Vacation rentals with a pool in Medina County

Find and book unique homes with a pool on Airbnb

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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Guest favorite

Tiny home in Pipe Creek

4.99 out of 5 average rating, 249 reviews

Amazing views Hill Country tiny home/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!

Aug 11 – 18

G$33,387 GYD per night

Guest favorite

Home in Bandera

5.0 out of 5 average rating, 12 reviews

Bandera Group Getaway | Private Pool | Pets OK

Guaranteed water! Located 10 miles outside Bandera, Cardinal Bluff is a relaxing getaway for your family or small group. Situated on 6+ acres, the property has everything you need to relax. It features a private salt water pool and a front porch made for lounging. For the kids there is a trampoline, a basketball hoop in the pool, and even a batting cage! The residence was redesigned and refurbished in 2021 with a modern Texas aesthetic in mind. We are pet friendly. (additional fees)

Oct 20 – 27

G$98,564 GYD per night

Guest favorite

Ranch in San Antonio

4.91 out of 5 average rating, 33 reviews

Beautiful 15 acre Ranch available for events

Experience a charming historic locale for your events! The main 5-bedroom private home accommodates 12 guests, with an optional 1-bedroom for 2 and barn space for up to 8 people in 4 additional private rooms. Set on a 20-acre ranch with a pool and lush greenery, it's perfect for outdoor gatherings, including weddings. Originally the 1906 Wurzbach homestead and store, this tranquil space offers a serene, open setting amidst wooded ranch land. Enjoy easy event planning in this picturesque oasis.

Jun 21 – 28

G$191,034 GYD per night

Guest favorite

Home in Pipe Creek

4.89 out of 5 average rating, 62 reviews

Summer Fun: Private Pool + Backyard Oasis

This family-friendly home with a private pool, deck, covered bar/patio, fire pit, fun backyard activities, and nearby lake access is sure to bring cheer to your stay and you'll wish you stayed another day. Just minutes outside of San Antonio, Got the Blues is nestled in the peaceful lake community of Lakehills with private neighborhood access to Medina Lake for swimming, boating, kayaking, fishing, picnicking, etc., and with nearby local restaurants and music venues of the Texas Hill Country.

Aug 7 – 14

G$37,285 GYD per night

Guest favorite

Guesthouse in Lakehills

4.89 out of 5 average rating, 85 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!

Aug 25 – Sep 1

G$59,992 GYD per night

Guest favorite

Home in Castroville

4.92 out of 5 average rating, 24 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.

Aug 5 – 12

G$95,595 GYD per night

Superhost

Cabin in Helotes

4.88 out of 5 average rating, 261 reviews

Hot tub holiday at Cozy Cabin

This Hill country paradise is the perfect romantic getaway. Enjoy resort amenities without the crowds. The pool has soothing waterfall and reflective outdoor gas fire pit. Your private jacuzzi, located right off the cabin porch , is perfect for stargazing or watching the sunrise. Party Pool cabana features a eucalyptus steam room, gas fireplace & full kitchen. Close enough to visit the attractions in San Antonio, far enough to feel like you got away to countryside Max 2 guests.

Sep 17 – 24

G$37,777 GYD per night

Guest favorite

Tiny home in Hondo

4.91 out of 5 average rating, 11 reviews

Wildflower Haven Tiny Home

As you pull into the driveway of Wildflower Haven you’ll be struck by the cheery colors on display – the copper roof, red adirondack chairs, evergreen trees. beautiful flowers and bird feeders, and a bright canvas hammock. The restful and relaxing interior space curated with designer decor and custom touches that provide a bright inspiration of color with a hill country vibe! This romantic hill country getaway is yours for a magical stay both indoors and out.

Feb 10 – 17

G$33,747 GYD per night

Superhost

Home in Mico

4.78 out of 5 average rating, 85 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.

Nov 20 – 27

G$143,921 GYD per night

Guest favorite

Guesthouse in Pipe Creek

5.0 out of 5 average rating, 15 reviews

Amy's Guesthouse | Hilltop Pool + RV Spot Option

Enjoy panoramic Texas Hill Country views from this beautiful 1200 square foot home. Amy's Guesthouse offers a private deck, backyard with fire pit, private pool access, high speed WiFi, smart TV, charcoal grill, hammock, foosball and other games, abundant wildlife viewing, as well as a unique, optional RV spot rental. It's centrally located between Bandera and San Antonio, providing an ideal base for your hill country getaway.

Oct 21 – 28

G$34,642 GYD per night

Guest favorite

Villa in Lakehills

4.89 out of 5 average rating, 18 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!

Aug 28 – Sep 4

G$201,744 GYD per night

Guest favorite

Farm stay in Hondo

4.94 out of 5 average rating, 72 reviews

✨Private 30 Acre Texas Hill Country 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 ✔️ DOVES 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!

Jan 26 – Feb 2

G$36,512 GYD per night