
Apartment holiday rentals in Montespertoli
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Quick stats about apartment rentals in Montespertoli

Total holiday rentals
Explore 10 holiday rentals in Montespertoli

Nightly prices starting at
Montespertoli holiday rentals start at $122 NZD per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Montespertoli holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Montespertoli rentals

4.9 Average rating
Montespertoli stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Montespertoli
Guests agree: These apartments are highly rated for location, cleanliness and more.

Tuscan relax appartment with private pool
Beautiful apartment set in the countryside, surrounded by olive groves and vineyards — perfect for nature lovers and scenic walks. Ideally located with easy access to Florence, Pisa, Lucca, Siena, San Gimignano and the coast. The pool is reserved exclusively for guests and our family, ensuring peace and privacy. Nearby you’ll find a small bar/grocery shop, traditional restaurants, and local farms offering wine, olive oil, and cheese. Perfect for experiencing nature, culture, and Tuscan charm.
4.88 out of 5 average rating, 188 reviews
Florence castle apartment [2 bedrooms,2 bathrooms]
Elegant accommodation in an historic building in medieval castle style, equipped with every comfort. Overlooking the Tuscan hills, in a quiet residential neighborhood very close to the historic center. Well connected by public transports and 20 minutes walk from the main monuments. Outside the caos of the historic center, you will be into the authentic Florentine life. Downstairs you will find an excellent and elegant pastry shop, groceries, typical trattorias and a big supermarket.
4.99 out of 5 average rating, 178 reviews
[200m Uffizi] The Florentine Dream – Art and Comfort
Luxurious apartment in the heart of Florence, a short walk from the Uffizi, located in a prestigious historic building ✨ Four-meter-high ceilings with original frescoes and refined crystal chandeliers make the rooms elegant and bright. Composed of: 🛋️ Spacious living room 🛏️ 2 double bedrooms with bathroom 🛏️ Quadruple room with bathroom (1 double bed + 2 single beds) 🛏️ Single room with bathroom 🍳 1 Kitchen Amenities: 🧺 Sheet and towel kit ❄️ Air conditioning 🛜 Wi-Fi
4.84 out of 5 average rating, 118 reviews
Laura Chianti Holidays
Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility in the heart of the Chianti countryside. The apartment is halfway between Florence and Siena, and is in a strategic position for quickly reaching Florence, Siena, San Gimignano, Volterra, as well as the wonderful Chianti hills. The apartment has ample private parking, two bedrooms, an equipped kitchen, a private bathroom, a private garden, a barbecue, and a wonderful view of the Chianti hills.
4.98 out of 5 average rating, 342 reviews
Timeless Beauty in Chianti | 20 min da Firenze AC
Experience the Tuscan dream in this restored Casa Colonica. Surrounded by a private olive grove with panoramic views of San Casciano, you’re just 20 min from Florence. The Space: Bright 2BR apartment with silent AC, fast Wi-Fi, and a full kitchen. Ideal for families or remote work. Outdoor Living: Relax under our grape pergola or explore the olive trees. Logistics: Includes secure gated parking (perfect for rentals) and easy bus/car access to Florence, Siena, and Chianti.
4.89 out of 5 average rating, 199 reviews
La Chicchera, ground floor apt with panoramic view
La Chicchera is a recently renovated apartment with attention to detail in a very quiet street in the centre of Montespertoli, a village in the heart of Chianti and a short distance from Florence and all the other cities of art in Tuscany. Mini-markets, bars, pharmacies, restaurants, shops, banks are within easy walking distance; bus stops are also within walking distance. We look forward to welcoming you and being part of your stay in Tuscany with tips and tricks!
4.92 out of 5 average rating, 148 reviews
The Tuscan Dream-modern in the center of San Gimignano
The Tuscan Dream, an exclusive apartment in the historic center of San Gimignano! This 100 m² apartment, located a few steps from the famous medieval towers, is the ideal base for exploring the UNESCO heritage village. The apartment has large bright spaces, a fully equipped kitchen, a living room with panoramic views of the Tuscan hills, two elegant bedrooms and two spacious bathrooms. Enjoy a spectacular view and relax at sunset with a good glass of local wine.
4.99 out of 5 average rating, 197 reviews
Poggio Massiccioli
Cozy apartment for 4 people furnished in Tuscan style and with exposed beams nestled among the rolling hills of the Tuscan countryside. Available to guests is an equipped garden, free Wi-Fi, a shared equipped swimming pool, a wood-burning oven and barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse recently renovated according to Tuscan tradition and divided into three comfortable apartments.
4.92 out of 5 average rating, 389 reviews
Enjoy a Boutique Penthouse Near the Duomo
Penthouse Apartment situated a few steps from the Duomo. The private terrace offers a stunning view at 360 degrees overlooking the city's historical centre. Interiors are characterised by a modern and elegant design, with great attention to detail. BSL Boutique Suite has nothing to envy to the suites of the most luxurious hotels. The penthouse is located a few steps from the Duomo of Florence—an ideal location to sightsee the city's monuments.
4.98 out of 5 average rating, 286 reviews
Countryhouse 9 kms to Florence-3+2,free park, wine
We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)
4.86 out of 5 average rating, 275 reviews
Comfort Apartment in the Chianti Vineyards
Apartment on the upper floor of the structure characterized by a wonderful view of the Chianti hills, olive groves or the patio. Renovated while maintaining the charm of their ancient walls but adding every comfort. It includes a living room, a kitchenette, a double bedroom, a private bathroom with a shower, air conditioning.
4.93 out of 5 average rating, 455 reviews
House in a medieval tower with a view in Certaldo
Vacation home located in the heart of the medieval village of Certaldo. Second floor apartment without elevator consisting of kitchen with dining room, bedroom with plasma TV and terrace, bathroom with shower, bedroom with sofa bed, relaxation area and panoramic view. Large garden with barbecue! Sleeps 4. Free Wi-Fi!!!
4.98 out of 5 average rating, 138 reviewsPopular amenities for Montespertoli apartment rentals
Weekly apartment rentals

Baggio's Home Luxury and Gym
4.99 out of 5 average rating, 462 reviews
Art of Porcelain the Historic Centre of Florence
4.96 out of 5 average rating, 418 reviews
M4 WHITE Modern, well-maintained, and comfortable studio apartment
4.94 out of 5 average rating, 369 reviews
Chianti, Country house with pool
4.92 out of 5 average rating, 141 reviews
Rooftop with Breathtaking Views. Short Walk to The Duomo.
4.96 out of 5 average rating, 399 reviews
San Miniato - Panoramic terrace in the historic center
4.99 out of 5 average rating, 175 reviews
Apartment at ground floor with garden
4.97 out of 5 average rating, 183 reviews
Casa Piagentina 1 Florence city Free Parking
4.99 out of 5 average rating, 137 reviewsPrivate apartment rentals

Maison San Niccolò Always Florence Collection
4.92 out of 5 average rating, 106 reviews
Oasis of charm and elegance in the heart of Florence
4.95 out of 5 average rating, 128 reviews
Top Floor Apartment at Ponte Vecchio
4.99 out of 5 average rating, 151 reviews
MAISON CHARLOTTE
4.98 out of 5 average rating, 454 reviews
The house of Love
4.85 out of 5 average rating, 387 reviews
Spectacular private terrace Duomo - private house
4.76 out of 5 average rating, 694 reviews
Villa i Lecci 2
5.0 out of 5 average rating, 67 reviews
La Casa di Madina – Flo Apartments
5.0 out of 5 average rating, 10 reviewsApartment rentals with a hot tub

Luxury frescoed apartment in the historical center
4.97 out of 5 average rating, 116 reviews
"Red Rose" apartment with view of Siena.
4.94 out of 5 average rating, 288 reviews
At the top faboulous terrace Florence
4.83 out of 5 average rating, 166 reviews
Apartment with garden and parking
4.89 out of 5 average rating, 370 reviews
Villa di Geggiano - Perellino Suite
4.94 out of 5 average rating, 184 reviews
The Tower - Pistoia Apartments
4.96 out of 5 average rating, 113 reviews
Fully renovated exclusive apartment in Villa
4.99 out of 5 average rating, 102 reviews
Nadja's Home with hot tub - perfect for couples
4.82 out of 5 average rating, 494 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden
- Porta Elisa





