Vacation rentals in Cavallano

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Top-rated vacation rentals in Cavallano

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Top guest favorite

Home in Panzano

4.98 out of 5 average rating, 440 reviews

Old Farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Top guest favorite

The historical Villa di Geggiano is surrounded by lush gardens and vineyards, displaying elegant landscaping. Its stone façade and terracotta roof harmonize with the rolling hills in the distance. A gravel driveway leads to the entrance, providing access to the serene countryside ambiance.

Cottage in Geggiano

4.99 out of 5 average rating, 133 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favorite

A serene swimming pool is surrounded by lush greenery and tall cypress trees. Several lounge chairs are placed along the poolside, offering ample space for relaxation. The water's clear blue hue reflects the bright sky, creating a tranquil outdoor setting.

Guesthouse in Macciano

4.96 out of 5 average rating, 164 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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, 116 reviews

Belforti Tower

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 spacious lawn gently slopes up towards a beautifully restored two-level house, featuring warm yellow and red hues. Tall cypress trees line the property, complementing the lush greenery of the surrounding gardens. Soft clouds drift above, enhancing the serene countryside setting.

Home in Gambassi Terme

4.99 out of 5 average rating, 176 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.

Guest favorite

The exterior showcases a rustic stone facade with a set of stairs leading to an upper entrance. Lush greenery surrounds the property, complemented by potted plants and a pebbled pathway. Natural light filters through the clouds, enhancing the serene countryside atmosphere.

Apartment in Casole D'Elsa

4.93 out of 5 average rating, 103 reviews

Girasoli apartment with pool in farmhouse

Going up 17 steps you will be hosted in an apartment located on the second floor with a separate entrance. Consisting of a kitchen, bathroom with shower and double bedroom with 2 windows overlooking the town of Casole d'Elsa and the pool. Mosquito nets on the windows. Shared terrace with the Manuela apartment, where it is forbidden to leave towels, shoes, toys. TO BE PAID - TOURIST TAX - HEATING MUST BE REQUESTED at the time of booking and costs €15 per day.

Top guest favorite

A wooden table is set for dinner outdoors, featuring bowls of pasta, fresh salads, and a bottle of wine. Two glasses of white wine are placed on the table beside fork and knife settings. The cobblestone pathway is softly illuminated by warm ambient light, suggesting a serene evening atmosphere.

Apartment in Montemassi

4.97 out of 5 average rating, 103 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

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, 118 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 balcony is adorned with blooming flowers and greenery, offering a scenic view of the rolling hills and vineyards. Small outdoor furniture is positioned for relaxation, while the sky features scattered clouds, enhancing the tranquil atmosphere of the surrounding landscape.

Condo in Castelnuovo dell’Abate

4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Top guest favorite

A serene salt-water pool is surrounded by lush greenery and colorful flowers. Sun loungers are positioned around the pool, offering seating for relaxation. Rolling hills and cypress trees create a picturesque backdrop, showcasing the tranquil beauty of the Tuscan countryside.

Condo in Panzano

4.96 out of 5 average rating, 249 reviews

Apt. Panzanello-Panzano in Chianti

The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful view that you can admire from your private terrace, a perfect place to spend peaceful and serene moments accompanied by a good glass of Panzanello wine. Access to the apartment is private and free parking is available. The kitchen is equipped with everything you need to prepare delicious meals.

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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Popular amenities for Cavallano vacation rentals

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Other great vacation rentals in Cavallano

Top guest favorite

A rustic stone bridge spans a gently flowing stream, surrounded by lush greenery. Sunlight filters through the trees, casting soft shadows on the water and rocks. The path leading to the bridge is visible, showcasing a serene natural setting.

Townhouse in Colle di Val d'Elsa

4.98 out of 5 average rating, 62 reviews

La casina sull'Elsa - Between SentierElsa and Francigena

GiorgioRating, 5 stars6 days ago

The apartment is very clean, well organized and very well stocked. The location is great for getting around and is well served by shops. The owners were ready to solve a problem that arose. So our opinion is excellent and certainly when we can continue to visit the beauties of Siena we will return there.

Guest favorite

A window draped with light, flowing curtains frames a view of distant hills and town rooftops. A small table holds stacked books, a pair of glasses, and a coffee cup with a cookie, creating a serene reading nook.

Apartment in San Gimignano

4.95 out of 5 average rating, 55 reviews

Cozy 18th century house

HaleyRating, 5 stars1 week ago

A magical stay! I wish I could have spent many more days here as I was so relaxed and didn’t want to leave! Quiet and in the center of it all. It was well appointed and decorated. While still feeling traditional to the space, it had modern flair. The bed and couch were both very comfortable and clean. I would stay again if I’m ever back! It’s good to note that there are a lot of stairs to the top and if you have heavy luggage, you are in for a workout!

Guest favorite

A gravel pathway winding through lush greenery leads toward the entrance of a rustic stone building. Soft morning fog envelops the scene, while trees line the path, contributing to a serene and tranquil atmosphere.

Home in Colle di Val d'Elsa

4.95 out of 5 average rating, 59 reviews

Relax in a Jacuzzi in Tuscany

LucaRating, 5 stars2 weeks ago

Memorable stay, beautiful location, breathtaking view, impeccable welcome. We had a great time, even if it was for too short a time. The promise is to return. Thank you for everything!

Guest favorite

A panoramic view captures rolling hills and lush green valleys under a partly cloudy sky. The image features historic buildings with terracotta roofs nestled within the landscape, complemented by a distant tower that adds a touch of charm to the serene natural backdrop.

Condo in San Gimignano

4.96 out of 5 average rating, 83 reviews

TWIN TOWER unica al mondo unique in the world

BobbyRating, 5 stars1 day ago

Absolutely stunning views of Tuscany, a must book for the first time in the city. I loved every second of it, it is the best location and you are in the heart of the city

Guest favorite

A spacious rooftop terrace is equipped with a dining table and umbrella, surrounded by charming rustic buildings. The area features black outdoor chairs and a view of terracotta rooftops under a bright blue sky adorned with fluffy white clouds.

Condo in Volterra

4.97 out of 5 average rating, 33 reviews

The Walkable Volterra Rooftop Suite

AnitaRating, 5 stars6 days ago

We had a wonderful stay at the apartment whilst visiting Volterra and the surrounding Tuscan countryside. The apartment has a fantastic walk and it is super spacious and clean. The hosts were really helpful and we visited the wine bar and restaurants our lovely hosts suggested which were great. The roof terrace was lush! Definitely recommend

Superhost

A charming spread features a jar of chestnut honey and an extra apricot jam, both elegantly placed atop a checked tablecloth. Nearby, assorted cheeses and slices of bread are arranged on a wooden board, creating a delightful display of local culinary offerings.

Farm stay in Colle di Val d'Elsa

4.57 out of 5 average rating, 23 reviews

Trail of the Forest · Tenuta di Mensanello

LenaRating, 5 stars12 months ago

Our accommodation was located about 800 yards from the main building and consisted of four separate apartments. We were surrounded by vineyards and had our own fenced pool area and large garden which was perfect for our dog. Fortunately, we didn't have a burden with mosquitoes, but in the dark we could admire the fireflies. For us, a perfect place to relax. The apartment was big, the furniture was unfortunately a little old - but think on Italy standards. Unfortunately, the booked apartment was not available due to roof work, but here we received compensation. You are definitely dependent on a car, as the village really only consists of two hotels. However, the starting point for trips to Siena and San Giminiano is great.

Guest favorite

A classic stone farmhouse is framed by tall trees, surrounded by a grassy area. Arched windows and a tiled roof enhance the structure's rustic charm. The serene landscape includes rolling hills in the background, with a clear blue sky overhead.

Cottage in Volterra

4.92 out of 5 average rating, 83 reviews

Podere Grignano, beautiful Tuscany.

AlexandraRating, 5 stars5 days ago

Stefano and his wife are perfect hosts, discreet but always available. The accommodation is as described, if you are looking for peace in the beautiful Tuscan countryside, this is the place to be! A dream in the middle of nature!! A Tuscan-style stone house and everything you need. The last meters of the driveway are a bit adventurous and not suitable for every car. We really enjoyed our time there!

Top guest favorite

Farm stay in San Quirico d'Orcia

4.98 out of 5 average rating, 44 reviews

Wine Loft in the vineyards

HilaryRating, 5 stars1 week 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.

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Vacation rentals in Cavallano

Top-rated vacation rentals in Cavallano

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