Vacation rentals in Pleasanton

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.

NEW•Jtown Junction•Luxe•FastWifi•Patio•PrivateYard

Skip the hotel. Stay in a full 3 BR home minutes from Pleasanton. J-town Junction is a fully furnished 3BR/2BA 1,523 sq. ft. home built for comfort, space & downtime. Ideal for energy sector professionals, families, hunters & small groups. It features comfy beds, Smart TVs, fast Wi-Fi, an equipped kitchen, full laundry & granite throughout. Whether you're working nearby or enjoying a weekend away, this quiet, updated home makes it easy to settle in & stay a while. Discounts for longer stays!

Peaceful 4-Bedroom Escape sitting on 40 acres

Welcome to your serene 4-bedroom escape nestled on 30 acres of natural beauty. The house is located on a ranch (The ranch by GMV) a wedding venue is located in front of the property; the house is located at the back of the road. This spacious house offers an idyllic getaway in a gated site, complete rustic comforts and outdoor delights. Enjoy a view at the pond, you can feed the ducks and immerse yourself in the tranquil surroundings, create cherished memories. Your perfect retreat awaits.

Cute Barn Guesthouse - Minutes from Downtown

This cute barn guesthouse is located in a historic neighborhood in San Antonio. It is fifteen minutes from downtown San Antonio and close to the main arteries to get to the airport, the theme parks, Lackland AFB and major shopping areas. It is located in a shared backyard of the main house that is also available should you wish to book that as well; otherwise, it can be available to other guests. The barn guesthouse is 408 sq ft on the first floor and the upstairs loft is 144 sq ft.

Rockin’ N- Jourdanton, TX

This reclaimed 19th century buggy barn tells a unique story featuring heirloom furniture and nostalgic touches branded with my husband’s cattle brand! The ROCKIN’ N is a one-of-a-kind space in the heart of Jourdanton, Tx. Being centrally located to all the essentials, the Rockin’ N is great for special occasions, getaways (30 minutes from San Antonio) and work (especially extended stays)! Whether coming to play, work or relax, you will relive the romance of a simpler life.

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.

5BR Farmhouse | Sleeps 20| Gatherings: Leisure

Modern farmhouse home-away-from-home—Features high-speed Wi-Fi, smart TVs, work nooks, chef’s kitchen with SS appliances & wine fridge, in-unit laundry, gym (weights, squat rack, Elyptical ), covered patio,, private yard with turf, playset, trampoline & basketball court, porte-cochère parking, event lighting & power. Weekly/monthly rates. DM for info ! NO EVENTS unless otherwise approved by landlord .

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.

Lovely Cottage by TX A&M & Palo Alto College

This memorable place is anything but ordinary. It’s fully equipped to be very comfortable and cozy. You will be able to feel right at home but with a touch of the country with cows and nature on sight. This tiny home is located 15 min from downtown, less than 10 minutes from Texas A&M University and Palo Alto College. 281 Country Club is located 2 min away for off-roading and ATV park.

Lovely Cottage South San Antonio

This memorable place is anything but ordinary. It's fully equipped to be very comfortable and cozy. You will be able to feel right at home but with a touch of the country with cows and nature on sight. This tiny home is located 20 min from downtown, less than 10 minutes from Texas A&M University and Palo Alto College. 281 Country Club is located 2 min away for off-roading and ATV park.

Relax, Recharge at our Romantic Casita in Devine

Welcome to our Simpli Devine Casita, a beautiful, peaceful, private 400 sq ft living space with stylish décor, indoor fireplace & 12-foot ceilings. If you’re looking to unwind and get away from the everyday city life our Casita is the perfect little getaway. Relax with a good book or a glass of wine on the wraparound deck and enjoy the calm peaceful natural setting.

Relaxing Pond view cabin!

Located on a 40 acres of former golf course, this beautiful cabin can be used as your ultimate gateway! Plenty of parking available for guests, you can also fit a work vehicle. One bedroom with plenty of space. Recently renovated enjoy the view at the pond onsite a getaway or simply stay close from work.