holiday rentals in Live Oak

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.

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!

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.

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!

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

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!

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

❄️ WINTER SPECIALS ❄️ Reach out for a discount on a 3+ day stay ❄️ ☀Cozy outdoor space with fire pit and firewood provided ☀Chic Boho vibe throughout ☀Charcoal grill on patio ☀Washer and 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 a winter trip with us!

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!

Casa Bella Hideaway Retreat with Pool

Forget your worries in this serene space. Our home is ready to give you a “retreat” experience outside of the city with a hill country flavor, and close enough to enjoy the restaurants and shopping centers in the city. Full of trees and wildlife. Enjoy the pool and many secret places to watch the sunset with cup of coffee or a glass of wine. If you are a golfer we are near to Canyon Springs Golf Club, Sonterra and PTC Golf Club.

The Green House-3bd 2ba house-No Chores!

The Green House is the perfect place to stay whether you're coming to San Antonio for fun, family or business! It is conveniently located to Loop 1604, I-35, I-410 and Wurzbach Pkwy. This home has 3 bedrooms, 2 baths, a spacious living room, dining room and fully equipped kitchen perfect for anyone who wants the comforts of home for less than a hotel room! Come be our guests and feel at home at the Green House!

Angel’s place

The guest suite is part of the house but with own separate entrance with private bathroom, living room, walking closet, dining table with two chairs, small refrigerator, microwave queen bed, divided as an apartment, and with own designated parking in the driveway. Please take a moment to carefully review our house rules before do the reservation to ensure a smooth and enjoyable stay 🤗

Pet-friendly Casita by 1604 & 281

This newly built cottage is minutes from everything you came to see. Nestled in the Suburbs; but, close enough to both north/south and east/west freeways to make all attractions just minutes from your door. Just 7 minutes to the San Antonio Airport. Our picturesque windows bring the outside right into the living room. And our remote controlled roller blinds provide complete privacy.