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.

Mile to Lake + Stock Tank Pool + Fire Pit

Get away from it all but still stay close to everything. Lounge in hammocks in the pine tree forest. Drink coffee on the back deck while looking for birds. Play foosball or board games in the game room. Grill out in the backyard while playing corn hole. Float in the stock tank pool. Walk or drive a mile to the lake for kayaking, fishing, miniature golf, and miles of hiking. Great for families, family friends, or couples. Only 5 minutes from downtown Bastrop and 45 minutes from Austin.

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!

Sun Kissed Days w/Pool + Pickleball + Hot Tub

Peaceful serenity surrounds this stylish home located just over 14 minutes from Round Top in the secluded hills of Burton, Texas. Amenities include a lap pool, hot tub, pickle ball court, covered gym, fire pit, outdoor grill, raised garden beds all for you to enjoy in the peace and quiet of the country! Ideal for a couples weekend, girls getaway or family vacation, Blue Sky Acres sleeps 4, as a 2 bedroom, 2.5 bath single-level home. Concierge Service available!

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.