Gaiole in Chianti Castles

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Castles in Gaiole in Chianti

Castello Di Montemasso

via Rubbiana Case Sparse 37 Greve in Chianti FI

$158 nightly

$175 total

Dec 28 - Dec 29

Total with taxes and fees

Free WiFi in public areas is available at this castle. Enjoy the free full breakfast each morning.

Breakfast included

Pet friendly

Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region

Firenze Toscana

Get rates

A hot tub is featured at this castle, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Hot Tub

Loft Castello e colline

Toscana Città Metropolitana di Firenze

Get rates

Stay at this castle in San Casciano in Val di Pesa. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Antinori nel Chianti Classico and Passignano Abbey are located nearby.

Pet friendly

Free WiFi

Castle of Volognano

RIGNANO sull arno Tuscany

Get rates

This castle features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden and concierge services are also provided.

Pool

Hot Tub

CASTELLO NELLE CRETE

Siena Tuscany

$18,115 nightly

$18,115 total

Dec 22 - Dec 23

Total with taxes and fees

Stay at this castle in Asciano. Enjoy free WiFi, private pools, and cable/satellite TV service. Popular attractions Siena Circuit and Pista Internazionale di Siena are located nearby.

Pool

Free WiFi

Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!

Impruneta Toscana

Get rates

An outdoor pool is featured at this castle, along with a terrace and a garden. Laundry facilities, concierge services, and barbecue grills are also on offer.

Pool

Free WiFi

charming castle apartement with glorious views

Panzano in Chianti TU

Get rates

This castle features limo/town car service, a garden, and laundry facilities.

Pet friendly

Parking available

Panoramic castle with large pool on the walls. Ideal for weddings and events

Poggibonsi Toscana

Get rates

This castle features a water park, free WiFi in public areas, and a terrace. A garden, a library, and barbecue grills are also on offer.

Pool

Free WiFi

Castello di Mugnana

Via di Mugnana 106 Greve in Chianti FI

Get rates

This castle features an outdoor pool and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.

Pool

Pet friendly

Rustic Castle in Nature for Large Groups/Weddings/Events

Pelago Toscana

Get rates

This castle features an outdoor pool and a gym. A terrace, limo/town car service, and a garden are also on offer.

Pool

Pet friendly

Castello Lorenzo, Heart of Tuscany, Renaissance Villa with Pool

San Casciano Val di Pesa Tuscany

Get rates

A gym is featured at this castle, along with a garden and a library. Families will appreciate the arcade/game room and onsite laundry facilities.

Pool

Air conditioning

Castello di Sovicille Villa Lechner Residenza D'epoca

Sovicille Provincia di Siena

Get rates

A hot tub is featured at this castle, along with laundry facilities.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Gaiole in Chianti

View all properties

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.

Top hotels in Gaiole in Chianti

Borgo Grondaie

Strada delle Grondaie, 15 Siena SI

Get rates

9.6/10 Exceptional! (439 reviews)

Castles To Stay in Gaiole in Chianti

You’re in love with the idea of living like royalty. You’ve read all the books about European history—about the great kings and queens who used to rule over their courts, dressed in elaborate garb, meandering through dramatic forests, eating the finest foods. You also keep an eye on the modern-day depiction of nobility, whether it’s through keeping up with the happenings of William and Kate or watching fictional plots play out in Game of Thrones. No matter where your interest originates from, one thing’s for sure—you’ve always wanted to stay in a castle in Gaiole in Chianti.

Imagine it: a luxurious castle vacation fit for a king or queen. Castles in Gaiole in Chianti offer you just that. Choose from great stone palaces that dukes and duchesses used to live in, or pick a countryside castle with views of the nearby moor.

Navigate your way through a garden maze outside a castle in Gaiole in Chianti, or graze on homemade breakfast every morning inside a cozy castle that functions as a modern-day bed and breakfast. Spend the entire getaway locked up in your room like a royal in need of some rest, or head into town to check all the activities on your itinerary.

No matter what you end up doing, you’ll find a castle that speaks to your inner monarch here on Travelocity. Reserve your getaway today and find a crown to take along on your journey. Even if you’re not really royal, you can still dress the part on your vacation.