Vacation rentals with a pool in Round Top

Cottage w/ Pool in Historic Downtown

Smithville is a quaint, thriving city with a very relaxing feel. It has numerous outdoor activities within 30 minutes if you enjoy hiking, canoe/kayaking, biking, fishing, etc. The cottage is within walking distance to downtown restaurants and shops. The town offers many great boutiques and antique stores. The cottage is a block from famous homes featured in the movies, Hope Floats and The Tree of Life. You can see the Hope Floats house from the porch! Come unwind and enjoy the small-town life!

Scenic Outdoor + Minutes From Round Top + Pool

Welcome to your vibrant and antique-inspired Burton getaway! This charming historic house blends character with custom touches, creating a unique and unforgettable retreat. - 10 minutes from Round Top, festivals, shopping, and antiquing. - Spacious outdoor area, shaded by century-old oak trees - ideal for coffee or evening drinks. -Modern comforts, a fully equipped kitchen with countryside views. This charming getaway blends comfort and convenience, making it the perfect for your getaway!

Swim, Grill, Chill, Repeat - Perfect for Families

This gorgeous home is set on 42 acres and is located 6 miles from Round Top Square. The modern floor plan is open in the common areas and has a pool, summer kitchen with grill, a pond, and a screened porch that spans the back of the house. This picture-perfect property's prime location is great for enjoying local shopping, music, festivals/events or enjoying the quiet solitude of the country. Whether traveling with family, friends or girls trip, this home can be your own idyllic hideaway.

Escape to the countryside

This location is set in the middle of 225 acres of farm & ranch land on a working cattle ranch. There is a non-heated pool, basketball goal, and ping pong & billiard table for guest use. Late winter and early spring time is calving season with 40 calves arriving during this time. Its peaceful and quiet at night with no disturbing outside lights or traffic. We are 30-45 minutes from downtown Austin depending on time of day; 30 minutes from ABI Airport and Circuit of the Americas track.

Suite IIII @ Oakbones Round Top

Welcome to Oakbones, a modern cabin-camp and commune in Round Top, TX. Minutes from Warrenton and Round Top’s nationally-acclaimed antique hunting, Oakbones, designed by Cisco and Maurishka Pinedo, is a 12-acre property with a modern rustic vibe. Experience comfort, community and summer-camp living in one of our newly-renovated accommodations, or rent the whole property for your next family or company event. Our property is currently under construction, so please excuse our mess!

Pool+2 King Beds+Grill+6 Min. To Round Top

Welcome to Oak View's Guest House! Located just 6 minutes from the town of Round Top. This newly renovated, private oasis is a home with 2 bed, 2 bath and can sleep up to 4 people. Take a swim in the unheated pool during the summer (or do a polar plunge in the winter!), and relax by the fire pit in the evening. The outdoor amenities are shared with guests at the Main House. If you need more space, please consider booking the entire property which can sleep up to 10!

Hilltop Ranch

Hm is on HWY 237 between Warrenton & Oldenberg-6 min from Round Top! Guests have private use of pool and house. Peaceful pasture with views of wild life and cattle. Relax on front porch swings and enjoy the pool with gazebo, smoker, and grill. Enjoy the stocked kitchen to relax and stay in & cook or check out one of the many fantastic restaurnats nearby. The home has a variety of entertainment such as board games, ping pong table, tv's & pool.

Paradise Pines

Private. Peaceful. Hugged by the forest. A romantic getaway or refuge from the city. Whether you are interested in soul searching, bird watching, skinny dipping, or exploring the many offerings of the local area, you will discover why it’s aptly named Paradise Pines. A well equipped kitchen and an outdoor grill will meet your needs. Swim underneath a canopy of pine trees and keep cool for an outdoor dining experience behind mosquito curtains.

La Grange Guesthouse with Pool

Lovely, comfortable guest house in a fabulous location near Round Top, Warrenton, Fayetteville, Smithville, Schulenburg and Flatonia. Ample parking, privacy and a pool to enjoy after a long day of shopping, cycling or hiking. Also includes access to a refrigerator and outdoor kitchen. You will have all of the necessities, plus little extras like Amazon Echo, smart TV and charging side tables.