Outdoors & Nature
If a countryside villa or apartment is what you are looking for, we invite you to review our hand-picked list below.
Browse our italian villas and vacation homes. If you need further assistance, just contact us.
Handpicked and personally inspected villas in Italy
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Vacation Villas available in this collection:
Casa Janine
Perched on the edge of the hill and a mere 5 minute drive from the luxurious thermal baths of Fonteverde in San Casciano dei Bagni.
From 5,320
To9,830
Bedrooms: 3 Sleeps: 6
More details ♥
Casale d’Oro
The 17th century farmhouse is located minutes from the village of Panzano in Chianti and overlooks the vineyards of the famous Conca d' Oro.
From 16,500
To16,500
Bedrooms: 13 Sleeps: 28
More details ♥
Casale di Pastore
Hilltop setting affords extraordinary, panoramic views of the Tuscan countryside and the Renaissance hilltown of Pienza.
From 23,500
To23,500
Bedrooms: 8 Sleeps: 16-20
More details ♥
Colle Aperto
This rural farmhouse dates back over 300 years and rests in the province of Siena with bird's eye view of the Val d'Orcia.
From 7,670
To13,030
Bedrooms: 5 Sleeps: 10
More details ♥
20% Discount Sept. 7-21, 2019
Per week pricing.
Il Palazzi
IL Palazzi sits on a panoramic grassy plateau overlooking the wilder southern end of the Val d'Orcia.
From 9,800
To17,870
Bedrooms: 6 Sleeps: 12
More details ♥
Il Villaggio
A world-class collection of exquisitely restored Tuscan rental villas in the Val d'Orcia area of Tuscany.
Bedrooms: 11 Sleeps: 22
More details ♥
20% Discount Aug. 17-24, 2019
Per week pricing.
La Casaccia
Perched at the top of a small hill, overlooking the rolling hills of the Val d'Orcia, lies La Casaccia.
From 9,980
To23,900
Bedrooms: 8 Sleeps: 16-19
More details ♥
20% Discount Sept. 7-21, 2019
Per week pricing.
La Colombaia
La Colombaia is one of the most beautiful and elegant villas in all of Chianti.
From 10,600
To16,650
Bedrooms: 6 Sleeps: 11
More details ♥
La Sevilliana
Tucked away on a private hillside in the heart of the Chianti Classico region of Tuscany, just 18 km from Florence.
From 9,340
To16,790
Bedrooms: 6 Sleeps: 10-12
More details ♥
La Ribolita
Ideally situated in a unique location in the hills just outside of Florence, within walking distance to the village of Settignano.
From 7,800
To10,330
Bedrooms: 3 Sleeps: 6-12
More details ♥
Palazzuolo
Charming, completely restored stone farmhouse sits high on a hillside in the Val d'Orcia region of Tuscany.
From 8,440
To14,550
Bedrooms: 6 Sleeps: 10-11
More details ♥
20% Discount Aug. 24-31, 2019
Per week pricing.
Villa Orcia
Is perched high on a pinnacle-like hill with spectacular views over the renown Val d'Orcia.
From 10,850
To24,990
Bedrooms: 9 Sleeps: 18-19
More details ♥
Trullo Bianco
From its hillside perch, This villa commands panoramic views over the olive groves and trulli dotting countryside.
Per week pricing.
Bedrooms: 4 Sleeps: 8
More details ♥
Trullo Cisternino
This villa lies in the southeastern heel of Italy, nestled between the Ionian and Adriatic seas, in the Itria Valley of Apulia.
From 3,870
To5,230
Bedrooms: 3 Sleeps: 6-7
More details ♥
Trullo Messapica
A magical complex of trulli with a private swimming pool near Ceglie Messapica, a few kilometers from the beach.
Bedrooms: 5 Sleeps: 10
More details ♥
Villa Amiata
High above the magical landscape of the Val d'Orcia, sits a charming collection of stone villas that are part of an ancient hilltop hamlet.
Per week pricing.
Bedrooms: 3 Sleeps: 6
More details ♥
Villa Conca d’Oro
Villa Conca d'Oro sits on 53 hectares of its own vineyard and woodland and is conveniently located near the village of Panzano.
From 10,980
To14,500
Bedrooms: 6 Sleeps: 12
More details ♥
Villa Francesca
Villa Francesca, is an elegant yet casual family-friendly villa within walking distance to the village of San Casciano dei Bagni.
From 6,890
To12,690
Bedrooms: 7 Sleeps: 13
More details ♥
Villa Lamole
A private villa for four guests completely restored and within walking distance to the enchanting village of Lamole in Chianti.
From 1,760
To3,120
Bedrooms: 2 Sleeps: 4
More details ♥
Villa Latiano
An historic masseria located near Mesagne in the southern Italian region of Puglia, the heel of the boot.
Per week pricing.
Bedrooms: 6 Sleeps: 12-14
More details ♥
Villa Melissa and Casa Victoria
Villa Melissa and Casa Victoria are part of the Castello Visconti Estate also found on our website.
From 9,010
To11,390
Bedrooms: 7 Sleeps: 14
More details ♥
Villa Muri Antichi
High above the magical landscape of the Val d'Orcia, south of Siena, sits a charming collection of stone villas.
Per week pricing.
Bedrooms: 6 Sleeps: 12
More details ♥
Villa Serenita
This villa is set in one of the most picturesque landscapes in Apulia, close to the towns of Ostuni and Martina Franca.
Per week pricing.
Bedrooms: 3 Sleeps: 6
More details ♥
Villa Terre Grande
Magnificent grounds extending over 2300 acres, horse stables, a tennis court and a private 18-hole golf course for guest use.
Price Upon Request
Bedrooms: 9 Sleeps: 18
More details ♥
Villa Valeria
This handsomely restored Tuscan farmhouse is just minutes from the village of Lamole in the Chianti region of Tuscany.
From 5,280
To7,350
Bedrooms: 4 Sleeps: 8
More details ♥
Villa Verde
Discover an oasis of natural beauty, in the heart of Tuscany's Maremma region.
From 8,600
To19,200
Bedrooms: 7 Sleeps: 14
More details ♥
Fienile
Fienile is located 2.5 kilometers south of Panzano in Chianti off SS 222, the famous wine road running between Florence and Siena.
From 2,500
To2,500
Bedrooms: 2 Sleeps: 4
More details ♥
Il Ciliegio
Located 2.5 kilometers south of Panzano in Chianti off SS 222, the famous wine road running between Florence and Siena.
From 2,750
To2,750
Bedrooms: 3 Sleeps: 5
More details ♥
Il Gelso
Located 2.5 kilometers south of Panzano in Chianti off SS 222, the famous wine road running between Florence and Siena.
From 2,940
To2,940
Bedrooms: 3 Sleeps: 4-6
More details ♥
Limonaia
A romantic cottage for 2 within walking distance to the village of Panzano in Chianti.
From 1,980
To1,980
Bedrooms: 1 Sleeps: 2
More details ♥
Loggia
One of five apartments in this rambling 17th century farmhouse located within walking distance to the village of Panzano in Chianti.
From 5,960
To5,960
Bedrooms: 4 Sleeps: 8
More details ♥
Torre
One of five apartments in this rambling 17th century farmhouse located within walking distance to the village of Panzano in Chianti.
From 2,990
To2,990
Bedrooms: 2 Sleeps: 4
More details ♥
Vigna
One of five apartments in this rambling 17th century farmhouse located within walking distance to the village of Panzano in Chianti.
From 3,830
To3,830
Bedrooms: 2 Sleeps: 4-6
More details ♥
Villa Bianca
Villa Bianca is a lovely villa situated in the heart of Tuscany, in the Chianti area near Florence, Siena, San Gimignano.
From 7,790
To14,850
Bedrooms: 6-8 Sleeps: 11-14
More details ♥
Villa Edera
This well equipped country villa is located within the famous vineyards of the prestigious Chianti region of Tuscany.
From 3,500
To5,250
Bedrooms: 5 Sleeps: 6-10
More details ♥
Villa Giovanna
Villa Giovanna is a rambling, large, ancient farmhouse in a beautiful setting overlooking the vineyards of the famous Conca d' Oro.
From 8,320
To8,320
Bedrooms: 8 Sleeps: 14
More details ♥
Villa La Capanna
Villa La Capanna is located in the heart of San Giovanni d'Asso in the upper part of the village - the "Borghetto", near the ancient castle.
From 2,870
To3,350
Bedrooms: 3 Sleeps: 5
More details ♥