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, 797 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 circular fire pit surrounded by gravel is positioned in the foreground. In the background, several cows graze on the grass under an open sky, with a windmill visible in the distance, contributing to a rural landscape.

Guesthouse in Saint Hedwig

4.97 out of 5 average rating, 409 reviews

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.

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 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.

Guest favorite

A spacious bed is positioned against a textured dark wall, with a light-colored striped comforter draped over it. Subtle lighting from two bedside lamps and soft blue backlighting creates a relaxing ambiance in the room.

Apartment in Natalia

4.91 out of 5 average rating, 111 reviews

La Tierra Studio @ The Munoz Palace

Take it easy at this unique and tranquil getaway. With a Kingsize floating bed. Because bed is simulating to look like it’s floating. Bed sits a little higher than most beds. Walk in shower. A sitting living room area. Hotel like kitchen, with a fancy place to sit and enjoy your breakfast, lunch and dinner. Out door you can sit and dine as well. Come and unwind in the small country town of Natalia.

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.

Guest favorite

A spacious covered patio features a wooden ceiling and light grey flooring. A bright yellow door adds a cheerful touch. A large white picnic table is positioned on one side, while ample railing surrounds the area, providing a safe and inviting outdoor space for relaxation.

Guesthouse in San Antonio

4.91 out of 5 average rating, 147 reviews

Cozy Casita

Our casita is cozy and comfortable! It's perfect for someone that likes a small space with designated areas for sleeping, dining and entertainment. Located about 15 minutes from the heart of the city, you won't have to miss out on anything! No drive is too far as this property is centrally located.Keep it simple at this peaceful and centrally-located place.

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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

Guest favorite

A wooden fence is highlighted against a colorful sunset, featuring hues of orange and pink. A metal turtle decoration, detailed with intricate patterns, is mounted on the fence, complemented by small floral accents.

Private room in San Antonio

4.96 out of 5 average rating, 25 reviews

San Antonio | Zen Retreat Suite | Unique Stay

LaurenRating, 5 stars3 weeks ago

Great place to stay and extremely nice host! The neighborhood area seems really nice too. The backyard is the best place to hang out! This place felt like home in the best way. I loved it! Nice bathroom and it was so convenient to be able to use the fridge. Thank you!!! We look forward to staying here again in the future. :)

Top guest favorite

A covered outdoor deck features comfortable orange seating arranged around a dark wicker coffee table. A patterned rug brightens the warm wooden floor, while surrounding greenery creates a private and inviting atmosphere.

Private room in San Antonio

4.95 out of 5 average rating, 150 reviews

Amazing King BR+private bathrm near Seawld/6flags

ChristinaRating, 5 stars2 months ago

My 3rd time staying here. I really enjoy the spacious bedroom and bathroom, and the bed is so comfortable. Definitely recommend. 😊

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.

A compact kitchen area is visible, featuring a microwave placed on top of a silver refrigerator. A fire extinguisher is mounted on the wall, and a wooden table holds various kitchen items. A framed picture adds a touch of decor above the microwave.

Guest suite in Denver Heights

4.67 out of 5 average rating, 6 reviews

Spacious & Bright Guest Suite

TroyRating, 5 stars2 weeks ago

I had a very comfortable stay at Benjamin’s place. The unit was spacious, well kept, and located in a quiet area—perfect for resting after a day of exploring. There’s a direct bus to downtown just a short walk away, which made getting around San Antonio easy without a car. The place is a great value and Benjamin was responsive and helpful throughout.

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, 18 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!!

Top guest favorite