Holiday rentals in Randolph AFB

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.

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.

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!

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.

Larger Home W/ Movie Theater, 7+ Beds near SA/RAFB

This is the Ultimate Staycation and a large whole house solution that has 7 beds and 2 air matresses, (9 beds total) near San Antonio always ready for you. You’ll never know you forgot anything because near everything is provided. Grocery stores, shopping and much, more, (HEB, Walmart etc) are minutes away! In this wonderful, peaceful, and serene area. This place is located within minutes of SA international Airport, single digit minutes of Randolph AFB & Joint Base San Antonio-fort Sam Houston.

Spacious Home near San Antonio & Randolph AFB

Enjoy a clean, spacious home in a quiet, safe neighborhood—perfect for families, small groups, or longer stays. Whether you’re visiting, relocating, or exploring the San Antonio area, this home offers the comfort and privacy you need to truly settle in. • Fully equipped kitchen • Quiet residential location • Easy access to San Antonio • Close to shopping, dining, and highways. • Convenient to Randolph AFB and nearby business areas • Close enough to attractions, away from the noise.

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.

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.

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!

Cozy 3 bd 2 bth Mid Century Ranch Getaway

This charming 3bd 2bth home close to San Antonio, Schlitterbahn, Randolph AFB, Ft. Sam, New Braunfels, highways, dining, nightlife and shopping. Enjoy a full kitchen, all appliances(including full sized washer and dryer), wifi, cable, 5+ car driveway, covered patio and large yard and a new park & library 2blks away!!! 25mins from Downtown San Antonio 30mins from Fiesta Texas/La Cantera 27mins from Schlitterbahn 10mins from the Forum Shopping Center 21mins from FT. Sam

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!