Vacation rentals with a pool in Medina County

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Top-rated rentals with a pool in Medina County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A serene outdoor setting features an inviting plunge pool with a rubber duck floating on the surface. Two Adirondack chairs are positioned nearby, illuminated by string lights overhead against a dusky sky. The landscape showcases trees and distant hills, creating a peaceful atmosphere.

Tiny home in Pipe Creek

4.99 out of 5 average rating, 284 reviews

Beautiful Views / Hot Tub / Hiking Trails

The beautiful Hill Country view and private hiking trails are what guests love the most about this quaint and secluded tiny home. The "Tiny" is perched on a hilltop (elevation 1800 feet!) overlooking some of the prettiest landscape in all of Texas and is a great choice for a romantic getaway or a quiet escape from the city. - 17 scenic miles to Bandera, Boerne, and Helotes Hike private hiking trails; visit nearby Medina River; or just kick back and relax in the plunge pool... enjoy the views!

Guest favorite

Guesthouse in Castroville

5 out of 5 average rating, 7 reviews

Medina River & Pool Hüs

The historic cottage stands behind an Alsatian house and well on an acre of Medina River & Mill Creek frontage. A magnificent Shumard oak shades the yard, which features a pool (unheated/warm seasons only). The cottage abuts the Landmark Inn State Historic Site—5 publicly accessible* acres of historic buildings, mill and dam. The dam provides still water above or easy kayaking below to the nearby 126 acre Regional Park. Located on the "Walking Tour," it is updated and furnished with antiques.

Guest favorite

A stock tank pool is surrounded by natural scenery, featuring a vibrant blue interior. Nearby, a wooden dining table is positioned under a pavilion, with comfortable seating and decorative pillows. The area is enhanced by greenery, creating a serene atmosphere for relaxation.

Guesthouse in Lakehills

4.89 out of 5 average rating, 104 reviews

Tiny Cabin w hot tub & pool surrounded by nature

Hi and welcome to our cabin! We hope your stay is enjoyable whether you came to cook in the kitchen, BBQ, watch the sunset from the hot tub, relax in the pool (seasonal), stargaze into hillcountry night skies without city lights or noise, read in a hammock, sit by the fire, play indoor games, basketball, bean bag toss or yoga on the patio. We truly have it all. Please note we are in a cove of Medina Lake which may be 40ft deep here at the house or 100% dry. Please check prior to your booking!

Guest favorite

A community pool area is viewed, featuring a clear blue water pool with adjacent steps leading to a stone building. The structure showcases a sloped roof and multiple windows, surrounded by a landscaped area with trees.

Home in San Antonio

4.9 out of 5 average rating, 51 reviews

HOME AWAY FROM HOME

Beautiful spacious 2-story home with 4 Bedroom/2.5 Bath/2,400sf/ 2 community pools located in a quiet neighborhood distant from the city but close enough to enjoy what San Antonio has to offer. Approximately 8 miles from Sea world, 15 miles from Lackland AFB, 20 miles from Six Flags Fiesta Texas, La Cantera Mall, Top Golf, Andretti's karting ang Games. 25 miles (30 Minute drive) from the Riverwalk, The Alamo or Int'l Airport. Also Approx 2 miles from HEB Supermarket for your convenience.

Guest favorite

A refreshing pool is featured in the backyard, surrounded by a stone deck. Seating areas on the deck include a table and chairs, with a basketball hoop and potted plants nearby. The house in the background showcases large windows and a welcoming exterior.

Home in Castroville

4.89 out of 5 average rating, 45 reviews

La Vaca Viva | Pool Side Oasis Near San Antonio

Welcome to our favorite place in the world! My husband and I are so excited to share our peaceful Castroville oasis with you. Enjoy our newly remodeled refreshing pool, chiminea, and grill outside or spread out over 2700 sqft inside. The fully stocked kitchen was just updated. If you have to work, do not worry, we have two desks in our office. Kiddos love hanging out in our "cow room" with a secret cubby spot, hanging swing chair, a Peloton, television, games, and sectional pull out sofa.

Guest favorite

A circular above-ground pool is surrounded by a wooden deck. Lush greenery provides privacy, with the blue water reflecting the sky. The serene landscape offers a tranquil setting, inviting relaxation in a natural environment.

Home in Bandera

4.96 out of 5 average rating, 120 reviews

Serene Shores on Medina lake

Welcome to “Serene Shores,” a Texas Hill Country retreat! Perfect for families and groups, this peaceful getaway offers stunning views of the lake bed, breathtaking sunsets, and a sky full of stars. Relax on the porch, unwind in the hot tub or pool, roast marshmallows around the campfire, or explore the scenic Hill Country by motorcycle. Nearby attractions include fishing, tubing, swimming, hiking, horseback riding, and experiencing the charm of Bandera, the Cowboy Capital of the World!

Superhost

A serene negative edge pool reflects the morning light, surrounded by gentle hills and natural greenery. Vapor rises from the water's surface, adding to the tranquil atmosphere. The horizon unfolds in soft, rolling elevations, creating a peaceful backdrop for relaxation.

Home in Mico

4.78 out of 5 average rating, 94 reviews

Serene Hill Country Home, 12+ Acres, Infinity Pool

This beautiful home sits on 12+ private acres with unobstructed views. Gorgeous negative edge pool allows you to literally soak it all in. Tons of deck space to relax and enjoy the outdoors. Located in the serene hill country just outside of San Antonio. 10 miles to shopping & restaurants and 15 miles to Sea World. 6 Bedrooms, Bunkroom and 4 Baths. June-August: 4 night minimum Medina County currently has a burn ban so no outdoor burning of any kind.

Guest favorite

The image showcases a serene backyard space featuring a sparkling pool surrounded by natural stone decking. Lush landscaping includes various plants and trees, while a diving board extends over the water, inviting relaxation and enjoyment. The spacious ranch house is visible in the background.

Farm stay in San Antonio

5 out of 5 average rating, 65 reviews

Historic Cardinal Pointe Ranch home

Relax with the whole family at this peaceful Ranch home. Surrounded by beautiful wooded ranch land this property is only 20 minutes from most San Antonio attractions. Have the best of both worlds. Access to a beautiful shared pool (May through November), on the ranch makes this a great place for the whole family to cool off and relax on hot days. If needed we can accommodate up to 20 guests total for a small additional nightly fee.

Guest favorite

A clear trough pool reflects the blue sky, surrounded by vibrant sunflowers swaying gently in the breeze. The serene outdoor scene highlights the natural beauty of the Texas Hill Country, offering a tranquil space for relaxation.

Farm stay in Hondo

4.95 out of 5 average rating, 92 reviews

Private 30 Acre Hill Country&Milky Way Experience

✔PRIVATE 30 ACRES ✔️OBSERVATION DECK ✔HIKING TRAILS ✔SELF CHECK IN ✔COFFEE ✔HOT TUB ✔️TROUGH POOL ✔LAWN GAMES ✔OFF ROAD VEHICLE (additional fee) ✔SMART TVs ✔OUTDOOR COOKING GRILL ✔️ PORTABLE ELECTRIC STOVETOP ✔️ NINJA FOODI FG551 GRILL ✔️ HORSES ALLOWED ✔️ DOVE HUNTS Relax, reset, and recharge while watching a deer eat, a cardinal chirp, a sun rise over the hills, or a million stars light up the Milky Way at night. RVs WELCOME!

Superhost

A modern swimming pool with clear blue water reflects the sky. Lounge chairs are positioned along the stone deck, inviting relaxation. Nearby, the property features a spacious outdoor area with green lawns and trees, creating a peaceful retreat.

Villa in Lakehills

4.88 out of 5 average rating, 24 reviews

Medina Lake Getaway - Pool with Lakefront Views

Welcome to Medina Lake Getaway. A newly renovated extensive waterfront home ideally situated in a quiet cove of Medina Lake. Just 45 minutes from San Antonio this is the ideal place for adventure or relaxation. Create magical memories with your family & friends in this modern, luxurious and spacious resort style home. Important Notice: Medina Lake Level is very low, but our lovely swimming pool and views are still incredible!

Superhost

A small covered pool is surrounded by natural stone features and a wooden frame. The clear water is visible, along with a semi-circular spa area integrated into the pool. Lush greenery and trees provide a shaded atmosphere in the outdoor setting.

Home in Lakehills

4.82 out of 5 average rating, 168 reviews

Good times / tan lines

Update: The lake water level is really really low right now, most areas dry, we need some major rain! Quiet, peaceful, walking distance to pebble beach park. Private covered SMALL pool (Not heated) on property. NO PARTIES! Abundant deer to enjoy and feed from backyard. 2.5 miles from The 4 Way Bar & Grill (concerts). 24 miles from Sea World 31 miles from Six Flags Fiesta Texas 28 miles from Shops of La Cantera

Top guest favorite

A serene pool area features shimmering turquoise water, complemented by streamlined steps leading to an adjacent hot tub. The expansive view offers rolling hills and open skies, framed by trees and a secure fence. Two white chairs are positioned nearby for relaxation.

Home in Bandera

4.96 out of 5 average rating, 82 reviews

Beautiful Lake View Home in Bandera

Relax and retreat at “Lake View Point,” a beautiful home with all the amenities needed to take a break and have fun with your family and friends. Jump in the pool or relax in the hot tub as you gaze upon the beautiful views of the hill country. Kick back on the porch or enjoy some fun in the game room. This vacation home is the perfect getaway. Nearby amenities include downtown Bandera “Cowboy Capital of the World.”