Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Asciano on Hotels.com. These Asciano Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on October 28, 2026.
Poolside paradise awaits at this upscale Italian hotel where guests can alternate between the rooftop and natural outdoor pools. After swimming, visitors can unwind in the hot tub, sauna, or indulge in Ayurvedic treatments.
Poolside paradise awaits at this upscale Italian hotel where guests can alternate between the rooftop and natural outdoor pools. After swimming, visitors can unwind in the hot tub, sauna, or indulge in Ayurvedic treatments.
Swim laps in the indoor pool or lounge beneath umbrellas at the seasonal outdoor retreat, cocktail in hand from the poolside bar. Beyond water pleasures, guests discover massage treatments at the full-service spa and nearby cycling adventures.
Swim laps in the indoor pool or lounge beneath umbrellas at the seasonal outdoor retreat, cocktail in hand from the poolside bar. Beyond water pleasures, guests discover massage treatments at the full-service spa and nearby cycling adventures.
Sparkling waters beckon from the seasonal outdoor pool, where loungers and umbrellas frame picturesque Tuscan vineyard views. After swimming, guests savor Italian cuisine at the pool-view restaurant while sipping cocktails from the poolside bar.
Sparkling waters beckon from the seasonal outdoor pool, where loungers and umbrellas frame picturesque Tuscan vineyard views. After swimming, guests savor Italian cuisine at the pool-view restaurant while sipping cocktails from the poolside bar.
Swim year-round in pristine indoor pools, then indulge in thalassotherapy at the sumptuous spa. After yoga classes or mountain biking adventures, savor Italian cuisine at two onsite restaurants amid serene gardens and rustic architecture.
Swim year-round in pristine indoor pools, then indulge in thalassotherapy at the sumptuous spa. After yoga classes or mountain biking adventures, savor Italian cuisine at two onsite restaurants amid serene gardens and rustic architecture.
Sauna sessions complement refreshing swims at the seasonal outdoor pool, open June to September. Italian cuisine at IL PALIO restaurant and a 24-hour fitness center round out a perfect Tuscan retreat near Fortezza Medicea.
Sauna sessions complement refreshing swims at the seasonal outdoor pool, open June to September. Italian cuisine at IL PALIO restaurant and a 24-hour fitness center round out a perfect Tuscan retreat near Fortezza Medicea.
Seasonal outdoor waters invite relaxation at this rural Tuscan retreat featuring a full-service spa. Fine dining at L'Olivo Cucina Toscana complements days spent exploring nearby hiking trails or unwinding in individually furnished rooms.
Seasonal outdoor waters invite relaxation at this rural Tuscan retreat featuring a full-service spa. Fine dining at L'Olivo Cucina Toscana complements days spent exploring nearby hiking trails or unwinding in individually furnished rooms.
Swimming becomes an elevated experience amid stunning countryside views from the pristine outdoor pool. Guests rave about the fabulous panoramic vistas, comfortable accommodations, and helpful staff who enhance every aspect of this tranquil retreat.
Swimming becomes an elevated experience amid stunning countryside views from the pristine outdoor pool. Guests rave about the fabulous panoramic vistas, comfortable accommodations, and helpful staff who enhance every aspect of this tranquil retreat.
Soak in the serene outdoor pool while vineyard views unfold across the Tuscan countryside. Podere Brizio complements aquatic relaxation with tennis, spa treatments, and a bubbling hot tub, creating a perfect countryside retreat near Castello Banfi.
Soak in the serene outdoor pool while vineyard views unfold across the Tuscan countryside. Podere Brizio complements aquatic relaxation with tennis, spa treatments, and a bubbling hot tub, creating a perfect countryside retreat near Castello Banfi.
Splash into vacation bliss at the outdoor pool surrounded by loungers and umbrellas. Beyond swimming, this Tuscan retreat offers bicycle rentals, hiking trails, spa services, and an acclaimed restaurant serving local cuisine under the stars.
Splash into vacation bliss at the outdoor pool surrounded by loungers and umbrellas. Beyond swimming, this Tuscan retreat offers bicycle rentals, hiking trails, spa services, and an acclaimed restaurant serving local cuisine under the stars.
Seasonal outdoor swimming beckons at this Siena boutique hotel, where sun loungers invite lazy afternoons between garden strolls. Mountain bikers return to refreshing dips, while evenings promise fine dining at the on-site restaurant INVILLA.
Seasonal outdoor swimming beckons at this Siena boutique hotel, where sun loungers invite lazy afternoons between garden strolls. Mountain bikers return to refreshing dips, while evenings promise fine dining at the on-site restaurant INVILLA.
Swimming becomes an art form at the seasonal outdoor pool, where loungers invite lazy afternoons under Italian skies. Spa treatments await after a day exploring nearby Horti Leonini, while exceptional staff pamper guests like royalty.
Swimming becomes an art form at the seasonal outdoor pool, where loungers invite lazy afternoons under Italian skies. Spa treatments await after a day exploring nearby Horti Leonini, while exceptional staff pamper guests like royalty.
Sunshine-filled days become magical moments at the picturesque outdoor pool, where attentive staff serve cold drinks from the poolside bar. Beyond the water, this beautiful hotel offers tennis courts, mountain biking, and a feast-worthy breakfast.
Sunshine-filled days become magical moments at the picturesque outdoor pool, where attentive staff serve cold drinks from the poolside bar. Beyond the water, this beautiful hotel offers tennis courts, mountain biking, and a feast-worthy breakfast.
Poolside relaxation awaits from May through September, with dedicated morning-to-evening swim hours just steps from Siena's historic center. Bicycle rentals, concierge services, and a praised breakfast buffet complete this refreshing Italian retreat.
Poolside relaxation awaits from May through September, with dedicated morning-to-evening swim hours just steps from Siena's historic center. Bicycle rentals, concierge services, and a praised breakfast buffet complete this refreshing Italian retreat.
Pristine pools nestled among vineyard-covered hills create the perfect summer escape at this guesthouse. Lounge on sun-drenched decks between wine tastings, mountain bike adventures, and delectable breakfast buffets in this romantic Italian retreat.
Pristine pools nestled among vineyard-covered hills create the perfect summer escape at this guesthouse. Lounge on sun-drenched decks between wine tastings, mountain bike adventures, and delectable breakfast buffets in this romantic Italian retreat.
Sparkling waters of the infinity pool frame spectacular vineyard panoramas while the bubbling hot tub soothes tired muscles. After swimming, savor exceptional cuisine and wines from the attached winery that reviewers call "the best in Italy."
Sparkling waters of the infinity pool frame spectacular vineyard panoramas while the bubbling hot tub soothes tired muscles. After swimming, savor exceptional cuisine and wines from the attached winery that reviewers call "the best in Italy."
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover your perfect hotel with a pool in Asciano
Breakfast included
4 stars
5 stars
Hot tub
Spa
Top landmarks in Asciano
Monte Oliveto Maggiore Abbey
9.2/10 (12 reviews)
If you're planning a bit of sightseeing during your trip, head to Monte Oliveto Maggiore Abbey— just one of the landmarks located 4.1 mi (6.6 km) from central Asciano.
The center of Asciano is home to cultural attractions like Museo Cassioli, so you might want to stop by during your stay. If you want to experience more of the culture Asciano has to offer, head to Crete Senesi, San Giovanni Terme Rapolano, and Monte Oliveto Maggiore Abbey.
If you're looking to discover somewhere new, look no further than Asciano. Whether you're planning to stay for a night or for the week, the area around Asciano has accommodations to fit every need. Search for hotels in Asciano with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Asciano hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Asciano hotel deals are here with our lowest price guarantee.