Holiday rentals in Pleasanton

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Top-rated holiday rentals in Pleasanton

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Top guest favourite
A spacious living area features large glass doors that open to a private deck, offering views of lush greenery. A sleek sectional sofa and a recliner provide comfortable seating, complemented by a round coffee table on a soft area rug. Natural light fills the space through multiple windows.
Home in San Antonio
5 out of 5 average rating, 247 reviews

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.

Guest favourite
Flat in San Antonio
5 out of 5 average rating, 7 reviews

The Modern | 3BR2BA | Pool | Gym | Lounge

Craving space, comfort, and a quiet place to recharge near San Antonio? This 3-bedroom home offers a peaceful escape just 20 min from Downtown and the River Walk, close to the essentials but tucked away from city noise. Designed for extended stays, work trips, families, and traveling professionals, this home delivers a clean and thoughtfully furnished environment where you can truly relax. Whether you're here for business or a break, it’s the ideal home base between your days out in the city.

Guest favourite
Home in Jourdanton
4.92 out of 5 average rating, 13 reviews

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!

Guest favourite
Home in Von Ormy
4.93 out of 5 average rating, 81 reviews

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.

Top guest favourite
Barn in San Antonio
5 out of 5 average rating, 5 reviews

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.

Top guest favourite
A private deck surrounds a large pool, equipped with lounge chairs and a dining table. String lights hang gently above, casting a soft glow. The backdrop features expansive green trees and open land, creating a peaceful outdoor setting.
Cottage in Jourdanton
4.88 out of 5 average rating, 69 reviews

Private cozy country cottage. pool, electric gate

Cute, cozy home in the peaceful country. Great location near dove and duck hunting leases. Private deck and pool! (33 acre ranch)This is a perfect romantic getaway or peaceful getaway from the city. House is fully stocked for all your needs. 3 people MAX or 4 with children. Larger house (sleeps 6) also available. Highway access and locked gated entry for security. Beautiful sunrises and sunsets. Walk out to the deck and right in to the pool. SEASONAL ONLY: March-September.

Top guest favourite
The interior space features wooden beams and rustic red wall paneling. A chandelier hangs from the ceiling, providing soft lighting. Two elegant sconces flank a trio of artwork depicting a Highland cattle, enhancing the warm ambiance of the room.
Flat in Jourdanton
5 out of 5 average rating, 10 reviews

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.

Guest favourite
An aerial view of a modern farmhouse reveals a spacious yard featuring a basketball court and a trampoline. The well-manicured lawn is complemented by geometric patterns on the patio, surrounded by trees and a fence, enhancing outdoor activity options.
Home in Poteet
4.92 out of 5 average rating, 12 reviews

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 .

Superhost
A charming tiny home features a welcoming front porch with railings and two planters containing vibrant plants. A bright yellow door serves as a focal point, while large windows allow natural light to brighten the entryway. The surrounding area is open, with a view of the countryside.
Tiny home in San Antonio
4.85 out of 5 average rating, 113 reviews

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.

Superhost
Tiny home in San Antonio
4.9 out of 5 average rating, 94 reviews

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.

Top guest favourite
A wooden deck surrounds a circular dipping pool, featuring a bright orange float. Comfortable seating is provided with a gray sectional sofa and two lounge chairs positioned nearby. A hot tub is visible in the background, nestled within a fenced outdoor space adorned with greenery.
Home in Tobin Hill Community
4.98 out of 5 average rating, 106 reviews

Couples Retreat, Hot Tub, King Bed, Near Pearl

Welcome to our stunning 1905 historic home, designed by George Walker Flood—the renowned architect behind San Antonio’s iconic St. Anthony Hotel. Nestled in the city’s most prestigious historic district and just 2 miles from downtown, this beautifully preserved property offers both vintage elegance and modern comfort.

Guest favourite
Tiny home in Von Ormy
4.9 out of 5 average rating, 62 reviews

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.

Popular amenities for Pleasanton holiday rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Atascosa County
  5. Pleasanton