Vacation rentals in Pleasanton

4.94 out of 5 average rating, 799 reviews

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

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.

4.96 out of 5 average rating, 48 reviews

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

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.

5 out of 5 average rating, 15 reviews

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

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.

4.98 out of 5 average rating, 987 reviews

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

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

Guesthouse in Saint Hedwig

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.

4.97 out of 5 average rating, 410 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.

4.98 out of 5 average rating, 116 reviews

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

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.

4.88 out of 5 average rating, 67 reviews

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

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.

5 out of 5 average rating, 9 reviews

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

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.

4.91 out of 5 average rating, 111 reviews

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

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.

4.89 out of 5 average rating, 75 reviews

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

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.

5 out of 5 average rating, 119 reviews

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

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.

Guesthouse in San Antonio

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.

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

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Other great vacation rentals in Pleasanton

A two-story brick house is showcased with a spacious driveway and well-maintained landscaping. The front entry features a black door and multiple windows, with a balcony visible on the upper level. Green grass surrounds the home, contributing to a welcoming exterior.

4.83 out of 5 average rating, 48 reviews

Cozy 1 BR Near Seaworld

RozeRating, 5 stars1 month ago

CONS: * Not enough bath towels (Robert did furnish an extra towel - tks ) * paper-thin pillows (I did not mention this to Robert, I am pretty sure Robert would have accommodated) PROS: AWESOME SPACE, CLEAN AND SPACIOUS, FAMILY WAS FRIENDLY AND CONSIDERATE PARKING WAS GOOD, BED and LINENS CLEAN, Robert and his Wife were very Helpful. Very SAFE Area! *** Definitely A Great Place to Stay :) My Deepest Apologies: My roommate was a bit disruptive, and Robert was understanding - Thank you. The home is tucked away in a beautiful new neighborhood, so I used the address of the Wernli Elem School to bring me closer to the neighborhood - it worked Perfectly.

5 out of 5 average rating, 81 reviews

Private room in Converse

The Junior Queen's room

JoshuaRating, 5 stars5 months ago

Wonderful people. They made my Christmas for myself and my kids. Warming environment, welcoming, fully accommodating. We shared amazing conversation, great breakfast, I wish I had more time to have spent there!

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.

4.96 out of 5 average rating, 25 reviews

San Antonio | Zen Retreat Suite | Unique Stay

LaurenRating, 5 stars4 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. :)

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.

4.95 out of 5 average rating, 150 reviews

Amazing King BR+private bathrm near Seawld/6flags

ChristinaRating, 5 stars3 months ago

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

The entrance features a covered porch with a comfortable seating area consisting of two chairs. A welcoming brown door stands prominently, with a doormat positioned at its base. The sidewalk is bordered by dark mulch and small shrubs, leading to the entrance.

5 out of 5 average rating, 44 reviews

Turtle Paradise

ValeriaRating, 5 stars1 week ago

If you want to have the greatest host of all times go to Candi. She is not just the best but her house is very spotless and fresh. She made my birthday and my second wedding anniversary one to never forget 😍 thank you Candi and Siena. For being so awesome. Hope to be back soon. God bless you both.

Superhost

A spacious indoor mall features multiple levels with open areas filled with greenery. An ornamental fountain adds a calming element, while an elegant staircase connects the upper levels. Retail spaces are visible, showcasing various storefronts against a bright and airy backdrop.

Hotel room in San Antonio

4.85 out of 5 average rating, 55 reviews

Near Medical Center | Golf. Pool. Free Shuttle.

TylaygaRating, 5 stars2 weeks ago

I truly enjoyed my weekend getaway at Jason’s place. It was great. Within 8-12 mins from everything. It was clean and smelled great. Jason was very accommodating considering i had to reschedule my stay and arrived pretty late. Provided me with the numbers needed in case of any issues but there were NONE! Awesome stay, thanks Jason. I will be back! Oh, also very close to six flags and near a super cool soul food stop that stays open til 2:30am. Book with Jason. 10/10 recommend!!!!!