| Agriturismo Caparzo | | Pension | | 81 | Google Maps · Booking.com |
| Castello di Spaltenna | Gaiole in Chianti | Hotel | hotel met 5 sterren | 72 | Google Maps · Booking.com |
| Agroturismo La Posta Reale | Castiglion Fibocchi | Pension | Gerund door Fattoria Bellosguardo | 69 | Google Maps · Booking.com |
| Hotel dei Capitani | Montalcino | Hotel | hotel met 3 sterren | 68 | Google Maps · Booking.com |
| Albergo Il Giardino | Montalcino | Hotel | hotel met 3 sterren | 68 | Google Maps · Booking.com |
| Albergo Il Giglio | Montalcino | Hotel | hotel met 3 sterren | 68 | Google Maps · Booking.com |
| Hotel San Biagio | Montepulciano | Hotel | hotel met 3 sterren | 68 | Google Maps · Booking.com |
| Hotel Vecchia Oliviera | Montalcino | Hotel | hotel met 3 sterren | 68 | Google Maps · Booking.com |
| Castello di Velona | Castelnuovo dell'Abate | Hotel | hotel met 5 sterren | 68 | Google Maps · Booking.com |
| Hotel Panoramic | | Hotel | hotel met 3 sterren | 68 | Google Maps · Booking.com |
| Tenuta Pakravan-Papi | Riparbella | Pension | | 67 | Google Maps · Booking.com |
| Albergo Palazzo Squarcialupi | Castellina in Chianti | Hotel | hotel met 4 sterren | 66 | Google Maps · Booking.com |
| Bellavista | Castelnuovo Berardenga | Appartement | Gerund door Renieri | 66 | Google Maps · Booking.com |
| Fattoria La Collina | Capraia e Limite | Pension | | 65 | Google Maps · Booking.com |
| Agriturismo Tiberio | Terranova Bracciolini | Pension | | 65 | Google Maps · Booking.com |
| Agriturismo Bibbiani | Montaione | Pension | Gerund door Il Corniale | 65 | Google Maps · Booking.com |
| Casa Fienile | Peccioli | Pension | Gerund door Le Palaie | 65 | Google Maps · Booking.com |
| Casa Padronale | Peccioli | Pension | Gerund door Le Palaie | 65 | Google Maps · Booking.com |
| Casa Pizzeria | Peccioli | Pension | Gerund door Le Palaie | 65 | Google Maps · Booking.com |
| Agriturismo Il Poggiarello | | Pension | Gerund door Muralia | 65 | Google Maps · Booking.com |
| Hotel The Club House | Castelnuovo Berardenga | Hotel | hotel met 5 sterren | 64 | Google Maps · Booking.com |
| Hotel Le Fontanelle | Pianella | Hotel | hotel met 5 sterren | 64 | Google Maps · Booking.com |
| Podere Le Meraviglie | | Appartement | Gerund door Fattoria Le Fonti | 64 | Google Maps · Booking.com |
| Foresteria Podere Brizio | Montalcino | Hotel | | 62 | Google Maps · Booking.com |
| Il Molino di Bombi | Castellina in Chianti | Hotel | hotel met 5 sterren | 62 | Google Maps · Booking.com |
| Valdonica Winery Vineyard Residence | Roccastrada | Hotel | | 60 | Google Maps · Booking.com |
| Castello Banfi - Wine Resort | Poggio alle Mura | Hotel | hotel met 5 sterren | 60 | Google Maps · Booking.com |
| Vittoria Design Hotel | Siena | Hotel | hotel met 5 sterren | 60 | Google Maps · Booking.com |
| Tenuta di Sticciano | Certaldo | Hotel | | 60 | Google Maps · Booking.com |
| Casale del Mare | | Hotel | Gerund door Agrilandia | 60 | Google Maps · Booking.com |
| Hotel Bernini | Firenze | Hotel | hotel met 5 sterren | 60 | Google Maps · Booking.com |
| Collegio Alla Querce | Firenze | Hotel | hotel met 5 sterren | 60 | Google Maps · Booking.com |
| Grand Hotel Continental | Siena | Hotel | hotel met 5 sterren | 60 | Google Maps · Booking.com |
| Ambassador | Poggibonsi | Hotel | hotel met 4 sterren | 58 | Google Maps · Booking.com |
| Palazzo San Niccolò | Radda in Chianti | Hotel | hotel met 4 sterren | 56 | Google Maps · Booking.com |
| Hotel Cesi | Impruneta | Hotel | hotel met 4 sterren | 56 | Google Maps · Booking.com |
| Villa Pitiana | Reggello | Hotel | hotel met 4 sterren | 56 | Google Maps · Booking.com |
| Casanova di Neri Relais | Montalcino | Pension | | 55 | Google Maps · Booking.com |
| B&B Il Palazzo | Montalcino | Pension | | 55 | Google Maps · Booking.com |
| San Benedetto | | Pension | | 55 | Google Maps · Booking.com |
| Palazzo Carletti Historic House | Montepulciano | Pension | | 55 | Google Maps · Booking.com |
| Agriturismo La Casella | Montalcino | Pension | | 55 | Google Maps · Booking.com |
| Le Corolle | Montepulciano | Pension | | 55 | Google Maps · Booking.com |
| Cagnano B&B | Montepulciano | Pension | | 55 | Google Maps · Booking.com |
| Agriturismo Casagrande | Montepulciano | Pension | | 55 | Google Maps · Booking.com |
| Podere Montorio | | Pension | | 55 | Google Maps · Booking.com |
| Appartamento Villa Clotilde | | Pension | | 55 | Google Maps · Booking.com |
| agriturismo la fraternita | | Pension | | 55 | Google Maps · Booking.com |
| azienda agricola salcheto | Montepulciano | Pension | | 55 | Google Maps · Booking.com |
| Agriturismo Ardene | Montepulciano | Pension | | 55 | Google Maps · Booking.com |
| Leon Bianco | San Gimignano | Hotel | hotel met 3 sterren | 54 | Google Maps · Booking.com |
| Albergo Cisterna | San Gimignano | Hotel | hotel met 3 sterren | 54 | Google Maps · Booking.com |
| Locanda il Gallo | Chiocchio | Hotel | hotel met 3 sterren | 54 | Google Maps · Booking.com |
| Art Hotel Milano | Prato | Hotel | hotel met 4 sterren | 54 | Google Maps · Booking.com |
| Baracuda | Campo nell'Elba | Hotel | hotel met 4 sterren | 54 | Google Maps · Booking.com |
| Argentario Osa Village | Talamone | Hotel | hotel met 4 sterren | 54 | Google Maps · Booking.com |
| Fontermosa Hotel | Fonteblanda | Hotel | hotel met 4 sterren | 54 | Google Maps · Booking.com |
| Locanda in Tuscany | Castiglione d'Orcia | Hotel | hotel met 4 sterren | 54 | Google Maps · Booking.com |
| Hotel Monteriggioni | Monteriggioni | Hotel | hotel met 4 sterren | 54 | Google Maps · Booking.com |
| Hotel Villa Casagrande | Figline Valdarno | Hotel | hotel met 4 sterren | 54 | Google Maps · Booking.com |
| Villa San Michele | Carmignano | Hotel | hotel met 3 sterren | 52 | Google Maps · Booking.com |
| Le Renaie | | Hotel | hotel met 3 sterren | 52 | Google Maps · Booking.com |
| il casalone | | Pension | | 51 | Google Maps · Booking.com |
| Il Casello B&B | Greve in Chianti | Pension | | 51 | Google Maps · Booking.com |
| agriturismo i monti | | Pension | | 51 | Google Maps · Booking.com |
| Montalcino Apartment | Montalcino | Appartement | | 50 | Google Maps · Booking.com |
| Fornello di Sopra | Montalcino | Vakantiehuis | | 50 | Google Maps · Booking.com |
| Borgo Tre Rose | Montepulciano | Hotel | hotel met 3 sterren | 50 | Google Maps · Booking.com |
| Villa Le Prata Wine Resort | Montalcino | Hotel | | 50 | Google Maps · Booking.com |
| Residenza Palazzo Saloni | Montalcino | Hotel | | 50 | Google Maps · Booking.com |
| Villa Cicolina | Montepulciano | Hotel | | 50 | Google Maps · Booking.com |
| Monte Boutique ROOMS | Montepulciano | Appartement | | 50 | Google Maps · Booking.com |
| Hotel Granducato | Montepulciano | Hotel | | 50 | Google Maps · Booking.com |
| Meuble il Riccio | Montepulciano | Hotel | | 50 | Google Maps · Booking.com |
| Hotel Albergo la Terrazza | Montepulciano | Hotel | | 50 | Google Maps · Booking.com |
| Montepulciano for you | Montepulciano | Appartement | | 50 | Google Maps · Booking.com |
| Valle del Buttero | Capalbio | Hotel | hotel met 3 sterren | 50 | Google Maps · Booking.com |
| Le Nochi | Radda in Chianti | Hotel | hotel met 3 sterren | 50 | Google Maps · Booking.com |
| Podere Belsogno | Montalcino | Hotel | | 50 | Google Maps · Booking.com |
| Bellavista Impruneta | Impruneta | Hotel | hotel met 3 sterren | 50 | Google Maps · Booking.com |
| Agriturismo Nibbiano | Montepulciano | Hotel | | 50 | Google Maps · Booking.com |
| Park Hotel Chianti | | Hotel | hotel met 3 sterren | 50 | Google Maps · Booking.com |
| I Crespi | Grosseto | Hotel | hotel met 3 sterren | 50 | Google Maps · Booking.com |
| Appartamenti al Poggiolo | Montepulciano | Appartement | | 50 | Google Maps · Booking.com |
| Case Vacanza - Villa Paola | Montepulciano | Appartement | | 50 | Google Maps · Booking.com |
| Il Palazzetto | Montepulciano | Appartement | | 50 | Google Maps · Booking.com |
| Hotel Centrale | Chiusi | Hotel | hotel met 3 sterren | 50 | Google Maps · Booking.com |
| Residenza d'Epoca Contucci | Montepulciano | Appartement | | 50 | Google Maps · Booking.com |
| La Corte Medicea | Montepulciano | Hotel | | 50 | Google Maps · Booking.com |
| Hotel Tre Stelle | Sant'Albino | Hotel | hotel met 3 sterren | 50 | Google Maps · Booking.com |
| Fonte Martino Guest House & Estate | Montepulciano | Hotel | | 50 | Google Maps · Booking.com |
| Villa Rignana | | Pension | | 49 | Google Maps · Booking.com |
| Agriturismo Casa Colsereno | Montalcino | Pension | | 49 | Google Maps · Booking.com |
| La Chiocciola | Capannole | Camping | hotel met 4 sterren | 49 | Google Maps · Booking.com |
| Hotel Hermitage | | Hotel | hotel met 3 sterren | 48 | Google Maps · Booking.com |
| Saturnia Tuscany Hotel | | Hotel | hotel met 3 sterren | 48 | Google Maps · Booking.com |
| Relais Fattoria Valle | Greve in Chianti | Hotel | | 48 | Google Maps · Booking.com |
| Hotel & Ristorante Europa | | Hotel | hotel met 3 sterren | 48 | Google Maps · Booking.com |
| Hotel il Sole | Empoli | Hotel | hotel met 3 sterren | 48 | Google Maps · Booking.com |
| Le Corti di Montepitti | Cafaggio | Vakantiehuis | hotel met 3 sterren | 48 | Google Maps · Booking.com |