5 Star Montalcino Hotels In 2026

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Featured Montalcino 5 Star Hotels

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
Grand Hotel Continental Siena – Starhotels Collezione
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
Precise Tale Poggio Alla Sala
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

5 out of 5
Localita Terme, 1 San Casciano dei Bagni SI
Fully refundableReserve now, pay when you stay
Fonteverde Thermal Spa Resort Tuscany
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
Castiglion del Bosco, A Rosewood Hotel
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
Castello di Velona Resort Thermal SPA & Winery
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

5 out of 5
Strada di Certosa, 82/86 Siena SI
Fully refundableReserve now, pay when you stay
Hotel Certosa Di Maggiano
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Borgo Scopeto Wine & Country Relais
La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa

5 out of 5
Via Ara Urcea 43 San Quirico d'Orcia SI
La Posta Hotel & Thermal Spa
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
Monastero di Cortona Hotel & Spa
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.

Five Star Hotel Guide for Montalcino, Tuscany

After years of hard work, you deserve nothing less than the royal treatment. We’re talking first-class service, VIP-worthy spa treatments, and luxurious amenities. Thanks to the AARP Travel Center Powered by Expedia, we present you with 5 star AARP hotels in Montalcino, Tuscany, which will provide you with the luxury pampering you crave at rates, which won’t wipe out your retirement funds. Our five star hotels for AARP members and seniors in Montalcino spoil you to world-class cuisine at on-site restaurants and convenient access to the city’s most popular attractions and must-see sights.

Perhaps you’re traveling to celebrate the freedom of your retirement or to attend your daughter’s wedding, but regardless of the reason for your travels, our Montalcino hotels with 5 stars for AARP members are certain to complete your perfect getaway. Expedia and ARRP have combined efforts to present you with the best deals and discounts on first-rate accommodations. Browse our selection to find the hottest specials around, because treating yourself to luxury shouldn’t break the bank.