Romantic Hotels in Chianti Region
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Featured Chianti Region Romantic Getaways & Hotels

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
At this villa, guests enjoy features like an outdoor pool, a gym, and a sauna. Transportation is made easy with limo/town car service. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this family-friendly villa include a hot tub, an arcade/game room, and laundry facilities.

Palazzo Leopoldo Dimora Storica & Spa
Via Roma 33 Radda in Chianti SI
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $169 total per night
$169 total
Jun 28 - Jun 29
Total with taxes and fees
A local mainstay since 1400, Palazzo Leopoldo Dimora Storica & Spa offers a full-service spa, 2 indoor pools, and an outdoor pool. There's free parking, and an airport shuttle (available 24 hours) for EUR 150 per room one-way. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this spa hotel include a gym, a sauna, and a rooftop terrace.

COMO Castello Del Nero
Strada Spicciano 7 Barberino Tavarnelle FI
Free Cancellation
Reserve now, pay when you stay
$1,173 nightly
The price is $1,300 total per night
$1,300 total
Jun 27 - Jun 28
Total with taxes and fees
Guests staying at COMO Castello Del Nero enjoy access to a full-service spa, a gym, and a sauna. You can take advantage of free parking, along with an airport shuttle for a fee. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include outdoor tennis courts, free WiFi in public areas, and a business center.

Villa il Poggiale - Dimora Storica
Via Empolese 69 San Casciano in Val di Pesa FI
$126 nightly
The price is $139 total per night
$139 total
Jun 21 - Jun 22
Total with taxes and fees
At Villa il Poggiale - Dimora Storica, guests have access to an outdoor pool, a sauna, and a rooftop terrace. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for EUR 65 per vehicle one way. The front desk has multilingual staff that can help with luggage storage, concierge services, and securing valuables. Other amenities at this spa property include free WiFi in public areas, a hot tub, and a business center.

Castello di Fonterutoli Wine Resort
Via Puccini 4 Castellina in Chianti SI
Free Cancellation
Reserve now, pay when you stay
$173 nightly
The price is $195 total per night
$195 total
Jun 22 - Jun 23
Total with taxes and fees
Guests of Castello di Fonterutoli Wine Resort enjoy features like a winery, free WiFi in public areas, and refrigerator in a common area. You can take advantage of free offsite parking, along with limo/town car service. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Additional amenities include a meeting room, a library, and wedding services.
Pet friendly
Free WiFi

Hotel Le Fontanelle
SP 408-km 14.7 Castelnuovo Berardenga SI
$330 nightly
The price is $375 total per night
$375 total
Jul 5 - Jul 6
Total with taxes and fees
A local mainstay since 1200, Hotel Le Fontanelle offers a winery, a full-service spa, and an indoor pool. There's free parking and limo/town car service. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a gym, a sauna, and free WiFi in public areas.

Cdh Hotel Radda
Loc La Calvana, 138 Radda in Chianti Tuscany
At Cdh Hotel Radda, guests enjoy a full-service spa, an outdoor pool, and a children's pool. Onsite parking is offered for a fee. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. Other amenities at this spa hotel include a gym, a sauna, and a rooftop terrace.

Relais Vignale & Spa
Via Pianigiani 9 Radda in Chianti SI
Free Cancellation
Reserve now, pay when you stay
$202 nightly
The price is $230 total per night
$230 total
Jun 30 - Jul 1
Total with taxes and fees
A full-service spa, a sauna, and a rooftop terrace are featured at Relais Vignale & Spa. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for EUR 135 per vehicle one-way. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this spa hotel include free WiFi in public areas, a hot tub, and meeting rooms.

Hotel Palazzo San Lorenzo & SPA
Via Gracco Del Secco 113 Colle di Val d'Elsa SI
Free Cancellation
Reserve now, pay when you stay
$182 nightly
The price is $204 total per night
$204 total
Jun 24 - Jun 25
Total with taxes and fees
Guests staying at Hotel Palazzo San Lorenzo & SPA enjoy access to a full-service spa, a 24-hour gym, and a sauna. A stay here includes free offsite parking. The front desk is staffed 24/7 to help with dry cleaning/laundry, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include free WiFi in public areas, a hot tub, and meeting rooms.
Hot Tub
Breakfast included

Villa San Lucchese
Località San Lucchese, 5 Poggibonsi SI
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $104 total per night
$104 total
Jun 21 - Jun 22
Total with taxes and fees
Villa San Lucchese offers a children's pool, free WiFi in public areas, and an outdoor tennis court. There's free parking, and an airport shuttle (available 24 hours) for EUR 140 per vehicle. The 24-hour front desk has multilingual staff ready to assist with luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this family-friendly hotel include a seasonal outdoor pool, a library, and express check-out.

Villa Scacciapensieri Boutique Hotel
Strada di Scacciapensieri 10 Siena SI
Free Cancellation
Reserve now, pay when you stay
$188 nightly
The price is $213 total per night
$213 total
Jun 25 - Jun 26
Total with taxes and fees
Guests of Villa Scacciapensieri Boutique Hotel enjoy a rooftop terrace, free WiFi in public areas, and a seasonal outdoor pool. Free offsite parking is included with your stay. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, pet-sitting services, and litter boxes. Other amenities at this family-friendly hotel include coffee/tea in a common area, a computer station, and a library.
Pool
Breakfast included

Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Free Cancellation
Reserve now, pay when you stay
$281 nightly
The price is $321 total per night
$321 total
Jul 4 - Jul 5
Total with taxes and fees
Guests of Grand Hotel Continental Siena – Starhotels Collezione enjoy access to free WiFi in public areas, conference space, and a 24-hour business center. Valet parking is EUR 65 per day if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for EUR 252 per vehicle one-way. Multilingual staff at the 24-hour front desk can assist with securing valuables, dry cleaning/laundry, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a computer station, a library, and laundry facilities.

Borgo San Felice Resort
San Felice Castelnuovo Berardenga SI
$740 nightly
The price is $825 total per night
$825 total
Jul 16 - Jul 17
Total with taxes and fees
Guests of Borgo San Felice Resort have access to a winery, a full-service spa, and a gym. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with securing valuables, tours or tickets, and luggage storage. Other amenities at this luxury hotel include a sauna, outdoor tennis courts, and a rooftop terrace.

Villa La Borghetta Resort
Via del Cesto Figline e Incisa Valdarno FI
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $131 total per night
$131 total
Jun 23 - Jun 24
Total with taxes and fees
Guests staying at Villa La Borghetta Resort enjoy access to a full-service spa, an outdoor pool, and a sauna. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this spa hotel include free WiFi in public areas, a hot tub, and conference space.
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.
Chianti Region hotels essential information
Accommodation | 4,925 hotels |
|---|---|
Lowest Price | $104 |
Highest Price | $1,300 |
Popular hotels | VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA., Palazzo Leopoldo Dimora Storica & Spa, COMO Castello Del Nero, Villa il Poggiale - Dimora Storica, Castello di Fonterutoli Wine Resort, Hotel Le Fontanelle, Cdh Hotel Radda, Relais Vignale & Spa, Hotel Palazzo San Lorenzo & SPA, Villa San Lucchese, Villa Scacciapensieri Boutique Hotel, Grand Hotel Continental Siena – Starhotels Collezione, Borgo San Felice Resort, Villa La Borghetta Resort, "LA MEZZANA" apartment with private terrace and stunning views |
Recent Romantic Getaways & Hotels Reviews

Salvadonica - Borgo del Chianti
5/5 Excellent
"This hotel was absolutely fantastic! Set in the beautiful scenic Chianti Hills of Tuscany. The buildings and the property had been a 16th century village. And all of the buildings had been beautifully restored to return it to originally and feel, but to include all the modern amenities. The staff were all highly. professional,well friendly, courteous, welcoming and extremely accommodating – going above and beyond with every request presented to them. The rooms are all clean, comfortable with spotless, modern bathrooms, and importantly, during our stay while air conditioned. The daily complementary breakfast buffet was always well prepared. With a great variety of fresh pastries, biscotti, and cakes and numerous coffee and beverage options and coldhot cereals, abundant freshly cut bowls delicious fruit. Also including several protein items, including scrambled and poached eggs, fried prosciutto. With several other meat and cheese options to top up the protein.. The lunch is a wonderful selection, including great salads, sandwiches and pastas. And the dinners were wonderfully prepared Italian specialties with many meat and pasta options. Despite a few excursions into Florence, we took most of our meals at the hotel, where we usually ate on an outdoor patio, surrounded by the beautiful countryside and attended to by the charming and ever-helpful staff. I cannot recommend the Salvadonica hotel strongly enough!"
A verified traveler stayed at Salvadonica - Borgo del Chianti
Posted 8 hours ago
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