
Holiday rentals with a pool in Round Top
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Round Top
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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!

Retro Ranch- Bastrop Historic District
Step inside a beautiful Mid Century Modern Ranch, set on a large lot in Bastrop’s Historic District. Come relax in this spacious backyard, equipped with a fire pit, covered porch, and Cowboy Pool! Walking distance to the best bars and restaurants Bastrop has to offer. Even today the lovely Texas town of Bastrop retains its historic charm: brick storefronts line the streets, artisans and artists display their handcrafted wares, and local chefs crisp chicken-fried-steak and catfish to perfection.

Texas Swiss Alp Chalet w/ Pool!
Swiss Alp Chalet is an updated 1956 mid century modern home with views of the rolling hills of the Swiss Alp community. Easy access to US Hwy 77 to get you where you need to go to explore the area. Located 6 miles north of Schulenburg and 10 miles south of La Grange. Three bedrooms, 2.5 baths, kitchen, with living areas, our guests have plenty of room to gather with up to 10 people comfortably. During the warmer months guests can make a splash in the screened in back yard pool. Self check in.

Country Escape | Firepit+Grill +Pool | Close to RT
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.

★ 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.

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!

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.

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 in the heated pool underneath a canopy of pine trees and keep cool for an outdoor dining experience behind mosquito curtains.

Hotel Bebe Main House - Sleeps 6
Located directly across from the famous Marburger Farm Antique Show and 90 seconds from town, Hotel Bebe is a boutique hotelette experience featuring four bungalows and a main house nestled on a well-appointed property in the heart of Round Top! The 2.5-acre property boasts a beautiful communal fire pit, semi-private decks & comfortable lounge chairs for each bungalow, and a large pool for when guests need a reprieve from the Texas heat.

Spacious 4BR Retreat! Swim Spa, Billiards Fun!
Newly renovated! This spacious 4BR/2.5BA, 2,400 sq ft Bastrop getaway feels like a true escape—while still being just 30 miles from Austin Airport. Relax and have fun with a 14-ft swim spa, pool table, foosball, grill, three 65" TVs, and a charming string-lit deck. Minutes from downtown Bastrop’s shops, dining, and parks. Ideal for families and groups. Swim spa available for an additional $99 for the entire stay.
Popular amenities for Round Top rentals with a pool
House rentals with a pool

Lux Country Escape w/Pool|Min to Dowtown Brenham

Cozy Winter Escape | Hot Tub+Pickleball | Near RT

Hilltop getaway w/sweeping views & pool/hot tub

Secluded weekend getaway with pool, dog friendly!

Round Top entertainer's oasis w/POOL, Pond & more!

Ranch Motel with beautiful pond view, hottub pool.

Gypsy Farmhouse

Luxury Escape | Fire Pit + Grill + Pool | Close to
Other holiday rentals with a pool

Cozy Cottage for 4 in the Heart of Round Top!

40 Acre Ranch House/Private Lake close to Bastrop

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tuscanyNtexas

The Ella Norah, A Bespoke Luxury Retreat, Pool Spa

Bellville Farm House

Barndominium w/Pool on 5 Acres

Spa - Game Room -King Bed - 35 Minutes to Austin
Quick stats about holiday rentals with a pool in Round Top

Total holiday rentals
Explore 20 holiday rentals in Round Top

Nightly prices starting at
Round Top holiday rentals start at € 202 per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Round Top holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Round Top rentals

5 Average rating
Round Top stays are highly rated by guests – averaging 5 out of 5!
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