Vacation rentals in Pleasanton

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Top-rated vacation rentals in Pleasanton

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Guest favorite

An outdoor seating area features woven lounge chairs arranged around a circular coffee table. A swimming pool extends into the background, reflecting the clear blue sky. Stairs lead to an elevated entry, surrounded by lush greenery and expansive views.

Guest suite in Helotes

4.94 out of 5 average rating, 796 reviews

Luxurious Retreat Between Six Flags and SeaWorld.

Hill Country retreat overlooking the city. Private quarters with separate entrance, spacious living room, full kitchen, bedroom w/closet, bathroom w/shower, and a covered sitting area overlooking city. 15 minutes from Fiesta Texas and Sea World, 25 minutes from downtown, and one mile away from Old Town Helotes. Pool & hot tub are available for additional fee of $50 per pool use in the morning 9:00 - 4:00, or in the evening 4:00 -10:00. Pool is not heated during colder months, only hot tub is.

Top guest favorite

A circular arrangement of weathered stone pillars is surrounded by a grassy area, with sparse vegetation and a few larger trees in the background. The site features a combination of earthy tones and textures, reflecting the natural landscape.

Home in Von Ormy

4.96 out of 5 average rating, 48 reviews

Peaceful 4-Bedroom Escape sitting on 30 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.

Guest favorite

A long, rustic dining table occupies the center of the room, surrounded by numerous wooden chairs. Bright lights illuminate the space, highlighting the large windows that provide natural light. A chandelier hangs above the table, enhancing the communal feel of the area.

Home in Pleasanton

5 out of 5 average rating, 14 reviews

Un Lugar De Paz, a Place of Peace to Unwind

Wide open spaces to accommodate you and your family or friends. A place to unwind, and/or to host a large gathering. 20 minutes South of San Antonio, it puts you close enough for an easy commute but far enough to escape into the peaceful country. Home can sleep up to 8 guests comfortably and host parties up to 50 guests comfortably. Large parking space available. Guesthouse off the main house has additional sleeping accommodations & rents separately through my other listing.

Top guest favorite

A charming tiny farmhouse is framed by sprawling tree branches, with a welcoming front porch featuring two chairs and a bright red door. Natural light filters through the surrounding foliage, highlighting the farmhouse's earthy tones against the landscaped yard.

Tiny home in San Antonio

4.98 out of 5 average rating, 986 reviews

15 Acre Tiny Farmhouse: Chicken Style

Welcome to The Tiny Farmhouse! Built from the ground up by your hosts! Make where you stay its own experience! THE TINY FARMHOUSE - Cozy 320sqft studio tiny house - Situated on 15 acres of beautiful Texas land - Country living a few steps from the city - Cattle, chickens, turkeys, dogs, cats, goats, and woodland creatures - Native views and gorgeous sunsets - Fully furnished, wood and natural light - Keyless entry - Just minutes away from popular San Antonio attractions

Top guest favorite

A modern kitchen area features light wood cabinetry and a granite countertop. A dark refrigerator and oven are visible, complemented by a small dining set with a wooden table and three stools. A decorative vase with flowers sits at the center of the table.

Home in Devine

4.98 out of 5 average rating, 115 reviews

Impeccably clean 2BR country home

Welcome to our charming country retreat! Nestled in the heart of serene countryside landscapes, our cozy 2-bedroom, 2-bathroom home offers the perfect escape from the hustle and bustle of city life. Missing the city?? Don’t worry, our home is only 30 minutes from downtown San Antonio. Book your stay with us and experience tranquility at its finest! Not only is our home impeccably clean, it has only been home to our Airbnb guests.

Guest favorite

A single-story lodge with a warm wood exterior is surrounded by green grass and trees. The covered porch features large windows, and a welcoming entryway can be seen. A fence and additional trees are visible in the background, contributing to a serene outdoor environment.

Home in Poth

5 out of 5 average rating, 21 reviews

Poth Lodge

Relax with the whole family at this peaceful place to stay. Located in the heart of Poth, TX, this 3/2 is perfect for a peaceful weekend getaway. Whether you are visiting family, on a hunting trip, or working in the area temporarily, this lodge will provide you with all the comforts of home! Enjoy the spa-style master bathroom, the fully stocked kitchen, the smart tvs, and the massive backyard in this fully-updated country lodge.

Guest favorite

A lively pool scene captures several individuals enjoying themselves in the sparkling blue water. Surrounded by lush greenery, a volleyball net stretches across the pool. The sky is bright with fluffy clouds, creating a pleasant outdoor atmosphere.

Cottage in Jourdanton

4.88 out of 5 average rating, 67 reviews

Private cozy country cottage. pool, electric gate

Cute, cozy home in the peaceful country. 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 14- September.

Guest favorite

An outdoor patio area is illuminated by warm lighting under a wooden roof. The space is designed for relaxation, featuring a concrete floor and surrounding greenery. The peaceful setting offers a blend of natural light and shelter, inviting guests to enjoy the outdoors.

Home in Pleasanton

5 out of 5 average rating, 9 reviews

Cozy Pleasanton Cottage – Huge Monthly Discount

Experience the charm of Pleasanton, Texas, in this updated 3-bedroom, 2-bath home. Perfect for families, friends, or business travelers, this cozy retreat blends rustic style with modern comforts. Relax in the spacious living room, cook in the fully equipped kitchen, and unwind in the comfortable bedrooms. Enjoy free WiFi, a smart TV, washer/dryer, & private parking. CONTACT US IF YOUR PREFERRED DATES AREN'T AVAILABLE.

Superhost

The modern bathroom features a glass-enclosed shower with built-in shelving. A compact vanity with storage space includes a sink and faucet. The room is illuminated by ceiling lights and has wood flooring, creating a warm and functional atmosphere.

Tiny home in San Antonio

4.84 out of 5 average rating, 87 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.

Guest favorite

A tranquil outdoor space is surrounded by a circular arrangement of gravel and grass, featuring a stone fire pit at its center. A young tree provides shade, while a charming tiny home is visible in the background, complemented by a well-maintained yard.

Tiny home in San Antonio

4.89 out of 5 average rating, 74 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 favorite

A welcoming entrance features double doors that open to reveal a cozy interior space. The porch is adorned with a green chair and a round side table, while a potted plant adds a touch of greenery. Soft lighting enhances the inviting atmosphere.

Tiny home in Devine

5 out of 5 average rating, 119 reviews

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.

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Popular amenities for Pleasanton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pleasanton

A modern single-story home is positioned on a corner lot, featuring a manicured lawn and a small ornamental tree in the front yard. A paved driveway leads to an attached garage, while neighboring properties are visible in the background.

Home in Von Ormy

5 out of 5 average rating, 3 reviews

The Family Gateaway

JosephRating, 5 stars3 weeks ago

The house was perfect for my needs and Gisselle was a wonderful host.

The wooden exterior of the tiny home showcases a welcoming front porch with sturdy railings and steps leading to the entrance. The roof peaks above the porch, and shaded trees surround the structure, creating a natural setting.

Tiny home in Von Ormy

4.8 out of 5 average rating, 41 reviews

Tiny quiet Home, Von Army

NeldaRating, 5 stars1 day ago

When we first got there we were a little skeptical of the neighborhood but overall it was nice and quiet, very peaceful. Nancy does have a gate for more security which was even better. The home itself was just as described We loved it, will definitely stay there again.

Guest favorite

The kitchen countertop is equipped with a stainless-steel kettle and a black toaster. A colorful decorative jar sits on the windowsill, while a view of greenery is visible through the window. The backsplash features a mosaic design, complementing the light-colored countertop.

Apartment in Elmendorf

4.95 out of 5 average rating, 42 reviews

Dots Studio Retreat

SarahRating, 5 stars9 months ago

Elmendorf is a beautiful area. I am familiar with the area and wanted to revisit it. I loved staying here, the property is beautiful. I adore the little koi pond they’re building. The living space was quite lovely. I liked the bathroom, the built-in cabinet was a great spot to keep all of our personal belonging we brought along. The kitchen is lovely. The bed was memory foam I believe, I slept great on it. Yellow has been a color I’ve been drawn to recently so, I absolutely loved the yellow theme throughout the home. The dog run is so convenient , there weren’t any sticker burs or anything like that in there. Our dogs got used to the routine of going to the dog run right away. I appreciate the motion sensor lights outside, every time I thought I would need the light of my phone a motion sensor light would come on and light my path. Thank you Jaime and Diana, we enjoyed our stay. We plan on coming to San Antonio more often, I hope this spot is available when we return

Guest favorite

A rustic kitchen area is equipped with a red refrigerator and a wooden counter featuring a farmhouse sink. Open shelves display decorative plates and kitchenware. Baskets underneath provide storage, and a cozy rug adds warmth to the space.

Cabin in Floresville

5 out of 5 average rating, 21 reviews

"The Barn Loft"

ColinRating, 5 stars7 months ago

It’s a great choice for couples or small family.

Cabin in Somerset

4.84 out of 5 average rating, 76 reviews

"Oh Deer B&B" secluded cabin and a tame baby deer

TimothyRating, 5 stars3 months ago

A Beautiful place to reflect and reset from everyday stressors and to be relaxed! We absolutely loved it and Maggie seems to have a heart of gold. Thank you Maggie for also your kind words and empathy in talking about my Mom battling Pancreatic Cancer. We will be back! God Bless....Tim & Carla

Guest favorite

Two doors are visible at the center of the image, labeled 'ROOM 5 SEMI PRIVATE' and 'ROOM 6 SEMI PRIVATE.' The doors are framed by light-colored wood paneling, providing a neat and organized appearance in a semi-private area.

Shared room in San Antonio

4.89 out of 5 average rating, 221 reviews

Rositas home/semi private room #6 twin size bed

DanielRating, 5 stars1 week ago

It always a good place to stay

Top guest favorite

The bathroom is equipped with a walk-in shower featuring grab bars and a stylish tiled wall. A sink with a vanity sits adjacent to a toilet, while a mirror is mounted above the sink. Soft neutral tones are complemented by white tile and fixtures.

Guesthouse in Adkins

4.94 out of 5 average rating, 17 reviews

Country Guesthouse Near La Vernia/East San Antonio

ConnieRating, 5 stars1 week ago

From start to finish, the reservation was easy, informative and such a cute little place to stay in while we were helping with the wedding of a friend! If we are ever in the area again, we would definitely reserve Stephanie's AirBnB!!