The Best Hotels with a Pool in Oliveto from ₩182,340 in 2026

Q: What are some hotels with pools in Oliveto?

Borgo Scopeto Wine & Country Relais : Features 2 restaurants, 2 outdoor pools, and a full-service spa. Villa di Piazzano - Small Luxury Hotel of the World : Offers a snack bar/deli, an outdoor pool, and free self parking. Monastero di Cortona Hotel & Spa : Provides a full-service spa, an indoor pool, and a sauna. A Point Arezzo Park Hotel : Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. La Certosa di Pontignano : Features 2 restaurants, a seasonal outdoor pool, and a full-service spa.

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Our top choices for Oliveto hotels with a pool

Hotel Le Capanne

Arezzo

Splash into seasonal bliss at this 24-hour rural pool escape with mountain views and refreshing freedom.

₩200,330 total

includes taxes & fees

Aug 3 - Aug 4

DormiVeglia B&B

Monte San Savino

₩213,297 total

includes taxes & fees

Jul 25 - Jul 26

B&B Country House Poggio del Drago

Civitella in Val di Chiana

Seasonal outdoor pool elevates Italian countryside retreat, enhancing bucolic relaxation with mountain views after exploration.

₩182,340 total

includes taxes & fees

Jul 26 - Jul 27

Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

iConic Wellness Resort

Arezzo

₩251,411 total

includes taxes & fees

Jul 26 - Jul 27

La Cantina Relais - Fattoria Il Cipresso

Arezzo

Discover a Tuscan escape with a vineyard-view pool, winery tours, and farm-to-table dining.

₩266,073 total

includes taxes & fees

Aug 23 - Aug 24

Seasonal outdoor pool, pool umbrellas, sun loungers

Relais Villa Baldelli

Cortona

Dive into cooling bliss at this upscale hotel's seasonal outdoor pool with lounger service and refreshing drinks.

₩245,670 total

includes taxes & fees

Jul 28 - Jul 29

Castello di Meleto

Gaiole in Chianti

Seasonal outdoor pool at Tuscan farm stay with vineyard views and sun loungers for serene relaxation amid the countryside.

₩267,116 total

includes taxes & fees

Jul 24 - Jul 25

Castello di Tornano Wine Resort

Gaiole in Chianti

Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.

₩372,003 total

includes taxes & fees

Aug 6 - Aug 7

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Choose what matters most at hotels with a pool in Oliveto

Breakfast included

4 stars

Top Oliveto Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Very clean and very quiet"

Hotel Le Fontanelle

10/10 Excellent

"The photos might hint at the quality of the property but don’t really do it justice. The sweeping easterly, vineyard views across to Monti-in-Chianti and up to Brolio are really mesmerizing. Grounds were well kept. Breakfast had the usual Italian selection of good fruits, grains, meats, breads, and sweets. Coupled with a limited menu of ala carte items and rich cappuccinos! Our suite was located about .25mi south of the main building. We enjoyed the walk multiple times per day but grandma might not. The room was nicely appointed with a living room, large bedroom, closet space and two sink bathroom. Stocked mini-fridge and cof/tea selections. Each room had its own outdoor area with a table/chaise to enjoy with coffee or after the pool. The out door pool is not heated (indoor pool is) but very comfortable on the 90 degree days we spent there. Pool service isn’t quite the same as some resorts, as you would go to the bar to order food/beverage and they’d bring it out to your chair setup. A good selection of menu items are available to choose from. Restaurants on site were excellent. Had the Bistecca at Tuscanio and it was perfection while LaColonna’s carpaccio and fusilli dish were both a treat. Staff was friendly though a bit harried. Seemed like they just needed a few more bodies around to smooth out the place. Ilaria at the front desk was really outstanding with her command and knowledge. While Marcella really made the pool with her wry smile and daily daiquiri selection."

Castello di Leonina Relais

8/10 Good

"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."

Dievole Wine Resort

10/10 Excellent

"Our stay at this Tuscan wine resort was nothing short of magical. Surrounded by stunning vineyards and ancient olive groves, the property is impeccably maintained and exudes refined, quiet elegance. The rooms and dining areas are spotless and sophisticated, providing the perfect backdrop for the truly elevated, delicious meals we enjoyed. The service was exceptional throughout, with a special thank you to Veronica and Gianluca, whose warmth and impeccable care made our experience unforgettable. This is the ultimate Tuscan escape— we cannot wait to return!"

Frequently asked questions

What are some hotels with pools in Oliveto?

Borgo Scopeto Wine & Country Relais: Features 2 restaurants, 2 outdoor pools, and a full-service spa. Villa di Piazzano - Small Luxury Hotel of the World: Offers a snack bar/deli, an outdoor pool, and free self parking. Monastero di Cortona Hotel & Spa: Provides a full-service spa, an indoor pool, and a sauna. A Point Arezzo Park Hotel: Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. La Certosa di Pontignano: Features 2 restaurants, a seasonal outdoor pool, and a full-service spa.

What is there to see and do in Oliveto?

Make a point to visit attractions like Fattoria La Vialla and Siena Circuit. Discover sights such as Sienese Gate, Virgin Mary with Child, and Arezzo Equestrian Centre during your stay.

When is the best time to book a hotel with a pool in Oliveto?

You may want to think about a place to stay that offers an outdoor pool if you plan to visit Oliveto in the hottest months of August, July, or June when the average temp is 71°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 42°F.

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