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Vacation rentals in Montopoli

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Montopoli

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Townhouse in Scandicci
4.89 out of 5 average rating, 332 reviews

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Top guest favorite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Apartment in San Miniato
4.99 out of 5 average rating, 170 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.

Guest favorite
Condo in Montopoli
4.93 out of 5 average rating, 164 reviews

Locazione turistica La Rocca

Nel bellissimo borgo medievale, immerso nel cuore della Toscana, camera, bagno e sala con tavolo in stile tipico toscano. Dotato di terrazzo con vista panoramica. Si trova nel centro abitato e vicino a bar/ristoranti ed altri negozi. Parcheggio gratuito. La stazione ferroviaria di trova a 5 km. A pochissimi km dalla FI-PI-LI. Situato in posizione favorevole per visitare tutta la Toscana, le distanze sono: Firenze a 51 km, Pisa a 37 km, Lucca a 45 km, San Gimignano a 45 km e Livorno a 46 km.

Guest favorite
Vacation home in San Gimignano
4.94 out of 5 average rating, 82 reviews

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

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
5 out of 5 average rating, 35 reviews

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.

Top guest favorite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa in Canneto, San Miniato
4.95 out of 5 average rating, 130 reviews

Tuscany Country House Villa Claudia

Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!

Top guest favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 340 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizio navetta e esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello colline e vigneti con tramonti unici.

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
5 out of 5 average rating, 223 reviews

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.

Top guest favorite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 311 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Guest favorite
A wooden terrace is featured with a round table set for breakfast. Glasses of juice and a jug are present, accompanied by a plate of fruit. Surrounding greenery and rolling hills are visible in the background, illuminated by soft morning light.
Tent in Palaia
4.93 out of 5 average rating, 14 reviews

Tenda Glamping "Quercia" con Idromassaggio

La splendida cornice di questo luogo romantico immerso nella natura ti lascerà a bocca aperta. Nella zona più panoramica della proprietà, si trova una splendida struttura Glamping di 50 mq con una camera matrimoniale, bagno, cucina e una splendida terrazza che domina tutta la collina. La struttura è stata creata per le coppie che vogliono passare momenti indimenticabili nella tranquillità e immersi nella natura, ma con tutti i comfort.

Top 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
4.96 out of 5 average rating, 133 reviews

Podere Le Murella "Sunset"

A cozy retreat for two, set among the green Tuscan hills. Enjoy a private 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.

Top guest favorite
Farm stay in Palaia
4.98 out of 5 average rating, 195 reviews

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.

Popular amenities for Montopoli vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Montopoli