Holiday rentals in Live Oak

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.

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.

Ideal for Couples. Great value. Close to Downtown

250+ reviews. Cozy carriage apartment with urban San Antonio feel. Close to River Walk and the Pearl Brewery where you can find some of the city's favorite and eclectic dining spots, shopping and an incredible farmer's market. Nearby upscale shopping at The Quarry off US 281. Minutes from Zoo, River Walk and Airport. Great location for students/guests visiting nearby universities and families attending military graduations. Easy downtown access. Secure gated parking. Short Uber to downtown.

Cozy Casita

Cozy casita that is central in SA, TX. A private fenced guesthouse which makes a perfect hideaway for an individual or couple. It has all the essentials you need to relax and feel at home. A designated workspace, WiFi, mini fridge, microwave, coffee machine, queen sized bed, and an outdoor seating area. Located in a very safe, quiet, and established neighborhood. •10 minutes - Airport •20 minutes - Downtown •15 minutes - Riverwalk / Pearl •15 minutes - Randolph AFB •25 minutes - Lackland AFB

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!

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!

Tranquil Studio: Stars & Storm Sounds

Unwind in this cozy, fully equipped studio designed for stress relief and deep relaxation. Enjoy soothing nature audio, including gentle thunderstorms, rainbow mood lighting, a Cal king bed, retro games, AM/FM radio, smart TV, and a full kitchenette with air fryer, toaster oven, dishwasher, hair dryer, closet, iron, microwave, and coffee pot. With a private shower, washer/dryer, and peaceful ambiance, this tranquil retreat offers everything you need to recharge and reset.

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!

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.

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!

PinkDoor House - Cozy Home close to NB, SA, & RAFB

Your family will be close to everything when you stay at this centrally-located, recently updated home. The PInkdoor House is conveniently located near I-35, FM1604, Randolph AFB, and 5 minutes away from IKEA -San Antonio. Perfect place to relax after enjoying a trip to Schlitterbaun or Sea World. The Live Oak Police, Fire Department, City Pool and Park are a few blocks away. We hope you enjoy this cozy, family friendly home in a quiet and safe neighborhood.

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.