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Holiday rentals with a pool in Santa Maria a Monte

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Top-rated rentals with a pool in Santa Maria a Monte

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Top guest favourite
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.
Apartment
5 out of 5 average rating, 307 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Guest favourite
A view through an ornate lattice structure reveals a doorway leading to a bright interior. Natural light filters into the space, highlighting its warm tones. The open door frames a scenic landscape beyond, suggesting a connection to the outdoors.
Apartment
5 out of 5 average rating, 19 reviews

Cima alla Serra Farmhouse - "Leccino"

The location has 8 large apartments, including 6 two-room apartments and 2 studio apartments, furnished with the best materials of the Tuscan tradition, such as terracotta, wooden beams and Carrara marble. Living room with sofa bed, kitchenette, double bedroom and bathroom with shower. Outdoor space near the apartment with table, chairs, umbrella. Panoramic terrace! Panoramic infinity pool, hydro-massage. Open according to weather conditions, in the months of April and May, closed in October.

Top guest favourite
A rustic dining area is highlighted by a long wooden table surrounded by several chairs. A vase of sunflowers sits at the center. The stone wall adds warmth to the space, while a clock and decorative items provide an inviting touch.
Home
4.96 out of 5 average rating, 160 reviews

Casetta Melograno – Cozy farmhouse in Chianti

This house is part of an old building recently refurbished and in the past was a convent which used to be a part of the castle estate located in front of us. The interior design reflects the typical Tuscan style of furniture and materials. The kitchen is equipped with a fridge, induction hob, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes. it's recomended to have a car to reach the accomodation and to move.

Superhost
An exterior view of a charming independent dwelling is presented, featuring light stone walls and a large door with wooden shutters. A potted plant with pink flowers is positioned in the foreground, while a hammock is visible under the trees in the background.
Holiday home
4.88 out of 5 average rating, 17 reviews

Melone Tuscany House to Santa Maria a Monte

NOVITA'...Idromassaggio Privato • 4 persone • Disponibile 24 ore su 24 • Disponibile tutto l'anno! Rilassati e ricaricati in quest'oasi di quiete ed eleganza. Goditi un bagno rilassante in piscina , e un dolce abbraccio del sole della toscana. Deliziati con un barbecue o leggi un libro su un'amaca da sogno. Sarai immerso nella quiete della natura, a 30 minuti di auto da Pisa, Lucca e Livorno e 45 minuti da Firenze. Location ideale per chi fugge dalla città , in cerca privacy e relax.

Top guest favourite
An artistic overlay of a leaf outlines the words 'Le Querce,' blending with the background of a serene landscape featuring trees and open space. Subtle hints of greenery are visible, suggesting a peaceful environment.
Flat
4.93 out of 5 average rating, 45 reviews

Le Querce, app. Salvia

The new apartments "Le Querce" are on the ground floor of a villa located on a three-hectare farm with olive grove and orchard, characterized by the presence of tall oak groves. The accommodations are apartments of about 60 square meters each of which has a porch in front, for personal use of about 20 square meters overlooking the infinity pool, this one of common use (of 50 square meters), sunbeds and umbrella available. Guests will be able to use free, unattended private parking.

Top guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay
4.99 out of 5 average rating, 447 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Superhost
A well-maintained outdoor space features a swimming pool surrounded by sun loungers. Lush greenery and trees provide shade and privacy. The property offers a spacious garden area and a view of the charming building in the background, adding a tranquil ambiance.
Flat
4.95 out of 5 average rating, 21 reviews

Casale I Lecci - Rose

Apartment 65 sqm, first floor, kitchen/living room with sofa bed, bedroom with double bed, bedroom with 2 single beds, bathroom with shower. The recently renovated property is located on a hill about 1 km from the small medieval historic center of Santa Maria a Monte, in a very favorable position for visiting the most important art cities of Tuscany. The farmhouse contains a total of 4 independent apartments, equipped with all the necessary amenities.

Guest favourite
A serene pool area is surrounded by lounge chairs positioned on lush green grass. In the background, a historic stone tower and rustic buildings blend with olive trees, creating a tranquil atmosphere with picturesque views of the surrounding hills at dusk.
Villa
4.96 out of 5 average rating, 48 reviews

Villa with Private Pool on the Lucca Hills in S. A

Villa Matilde is a superb farmhouse in the medieval hamlet of S. Andrea di Compito, south of Lucca. With its stone facades set amid cypress trees, colourful gardens, and majestic vistas, the villa evokes the quintessential character of antique Tuscany. Beautifully restored and renovated interiors provide a comfortable vacation home infused with rustic charm, lovely living and dining areas both in the main villa and in the adjacent hayloft.<br><br>

Top guest favourite
A charming house is framed by a well-kept garden, featuring large glass panels that offer views of the surrounding landscape. A seating area with two loungers is positioned on the grass, along with a small table. The entrance leads to a welcoming interior space.
Tiny home
4.99 out of 5 average rating, 111 reviews

Historic charm with modern comfort, Tuscany

Charming Retreat for Two, 15 Minutes from Vinci Escape to a cozy hideaway perfect for couples seeking relaxation and comfort. Enjoy a private garden and a shared travertine pool with stunning views of the Tuscan countryside—especially magical at sunset. Ideal for romantic, slow-paced weekly stays. We live on the property with discretion and are happy to assist if needed. A car is required to reach the house.

Superhost
A private rectangular swimming pool is surrounded by a stone terrace, featuring lounge chairs for relaxation. Lush greenery and trees provide a natural backdrop, while a two-story villa and adjoining loggia frame the space, offering multiple shaded areas for outdoor seating.
Villa
4.7 out of 5 average rating, 10 reviews

Villa, fenced pool & garden

Property for exclusive use Villa from the 1970s, 250 sq mt with a fenced swimming pool, holding up to 10 persons in 4 double bedrooms, one bedroom with two beds, 4 bathrooms plus one smaller bathroom. Guests can use the garden with barbecue and parking within the property. The property has internet GSM 4G router and is the ideal solution for families with children.

Top guest favourite
The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.
Farm stay
4.99 out of 5 average rating, 316 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.

Top guest favourite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay
4.98 out of 5 average rating, 179 reviews

Countryside Dream farm in Tuscany

Great place 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 Santa Maria a Monte rentals with a pool

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