
House vacation rentals in Monteriggioni
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Top-rated house rentals in Monteriggioni
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House rentals with a pool

Cercis - La Palmierina
Miruna hat uns herzlich empfangen und direkt vor Ort alles gezeigt. Die Anlage ist sehr gepflegt und schön angelegt. Das absolute Highlight ist der traumhafte Blick von der schönen Terrasse. Der Pool ist schön groß, toll angelegt, dort lässt es sich gut aushalten. Die Unterkunft ist sehr sauber und gepflegt, urig, zum wohlfühlen. Besonders war, dass wirklich alle Dinge des täglichen Bedarfs, wie Kaffee, Süßigkeiten, Nudeln, Wein, Öl, Duschbad, Pflaster etc. vorhanden waren. Die Lage ist für Tagesausflüge ebenfalls sehr gut. Wir hatten eine tolle Zeit, danke dafür.

Private villa/swimming pool in Tuscany
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!

Charming estate with views
Wir hatten wunderschöne Urlaubstage mitten in den Weinbergen der Toskana. Bernadino ist ein sehr angenehmer, unaufdringlicher und aufmerksamer Gastgeber.

Casetta Melograno - Cozy farmhouse in Chianti
Sonia was extremely helpful from start to beginning. Gave us great recommendations which ended up being some of our favourite nights! The most stunning location and beautifully kept place, with everything you could possibly need to live in. 30 mins from Florence, 1 hour from Siena and miles of beautiful scenery and wineries as far as the eye can see As a british couple in our 20’s we loved our stay here ❤️

The Owl: view, pool and garden
We stayed 5 amazing days at Il Gufo and loved every minute. Jacopo is an amazing host and went out of his way throughout to make our stay great. Even meeting us locally and showing us the way to the house. We highly recommend staying at The Owl. The location, high in a valley provides spectacular views and is perfect to relax and unwind. We do not know what was better. The location, accommodations or the fact that we met Jacopo and became immediate friends. That combination made for the greatest memories. Also Luba, their beautiful dog, immediately loved us and greeted us ever time we returned. A little secret, he is an amazing chef and if you get a chance to go to his restaurant do it. Also his dinner recommendations were great. We had dinner at Corte Dei Frati 2 times. Thank you Jacopo for making our 30th Anniversary trip so amazing. We feel privileged to have met you and we will return on our next trip to Italy. You are an amazing person and host. Love Steve & Vicki

Casa di Lyndall - Entire house with exclusive pool
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!

Romantic cosy flat - Toscana Italy
Norma was an absolute treasure, and her home and family were lovely. The property sits overlooking a lovely castle and a beautiful church with great views on the other side. The property has a great pool with plenty of privacy or interaction with the family, I only wish I spoke more Italian to be able to sit and chat with her lovely in-laws! Norma offered great recommendations for day trips, and overall the local area was great to explore. My only advice would be the usual: rent a smaller car to make life easier! Sitting on the patio overlooking the castle, with a glass of wine, is a memory we will never forget, and is highly recommended. Whether during the day or after the sun has gone down and the fireflies comes out (weather permitting) it's a Tuscan treat you won't want to miss. We truly felt like a part of the family and would love to return to her home the next time we come back. Truly a wonderful experience!

Paluffo Stillo House
Il Paluffo was a beautiful place in the Tuscan hills. Stilla, our accommodation, was relaxing and provided most everything we needed. The views were amazing and the staff friendly. The highlight of our stay was the cooking class with Monica. She was a burst of energy and patient as she guided us through a 4-course meal. It was absolutely delicious and plentiful. I would stay a Il Paluffo again and recommend to anyone.
Weekly house rentals

Cozy country house Podere Scorno with pool
Un posto davvero magico! L’appartamento è bellissimo, curato nei dettagli e perfettamente inserito in un contesto tipico e affascinante. Lo spazio esterno è meraviglioso, perfetto per rilassarsi, e la zona piscina è un vero gioiello. Un’oasi di pace e bellezza. Virginia è stata super gentile e accogliente, sempre disponibile e attenta. Ci siamo sentiti davvero a casa. Consigliatissimo!

Casa in campagna vicino a Siena
Place was as described. The house was in pristine condition when we check in. Nested in a quite and peaceful countryside, it was exactly what we wanted. Parking was just a few meters from the main door. Host Patrizia was very friendly and responded to my questions promptly. Her check in instructions were clear and we found the place easily. A short drive from local attractions and wineries, it is a good launch point to tour the region.

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
If you are looking for a little piece of heaven look no further. Vignoni Alto is peaceful and incredibly beautiful. Stefano met us and showed us everything about the apartment and the historic hamlet. His instructions and recommendations were very helpful. The apartment is not far from the restaurants in Bagno Vignoni. Stefano really is a perfect host—responsive, friendly and proactive. Our only regret was that after a week we had to leave.

Podere Tignano, 4-bedroom villa in the Chianti!
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!

The MOONLIT & SUNNY COTTAGE near Florence
We really enjoyed our stay at Alessandro’s place 🇮🇹✨ The house was clean, nicely decorated and had everything we needed 🏡 The area was peaceful, yet well located to explore the region 🚗 Alessandro was responsive, thoughtful and easy to communicate with 🙌🏼 BEST AIRBNB 5/5 ⭐️⭐️⭐️⭐️⭐️

Tuscan house: green, relax: amazing view!
This is my favorite Air BnB host of all time. This is a lovely Tuscan home which is exactly what we wanted. The home had all the old farmhouse touches. Beatrice went out of her way to be helpful and provide lots of great information about the area. We did everything she suggested and had a great time in the area. Will definitely be back. thank you B.

Podere Piazza casa con vista panoramica
Sofias house is beautifully renovated, with a fabulous downstairs area with open fireplace. The views from the backyard are stunning, and very peaceful. Location was great, with a 10 min drive, or 20 minute walk to Siena. Sofia was extremely friendly and helpful with local tips. We will definately go back!

Casa Maurino
Casa Maurino is the ideal accommodation for anyone visiting San Gimignano and surrounding areas - very close to all attractions within the town; right on the edge of the countryside for great walks and magical vistas; quiet serenity when you need to withdraw from the torist hordes. All of the previous glowing reviews are correct 100%. Very highly recommended.
Private house rentals

Casa Ora d"Oro - Panoramic Views
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

Family Forest - Piscina nelle Crete Senesi
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!

la casina del castagno
Casa di Laura è un sogno. Ho condiviso la location a tutti i miei amici perché venire qui è proprio un regalo meraviglioso da farsi. Siamo andati via a malincuore, come quando si lascia una casa vacanza a cui ci si è affezionati. I dintorni sono stupendi, così come la casa, un giardino tranquillo e curato in ogni minimo dettaglio con la piscina che cambia tutta la vacanza. Un tuffo prima di scendere a Siena a visitare (che è a 15 minuti di macchina, neanche) è uno tornando a casa prima di scendere per cena. Ideale per rinfrescarsi dal caldo estivo. È stato veramente stupendo, e torneremo! Grazie mille Laura per aver condiviso con noi ristornati per pranzo, cena e aperitivo e per essere stata così flessibile con l’orario. Non ci siamo neanche incontrate ma dopo essere stata a casa tua è come se ti conoscessi. Grazie!

Oliveta Verde con giardino vicino al centro
Amazing property - stunning views, and outside space. Warm and cosy with beautiful decore. Spotlessly clean. So close to Siena , a very easy walk! Elena was extremely responsive and could not be more helpful

Explore Chianti from a Charming Stone House
La récompense est au bout de quelques centaines de mètres de chemin empierré mais praticable: l'environnement de la maison est superbe et la vue sur la campagne du Chianti est magnifique. La maison n'est pas très grande mais convient pour 4 personnes. Elle est très bien entretenue et équipée. Les produits que Monica laisse gentiment à disposition dans les salles de bains sont raffinés. La piscine (commune aux différents logements du hameau) est suffisamment grande pour pouvoir se détendre en nageant, avec une vue imprenable sur la campagne toscane. A partir de Castellina, il est facile de rayonner pour découvrir Sienne (à moins d'une demi-heure de route) et toute la région du sud du Chianti. Florence est un peu plus loin (compter une bonne heure de route). Séjour magique. Et Monica est très réactive pour aider ses hôtes.

La casina ridente in Toscana con vista mozzafiato
What a magical, unforgettable place to stay! The home is the perfect size for two, and we felt right at home. It’s very clean with plenty of towels, blankets, pillows, and cooking appliances. We really enjoyed waking up to the sound of birds singing and having breakfast on the patio before making excursions to Siena, Florence, Poppi, or nearby Rufina. The neighbor’s cats also greeted us home when we returned (very lovingly!). Would absolutely love to stay again!

Villa le Scope 5*
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!

Countryhometuscany - House with Garden -
We had a wonderful stay in this beautiful accommodation in Tuscany. The views are stunning, and the property includes a small, fenced garden, which was perfect for our dog. There's also a large pool available to all guests, which was a huge plus. Having a car is a must. The location is ideal for visiting local spots like Siena, San Gimignano, and Val d’Orcia. The host provides a fantastic guidebook with recommendations, and we were never disappointed by any of the places he suggested. The fully equipped kitchen made it easy to prepare meals, and we enjoyed relaxing dinners in the garden under the lights. Overall, it's a cozy and comfortable place, perfect for a Tuscan vacation
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Cala Violina
- Parco delle Cascine
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Kite Beach Fiumara
- Marina di Grosseto beach
- Mercato Centrale
- Pitti Palace
- Giardino Bardini
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi