Holiday rentals with a pool in Castle Hills

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!

Energetic Retreat-Tower/Pool, King + Free Parking

Immerse yourself in a vibrant and serene retreat at the pinnacle of downtown San Antonio. This one-bedroom haven, with two free parking spaces, is adorned in soothing hues. It features a king bed and a queen sofa bed, accommodating up to four guests. Marvel at breathtaking views of the Towers of America and the shimmering pool from the building's highest floor. Perfectly positioned within a short stroll of iconic downtown landmarks, our Airbnb promises convenience and style for your SA getaway.

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.

Parrots’ Hilton Studio at the Enchanted Cottage

ROMANTIC RETREAT Safe, Clean, Private, Love Nest on a lush 1/2 acre estate shared by Dr. B., and me, Dr. Doolittle, and our macaws. SHARE THE EXPERIENCE! The Enchanted gingerbread cottage is our home, and beyond the gates is your TROPICAL PARADISE!!! Great highway access, near downtown, our little ‘micro-resort’ features privacy on a grand scale, including a gym, an exotic aviary, a very private swimming pool, and your private, little, modern apartment in its own building to overlook it all.

On the River | Free Covered Parking | Walk 2 Pearl

**Long Term Stays Welcome! **Perfect for traveling medical professionals and military This 1-BR unit is on the 6th floor in a high end, centrally located complex close to all of San Antonio's best spots! ✔ On the Riverwalk, about a 15 minutes walk to the center. ✔ 11 minute walk to the Pearl ✔ 1 mile to the Alamo ✔ 6 min. drive to Henry B. Gonzalez Convention Center ✔ 15 minute drive to SAT airport *** A smart phone using the LATCH app is required to access the complex this unit is in ***

Cozy Villa-Style Flat

Unwind in our urban Villa! Located near the Medical Center, explore local shops or dining within walking-distance! Ten-minutes from the thrills of Six Flags Fiesta Texas, & the luxury-finds exclusive to La Cantera Mall. Minutes from the River Walk, check out the Riverboats, upscale dining, nightlife, & shops. Close-by is The Rim’s Top Golf, or others it has to offer; Food, Fun, & Shopping! End your day with an Alamo City Sunset, complete with a skyline view, painted by the South Texas skies.

Villa Capri :Tiny Home With Pool

Villa Capri is a beautiful tiny home rental with private pool access in North Central San Antonio. Located with quick access to airport , Downtown , Fiesta Texas and La Canterra. The neighborhood is quiet, located within 2 miles of shopping and restaurants. This neighborhood has plentiful wildlife. Villa Capri is located on host’s lot. The yard and pool are shared by hosts. Swimsuit is required in pool. Please note that Villa Capri cannot host children or babies due to safety concerns.

Modern 3BR, King Bed, Heated Pool, 15m Downtown

Welcome to Casa Mystery which is located in the heart of the iconic city of San Antonio! Our home is in a peaceful cul-de-sac on the northside of San Antonio. We are close to all the hotspots including, Riverwalk, Six Flags, the Alamo, The Pearl and Lackland. The outdoor covered patio includes charcoal grill, and an amazing heated swimming pool. Plenty of entertainment for the family, including a Nintendo Switch, Sonos, Pool Table, games and Smart TVs with Disney+, Netflix and more!.

Spacious Home, Warm Fire Pit, Walkable Location!

Welcome to your perfect San Antonio getaway! This spacious 4-bedroom, 3-bath home has been fully remodeled and features a private pool, cozy fire pit, comfortable indoor/outdoor living, and all the modern touches you need for a relaxing stay. Spend the afternoon lounging poolside, then walk to top-rated restaurants for Tex-Mex and margaritas. Just minutes from Six Flags, Topgolf, The Rim, Medical Center, and La Cantera, this home is your launchpad for fun and unforgettable memories!

The Loft - Monte Vista

Our garage loft is a renovated and refurnished 900sf apartment. Clean, simple spaces and furnishings make for a relaxing getaway. We are in the Monte Vista Historic District, a 1-mile square walkable neighborhood 3 miles north of downtown and a 1.5 miles from the Pearl District. Our main house is a 1914 Prairie Style residence sheltered by the largest oak tree in San Antonio. We are happy to share our back yard, pool pavilion, and pool during our guests' stays.

Riverwalk Escape | Lux King • Free Parking • Pearl

Discover the perfect blend of comfort, style, and location in this stunning apartment nestled between San Antonio’s iconic Pearl District and the Riverwalk. Relax in a plush king bed, take a refreshing dip in our infinity pool overlooking the Riverwalk, and enjoy the ease of free parking right on-site. All guests must complete a Guest Rental Agreement, ID verification, and Security Deposit to receive arrival instructions. Details in the House Rules

Alamo City Oasis: pool, putt, close & convenient

San Antonio meets Palm Springs. Make forever memories at our comfortable mid-century modern home. Centrally located for easy access to all the sights and shopping in this welcoming TX city. Designed for outdoor living with a heated pool, BBQ and patio. Even a small putting green in the back yard! Stylish comfort for your family and friends with two living areas, three bedrooms and two full baths. Driving a Tesla? Convenient on site, free charging.