Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Castiglione del Bosco on Hotels.com. These Castiglione del Bosco Hotels with a Pool consistently deliver on comfort, location and traveler experience. Last updated on .
Dive into vacation mode at dual outdoor pools complete with sun loungers and refreshing cocktails from the poolside bar. This Tuscan-style hotel boasts a luxurious spa, golf course, and activities from archery to mountain biking.
Dive into vacation mode at dual outdoor pools complete with sun loungers and refreshing cocktails from the poolside bar. This Tuscan-style hotel boasts a luxurious spa, golf course, and activities from archery to mountain biking.
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.
Sparkling waters of the seasonal pool beckon from April through November, with comfortable sun loungers and umbrellas creating the perfect retreat. Italian cuisine at the on-site restaurant and valley views complete this tranquil escape.
Sparkling waters of the seasonal pool beckon from April through November, with comfortable sun loungers and umbrellas creating the perfect retreat. Italian cuisine at the on-site restaurant and valley views complete this tranquil escape.
Poolside paradise awaits with comfortable sun loungers under shady umbrellas from May through September. Located near the Fortress of Montalcino, this hotel complements swimming with bicycle rentals and exceptional staff service.
Poolside paradise awaits with comfortable sun loungers under shady umbrellas from May through September. Located near the Fortress of Montalcino, this hotel complements swimming with bicycle rentals and exceptional staff service.
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.
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.
Farm life gets fancy with a seasonal outdoor pool flanked by loungers, umbrellas, and a poolside bar serving cold drinks. After swimming, guests can explore the attached winery or hike nearby trails while the attentive staff ensures a memorable stay.
Farm life gets fancy with a seasonal outdoor pool flanked by loungers, umbrellas, and a poolside bar serving cold drinks. After swimming, guests can explore the attached winery or hike nearby trails while the attentive staff ensures a memorable stay.
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.
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."
Refreshing dips in the seasonal outdoor pool offer the perfect counterpoint to adventures on nearby hiking and biking trails. This Tuscan farm stay serves wonderfully delicious local cuisine while providing scenic garden views from La Pecora Bianca restaurant.
Refreshing dips in the seasonal outdoor pool offer the perfect counterpoint to adventures on nearby hiking and biking trails. This Tuscan farm stay serves wonderfully delicious local cuisine while providing scenic garden views from La Pecora Bianca restaurant.
Mineral-rich pools at different temperatures invite post-hike relaxation at this countryside sanctuary. Facials, body treatments, and massages complement the thermal bathing experience, while an onsite restaurant serves lunch and dinner.
Mineral-rich pools at different temperatures invite post-hike relaxation at this countryside sanctuary. Facials, body treatments, and massages complement the thermal bathing experience, while an onsite restaurant serves lunch and dinner.
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.
Splash into summer at this Tuscan-style haven where a seasonal outdoor pool with loungers offers refreshment between mountain biking trails. Nearby hot springs, bike rentals, and the central city location make every day an adventure.
Splash into summer at this Tuscan-style haven where a seasonal outdoor pool with loungers offers refreshment between mountain biking trails. Nearby hot springs, bike rentals, and the central city location make every day an adventure.
Splashing in the seasonal outdoor pool provides a refreshing counterpoint to Tuscan adventures. Bicycle rentals encourage countryside exploration, while spa treatments await after active days hiking nearby trails.
Splashing in the seasonal outdoor pool provides a refreshing counterpoint to Tuscan adventures. Bicycle rentals encourage countryside exploration, while spa treatments await after active days hiking nearby trails.
Mountain-loving swimmers rejoice at this rustic winery retreat's seasonal outdoor pool, open May through October. Hiking trails, horseback riding, and a fitness center round out the active experience at this charming farm stay.
Mountain-loving swimmers rejoice at this rustic winery retreat's seasonal outdoor pool, open May through October. Hiking trails, horseback riding, and a fitness center round out the active experience at this charming farm stay.
Vineyard vistas surround the seasonal outdoor pool, creating a sublime retreat after mountain biking or horseback riding adventures. Poolside bar service complements the Italian cuisine from 2 on-site restaurants at this Tuscan haven.
Vineyard vistas surround the seasonal outdoor pool, creating a sublime retreat after mountain biking or horseback riding adventures. Poolside bar service complements the Italian cuisine from 2 on-site restaurants at this Tuscan haven.
Mediterranean magic awaits at the outdoor pool, accessible around the clock with comfortable loungers and shady umbrellas. Savor meals at La Vecchia Posta's al fresco pool-view restaurant or sip drinks from the poolside bar before exploring on complimentary bicycles.
Mediterranean magic awaits at the outdoor pool, accessible around the clock with comfortable loungers and shady umbrellas. Savor meals at La Vecchia Posta's al fresco pool-view restaurant or sip drinks from the poolside bar before exploring on complimentary bicycles.
Splash into summer at the seasonal outdoor pool, where sun loungers and umbrellas create a tranquil retreat. Guests rave about comfortable rooms, delicious on-site dining at Fondo restaurant, and the soothing hot tub experience.
Splash into summer at the seasonal outdoor pool, where sun loungers and umbrellas create a tranquil retreat. Guests rave about comfortable rooms, delicious on-site dining at Fondo restaurant, and the soothing hot tub experience.
Pool loungers await beneath umbrellas at this stunning Tuscan retreat, where panoramic countryside views complement refreshing swims. Beyond the seasonal pool, visitors enjoy tennis, fitness facilities, spa services, and complimentary breakfast on the rooftop terrace.
Pool loungers await beneath umbrellas at this stunning Tuscan retreat, where panoramic countryside views complement refreshing swims. Beyond the seasonal pool, visitors enjoy tennis, fitness facilities, spa services, and complimentary breakfast on the rooftop terrace.
Poolside panoramas await at this charming farm stay, where sun loungers invite lazy afternoons gazing over rolling Tuscan vineyards. From morning dips to sunset swims, the seasonal outdoor pool creates a refreshing countryside retreat.
Poolside panoramas await at this charming farm stay, where sun loungers invite lazy afternoons gazing over rolling Tuscan vineyards. From morning dips to sunset swims, the seasonal outdoor pool creates a refreshing countryside retreat.
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.
