Hotels with a Pool in Chianti Region
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Featured Chianti Region Hotels with Pool

Villa I Barronci Resort & Spa
Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI
$148 nightly
The price is $170 total per night
$170 total
May 15 - May 16
Total includes taxes and fees
Renovated in 2020, Villa I Barronci Resort & Spa offers a full-service spa, an outdoor pool, and a sauna. There's free parking, and an airport shuttle (available on request) for EUR 80 per vehicle one-way. The front desk has multilingual staff that can help with securing valuables, concierge services, and luggage storage. Other amenities at this luxury hotel include a rooftop terrace, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Locanda le Piazze
Localita Le Piazze 41, Castellina in Chianti, SI
$304 nightly
The price is $341 total per night
$341 total
May 15 - May 16
Total includes taxes and fees
Guests of Locanda le Piazze have access to a winery, a full-service spa, and an outdoor pool. You can take advantage of free parking, along with an airport shuttle for a fee. The front desk has multilingual staff that can help with concierge services, securing valuables, and luggage storage. Other amenities at this adults-only hotel include a gym, free WiFi in public areas, and meeting rooms.
Pool
Breakfast included

Villa la Palagina
Via Grevigiana 4, Figline e Incisa Valdarno, FI
$116 nightly
The price is $132 total per night
$132 total
May 23 - May 24
Total includes taxes and fees
A winery, a rooftop terrace, and free WiFi in public areas are featured at Villa la Palagina. There's free parking and an airport shuttle for a fee. The front desk has multilingual staff that can help with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this family-friendly hotel include a hot tub, a seasonal outdoor pool, and a computer station.

Villa Scacciapensieri Boutique Hotel
Strada di Scacciapensieri 10, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$163 nightly
The price is $185 total per night
$185 total
May 15 - May 16
Total includes 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 concierge services, 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, 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.

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
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.

Borgo Grondaie
Strada delle Grondaie, 15, Siena, SI
$177 nightly
The price is $201 total per night
$201 total
May 18 - May 19
Total includes taxes and fees
Guests of Borgo Grondaie enjoy free WiFi in public areas, a seasonal outdoor pool, and free use of bicycles. If you drive, put free parking to good use. Front-desk staff can assist with securing valuables, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a library, a terrace, and laundry facilities.

Hotel Pescille - Tuscany Charme
Strada Statale 47, Localita Pescille, San Gimignano, SI
$90 nightly
The price is $105 total per night
$105 total
May 15 - May 16
Total includes taxes and fees
Guests of Hotel Pescille - Tuscany Charme enjoy features like a winery, free WiFi in public areas, and a seasonal outdoor pool. A stay here includes free parking. The front desk has multilingual staff that can help with securing valuables, luggage storage, and concierge services. Additional amenities include a terrace, a TV in a common area, and a garden.

Hotel Garden
Via Custoza 2, Siena, SI
At Hotel Garden, guests enjoy features like an outdoor pool, a children's pool, and a rooftop terrace. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for EUR 360 per vehicle roundtrip. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, 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 family-friendly hotel include free WiFi in public areas, an outdoor tennis court, and a conference center.
Pool
Breakfast included

Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13, Gaiole in Chianti, SI
$394 nightly
The price is $445 total per night
$445 total
Jun 12 - Jun 13
Total includes taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World features a full-service spa, an indoor pool, and an outdoor pool. You can put free parking to good use if you drive. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, securing valuables, and luggage storage. Other amenities at this spa hotel include a gym, a sauna, and free WiFi in public areas.
Pool
Breakfast included

Relais Della Rovere
Via Piemonte 10, Colle di Val d'Elsa, SI
$187 nightly
The price is $207 total per night
$207 total
May 20 - May 21
Total includes taxes and fees
Relais Della Rovere features an outdoor pool, free WiFi in public areas, and conference space. If you drive, put free parking to good use. Multilingual staff at the 24-hour front desk can assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this golf hotel include a seasonal outdoor pool, a computer station, and a library.
Pool
Breakfast included

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
This villa features a water park, an outdoor pool, and a gym. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this family-friendly villa include a terrace, laundry facilities, and barbecue grills.

Villa Casagrande Resort & SPA
Via del Puglia, 61, Figline e Incisa Valdarno, FI
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $170 total per night
$170 total
May 16 - May 17
Total includes taxes and fees
At Villa Casagrande Resort & SPA, guests enjoy a winery, an indoor pool, and a gym. There's free parking and an area shuttle. Front-desk staff can answer questions 24/7, and assist with concierge services, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free WiFi in public areas, meeting rooms, and conference space.
Pool
Pet friendly

Hotel Certaldo
via del Molino, 74, Certaldo, FI
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $177 total per night
$177 total
May 23 - May 24
Total includes taxes and fees
Guests of Hotel Certaldo have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking, and an airport shuttle (available 24 hours) for EUR 120 per person roundtrip. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, luggage storage, and tours or tickets. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.

Borgo Divino
Via Le Mura, 5, Montespertoli, FI
Guests staying at Borgo Divino enjoy access to a winery, an outdoor pool, and a rooftop terrace. You can take advantage of free parking, along with an airport shuttle for a fee. The front desk has multilingual staff that can help with concierge services and dry cleaning/laundry. Additional amenities include free WiFi in public areas, a meeting room, and a library.
Pool
Breakfast included

Borgo Vescine
Località Vescine, Radda in Chianti, SI
Free Cancellation
Reserve now, pay when you stay
$358 nightly
The price is $403 total per night
$403 total
May 16 - May 17
Total includes taxes and fees
Guests staying at Borgo Vescine enjoy access to a winery, an outdoor pool, and a rooftop terrace. There's free parking, and an airport shuttle (available on request) for EUR 170 per vehicle one-way. The front desk has multilingual staff that can help with securing valuables, concierge services, 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 library, and express check-in.
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 | 5,113 hotels |
---|---|
Lowest Price | $105 total |
Highest Price | $445 total |
Popular hotels | Villa I Barronci Resort & Spa, Locanda le Piazze, Villa la Palagina, Villa Scacciapensieri Boutique Hotel, VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA., Borgo Grondaie, Hotel Pescille - Tuscany Charme, Hotel Garden, Castello di Spaltenna- Small Luxury Hotels of the World, Relais Della Rovere, Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi, Villa Casagrande Resort & SPA, Hotel Certaldo, Borgo Divino, Borgo Vescine |
Recent Hotels with Pool Reviews

COMO Castello Del Nero
5/5 Excellent
"Fantastic staff, warm but professional! Great recs and helped with booking good transport. Breakfast was the best I had in Europe! Amazing views"
A verified traveler stayed at COMO Castello Del Nero
Posted 14 hours ago