
Vacation rentals with a pool in Round Top
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Round Top

Total vacation rentals
Explore 20 vacation rentals in Round Top

Nightly prices starting at
Round Top vacation rentals start at €157 per night before taxes and fees

Verified guest reviews
Over 310 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Round Top vacation rentals include wi-fi 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!
Top-rated rentals with a pool in Round Top
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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!
4.94 out of 5 average rating, 348 reviews
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.
4.88 out of 5 average rating, 198 reviews
The Ella Norah, A Bespoke Luxury Retreat, Pool Spa
Welcome to The Ella Norah. A 1910 Cyprus Greek Revival that has been fully restored to modern day luxurious glory while still retaining its historic charm. Relaxing & gorgeous haven surrounded by large Magnolia & Oak trees. A bird lover's paradise.This unique place has a style all its own & is in the central historic district of quaint charming, Smithville, Texas. A fabulous place to gather with family & celebrate special occasions, all within steps of Main Street shopping & restaurants.
4.93 out of 5 average rating, 113 reviews
Sleeps 17 • 2 Homes • Pool • Petting Zoo
This private property hosts a swimming pool, petting zoo, fire pits, and 17-person capacity. Across two private residences, we have two full kitchens and laundry rooms, 6 bedrooms, and 3 bathrooms and provide ample space. A short distance to wineries, breweries, and renowned antique fairs. Come explore nearby attractions and unwind in our serene property. It's the perfect retreat to escape the hustle and bustle of everyday life and immerse yourself in a tranquil environment. Dog Friendly.
4.95 out of 5 average rating, 111 reviews
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.
4.97 out of 5 average rating, 128 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.
4.94 out of 5 average rating, 217 reviews
Hilltop getaway w/sweeping views & pool/hot tub
Escape the city and relax at this peaceful getaway. Just over an hour from Houston and Austin. This 3 bedroom, 2.5 bath home is perfect for 2 families. Pool (pool not heated, hot tub heating fee $50/day), patio, grill and firepit to enjoy the sweeping views and constant breeze on the 6 acre property. Open family room tied to the kitchen to enjoy meals. Large master w/ a sitting area when the adults need time apart. Dogs welcome ($50 deposit/dog). Just 15 minutes from Brenham.
4.95 out of 5 average rating, 105 reviews
Heated Pool, Scenic Views, Hot Tub, Game Room!
"Beautiful Hill Top Estate with Expansive Views, Hot Tub, Heated Pool (available upon request), and Amazing Game Room! At the 'Hill Top House' you are a mile away from the First tee of a top Texas Top 25 public golf courses. Two miles from Colorado swimming and boat launch access, and only 3 miles from down town Bastrop, 35 minutes from Austin! Close enough for all the convenience but far enough out to enjoy the seclusion. Come escape to the 'Lost Pines' of Bastrop!
4.95 out of 5 average rating, 147 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 in the heated pool underneath a canopy of pine trees and keep cool for an outdoor dining experience behind mosquito curtains.
4.98 out of 5 average rating, 247 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!
4.96 out of 5 average rating, 111 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.
4.91 out of 5 average rating, 162 reviews
Colorado River Escape
Experience the ultimate Colorado River lifestyle in beautiful Smithville, Texas, just 30 minutes east of the Austin airport. In the heart of town, this property has direct frontage on the river, with panoramic views and direct access to the water. Main Street and all its shopping and dining are just one block away! "Small town, big heart" is our motto in this gem we call Smithville!
4.99 out of 5 average rating, 122 reviewsPopular amenities for Round Top rentals with a pool
House rentals with a pool

Retro Ranch- Bastrop Historic District
4.97 out of 5 average rating, 145 reviews
Emma’s-Wrapped in Nature & Designed for Comfort
4.98 out of 5 average rating, 166 reviews
Stock Tank Pool + Mile to Lake + Fire Pit
4.98 out of 5 average rating, 123 reviews
King Beds | Luxury Farm Stay| 5 Min to Round Top
5.0 out of 5 average rating, 7 reviews
Hotel Bebe Main House - Sleeps 6
4.93 out of 5 average rating, 30 reviews
Luxury Burton Escape | Pickleball + Pool + Hot Tub
4.99 out of 5 average rating, 71 reviews
Scenic Outdoor + Minutes From Round Top + Pool
4.96 out of 5 average rating, 75 reviews
Luxe Farmhouse with Scenic Views and Cowboy Pool
4.93 out of 5 average rating, 42 reviewsOther vacation rentals with a pool

Hilltop Ranch
4.98 out of 5 average rating, 84 reviews
Liesel Farm Carriage House: Round Top Retreat
5.0 out of 5 average rating, 21 reviews
Casita 2 @ The Halles Artisan Venue
4.96 out of 5 average rating, 28 reviews
Serene Getaway on 10 Acres + Hot Tub + Pool
5.0 out of 5 average rating, 17 reviews
CoolHouz 6 mi from Round Top, Tx
5.0 out of 5 average rating, 6 reviews
Windy Hill Retreat
5.0 out of 5 average rating, 12 reviews
Stunning Stay | Plenty Amenities | Near Round Top
5.0 out of 5 average rating, 33 reviews
Fox Haus La Grange, TX 20 mins to Round Top!
5.0 out of 5 average rating, 17 reviewsWhen is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €377 | €311 | €439 | €287 | €287 | €332 | €287 | €287 | €311 | €463 | €359 | €311 |
| Avg. temp | 11°C | 13°C | 17°C | 20°C | 25°C | 28°C | 30°C | 30°C | 27°C | 22°C | 16°C | 12°C |
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