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Vacation rentals in Montefoscoli

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Top-rated vacation rentals in Montefoscoli

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Guest favorite
A spacious bedroom is furnished with a comfortable bed featuring plush bedding and decorative pillows. Two bedside tables with lamps are positioned on either side, providing soft lighting. A large window allows natural light and offers a view of greenery outside.
Apartment in Palaia

Tuscany Time Apartment Cielo

The apartment is very spacious and suitable for up to 6 people. Located on the second floor of the villa, it has its own entrance and a large private balcony for a quiet sitting area. At the same time it is possible to use the huge common garden with outdoor seating and barbecue facilities. The apartment consists of two spacious bedrooms with large double beds, a fully equipped kitchen with a comfortable sofa bed, a modern bathroom with shower. In the heart of Tuscany Fast Wi-Fi from Starlink!

5.0 out of 5 average rating, 13 reviews
Top guest favorite
A window offers a scenic view of the rolling hills and lush greenery of the Tuscan countryside. A round wooden table is set with plates and glasses, complemented by wicker placemats, creating an inviting dining area under soft morning light.
Apartment in Palaia

Casa Billi

Accogliente appartamento di mq 90 con bellissimo panorama sulla campagna al secondo e ultimo piano (no ascensore) di antico edificio ristrutturato recentemente. Due camere da letto matrimoniali, soggiorno con cucina, uno studio, due bagni di cui uno con doccia e un ripostiglio. Uso esclusivo di una bella terrazza(non al piano dell'appartamento). Pochi minuti a piedi e sarete nel centro del vivace paese di Palaia dove troverete piccole botteghe per fare la spesa, ristoranti, pub e un Bar.

5.0 out of 5 average rating, 43 reviews
Top guest favorite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

5.0 out of 5 average rating, 234 reviews
Top guest favorite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano

Casa al Gianni - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

4.93 out of 5 average rating, 294 reviews
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

4.98 out of 5 average rating, 107 reviews
Guest favorite
Farm stay in Montaione

Tenuta Collerucci | Villa with private pool

Tenuta Collerucci is a charming farmhouse located in the heart of the Tuscan countryside, just 4 km from the Etruscan town of Montaione in the Valdelsa area. Set on a beautiful hill, the estate is surrounded by vineyards and olive groves, offering stunning panoramic views of the Tuscan landscape. The farmhouse features four rustic-style apartments and a delightful swimming pool, making it an ideal retreat for relaxation and enjoying the region’s natural beauty.

5.0 out of 5 average rating, 7 reviews
Top guest favorite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home in Peccioli

House with a breathless view in Tuscany

Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

4.99 out of 5 average rating, 149 reviews
Top guest favorite
Home in Montaione

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

4.96 out of 5 average rating, 147 reviews
Top guest favorite
Farm stay in Palaia

Countryside Dream farm in Tuscany

Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

4.98 out of 5 average rating, 201 reviews
Guest favorite
An independent building is surrounded by lush greenery, featuring blue shutters and a terracotta patio area. Small tables are set for outdoor seating. The expansive garden includes mature trees and various plants, creating a serene outdoor environment.
Apartment in Palaia

Podere Le Murella "Sunset"

A cozy retreat for two, set among the green Tuscan hills. Enjoy a patio for outdoor dining, large garden, free Wi-Fi, fully equipped kitchen, coffee machine, washing machine, dryer, barbecue area, and linens included. Private parking. Ideal for a romantic escape or relaxing stay near Pisa, Florence, Volterra, and charming villages. A perfect base to explore nature, art, and local life—all year round.

4.95 out of 5 average rating, 142 reviews
Guest favorite
Apartment in Montefoscoli

Appartamento Foscolo Toscana

L'appartamento si trova al primo piano (senza ascensore) ed è composto di due stanze. La prima è adibita a salotto con letto e televisione. La seconda stanza è composta di cucina, un tavolo per mangiare e una televisione più grande. Infine vi è un bagno (accessibile dal salotto) con servizi igienici e doccia. L'appartamento si trova nel centro storico del piccolo borgo medievale di Montefoscoli.

4.91 out of 5 average rating, 58 reviews
Top guest favorite
Vacation home in Lajatico

Rosa: Tuscan Views & Pool, Walk to Town

Welcome to La Lunaria di Lajatico, an elegant residence in the Tuscan hills, just a 7-minute walk from the village of Lajatico, hometown of Andrea Bocelli. With two pools, panoramic terraces overlooking rolling hills, olive groves, BBQ, and full modern comfort, it offers four rustic-chic apartments—ideal for families, couples, or groups seeking authentic Tuscany close to town.

5.0 out of 5 average rating, 41 reviews

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