Holiday rentals in Windcrest

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Top-rated holiday rentals in Windcrest

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Top guest favourite
A quaint wooden cabin features a red roof and is surrounded by trees. The entrance is complemented by a wooden deck, where a gas grill and outdoor seating are visible. A small table with chairs is situated nearby, inviting relaxed outdoor dining.
Guest house in San Antonio
4.98 out of 5 average rating, 162 reviews

A Cozy Norwegian Wood Cabin - Redbird

Guests love this cute 9x12 wood cabin set under a Texas Oak on our family estate called Deerhaven Retreat. A unique camp-like getaway in nature with a queen bed, wifi, A/C, heat, RokuTV, microwave, mini-fridge, Keurig, gas grill and private deck. Deer greet you along the path to your own reserved full bathroom— one of 3 private bathrooms located in our separate facility a short walk from your cabin. Enjoy fresh air, wildlife, and a natural Hill Country vibe that's only 8 minutes to shops/dining.

Top guest favourite
An aerial view captures a private pool area surrounded by lush greenery. The rectangular pool is complemented by a small spa and two lounge chairs are positioned near an umbrella table. Two cabanas and a residential structure are visible, providing a serene escape.
Guest house in Schertz
4.94 out of 5 average rating, 102 reviews

PaPa’s Casita at SoJo Ranch

ADULTS ONLY Relax in style at our poolside casita, nestled on a micro-ranch near Randolph Air Force Base. Perfect for pilots in training, travel nurses, or short-term stays. Enjoy convenient access to the base or local activities while unwinding in your own private oasis. Complete with all the comforts of home, including a cozy queen bed, a single convertible bed, a full bathroom and a kitchenette, open access to the pool. Your stay at the casita promises relaxation, peace and some Texas fun!

Top guest favourite
A comfortable sleeping area is presented with a spacious bed adorned with patterned bedding. A bench is positioned at the foot of the bed. A small dresser and a TV on a stand are visible, along with two windows that allow natural light to enter the room.
Guest suite in San Antonio
4.98 out of 5 average rating, 385 reviews

Quiet, Private Suite mins to Fort Sam & DowntownSA

You will be close to everything when you stay at this centrally-located suite in the quiet neighborhood of Terrell Hills! Enjoy staying in this modern guest suite & sleep comfortably on a high end memory foam mattress with an adjustable base. Refresh yourself in a beautifully updated shower under a rainfall shower head! We would love to host you! You will be minutes from Fort Sam Houston, the Pearl, The San Antonio Zoo, Witte Museum, Doseum, Breweries, and everything San Antonio has to offer.

Top guest favourite
A spacious living area is filled with natural light, featuring a large blue sectional sofa with decorative cushions. A round glass coffee table rests on a patterned area rug. A dining area in the background is elegantly set, showcasing a long table with seating for several guests.
Home in San Antonio
4.97 out of 5 average rating, 273 reviews

Spacious Home Minutes From Everything - sleeps 10

Have it ALL at this beautiful & elegant home. With plenty of style + comfort, this sparkling space offers 3 bedrooms, 2 bathrooms, and an extra living area where you're sure to be entertained + relaxed! The spacious rooms + fully equipped modern kitchen are perfect for vacations, retreats, special occasions, & extended business stays. Close to Randolph AFB & Ft. Sam Houston, near loop 410 & I-35, minutes from some of the most popular sites in Texas: the Alamo, Riverwalk, SixFlags, & SeaWorld.

Top guest favourite
Industrial-style metal pipes are prominently featured, creating a unique steampunk aesthetic. An antique gauge with a circular face and clear numeric indicators is visible, contributing to the immersive atmosphere of the space.
Home in San Antonio
5 out of 5 average rating, 302 reviews

The Sherlock Home a House of Conundrums!

The Sherlock Home is an immersive overnight experience. Please note- due to its unique escape-like intricate game there is an extra guest fee of $40 per guest over the initial two guests. Become Sherlock Holmes surrounded by a Victorian/steampunk setting filled with puzzles and conundrums to solve while you stay. The Sherlock home is like no other Airbnb. If you are looking for a one-of-a-kind adventure, come stay and play at The Sherlock Home. Deduce, decode, decipher -The game is afoot!

Top guest favourite
The exterior of the casita features a welcoming entrance with a green door flanked by two lantern-style lights. Large arched windows allow natural light to fill the interior. Potted plants adorn the entryway, and a stone pathway leads to the entrance.
Guest house in San Antonio
4.96 out of 5 average rating, 314 reviews

Quaint Casita w Lux Amenities near Downtown/Pearl

Well-located in one of San Antonio’s most desirable neighborhoods, the casita sits perfectly between the San Antonio airport and the downtown corridor. Just steps away, you can find coffee shops, restaurants, grocery stores, dry cleaners, print and ship centers, and more. Or explore the city’s famed attractions within a quick 10-minute drive to museums, the Alamo, the Riverwalk, the Pearl Brewery, the zoo, the Quarry Market, botanical gardens, parks, 3 separate golf courses and nightlife.

Guest favourite
An open-concept living area features a comfortable blue sofa, vibrant artwork, and a traditional rug that adds warmth. Wooden shelves house decorative items and plants. A ceiling fan is mounted above, providing airflow, while the kitchen area is visible in the background.
Home in San Antonio
4.93 out of 5 average rating, 113 reviews

Texy-Mexy Bungalow

Welcome to our charming Texy-Mexy Bungalow, where the spirit of the Lone Star State meets the vibrant flavors of Mexico! Step into this cozy one-level retreat and immerse yourself in the warm and inviting ambiance inspired by the rich cultural fusion of Texas and Mexico. Located no more than 15 minutes from all major sites, you'll be able to explore the city easily! The bungalow is perfect for military families waiting on their homes or for those who just love San Antonio! Bienvenido!

Top guest favourite
A cozy living area is featured with two wooden chairs positioned near a decorative fireplace. A TV is mounted above the mantle, while a round wicker coffee table rests on a textured area rug. Natural light enters through a nearby window.
Home in Alamo Heights
4.99 out of 5 average rating, 189 reviews

Stylish, Charming Home In The Heart of San Antonio

Enjoy a newly remodeled and tastefully designed home in a charming and elegant neighborhood in the heart of San Antonio. Our home is located in the Alamo Heights neighborhood which is known as one of the best places to live in San Antonio and surrounding areas. Relax in our warm and welcoming home which is in close proximity to downtown and the airport and just a few miles away from major go-to spots and top restaurants in the city. We hope you have a wonderful stay in our beautiful home.

Top guest favourite
A soothing sleeping area features a queen-sized bed dressed in a patterned quilt. Two bedside tables with lamps flank the bed. A fan is mounted on the ceiling, and a small dining table is positioned nearby, providing a cozy nook for meals. Natural light enters through a window adorned with blue curtains.
Home in Live Oak
4.99 out of 5 average rating, 138 reviews

Free Range Inn

The Free Range Inn is a perfect place for a cozy getaway! The suite is attached to our home, but your space is completely private (it has its own entrance, and a locked door separating the suite from the rest of the house). Your space includes a kitchenette, full bathroom, a queen sized bed, a workspace, internet, a dining area, complimentary coffee and tea, Roku TV, and complimentary paraben-free and sulfate-free shampoo, conditioner, & body wash. We hope you enjoy your stay!

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, 234 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, 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.

Guest favourite
An inviting outdoor area is illuminated by string lights, casting a warm glow over the space. A colorful rooster sculpture stands near the path, leading to a guesthouse with lighted windows. A deck is visible at the back, providing a cozy gathering space.
Guest house in San Antonio
4.94 out of 5 average rating, 229 reviews

Cozy guest house w/pool available!

This is the perfect place for a getaway without breaking the bank. Super private guesthouse with a living room, queen bed, bathroom, kitchen, washer & dryer, sofa bed, with private entrance and a nice patio with outdoor sitting area. Pool is available when the weather is nice outside between April-October! Closed from Halloween-march 31st depending on the weather maybe a few days earlier if it warms up!! Free WiFi, Netflix , Free parking

Guest favourite
An inviting outdoor space features a well-maintained swimming pool surrounded by a stone patio. Comfortable seating options are arranged under a shaded pergola, with soft lighting strung above. Lush greenery and trees provide a natural backdrop, enhancing the peaceful ambiance.
Guest house in Dellview
4.89 out of 5 average rating, 166 reviews

The pilot's house near the airport

Come explore San Antonio at this peaceful and centrally-located place. Our guest house is only a short drive from attractions like the SeaWorld, Fiesta Texas, Downtown San Antonio, the historic Missions, and so much more. We are also a short drive from la Cantera where you can find a variety of stores and delicious restaurants! Or relax and enjoy family time in our spacious patio. (Pool will be closing Nov. 1st)

Popular amenities for Windcrest holiday rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Bexar County
  5. Windcrest