Vacation rentals in Pillo

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Top-rated vacation rentals in Pillo

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Guest favorite

The historic towers of San Gimignano are illuminated against a dark sky, highlighting their distinctive architecture. The surrounding buildings are softly lit, creating a serene nighttime atmosphere that emphasizes the town's medieval character.

Farm stay in San Gimignano

4.89 out of 5 average rating, 209 reviews

Oleandro double room with pool in San Gimignano

Double room in the peaceful countryside of San Gimignano, just 5 min from town by car. Located in Montegonfoli Farm, an ancient estate like a hidden hamlet, surrounded by olive trees, vineyards, and a private forest with a stream. Guests can enjoy the pool during the warm season. The room has a 160x190cm queen bed, large bathroom, fridge, microwave, and a terrace with dining table (no kitchen/fires). A perfect place for couples or solo travelers seeking tranquility, charm, and a touch of Tuscany

Top guest favorite

A scenic view captures a historic tower atop a building, surrounded by rolling hills and lush greenery. Soft light from the setting sun illuminates the landscape, showcasing a serene countryside scene with a vibrant sky filled with clouds.

Apartment in San Miniato

4.99 out of 5 average rating, 139 reviews

San Miniato -Terrazza panoramica in centro storico

Nuovissimo appartamento nel centro storico di San Miniato. Recentemente ristrutturato, è l’ideale per chi ricerca la tranquillità in pieno centro, con una bellissima vista sulle campagne toscane grazie al terrazzo panoramico perfetto per una colazione al sole o un aperitivo speciale. Immerso nella parte storica della città, si raggiungono comodamente a piedi ristoranti tipici, negozi e tutte le bellezze di San Miniato. Grazie alla sua posizione centrale è l'ideale per visitare l'intera Toscana.

Top guest favorite

The image displays a tranquil outdoor setting featuring a stone swimming pool surrounded by lush greenery. In the background, a historic tower rises among tall trees, while olive trees are seen in the foreground, enhancing the natural beauty of the landscape.

Castle in Montecatini Val di Cecina

4.99 out of 5 average rating, 118 reviews

Torre dei Belforti

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here with our sons and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Top guest favorite

A view is provided from a window overlooking a narrow street in a historic area. A stone well is visible at the center of the square, surrounded by rustic buildings. The scenery includes distant hills, enhancing the sense of tranquility in the surroundings.

Condo in Gambassi Terme

4.99 out of 5 average rating, 100 reviews

CASA NELLA Appartamento nel Centro Storico

L'Appartamento ristrutturato recentemente, si trova nel centro storico del paese in zona centrale e tranquilla. Al primo piano di un edificio storico. E' composto da un ampio e luminoso soggiorno con due finestre che si affacciano sulla pittoresca piazzetta della cisterna con un angolo cottura attrezzato anche di lavastoviglie, una spaziosa camera matrimoniale con bagno con doccia e bidet. A disposizione degli ospiti l'attrezzatura da cucina, la biancheria, gli asciugamani e i teli bagno.

Guest favorite

Two sun loungers are positioned in a lush garden, overlooking rolling hills filled with greenery. Bright red and green plants frame the area, while wide-open blue skies enhance the tranquil setting.

Home in Castellina in Chianti

4.98 out of 5 average rating, 111 reviews

StageROOM03 -Chianti Idillic Country living

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Guest favorite

Home in Gambassi Terme

4.86 out of 5 average rating, 103 reviews

Casa nel cuore della Toscana

Appartamento ricavato da fienile toscano,vista panoramica della zona ,in campagna molto tranquillo vicino a città come San Gimignano. A 50km da Siena,Pisa e Firenze: Importante: l'appartamento di 40mq ha una soluzione aperta con camera da letto non separata dal soggiorno da una porta, solo con un piccolo corridoio (the apartmenthas an open solution with bedroom not separated from living room with a door). IMPOSTA DI SOGGIORNO €1 a persona (i bambini sotto 7 anni non pagano)

Guest favorite

A spacious garden is featured, surrounded by well-established trees. A wooden dining table with several chairs is positioned in the foreground, while a rustic building is set back in the landscape, creating a serene outdoor environment.

Farm stay in Sovicille

4.93 out of 5 average rating, 139 reviews

Casa al Gianni - Olmo

Ciao, siamo Cristina & Carmelo! Ti invitiamo a scoprire il fascino rustico e l'autenticità di "Casa al Gianni", il nostro agriturismo nel cuore della campagna Toscana a 20 minuti da Siena. Dopo una recente ristrutturazione, i nostri alloggi sono pronti ad accoglierti con tutto il confort moderno senza perdere l'essenza della tradizione. Nell'Appartamento Olmo, ti aspettano letti completamente nuovi, promessa di sonni tranquilli e rigeneranti, nuova cucina e nuovo bagno.

Guest favorite

A covered outdoor seating area is framed by arches, offering views of lush greenery and trees. Two light-colored chairs are positioned around a small table, while potted plants add a touch of color to the serene environment.

Home in Montaione

4.94 out of 5 average rating, 104 reviews

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.

Guest favorite

A scenic view of rolling hills and lush greenery is visible from a window. Terracotta roofs and a winding path can be seen below, enhancing the historic charm of the medieval surroundings.

Condo in San Gimignano

4.93 out of 5 average rating, 119 reviews

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

Guest favorite

A scenic view of rolling hills and vineyards stretches across the landscape, illuminated by soft natural light under a partly cloudy sky. Lush greenery and trees frame the foreground, creating a serene and inviting backdrop typical of the Tuscan countryside.

Home in Barberino Tavarnelle

4.91 out of 5 average rating, 145 reviews

La Casa di Nada Suite

Da ogni finestra della mia casa si aprono meravigliosi panorami sulle colline Toscane, un incanto che accompagnerà ogni momento del vostro soggiorno. La mia cucina è completamente attrezzata e le camere sono comode e luminose, con bagno privato per ogni camera. Nel soggiorno ho un bellissimo caminetto tutto per voi. una pratica lavanderia completa questo rifugio nel Cuore del Chianti

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Villa in Gambassi Terme

4.85 out of 5 average rating, 152 reviews

Il Leccio - Tuscany home near San Gimignano

Tuscan farmhouse with beamed ceilings and large living area with fireplace. 3 bedrooms, 2 bathrooms and an outdoor area for lunches and dinners in the company. Hilly and windy landscape with panoramic views of the Tuscan countryside. 12 km from San Gimignano, 30 from Volterra, 30 from Siena and 2 km from the medieval village of Certaldo Alto.

Top guest favorite

Farm stay in Pisa

4.99 out of 5 average rating, 298 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded 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.

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Other great vacation rentals in Pillo

Guest favorite

A quaint entrance door is framed by weathered brick walls, showing a rich wooden door with vertical panels. A decorative mailbox and a nameplate are positioned on the right, highlighting the character of the historic surroundings.

Apartment in Gambassi Terme

4.92 out of 5 average rating, 150 reviews

Appartamento La Cisterna - Gambassi Terme

IrisRating, 5 stars3 weeks ago

Bellissima casa, posto estremamente tranquillo e comodo per raggiungere molte mete turistiche nella zona, ci torneremo sicuramente!

Top guest favorite

Farm stay in San Gimignano

5 out of 5 average rating, 64 reviews

Farmholiday Villino del Grillo in San Gimignano SI

JanRating, 5 stars1 week ago

Giovanni and his family were super helpful and their place is great. It's perfect for people who want to be far from the city but still have a lot of options for visiting the beautiful cities around. You can see Florence, Volterra, San Gimignano and much more, all in less than one hour of a drive. The place was perfectly clean and you have everything you need. The bed was also good, we slept like babies. Can only recommend!

A private swimming pool is bordered by a wooden deck, offering views of rolling hills and vineyards in the distance. Sun loungers are positioned next to the pool, creating a serene space for relaxation under a clear blue sky.

Villa in Gambassi Terme

4.82 out of 5 average rating, 11 reviews

A Casa di Franca Villa con piscina

AmberRating, 5 stars3 weeks ago

The villa was fantastic and in such a beautiful location. The outside of the house was amazing with the pool overlooking the vineyard. We had an exceptional wine tasting experience in the company’s vineyard which was well worth it! Selma was a lovely host, very attentive and friendly! We loved the tortoise in the garden and named him Diego! Would stay here again!! Many thanks!

A bright and welcoming main bedroom features a large bed with a layered blanket, complemented by a cozy sofa. An entrance with a large archway leads to the rustic living area. A mirrored wardrobe and windows provide ample natural light, enhancing the ambiance.

Home in Gambassi Terme

4.73 out of 5 average rating, 70 reviews

Autentica tra Pietre e Mattoni

AnnaRating, 5 stars3 days ago

Terremo in considerazione per le prossime volte in zona! È un ottimo spazio per rilassarsi grazie anche all arredamento curato e lo stile rustico di casa, sarà la base per relax e per dormire, per mangiare proveremo i ristoranti in zona. Un 5 stelle per la pulizia. Grazie e alla prossima!

Top guest favorite

An ornate wrought iron gate stands open, revealing a pathway lined with autumn leaves and greenery. The archway is adorned with climbing vines, leading into a serene garden filled with various plants and flowers. A soft natural light bathes the scene.

Farm stay in Greve in Chianti

4.98 out of 5 average rating, 59 reviews

Agriturismo Casa Giulia di Sopra

DarioRating, 5 stars3 weeks ago

What a great winery! The location is really unique, the accommodation is in the middle of the vineyard and very quiet. Alessandro our host was very nice, gave us a warm welcome and took a lot of time to show us everything (including the wines). We were also very happy with the accommodation, which was beautifully furnished and had everything we needed.

Top guest favorite

A contemporary outdoor patio area features a wooden deck, dining table with several chairs, and an umbrella for shade. Lush green grass surrounds the space, complemented by various plants and shrubs in the background, providing a harmonious connection to nature.

Farm stay in San Quirico d'Orcia

4.98 out of 5 average rating, 44 reviews

Wine Loft tra le vigne

HilaryRating, 5 stars2 weeks ago

The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

Guest favorite

Farm stay in Castelfiorentino

4.87 out of 5 average rating, 55 reviews

La Corte d'Elsa - Tuscan farmhouse with pool

ElkeRating, 5 stars2 weeks ago

Eine wirklich schöne Anlage mit toller Aussicht. Schöner Pool und Liegewiese. Alles sehr liebevoll bepflanzt und gepflegt. Manches wie die Duschen und die Treppe in das obere Schlafzimmer sind sehr eng (nicht für jeden geeignet). Es ist ein guter Ausgangspunkt für Ausflüge. In unmittelbarer Umgebung gibt es nur ein Lokal, das aber sehr hipp und beliebt bei den Einheimischen ist.

The image captures a serene view of rolling hills, shrouded in a gentle morning mist. The landscape is dotted with vineyards and trees, stretching towards distant mountains, creating a tranquil atmosphere. The scene is framed by the edge of a stone building and lush greenery.

Cottage in San Gimignano

4.84 out of 5 average rating, 209 reviews

Countryside Cottage With View - Le Rondini apt

EwelinaRating, 5 stars2 weeks ago

The place is just perfect, peaceful and beautiful, yet very close to San Gimignano ( 6 minutes drive), Sienna, Pienza, Florence, Montepulciano, Lucca, Volterra. The house is pretty, the view breathtaking. a large garden was loved by our dog. We would love to come back one day. Owners were very helpful and friendly. Thank you!

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Vacation rentals in Pillo

Top-rated vacation rentals in Pillo

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