Vacation rentals with a pool in Round Top

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Top-rated rentals with a pool in Round Top

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

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Top guest favorite

Farm stay in Brenham

4.95 out of 5 average rating, 109 reviews

Rising Star at Rockin Star Ranch

Bring hiking boots and fishing tackle to this ranch, which offers catch-and-release ponds, 150 acres to explore that are home to Elk, Oryx, axis and more! Cook in our outdoor kitchen, swim in the pool, and act like a kid again on our tire swings. Play ping pong, throw some darts, or challenge your friends and family to a game of cornhole or horseshoes. Rising star is 1 of 4 identical cabins (8 total on ranch)so check out Twinkling Star, Shooting star, or Western Star and bring the whole family! Check out our experiences page to book some horse time/time in the saddle.Hope to see you soon! Rising Star (and the other cabins) is located within steps of our pool and outdoor kitchen. Each cabin is a one bedroom with its its own private kitchenette, bathroom, and living room. The bedroom has one queen bed and there are 2 additional twin beds in the loft above the living room. Need more space? Click on my profile to see our other listings here on the ranch. Be sure to check out our 9000 sqft event venue too. Perfect for parties!! Outdoor kitchen, pool, pastures, tire swings, courtyards, cabins, fishing ponds (catch and release), the wood, and a game room which is located in the garage of the main house. Game room has ping pong, darts, horse shoes, cornhole We can show you around and chat it up or leave you alone, the choice is yours. Feel free to call or text anytime. Text preferred if after hours or if you don’t get an answer the first time you call. Escape urban life in the peace and solitude of these rural surroundings, located at the end of a country road. That said, the bright lights, together with bars, restaurants, and boutique shopping, can all be found a short drive away from here. Interested in horseback riding? A hayride? Maybe want to experience a day in the life of a cowboy? Go to the experiences section of my profile and book your experience today! Pull right up to within 100 feet or less from the front door of any of our cabins . The ranch is about 15 minutes from the town square so a car is recommended. There are a lot of winding country roads that are great for cyclists. Bring your fishing pole! Bring your hiking boots! Binoculars too. Ranch is over 150 acres so there’s lots of space to roam and adventure.

Top guest favorite

Guesthouse in Smithville

4.95 out of 5 average rating, 330 reviews

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!

Top guest favorite

Home in Burton

5 out of 5 average rating, 22 reviews

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!

Guest favorite

Home in Carmine

4.97 out of 5 average rating, 119 reviews

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.

Guest favorite

Cottage in Brenham

4.96 out of 5 average rating, 178 reviews

★ Pool, HotTub- Cardinal Cottage, RoundTop/Brenham

-Private home & large lap pool for your use during your stay. No other renters on the property. -Wide open outdoor spaces to get away. A breath of fresh air. See the stars at night! -GREAT WiFi signal. - 1600 sq ft home on 11 acres. Common areas downstairs, bedrooms upstairs. -Lap Pool (not heated) and spa hot tub (heated year round). Pool towels provided. -Firepit area. I provide firewood, fire starters, & lighter. -Brenham 10 minute drive. Round Top 20 minute drive. Sorry, no pets.

Guest favorite

Home in Bastrop

4.98 out of 5 average rating, 104 reviews

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.

Guest favorite

Guesthouse in Round Top

5 out of 5 average rating, 13 reviews

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!

Top guest favorite

Home in Burton

4.98 out of 5 average rating, 51 reviews

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!

Superhost

Farm stay in Round Top

4.97 out of 5 average rating, 72 reviews

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.

Guest favorite

Cottage in Bastrop

4.98 out of 5 average rating, 209 reviews

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.

Guest favorite

Home in Round Top

4.95 out of 5 average rating, 75 reviews

Round Top Ranch Retreat-Pickleball Court!

Come enjoy the solitude of a rustic country escape with beautiful sunrises and sunsets. The 19 acre property includes a pool, pickleball + basketball court, and full kitchen. But, we are not a fancy ranch, we are a rural country escape! We do our best with regular pest control, but you may encounter unwanted country intruders like scorpions, spiders, or even an occasional mouse. Please book elsewhere if that’s outside your comfort zone!

Guest favorite

Guesthouse in La Grange

4.91 out of 5 average rating, 149 reviews

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.