Holiday rentals in Randolph AFB

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!

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!

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!

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.

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!

Charming Studio in Schertz with Private Entrance

Discover the charm of Schertz in our newly remodeled 1BR/1BA studio. Nestled just blocks from downtown, this private escape boasts its own entrance on separate street from main house entrance, yard, and patio. Indulge in modern comforts with new appliances, a dual gas burner, air-fryer, in-suite laundry, and a walk-in shower. Unwind with a show on the big screen TV. Minutes from Randolph AFB. Need more room? The attached main house is also for rent!

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.

Modern oasis with Hot tub & EV charger

Escape to our stylish, newly renovated Universal City condo! This peaceful retreat comfortably fits families and groups. Features a private hydrotherapy spa hot tub, a fully equipped kitchen, and a dedicated workspace. Enjoy modern comforts and a cozy feel just minutes from Randolph AFB, restaurants, and shopping. Perfect for a relaxing getaway or a productive work-from-home stay.

Renovated & Cozy Home close to Randolph AFC

Welcome to this updated home, comes fully equipped and ready for your comfortable stay, all bedrooms have a 42” smart TV and you will find most major services within 2 miles. Close to Randolph AFC, shopping, restaurants and major freeways, this home will be a good fit for your family or a business visit to San Antonio.