Tuscany Romantic Accommodations

• Apartments: 8
• Sleeps: 26
• Location: Buonconvento (Countryside)
• Weekly price: From € 600 to € 2000

The farmhouse is located in the incredible landscape of the Crete Senesi, between Siena and the Valdorcia. It offers 7 finely furnished apartments, equipped with all modern comforts, and a large swimming pool with an amazing view over the surroundings.

• Apartments: 15
• Rooms: 8
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 110 to € 307

Located between Florence and Siena, in the heart of Tuscany the Borgo Pietrafitta Relais is a mix of vacation apartments and B&B where you find a panoramic pool, lush garden areas, relaxing décor and genuine Tuscan hospitality.

• Apartments: 1
• Rooms: 24
• Sleeps: 48
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 80 to € 400

This villa hosts B&B accommodation in a stunning location, surrounded by the marvelous vineyards of Chianti. It offers spacious and romantic rooms with all comforts, a restaurant specialized in organic meals, a Spa and swimming pool.

• Apartments: 11
• Rooms: 11
• Sleeps: 45
• Location: San Gimignano (Countryside)
• Daily price: From € 105 to € 318

Set among the vineyards of San Gimignano, the 11 self catering holiday apartments at the villa are the perfect base for a vacation exploring every corner of Tuscany, close to enchanting towns, wine tasting, & the beautiful cities of Florence & Siena.

• Apartments: 22
• Sleeps: 100
• Location: Gambassi Terme (Countryside)
• Daily price: From € 86
• Weekly price: From € 590

The Tuscany hamlet Borgo della Meliana holiday accommodations for the perfect holiday setting for families, friends & destination wedding or events. Elegant decor, green gardens, panoramic pool & so much more

• Apartments: 4
• Rooms: 1
• Sleeps: 18
• Location: San Gimignano (Countryside)
• Daily price: From € 125 to € 450
• Weekly price: From € 830 to € 3150

The 5 accommodations in this luxurious, recently renovated farm estate offer comfort & style. Perfect for couples, families & small groups, they offer a magic place in the heart of Tuscany, with panoramic pool and breathtaking views.

• Apartments: 1
• Rooms: 2
• Sleeps: 8
• Location: Follonica (Seaside)
• Weekly price: From € 300

Less than 5 minutes from the beach, Casa Laura is perfect for a beach vacation with shops, restaurants and lots of lively entertainment right outside the apartment. The apartment hosts up to 8 people and has all you need to enjoy Tuscany's seaside!

• Apartments: 9
• Sleeps: 50
• Location: Gavorrano (Countryside,Seaside)
• Daily price: From € 40 to € 220
• Weekly price: From € 260 to € 1500

Make one of the 9 villa apartments at Casa Conti di Sotto your base in Tuscany as you head to the sea or explore. Stay put and enjoy the pools, outdoor Spa and hot tubs, fitness area, large playgrounds for the kids & more.

• Rooms: 12
• Sleeps: 24
• Location: Vinci (Countryside)

The elegant wine resort near Vinci offers suites in a beautiful Medicean villa, surrounded by gorgeous gardens and vineyards. Enjoy the pool and on-site bistro & restaurant, wine cellar visits and tastings for a great stay in Tuscan wine country.

• Rooms: 10
• Sleeps: 24
• Location: Colle di Val d'Elsa (Countryside)
• Daily price: From € 105 to € 150

A perfect place for your weddings, honeymoon, anniversary & romantic getaway vacation.This B&B style accommodation with pool found between Florence & Siena, surrounded by spectacular landscapes, bright sunflowers and fragrant roses is your dream come true

• Rooms: 5
• Sleeps: 10
• Location: Tavarnelle Val di Pesa (Countryside)
• Daily price: From € 80 to € 115

Elegant bed and breakfast in Chianti, located halfway between Florence and Siena. The B&B offers 5 comfortable double rooms, finely furnished and overlooking Chianti hills.

• Apartments: 5
• Sleeps: 12
• Location: Greve in Chianti (Countryside)
• Weekly price: From € 750 to € 800

Surrounded by the pure beauty of Chianti in Tuscany, this agriturismo features 5 vacation rentals in a classical country decor. Modern comforts, nearby pizza restaurants & cordial hosts will make this your favorite place to enjoy nature at its best.

• Apartments: 7
• Sleeps: 30
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 50 to € 230
• Weekly price: From € 300 to € 1600

The La Rocca di Cispiano vacation rentals for families & couples, located only a short distance from Castellina in Chianti, boasts spectacular views of the family vineyard, beautiful gardens, panoramic pool and WiFi.

• Apartments: 1
• Sleeps: 5
• Location: Florence (City)
• Daily price: From € 140 to € 280

A luxurious Suite Apartment set in the historical center of Florence, close to the most elegant boutique and important monuments of the city. It offers the atmosphere of an authentic florentine residence.

• Apartments: 1
• Rooms: 2
• Sleeps: 4
• Location: Tavarnelle Val di Pesa (City)
• Daily price: From € 80 to € 120
• Weekly price: From € 560 to € 840

Located in a lovely Chianti village, these accommodations offer a charming setting with 2 private rooms & en suite bathrooms featuring lovely views of the countryside. They can be used as B&B suites, or rent the entire apartment for up to 4 persons.

• Rooms: 3
• Sleeps: 6
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 80 to € 95

The warm and serene atmosphere at this Chianti B&B offers an enjoyable repose in a hectic travel schedule. It invites you to kick back & relax especially with its comfortable decor, delectable menus and charming gardens.

• Rooms: 6
• Sleeps: 12
• Location: San Gimignano (City)
• Daily price: From € 90 to € 113

The B&B bedroom suites in San Gimignano are romantic and colorful with a beautiful backdrop of history and culture. A delicious breakfast, refreshing pool and free parking are fantastic extras for holiday relax.

• Rooms: 7
• Sleeps: 14
• Location: San Gimignano (Countryside)
• Weekly price: From € 5800 to € 6490

This romantic Villa promise tranquility & spectacular views of San Gimignano & the Tuscan landscape. The villa can accommodate up to 14 guests and offers all best modern facilities; it has also a beautiful panoramic pool.

• Rooms: 8
• Sleeps: 17
• Location: Greve in Chianti (Countryside)
• Daily price: From € 75 to € 90

This eco-friendly, family run B&B is ideally positioned only 5 km from the picturesque hamlet of Greve, near restaurants, shops & caffè. Plan a vacation of relax, wine tasting and beautiful artwork in Tuscany.

• Apartments: 1
• Rooms: 1
• Sleeps: 4
• Location: Florence (City)
• Daily price: From € 130 to € 170

The perfect romantic setting for your holidays or honeymoon while visiting Tuscany at the holiday rental Cupido in the true historic center of Florence. A one bedroom apartment with character and views.

• Apartments: 6
• Rooms: 5
• Sleeps: 25
• Location: San Giovanni Valdarno (Countryside)
• Daily price: From € 40 to € 70

Find it all at this Agriturismo: independent vacation apartment rentals, B&B rooms, an on-site restaurant, great views of Tuscany & Chianti and an authentic experience visiting the owners vineyard & olive groves.

• Apartments: 1
• Rooms: 2
• Sleeps: 4
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 120 to € 150

Enjoy the Chianti wine region from the comfort of this 2-bedroom, 2-bath apartment with views on the surrounding vineyards. Perfect for up to 4 guests, the self-catering flat has a kitchen, outdoor space for dining, and makes a great base.

• Apartments: 3
• Rooms: 2
• Sleeps: 12
• Location: Volterra (Countryside)
• Daily price: From € 180 to € 220
• Weekly price: From € 575 to € 1225

Located near Volterra, the villa B&B surrounded by a spacious garden and nearby river offers delicious breakfasts and lots of quiet to recharge your body and mind away from your everyday routine.

• Apartments: 5
• Rooms: 9
• Sleeps: 18
• Location: Monticiano (Countryside)
• Weekly price: From € 8200 to € 8550

This villa right outside the small town of Monticiano near the Abbey of San Galgano is ideal for weddings & special events. The villa with pool can host up to 18 guests and is just 25 minutes from Siena.

• Rooms: 1
• Sleeps: 4
• Location: Florence (City)
• Daily price: From € 90 to € 150
• Weekly price: From € 550 to € 800

This top-floor apartment can host up to 4 people in comfort, with kitchen, 2 bathrooms and the luxury of two private terraces from which to enjoy sunsets and views over all of Florence!

• Apartments: 1
• Rooms: 2
• Sleeps: 4
• Location: San Gimignano (Countryside)
• Daily price: From € 300

The 12th century tower has been restored and offers 2 bedrooms, 2 bathrooms, kitchen and private gardens to fully relax under the Tuscan sun with your own private, wide outdoor spaces.

• Apartments: 4
• Sleeps: 8
• Location: Montepulciano (City)
• Daily price: From € 100 to € 150
• Weekly price: From € 700 to € 1000

Prominently placed in the center of Montepulciano near shops & restaurants, these 4 self-catering vacation apartments are your ideal home while on holiday in Tuscany. Explore Val d’Orcia, Chianti, Siena & Florence from your base in Montepulciano.

• Apartments: 1
• Rooms: 1
• Sleeps: 2
• Location: Buonconvento (Countryside)
• Daily price: From € 150 to € 300

The lovely and bright Myrtus apartment is ideal for a couple wishing for incredible views and intimacy in the Val d'Orcia region.

• Rooms: 10
• Sleeps: 20
• Location: Cortona (Countryside)
• Daily price: From € 350 to € 1200
• Weekly price: From € 2500 to € 7000

The spectacular position right outside of Cortona's walls adds extra charm to this relaxing vacation home that hosts from 10 to 22 guests. A traditional decor mixed with modern amenities, A/C & pool ensures great holiday memories.

• Apartments: 10
• Sleeps: 24
• Location: Crespina (Countryside)
• Daily price: From € 140 to € 300

Enjoy the peace & quiet of the Tuscan countryside surrounded by vineyards that produce organic Chianti wines. Spacious apartments make a perfect base, offer privacy and a sense of home in upscale elegant comfort.

• Apartments: 3
• Sleeps: 6
• Location: Colle di Val d'Elsa (Countryside)
• Daily price: From € 180 to € 220

There are 3 deluxe apartments at this farmhouse, characterized by their undisputable charme & delicious combination of tradition with the Italian flair for design. A place where adults go to enjoy a romantic & relaxing slice of Tuscany.

• Apartments: 1
• Sleeps: 6
• Location: Scandicci (Countryside)

Positioned in the Tuscan countryside, only 8 km from Florence, Italy, this vacation rental apartment is the ideal setting for up to 6 persons looking for a luxurious setting that speaks of Tuscany & its tradition.

• Apartments: 2
• Sleeps: 10
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 220 to € 570

Spectacular views from every corner at this farmhouse, in the heart of the Chianti Classico region. Two charming and independent apartments provide space for up to 10 persons. Close to Florence, Siena and the Tuscan landscape.

• Sleeps: 5
• Location: Florence (Countryside)
• Daily price: From € 130 to € 180
• Weekly price: From € 800 to € 1250

Cosy vacation villa rental on the outskirts of Florence boasts excellent position for holiday travels and lush Tuscan decors with family antiques and a country style motif. The best place to be, close to public transport.

• Rooms: 6
• Sleeps: 12
• Location: Florence (City)
• Daily price: From € 90 to € 220

Set inside an elegant 18th century building, this Florentine home is a charming bed and breakfast in Florence's center. Tastefully furnished rooms with canopied beds decorated in precious silk linens welcome you every day as you visit Florence.

• Rooms: 68
• Sleeps: 125
• Location: Florence (City)
• Daily price: From € 114 to € 639

The elegant and sophisticated hotel is ideally positioned in the heart of the renowned city of art, Florence. Immerse yourself in the active city life of markets, shopping, art exhibits and night life.

• Rooms: 37
• Sleeps: 89
• Location: Pienza (City)
• Daily price: From € 55 to € 219

Set in 15th century convent, this charming relais is located in the center of Pienza, right in the heart of Valdorcia. Rooms are elegantly furnished and equipped with all comforts. It features outdoor pool, panoramic terrace and good Tuscan restaurant.

• Apartments: 6
• Sleeps: 24
• Location: Campiglia Marittima (Countryside,Seaside)
• Daily price: From € 60 to € 180

Stylish self catering apartments surrounded by a gorgeous garden with olive trees and a characteristic outdoor stone pool close to the Etruscan Coast and the thermal park in Venturina Terme, in upper Maremma.

• Rooms: 102
• Location: Florence (City)
• Daily price: From € 384 to € 1557

Luxury hotel in Piazza della Repubblica in Florence historical center. Rooms are finely furnished and equipped with the best modern comforts. The 5 star hotel offers a panoramic gym and pleasant views over the city.

• Apartments: 2
• Sleeps: 7
• Location: Florence (City)
• Daily price: From € 139 to € 296

These spacious holiday apartments, near Ponte Vecchio & Palazzo Pitti are in the heart of downtown Florence. Close to museums, monuments, restaurants & trains, these vacation rentals for up to 4 persons come with WiFi, AC & elevator.

• Rooms: 20
• Sleeps: 36
• Location: Florence (City)
• Daily price: From € 106 to € 340

Elegant 4 star hotel overlooking the beautiful banks of the Arno, a few minutes from Ponte Vecchio. It offers all the charm of a Florence from the late 1800s, which lives in the preciously decorated bedrooms as well as in the lovely Italian-style garden.

• Rooms: 20
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 235 to € 150

The 16th-century farmhouse Locanda Le Piazze features lovely gardens overlooking the fabulous Chianti Classico landscape of vineyards & olive groves. Elegant rooms, onsite restaurant & an environment dedicated to adults only.

• Rooms: 74
• Sleeps: 144
• Location: Florence (City)
• Daily price: From € 220 to € 1000

Situated in 15th century building close to Palazzo Vecchio and Piazza della Signoria, in the heart of Florence, this luxury hotel offers several frescoed rooms. Enjoy expert concierge services, delicious restaurant and elegant rooms.

• Rooms: 20
• Location: Marciana (Seaside)
• Daily price: From € 95 to € 280

The 20 rooms of this boutique hotel are dispersed throughout its splendid garden, creating an enchanting setting for your stay in the beautiful bay of Sant'Andrea on Elba. Ideal for a very relaxing vacation surrounded by nature and the sea.

• Apartments: 9
• Location: Lucca (City)
• Daily price: From € 130 to € 350

The recently renovated Dimore del Borgo welcomes you to modern, comfortable suites and apartments with all amenities, including kitchen and spacious bathrooms. With parking, it is the ideal location to see Lucca and Tuscany.

• Rooms: 32
• Sleeps: 60
• Location: Florence (City,Countryside)
• Daily price: From € 180

This hotel is the ideal solution for enjoying the lush green landscape of Tuscany while being close the the excitement of the city center of Florence. Deluxe accommodations, with restaurant, pool & on site gym for your holidays.

• Rooms: 7
• Sleeps: 24
• Location: Foiano della Chiana (Countryside)
• Daily price: From € 109 to € 214

This estate features B&B suites with WiFi & air-conditioning on a Tuscan estate near Siena, Arezzo and the Val d'Orcia. The ideal setting for a romantic destination wedding and business events.

• Rooms: 4
• Sleeps: 8
• Location: Florence (City)
• Daily price: From € 108 to € 160

Small and romantic b&b in Florence city center, a few steps away from Santa Croce Church. It offers beautifully furnished rooms with the added bonus of cooking courses and food tours led by the owner Mariangela.

• Rooms: 2
• Sleeps: 6
• Location: Radda in Chianti (City)
• Daily price: From € 89 to € 153

Enjoy the beauty of Tuscany from this stunning position above the historic town of Radda in Chianti. The Art Rebus Tower features two double bedrooms in the center of a quaint medieval hamlet nestled among the vineyards between Florence & Siena.

• Apartments: 4
• Rooms: 4
• Sleeps: 17
• Location: Vicchio (Countryside)
• Daily price: From € 195

Tuscany grandeur at this Fattoria with vacation villa, apartment & suite rentals. A picturesque terrace and refreshing private pool & garden are nestled in a traditional panorama in Tuscany close to Florence.

• Apartments: 7
• Sleeps: 25
• Location: Castellina in Chianti (Countryside)
• Weekly price: From € 400 to € 2100

Located in Castellina in Chianti, in the heart of Chianti area, this typical Tuscan farmhouse offers 7 independent apartments, a large salt water pool with view on the surrounding hills and restaurant.

• Apartments: 1
• Rooms: 1
• Sleeps: 4
• Location: Florence (City)
• Daily price: From € 57 to € 127

This recently renovated apartment is perfect for a couple wishing to be minutes from the center and its sights but not right in the center. With free Wifi and a gorgeous terrace with wonderful views of Florence, you won't want to leave!