Family-friendly holiday rentals in Live Oak

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!

Spacious Home Minutes From Everything - sleeps 10

Have it ALL at this beautiful & elegant home. With plenty of style + comfort, this sparkling space offers 3 bedrooms, 2 bathrooms, and an extra living area where you're sure to be entertained + relaxed! The spacious rooms + fully equipped modern kitchen are perfect for vacations, retreats, special occasions, & extended business stays. Close to Randolph AFB & Ft. Sam Houston, near loop 410 & I-35, minutes from some of the most popular sites in Texas: the Alamo, Riverwalk, SixFlags, & SeaWorld.

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.

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!

15 Acre Tiny Farmhouse: Chicken Style

Welcome to The Tiny Farmhouse! Built from the ground up by your hosts! Make where you stay its own experience! THE TINY FARMHOUSE - Cozy 320sqft studio tiny house - Situated on 15 acres of beautiful Texas land - Country living a few steps from the city - Cattle, chickens, turkeys, dogs, cats, goats, and woodland creatures - Native views and gorgeous sunsets - Fully furnished, wood and natural light - Keyless entry - Just minutes away from popular San Antonio attractions

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!

Beautiful Home Away from Home in Live Oak area

Beautiful recently remodeled home located 15 minutes from the airport as well as central to many of the San Antonio attractions! The Alamo, Riverwalk, AT&T Center, Six Flags, Legoland, Seaworld, Zoo, Natural Bridge Caverns and much, much more. Less than a 10 minute walk from Live Oak central park, lake, fishing and trails. Experience this open concept home with family and friends.

Centrally Located Home Suite Home For 2

Centrally located, (8 miles to Freeman Coliseum and AT&T Center; only 9 miles to airport), w/easy access to all major Interstates. Contact-free check-in w/keyless entry. Super clean suite w/high speed WiFi and your own separate HVAC system. Ideal for visiting the Pearl & romantic River Walk. (10 miles) New Braunfels & Boerne are less than 30 miles.