Vacation rentals in Monterotondo Marittimo

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Top-rated vacation rentals in Monterotondo Marittimo

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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 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 window view frames the serene landscape, showcasing rolling green hills and vineyards under a partly cloudy sky. A bottle of wine and two wine glasses rest on the windowsill, adding to the tranquil atmosphere of the scene.

Apartment in Pievescola

4.99 out of 5 average rating, 107 reviews

Tuscan View 360: 3 bedr, 2 baths, free parking

Elegante e moderno appartamento situato nel borgo di Pievescola, tra Siena e Firenze, vicino a Monteriggioni e Parco Fluviale. A pochi passi dal ristorante, mini market, panificio, pasticceria, farmacia e banca. Ad uso esclusivo, raggiunto con scale al piano primo, si divide in: • 3 Camere da letto con materassi memory • 2 Bagni con doccia a cascata • Finestre con vista a 360 gradi sui colli • Soggiorno, cucina professionale e zona pranzo • Lavanderia interna con lavatrice e asciugatrice

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, 175 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

Condo in Massa Marittima

4.99 out of 5 average rating, 167 reviews

Casa Vecchio Forno

The apartment is on the ground floor, in the historic center of Massa Marittima, just 100 meters from the Cathedral square. It is easily accessible from all the parking lots in the historic center and within walking distance you can find: cafes, restaurants, banks, grocery stores, a pastry shop and a pharmacy. The recently renovated 68m house has a separate entrance and consists of: a kitchen with kitchenette, a double bedroom, a living room with sofa bed and a bathroom.

Guest favorite

The country cottage is surrounded by tall trees and lush greenery, softly illuminated at dusk. The rustic stone exterior features warm light emanating from the windows, highlighting the tranquil setting in the Tuscan countryside. A wooden fence outlines the property, enhancing its privacy.

Cottage in Ponte Feccia

4.94 out of 5 average rating, 170 reviews

Country cottage C&M surrounded by greenery, love Tuscany

Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.

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.

Top guest favorite

A tranquil plaza is featured, flanked by archways and historical stone buildings. The main church displays a simple yet elegant facade with a bell tower. Dim light filters through the clouds, creating a serene atmosphere in the square.

Condo in Asciano

4.97 out of 5 average rating, 289 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, equipped kitchen, large living room, and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Convenient location to visit Tuscany and Umbria.

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.

Guest favorite

A spacious green garden is visible, dotted with trees offering natural shade. A wooden dining table with chairs is positioned under the trees, providing an inviting setting for outdoor meals. The rustic brick building stands in the background, complementing the serene surroundings.

Farm stay in Simignano

4.89 out of 5 average rating, 197 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Guest favorite

An expansive infinity pool is shown, with sparkling turquoise water reflecting the clear blue sky. The pool appears to blend with the sea in the distance, framed by lush greenery and trees on the surrounding landscape.

Farm stay in Castagneto Carducci

4.99 out of 5 average rating, 105 reviews

sea view villa with private infinity pool

RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.

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Popular amenities for Monterotondo Marittimo vacation rentals

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Other great vacation rentals in Monterotondo Marittimo

Guest favorite

Home in Cerreto Guidi

4.95 out of 5 average rating, 474 reviews

Casa del Giardino

LoriRating, 5 stars3 weeks ago

My husband and I, plus our French Bulldog, had the pleasure of staying here for just over 3 weeks. Immediately felt like home, and host family had everything to do with that! Highly recommend. stunning views, fabulous location and some of the most gracious people I've ever met.

Top guest favorite

A large arched window frames a serene view of rolling green hills and distant mountains. A tree branch extends outside the window, adding a natural touch. Clouds drift across the blue sky, enhancing the sense of openness and tranquility.

Vacation home in Roccatederighi

4.92 out of 5 average rating, 37 reviews

Holiday in an antique farm, Pergola

AaronRating, 5 stars1 week ago

If you have the chance to stay at Peruzzo, stop reading reviews and book it already! The farm is stunning, peaceful and you feel like you are staying at a friend's place rather than an Airbnb. If you have kids, Peruzzo is a perfect place for them to run around and see all of the farm animals. Giuila and Elisa were incredibly hospitable and welcoming, giving detailed and fantastic recommendations for things to do in Tuscany. The area is also a much quieter and less touristy part of Tuscany, with mostly locals. Most of the restaurants we went to were very quiet, but the food was incredible and cheap. We met many other guests that have been going to Peruzzo with their family every year for 20+ years and we can totally see why, we miss it already. We will definitely be coming back again the next time we are in Italy.

Guest favorite

A spacious villa is featured, showcasing a rustic stone facade beneath a partly cloudy sky. Lush green lawns surround the building, complemented by well-maintained gardens and tall trees. The structure includes multiple sections, with a terracotta roof and several windows visible.

Apartment in Roccastrada

5 out of 5 average rating, 15 reviews

Apartment in a wine estate

Steven JohnRating, 5 stars1 month ago

We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.

Top guest favorite

A traditional Tuscan villa is captured from an exterior view, showcasing its stone facade and arched doorways. Lush greenery surrounds the property, with well-maintained gardens and planters. The scene is complemented by a clear blue sky, adding to the serene countryside atmosphere.

Home in Barberino Tavarnelle

4.97 out of 5 average rating, 71 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars1 week ago

How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!

Top guest favorite

The exterior of the building features warm-toned walls and a stone facade, complemented by large windows. A patio area is visible with a small table and chairs, and the surrounding landscape includes rolling hills beneath a clear sky.

Apartment in Massa Marittima

5 out of 5 average rating, 13 reviews

Panorama Ferien Toscana "Olivo"

InesRating, 5 stars4 weeks ago

The place was beautiful and beautifully located. Very quiet and idyllic. We were able to watch fireflies, a wild cat, and lots of other animals. The space itself is even better than the pictures. Just had a wonderful time. But the best is Francesco's hospitality. He was helpful and very warm. We will be happy to come again.

Guest favorite

A wooden table is set outdoors, featuring a vase of lilac flowers alongside a bottle of red wine. Two glasses rest on the table, with a lush green garden visible in the background, framed by distant mountains under a partly cloudy sky.

Cottage in Chiusdino

4.93 out of 5 average rating, 158 reviews

Open space rural house in San Galgano

ChristianRating, 5 stars6 days ago

Perfect place to calm down. We loved the fireflies at night!

Top guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 133 reviews

Villa di Geggiano – Guesthouse

CharlesRating, 5 stars2 weeks ago

Everything about this place was magical and refined and peaceful. It was like stepping out of time and into a space of beauty and peace. Birds singing, frogs chirping, fire flies lighting up the night. Andrea was so friendly and so helpful and so generous. I definitely want to come back and stay longer. I can even imagine my daughter’s wedding there. We look forward to our next opportunity to stay!

Guest favorite

A rustic kitchen area features a unique stone sink positioned against a tiled backsplash adorned with decorative blue tiles. A wooden cutting board rests beside jars of pasta and grains, while towels hang nearby, contributing to the home's traditional charm.

Home in Gerfalco

4.94 out of 5 average rating, 49 reviews

Barn of Vignanova in Alta Maremma (Montieri)

MatthiasRating, 5 stars1 week ago

Lucia's accommodation is a dream for all who seek peace in the midst of nature. You are surrounded by the forest, a magnificent starry sky and countless fireflies (at least in early June we were lucky). You can hear a stream rushing and countless birds chirping, every now and then a wild boar grunts in the distance and various cats stop by every now and then. The place is very tastefully decorated and Lucia is incredibly warm. The journey is much less dramatic than it seems at first glance. Absolutely recommended!

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Vacation rentals in Monterotondo Marittimo

Top-rated vacation rentals in Monterotondo Marittimo

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