Holiday rentals with a pool in Caldwell County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Caldwell County

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

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Guest favourite

Home in Kyle

4.93 out of 5 average rating, 71 reviews

Joyful 3BD/3BA Retreat Pool, Games & Fun - Weekly

Enjoy this peaceful home right in the middle of everything that Central Texas has to offer. This is a weekly rental featuring 2 living areas, 3 bedrooms, 4 beds, 2.5 bathrooms and ample backyard activities! Plenty of room to spread out and have fun while entertaining your family and guests. Pets welcome on reservation! You'll be within a short walk to Garcia’s Mexican Restaurant, Donuts, Papa John’s Pizza, Dollar General and Kyle Park. Proximity to Central Texas destinations just can't be beat.

Superhost

Guesthouse in Lockhart

4.88 out of 5 average rating, 16 reviews

Sauna & Cowboy Pool | Back House

Escape to the Guest House at the Olive Street Oasis in Lockhart! A short walk to the vibrant downtown square, this cozy retreat features a spacious bedroom, vibey kitchenette, loungy living area ft. retro arcade games, and luxe amenities. Outside, you'll enjoy a cowboy pool, sauna, firepit, lawn games, and shaded dining deck. Perfect for couples, solo travelers, or friends. Come for the BBQ, stay for the vibes—make this an unforgettable getaway! For a limited time, message us "BBQ" for 10% off!

Guest favourite

Home in Lockhart

4.97 out of 5 average rating, 139 reviews

Luxury Modern Farmhouse w/Pool. The Ellison House

This listing is for the entire venue. Historic 1880's Modern Texas Farmhouse restored w/care & historic charm.The Full Venue includes 4 large bedrooms w/ king beds, ensuite bathrooms. 5th Bedroom is The Shed w/Queen bed, shares a bathroom with the Christopher Suite. Outdoor Shower. Large private yard, deck, patio, pool , porches, hammocks & plenty of space to relax. Fire pit. 4 blocks to walk to square, BBQ joints, music, vintage stores, bars, wine shop, art gallery, restaurants, & coffee shop.

Top Guest favourite

Guest suite in Lockhart

4.97 out of 5 average rating, 68 reviews

The Art House - Writer's Room, walk to square

It would be listed as a house if it weren’t for one shared wall! Only 1,200 steps from Historic Lockhart Square, this bright and cozy room sits at the end of a freshly-remodeled artist's home with peaceful views of the courtyard and pool. Private, keyless, self-check-in. Dedicated work, eating, and sitting areas with mini-fridge, coffee maker, microwave, and more. Full access to a shared covered patio, backyard, grill, fire pit, and pool. Art gallery and studio tours are available upon request.

Top Guest favourite

Home in Buda

5 out of 5 average rating, 11 reviews

Luxury 4BR/2.5BA Home | EV Charger | Pool Access

This spacious, professionally designed 4-bedroom, 2.5-bath home is perfect for families, groups, and guests needing a longer stay in the Austin area. Located in a peaceful Austin Suburb of Buda, the home features a luxury bohemian design, luxury amenities, fast EV charger & fully equipped kitchen. Whether you're relocating, traveling for work, managing an insurance claim, or need a place during renovations, this home offers a stylish, move-in-ready experience with thoughtful touches throughout.

Top Guest favourite

Home in Kyle

4.95 out of 5 average rating, 66 reviews

Close Mall, food, pool , pets friendly, self check

Welcome to your relaxing, memorable gateway located in Kyle, TX. This 3-bedroom, 6 beds. 2.5-bathroom house is designed to provide you with the ultimate blend of comfort and convenience, making your stay truly exceptional. Massage Chair & TVs are in the living & game room. Every room has work station (Computer table & chair). Pool access. Grill and dining set in the backyard. Close by convenience stores. Great and peaceful neighborhood. There is water floating/tubing San Marcos & Comal river.

Guest favourite

Home in San Marcos

4.92 out of 5 average rating, 188 reviews

A Clean & Comfy Home

Quaint home in a clean and quiet h.o.a. manufactured home neighborhood. Located 12 minutes from TX State Tubes, 13 miles north of San Marcos Outlet stores & 25 miles north of Comal/Guadalupe River tubing & Schlitterbahn water park. Equipped with household essentials except an iron due to previous burned carpet damage. Two bedroom with queen beds, suitable for 4 adults, and two vehicles. This is a great alternative to staying in hotel. For less money you can have an entire house to yourself!

Top Guest favourite

Guesthouse in Dale

4.99 out of 5 average rating, 174 reviews

The Bunkhouse on a working 60 acre cattle ranch

Welcome to the Bunk House. Come experience the "pretty place" in a 420 sq ft mini-house designed to provide a comfortable and secluded space within a ranch setting. It is located 25 minutes from COTA and a mere 40 minutes to AUS. We are 10 mi. from the BBQ capital of Texas in Lockhart. P-N Ranch is a working cattle ranch on 62 acres. The Bunkhouse has beautiful views of the hay fields and the pecan grove. It has a dock on a huge tank that is stocked with fish. Enjoy the country!

Guest favourite

Home in Kyle

4.96 out of 5 average rating, 89 reviews

Quaint Charm & Modern Comfort

Welcome to your new home away from home! This oasis is conveniently located 20 minutes from Austin, 45 minutes from San Antonio, and 10 minutes from San Marcos. Enjoy the nearby food trucks, or let the kids have a blast at the playground, or the neighborhood pool. The stylish interior comes with modern comforts like a 75" TV, internet, games, outdoor patio, fire pit, & more. You'll be less than a mile from the Hospital & minutes to restaurants, shops, H-E-B, dog park, & the I-35 freeway.

Top Guest favourite

Farm stay in Rosanky

4.85 out of 5 average rating, 102 reviews

300Ac Baugh Farm btwn Austin & Round Top

Our family is moving into our 3rd generation of enjoying this 300-plus acre farm. It offers lots of space and a century old farmhouse for peaceful country nights. Bring your walking shoes to explore as numerous trails are available. We also have three well-stocked tanks for fishing. Separate from the house rental, we also have Syler Hall, a barn that's perfect for events, such as weddings and family celebrations. Send us a note and we'll get you a quote for the memory of a lifetime!

Guest favourite

Tiny home in Kingsbury

4.86 out of 5 average rating, 157 reviews

Family Fun Getaway w/ Pool and Outdoor Kitchen

Welcome to The Prairie House at Sorry Charlie Ranch Resort! Nestled in the peaceful countryside, this tiny house offers modern comforts for a relaxing getaway. Perfect for recreation and family fun, you’ll enjoy a variety of activities—from the inground pool to the fully equipped outdoor kitchen, making this trip one to remember. Roast s’mores by the firepit, let the kids explore the outdoors, or simply sit back and relax, allowing the tranquility of country life to rejuvenate you.

Guest favourite

Home in Red Rock

4.91 out of 5 average rating, 57 reviews

The Outdoor Oasis-Pool (no Heat)/Fire Pit/Ponds

Come relax and enjoy the outdoors at this peaceful country escape on 3 acres! Around the property you will find, an in-ground pool surrounded by an extensive deck, two ponds stocked with bass, catfish, and perch for catch and release fishing, a covered outdoor eating space, and a large outdoor fire pit. Conveniently located for easy travel to COTA for F1 and other events. Many of our guests choose to avoid the hussle and bustle of Austin when going to SXSW and ACL.