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
Call Us
+1 215.248.2570
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 ♥
15% Discount for May 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 ♥
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 ♥
25% Discount May 4-18th
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 ♥
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 ♥
25% Discount May to September
Per week pricing.
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 5,870
To13,480
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 ♥