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
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $139 total per night
$139 total
Jul 7 - Jul 8
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, tours or tickets, 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
Free Cancellation
Reserve now, pay when you stay
$297 nightly
The price is $333 total per night
$333 total
Jul 14 - Jul 15
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 tours or tickets, luggage storage, and securing valuables. 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
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 concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this family-friendly hotel include a hot tub, a seasonal outdoor pool, and a computer station.
Pool
Hot Tub

Villa Scacciapensieri Boutique Hotel
Strada di Scacciapensieri 10, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$200 nightly
The price is $226 total per night
$226 total
Jul 7 - Jul 8
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 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

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.
Pool
Hot Tub

Borgo Grondaie
Strada delle Grondaie, 15, Siena, SI
Free Cancellation
Reserve now, pay when you stay
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 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 an off-leash area. Additional amenities include a library, a terrace, and laundry facilities.
Pool
Pet friendly

Hotel Pescille - Tuscany Charme
Strada Statale 47, Localita Pescille, San Gimignano, SI
$105 nightly
The price is $122 total per night
$122 total
Jul 8 - Jul 9
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, tours or tickets, and luggage storage. Additional amenities include a terrace, a TV in a common area, and a garden.
Pool
Pet friendly

Villa Ermellina Siena, a Tribute Portfolio Hotel
Via Custoza 2, Siena, SI
At Villa Ermellina Siena, a Tribute Portfolio Hotel, guests enjoy features like a children's pool, a gym, 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 tours or tickets, luggage storage, and dry cleaning/laundry. 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 meeting rooms.
Pool
Pet friendly

Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13, Gaiole in Chianti, SI
Free Cancellation
Reserve now, pay when you stay
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, dry cleaning/laundry, 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
Free Cancellation
Reserve now, pay when you stay
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 securing valuables, dry cleaning/laundry, and tours or tickets. 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 a garden.
Pool
Kitchen

Villa Casagrande Resort & SPA
Via del Puglia, 61, Figline e Incisa Valdarno, FI
$142 nightly
The price is $161 total per night
$161 total
Aug 3 - Aug 4
Total includes taxes and fees
Guests of Villa Casagrande Resort & SPA have access to a winery, a full-service spa, and an indoor pool. There's free parking and an area shuttle. Front-desk staff can answer questions 24/7, and assist with tours or tickets, luggage storage, and dry cleaning/laundry. 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, free WiFi in public areas, and meeting rooms.
Pool
Spa

Hotel Certaldo
via del Molino, 74, Certaldo, FI
Free Cancellation
Reserve now, pay when you stay
$211 nightly
The price is $238 total per night
$238 total
Jul 16 - Jul 17
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 tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included

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 dry cleaning/laundry and tours/tickets. 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
$406 nightly
The price is $456 total per night
$456 total
Jul 7 - Jul 8
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 luggage storage, 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 luxury hotel include free WiFi in public areas, a library, and express check-in.
Pool
Breakfast included
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 | 5,176 hotels |
---|---|
Lowest Price | $122 |
Highest Price | $456 |
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, Villa Ermellina Siena, a Tribute Portfolio Hotel, 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

Hotel Borgo di Cortefreda Relais
5/5 Excellent
"We were a group of 10 who just returned from a 4 night stay at this beautiful hotel. It exceeded our groups expectations. It is quaint, in a beautiful setting. The staff was excellent, accommodating any request that was made. Restaurant is very good, included breakfast was great, many choices. We enjoyed the pool and the bar servers at the pool were excellent. Overall a wonderful stay and would highly recommend. "
A verified traveler stayed at Hotel Borgo di Cortefreda Relais
Posted 7 days ago