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27 Hotels

Agriturismo Vignamaggio

Greve in Chianti (50022 Greve in Chianti (FI) Italy )

Historic Tuscan hotel on working farm. Rooms and apartments are spread across the villas, with exposed beams, terracotta floors and antique furniture. Outdoor pools, spa, gym, games room and children's play area. Superb Tuscan cuisine and outstanding wine list. Peaceful, pretty and authentic.

  • Country Escape - Villas are surrounded by vineyards, and plenty of walking and tasting can be done! Atmospheric and very peaceful hotel
  • Swimming Pool - There is an outdoor pool for the hotel and a separate one for Il Prato villas
  • Cooking classes - Can be organised according to your group
  • Great walks - Tours of the historic hotel gardens
from $116 for 1 room, 1 night including taxes & fees

Palazzo Leopoldo

Radda in Chianti

A traditional hilltop hotel with an excellent terrace restaurant and spa. Bedrooms and suites have fireplaces, stone floors, killim rugs and wooden beams. Stunning valley views, indoor and outdoor pools, and cookery courses. Peaceful, serene, and rustic.

  • Swimming Pool - Indoor heated pool, or use the outdoor pool for free at a sister property just 5 mins by car.
  • Sights nearby - Great base for exploring all that Tuscany and the Chianti area has to offer
  • Views - Stunning views from the terrace
  • Restaurant - Traditional Tuscan cuisine
from $126 for 1 room, 1 night including taxes & fees

Castello di Fonterutoli

Tuscany (Chiantigiana)

Castello di Fonterutoli is a medieval country house situated near Castellina in Chianti. Offering smart accommodation in a traditional setting, as well as a wonderful restaurant and knowledgeable sommeliers to take you through their wines. A quiet, charming and relaxing escape.

  • Total relaxation - Beautiful weather, a lovely garden, walks through the quaint town and wonderful cuisine-what more could you ask for?
  • Great walks - Head off to explore the stunning sourrounding Tuscan countryside and revel in the area's beauty
  • Sights nearby - Check out the Torre del Mangia, Siena Cathedral or Piazza del Campo
  • Restaurant
from $137 for 1 room, 1 night including taxes & fees

Castelletto di Montebenichi

Tuscany (Località Montebenichi)

A unique opportunity to stay in a historical hamlet in the Chianti hills. Apartments are utterly charming, filled with antiques and original features. The expansive grounds house a pool and command spectacular views of the surrounding region. The perfect Tuscan escape.

  • Foodies - Plenty of opportunities for foodies from visits to vineyards and olive oil farms to cheese and truffle tasting
  • Local exploring - The property provides the ideal base for exploring the glorious Chianti countrysde
  • Great walks - Take long walks through the large private park near the castle that merges in with the gently sloping Tuscan hills
  • Local markets - Visit the antiques fair in Arezzo (the largest in Italy)
from $142 for 1 room, 1 night including taxes & fees
Check availability on My Luxury Hotel

Palazzo Ravizza

Siena (Tuscany)

Family-run, quiet, and elegant hotel with stunning views and classic interiors. Rooms ooze old-world elegance — tiled floors, wooden beams, vaulted ceilings, some with fireplaces. Manicured garden showcases a fantastic valley view & there's a restaurant serving traditional fare — a romantic spot.

  • Restaurant - Il Giardino Restaurant serves traditional cuisine with most ingredients sourced from local farms
  • Sights nearby - Located in the historic centre of Siena close to the cathedral.
  • Great walks - The Tuscan countryside is beautiful, serene and calm.
  • Boutique
from $146 for 1 room, 1 night including taxes & fees

Castello di Tornano

Tuscany (Loc. Tornano)

A beautiful castle serenely perched on a hilltop. Traditional rooms and apartments, some in turrets, with oak floors, four poster beds, and magnificent valley views. Ideal for weddings, groups or family holidays.

  • Families
  • Groups
  • Weddings
  • Restaurant - Serving traditional Chianti cuisine and featuring vegetables grown in their own garden
from $163 for 1 room, 1 night including taxes & fees

Il Battistero

Siena

Chic and elegant, Il Battistero is superb property in the heart of Siena. Combining delightful rooms with a magnificent location, this hotel is a great base from which to explore the charms and wonders of Siena.

  • Romantic Break - Luxurious rooms and a central location make it a great option for couples looking to explore the charms of Siena
  • Local markets - Explore the bustling street markets of Siena.
  • Sights nearby - A stone's throw from Siena Cathedral.
  • Romantic
from $168 for 1 room, 1 night including taxes & fees

Castello di Gabbiano

Tuscany (Mercatale In Val di Pesa)

A 12th-century castle set amidst rolling Tuscan hills dotted with vineyards. Offering Renaissance-style bedrooms with antique furnishings and terracotta floors. The outdoor pool and the restaurant serving local cuisine, alongside the tours to local wineries, are a real draw. A charming rural escape.

  • Foodies - With cooking classes, themed dinner nights and a range of wine tasting tours all on offer, this is a foodie paradise
  • Active Holiday - Good cyclling and hiking in the area including trails passing through the farm's vineyards
  • Hideaway - A 14th century Tuscan-style castle set amidst 100 hectares of olive groves and vineyards
  • Swimming Pool - Outdoor heated pool in summer
from $168 for 1 room, 1 night including taxes & fees
Check availability on My Luxury Hotel

Relais Vignale

Radda in Chianti

18th century country house which has been sympathetically restored and now offers traditional rooms and suites with terra-cotta floors and exposed wooden beams. Lovely outdoor pool and terrace restaurant with glorious views of surrounding vineyards and olive trees. Stunning, remote and romantic.

  • Restaurant - The restaurant specialises in traditional Tuscan cuisine
  • Views - Glorious views over the surrounding area
  • Great walks - Walking tours around Radda in Chianti
  • Cooking classes - Tuscan Cooking School
from $187 for 1 room, 1 night including taxes & fees

Villa Sassolini

Tuscany

Stunning views, gourmet food, fabulous rooms and suites. A romantic and gastronomic Tuscan country escape in the hills of Chianti. Muted interiors exude understated luxury. Fantastic swimming pool and sunny terraces. A sophisticated Tuscan holiday.

  • Foodies
  • Luxury
  • Restaurant - Regional cuisine produced from the ingredients of the finest local suppliers
  • Great walks
from $187 for 1 room, 1 night including taxes & fees

Villa le Barone

Greve in Chianti

Gorgeous Tuscan villa with spectacular views over the surrounding countryside. Traditional, romantic bedrooms and suites with oak floors, soft fabrics and antique furniture. New heated salt water swimming pool for 2017, winery, restaurant, wine tasting and cookery classes.

  • Views - Stunning views over the Chianti countryside
  • Honeymoons
  • Country Escape
  • Great walks - Fitness trail for walking or jogging, plus many walking and hiking paths close by.
from $189 for 1 room, 1 night including taxes & fees

Campo Regio Relais

Siena

Romantic, stylish hotel furnished with antiques and enjoying splendid views over Siena. Elegant and spacious individually decorated bedrooms with parquet floors, four poster beds, antique furniture and beautiful fabrics. Lovely breakfast terrace. A romantic spot from which to explore Siena.

  • Sights nearby - Conveniently located for the Piazza del Campo, one of Europe's most beautiful and architecturally interesting squares.
  • Great walks - Wander around the streets of the Medieval town and absorb the architecture and beauty.
  • Views - Stunning views over the Duomo
  • Traditional
from $200 for 1 room, 1 night including taxes & fees

Villa Dievole Wine Resort

Tuscany (Tuscany )

Once home of Tuscan nobility, this 16th century property offers guests smartly decorated bedrooms and suites, often with private outdoor areas and impressive views of surrounding vineyards. The hotel restaurant serves Tuscan dishes and offers daytime cooking courses. Elegant countryside relaxation.

  • Local exploring - Just 12km from Siena, you're ideally located for exploring some Tuscan gems
  • Cooking classes - Traditional Tuscan cooking with Chef Monica
  • Sights nearby - Charming town of Siena
  • Restaurant
from $209 for 1 room, 1 night including taxes & fees

Castello di Spaltenna

Tuscany

A striking stone castle set in the Chianti hills offering a peaceful rural escape. Elegant rooms feature exposed stonework, beamed ceilings and antiques. The expansive grounds house a large pool and there's an indulgent spa to aid total relaxation. Best yet there's two good restaurants to pick from.

  • Foodies - Two restaurants offer the choice of informal or formal dining, the latter of which has been awarded one Michelin Star
  • Families - Apartments sleep four and have their own kitchens, ideal for families wanting a little privacy
  • Sights nearby - The church of San Sigismondo, Gaiole in Chianti Stadium, and Medieval Tower of Barbischio are all easily accessible
  • Restaurant - There are various dining options from Michelin starred to Pizzeria!
from $230 for 1 room, 1 night including taxes & fees

Al Gelso Bianco

Tuscany (Tuscany)

A stunning country resort in the heart of Tuscany. Guests can enjoy rustic-chic decor that perfectly balances tradition and modern comfort. There's a refreshing pool, self-catering apartments, fabulous breakfasts and lush gardens. The ultimate spot for relaxation and indulgence with amazing views.

  • Wine tasting - Enjoy a family-friendly tour of a working vineyard and olive grove, complete with tastings of the estate’s wines and olive oils
  • Families - This resort offers cooking classes for all ages, a kid-friendly pool, & spacious family apartments amidst stunning Tuscan hills
  • Foodies - Daily cooking classes, wine and oil tastings, farm-to-table dining experiences as well as truffle hunting
  • Sights nearby - Discover the rich history of nearby UNESCO World Heritage site, San Gimignano, just a short drive away
from $234 for 1 room, 1 night including taxes & fees
Check availability on My Luxury Hotel

Villa Bordoni

Greve in Chianti (Tuscany)

Beautifully decorated country house with glorious views. A pretty pale blue facade and bedrooms that ooze traditional elegance - strong earthy colours, wooden beams, canopied beds and huge bath tubs. Excellent restaurant and cookery school. A popular choice with honeymooners and romantics.

  • Romantic Break - A stunning Tuscan break oozing romance and intimacy with gourmet cuisine and beautiful gardens
  • Great walks - Exploring the vineyards on foot is a romantic sunset scene.
  • Cooking classes - Non residential and residential cooking courses.
  • Swimming Pool - Outdoor pool with country landscape
from $237 for 1 room, 1 night including taxes & fees
Check availability on My Luxury Hotel

Viesca Suites & Villas

Tuscany (Tuscany)

A serene estate in the heart of the lush Tuscan countryside. Decor blends antique charm with artisanal touches, capturing the essence of the region. With villas and suites, a spa, and the Il Borro Tuscan Bistro, every need is met. An idyllic blend of relaxation, culture, and culinary delights.

  • Foodies - Savour the flavours of the area at the charming bistro, where farm-to-table dishes celebrate the region's culinary heritage
  • Hideaway - Escape to serene Tuscan elegance, where nature's peace melds with luxury, perfect for a rejuvenating hideaway
  • Mountain biking - Cycle through verdant landscapes on a mountain bike, discovering hidden gems of the Florentine countryside
  • Weddings - Amidst Tuscan charm, a fairytale wedding awaits, blending romance with timeless sophistication
from $248 for 1 room, 1 night including taxes & fees

Borgo Scopeto Relais

Tuscany (Siena Vagliagli)

A chic hotel overlooking Siena. Large rooms and suites blend contemporary style with traditional materials. Lovely views from the garden filled with olive and oak trees. Great traditional Tuscan cuisine, spa, 2 pools and tennis courts. Perfect for a weekend of relaxation and exploring.

  • Country Escape - A plethora of activities available from tennis, spa, swimming, cycling, Vespa rental, wine tours, and walking tours
  • Tennis Court - Tennis court
  • Restaurant
  • Great walks
from $249 for 1 room, 1 night including taxes & fees

Borgo Vescine

Radda in Chianti

This stunning 5 star hotel comprises a series of medieval stone buildings with tiled roofs connected by cobbled paths. Bedrooms have high ceilings and terracotta tiled floors. The restaurant serves traditional Tuscan and Chianti cuisine paired with local wines. A quiet spot with glorious views.

  • Cooking classes - Tuscan cooking courses at the hotel
  • Sights nearby - Siena is just 20 km away
  • Great walks - Walk the local wineries
  • Tennis Court - On site
from $279 for 1 room, 1 night including taxes & fees

Castello La Leccia

Tuscany (Tuscany)

An intimate wine retreat tucked into Tuscany’s Chianti Classico region. Rooms boast pastel hues and artisan-crafted furniture blending old-world charm with modern elegance. Guests can indulge in organic wines, dine al fresco, and unwind at the private spa or panoramic pool. An idyllic escape.

  • Foodies - Savour regional flavours at a zero-kilometre restaurant paired with exquisite, organic Chianti at a scenic winery
  • Total relaxation - Escape to serenity with lush Tuscan views and a tranquil pool perfect for a restorative nature retreat
  • Weddings - Host a fairytale event at a castle, creating unforgettable memories in a luxurious Tuscan setting
  • Other Activities - Unwind in a private spa, embracing tranquility with soothing massages and aromatic steam baths
from $306 for 1 room, 1 night including taxes & fees

Pieve Aldina

Radda in Chianti (Tuscany)

A secluded retreat in Tuscany's Chianti region, perfect for a peaceful getaway. The interiors blend rustic stone walls with contemporary comfort - think terracotta floors, soft linens, and cosy fireplaces. With a serene pool, a spa, and a fine dining restaurant, it's all about laid-back luxury.

  • Cycling - Cycle through the Chianti countryside on one of the hotel’s complimentary bikes, discovering hidden paths and serene landscapes
  • Sights nearby - Explore the ancient hilltop town of Radda, a short drive away, with its charming medieval streets & authentic Tuscan atmosphere
  • Foodies - Immerse yourself in cooking classes, indulge in wine tastings of local produce, & savour fine dining at the on-site restaurant
  • Country Escape - Set in stunning Tuscan countryside, this retreat blends rustic charm with luxury, perfect for nature walks and vineyard views
from $394 for 1 room, 1 night including taxes & fees

Hotel Le Fontanelle

Tuscany

A wonderful Five Star property surrounded by olive groves, lemon trees and vineyards. Homely accommodation spread through a hamlet-style setting. Each room and suite is beautifully decorated, some with private balconies and views. Fantastic restaurant and spa facilities.

  • Intimate - The hotel is built as a hamlet so that accommodations are homely rather than hotel-like.
  • Outstanding location - Stunning; surrouned by vineyards, rolling hills, and lemon groves.
  • 5* Luxury
  • Country Escape
from $420 for 1 room, 1 night including taxes & fees

Grand Hotel Continental, Tuscany

Siena (Tuscany)

A concoction of grandeur, elegance and luxury. Sumptuous rooms include stunning floor to ceiling frescoes, terracotta floors, period furniture and artworks. The restaurant is elegant and Tuscany is on your doorstep: a perfect romantic getaway.

  • Romantic Break - Elegance and history make this the perfect place for a romantic weekend with your loved one
  • Local exploring - The heart of Siena and perfect for exploring its sights
  • Great walks - Explore the Orto Botanico dell'Università di Siena - bontanical gardens kept by the University of Siena.
  • Sights nearby - Steps away from Piazza del Campo and the Duomo.
from $452 for 1 room, 1 night including taxes & fees

Relais Borgo San Felice

Tuscany

A stunning country house surrounded by its own vines and parkland. A hilltop position with fantastic valley views. Sumptuous elegant rooms and suites with lots of space and big bath tubs. Fantastic Mediterranean restaurant, billiards, tennis, wine tasting, swimming pool, and views for miles. Wow!

  • Good wine list - Excellent choice from the hotel's own vintages.
  • Wine tasting - The hotel is surrounded by its own vineyards.
  • Foodies - Fantastic Mediterranean cuisine.
  • Luxury
from $589 for 1 room, 1 night including taxes & fees

Vitigliano Relais & Spa

Greve in Chianti (Via Case Sparse 64 )

Set in the old village of Vitigliano's restored ruins, this luxurious property enjoys a hilltop location in prettyChianti. Boasting individually designed and incredibly spacious suites with bare stone walls and Persian rugs. Sample local cuisine in the exemplary restaurant and sip on regional wines.

  • Country Escape - Vitigliano Relais & Spa enjoys a superb location amidst the rugged Tuscan countryside
  • Total relaxation
  • Romantic Break
  • Great walks - Explore the numerous walking trails runiing through the surrounding countryside
from $684 for 1 room, 1 night including taxes & fees

COMO Castello del Nero

Tuscany

A 12th-century property set within acres of rolling Tuscan grounds. Find everything you could wish for in a converted Italian castle - frescoed walls, marble bathrooms, tiled floors and beamed ceilings. Boasting both a Michelin star restaurant and a restorative spa. Utter bliss.

  • Spa breaks - COMO's Shambala Spa offers a fantastic range of treatments and wellness therapies. You can be spoiled for days!
  • Foodies - With three dining options to choose from, including Michelin-starred La Torre, this is a foodies paradise
  • Country Escape - A regal estate, set in stunning grounds, ideal for pure escapism
  • Sights nearby - Visit the beautiful Santa Maria del Fiore duomo, the church of San Lorenzo and the Boboli Gardens in Florence (30 mins away)
from $714 for 1 room, 1 night including taxes & fees

The Club House

Tuscany (Tuscany)

5-star tranquillity at this adult-only oasis in the Chianti hills. Simple and timeless interiors convey a Tuscan aesthetic and ooze elegance. It boasts top-tier facilities including panoramic pools, a full-service spa, fine dining options, and a host of recreational activities. A luxurious escape.

  • Foodies - Indulge your palate with Michelin-starred Tuscan fare and dynamic tasting menus, a culinary journey not to be missed
  • Wine tasting - Savour the intricate layers of Chianti Classico on a bespoke wine tasting journey through Tuscan vineyards
  • Cycling - Glide through the vibrant Tuscan countryside on an e-bike, exploring serene paths and panoramic vistas
  • Spa breaks - Unwind at this lush sanctuary with holistic treatments amidst Tuscany's rolling hills
from $844 for 1 room, 1 night including taxes & fees