Vacation rentals in Pienza
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Vacation rentals in Pienza

Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
Free cancellation
Reserve now, pay when you stay
0.21 km from city centre
The price is CA $245 per night
CA $245
CA $279 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di Ghino are located nearby.
Pool
Pet-friendly

Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
Pienza Toscana
5.91 km from city centre
Stay at this villa in Pienza. Enjoy private pools, a garden, and laundry facilities. Popular attractions Art Studio di Adelina Quadri and La Foce are located nearby.
Pool
Kitchen

Tuscasì Aparthotel
Via V. Perugini Sovicille SI
Free cancellation
Reserve now, pay when you stay
37.84 km from city centre
The price is CA $93 per night
CA $93
CA $124 total
Jan 10 - Jan 11, 2026
includes taxes & fees
Stay at this aparthotel in Sovicille. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Porta Tufi and Orto Botanico dell'Universita di Siena are located nearby.
Breakfast included
Free WiFi

Abbadia Sicille Relais
SP 14 Loc. Abbadia Sicille Trequanda SI
Free cancellation
Reserve now, pay when you stay
9.61 km from city centre
The price is CA $89 per night
CA $89
CA $103 total
Jan 7 - Jan 8, 2026
includes taxes & fees
Book a stay at this business-friendly residence in Trequanda. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni d'Asso Station are located nearby.
Pool
Hot tub

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
chiusi Toscana
21.85 km from city centre
Book a stay at this family-friendly villa in Chiusi. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Labyrinth of Porsenna and Chiusi Cathedral Museum are located nearby.
Pool
Hot tub

Casanova - Panoramic Rooms and Suites
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
5.87 km from city centre
The price is CA $316 per night
CA $316
CA $354 total
Jan 2 - Jan 3, 2026
includes taxes & fees
Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady of Vitaleta are located nearby.
Pool
Breakfast included

Il Poggio dell'Eremita
Sinalunga Tuscany
18.71 km from city centre
The price is CA $246 per night
CA $246
CA $285 total
Jan 21 - Jan 22, 2026
includes taxes & fees
Stay at this villa in Sinalunga. Enjoy free WiFi, a garden, and patios. Popular attractions Torre Il Cassero and Piazza del Tribunal are located nearby.
Kitchen
Free WiFi

The House of Alice, charm and relaxation
Montalcino (SI) Toscana
15.69 km from city centre
The price is CA $241 per night
CA $241
CA $327 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Stay at this vacation home in Montalcino. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello are located nearby.
Kitchen
Air conditioning

Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Siena Tuscany
24.55 km from city centre
Book a stay at this family-friendly villa in Montalcino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Castello Banfi and Corte Pavone Winery are located nearby.
Pool
Kitchen

Il Tosco
Via del Poliziano 13 Montepulciano SI
8.45 km from city centre
The price is CA $460 per night
CA $460
CA $513 total
Dec 31 - Jan 1, 2026
includes taxes & fees
Book a stay at this luxury residence in Montepulciano. Enjoy free WiFi, free parking, and room service. Popular attractions Medici Fortress and Torre del Pulcinella are located nearby.
Parking included
Free WiFi

Hilltop house in the heart of Tuscany with private pool
Montisi Siena
10.03 km from city centre
Stay at this villa in Montalcino. Enjoy free WiFi, private pools, and a garden. Popular attractions San Giovanni d'Asso Station and Monastery of Sant'Anna in Camprena are located nearby.
Pool
Kitchen

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Montisi Tuscany
9.53 km from city centre
Stay at this villa in Montalcino. Enjoy free WiFi, private pools, and a garden. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni d'Asso Station are located nearby.
Pool
Kitchen

Residenza Fabroni
Via di Gracciano nel Corso, 12 Montepulciano SI
Free cancellation
Reserve now, pay when you stay
8.72 km from city centre
The price is CA $120 per night
CA $120
CA $139 total
Jan 13 - Jan 14, 2026
includes taxes & fees
Book a stay at this historic residence in Montepulciano. Enjoy free WiFi, an attached winery, and a rooftop terrace. Popular attractions Torre di Pulcinella and Palazzo di Bucelli are located nearby.
Hot tub
Free WiFi

Villa Casale Silvia Large Private Pool, A/C, WiFi
Parrano Umbria
42.53 km from city centre
Stay at this villa in Parrano. Enjoy private pools, laundry facilities, and cable/satellite TV service. Popular attractions La Scarzuola and Pomario Cantina are located nearby.
Pool
Kitchen
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.


