
House holiday rentals in Sassofortino
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House rentals with a pool

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
Nous avons adoré notre séjour chez Bernardino ! Le paysage est magnifique, l’endroit est très propre et la piscine est un vrai plus pour se détendre. Bernardino est un hôte attentionné, toujours à l’écoute et prêt à aider à tout moment. Merci pour cette belle expérience !

Country house La Meria
Als je hier verblijft, waan je je in een schilderij, zo mooi is dit huisje gelegen in de bergen! Lucca is echt super aardig en grappig. Hij verteld een hoop. Het restaurant wat ze runnen is ook prima, en goed eten! Het ontbijt is uitgebreid. Wij raden dit huisje zeker aan!

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

Podere Collina
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!

Casa di Lyndall - Entire house with exclusive pool
Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)

Gaiole in Chianti Poggio Casabianca
Valeria und Simone haben eine super schöne und saubere Wohnung! Wir haben uns von Anfang an sehr wohlgefühlt. Die Wohnung bietet einen super Ausgangspunkt für zahlreiche Wanderungen und Ausflüge. Während unseres Aufenthaltes haben wir immer gute Tipps und Ratschläge von den beiden bekommen. Unser Hund hat sich auch sehr wohlgefühlt und da das Grundstück komplett eingezäunt ist, konnte er sich frei bewegen. Wir würden jederzeit wiederkommen. Es war eine unglaublich schöne Zeit!

House Rigomagno Siena
Wir hatten eine wunderbare Zeit in diesem absolut niedlichen Haus, das inmitten atemberaubender Natur liegt. Die Ruhe ist einzigartig – man hört nur das Zwitschern der Vögel, und hin und wieder zeigen sich Rehe am Waldrand. Einfach magisch! Der Pool war top gepflegt und man hatte richtig Ruhe. Ein echtes Highlight war für uns die Küche: So liebevoll eingerichtet und außergewöhnlich gut ausgestattet – das haben wir so noch nie erlebt! Der Gasherd und der hochwertige Backofen haben das Kochen zu einem Vergnügen gemacht. Gastgeber Diego war unglaublich freundlich, aufmerksam und herzlich. Man fühlt sich bei ihm sofort willkommen und bestens umsorgt. Ein perfekter Rückzugsort für alle, die Natur, Ruhe und liebevolle Details zu schätzen wissen.
Weekly 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!

Casadiluppe Dimora tipica sulle colline maremmane.
La casa di Mariagabriella ha una vista splendida, l'abbiamo trovata facilmente, pulita e ordinata. Ha tutto il necessario e anche di più. Mariagabriella è molto disponibile anche per consigli sulla zona.

Il Camino: cosy & artfully inspired country house
Die Unterkunft ist paradiesisch. das Haus, der Garten, die Aussicht, die vielen Details waren für uns umwerfend. Es ist ein sehr besonderer Ort und in jedem Winkel ist die jahrhundertealte Geschichte spürbar. Gastgeber Thomas und seine Söhne sind unglaublich gastfreundlich, wir hatten viele inspirierende Gespräche. Danke! Der Aufenthalt bleit unvergesslich und wir hoffen, bald wieder dort zu sein.

Villetta in Maremma
Massimo and his wife were great hosts. His place was ready and clean when we arrived. It had everything we needed. Massimo was always responsive and helpful. We were staying there for a wedding at La Pescaia and Massimo was kind enough to give us rides when needed. He went above and beyond to make us feel at home. I highly recommend Massimo’s place and would love to visit again. Thank you Massimo and Luana!

Casa del Capitano | Monte Grosso, Elba
Das traumhaft schöne Casa del Capitano ist mit viel Aufwand und Respekt für das historische Gebäude, die Umwelt und die Natur renoviert worden. Die Ausstattung ist luxuriös (zB gemauerter Whirlpool aus Naturstein) und wirklich alle denkbaren Annehmlichkeiten sind vorhanden (zB Eiswürfelmaschine). Die Aussicht ist unfassbar, 270 Grad Meerblick lassen sich kaum begreifen. Die Gastgeber waren jederzeit erreichbar, zuverlässig, haben alles perfekt organisiert und uns mit Rat und Tat begleitet (zB wo sonntags nach Ankunft mit der Fähre einkaufen) – vom Check-in bis zur Abreise. Besonders der persönliche Kontakt war außergewöhnlich herzlich und sehr sympathisch. Es gab viele kleine, liebevolle Details wie frische Zitronen aus dem Garten sowie Kräuter und „Elba-Duft“ (Aqua dell’Elba) im Haus. Und die detaillierteste Zusammenstellung an Informationen über das Haus und die Umgebung, die ich je gesehen habe. Man spürt, dass hier an nichts gespart wurde, damit sich die Gäste rundum wohlfühlen.

Tosco Suite "Solis"
Wir haben unseren Aufenthalt in der Unterkunft sehr genossen! Der Ort und die Umgebung waren traumhaft schön – wir haben uns rundum wohlgefühlt. Der Gastgeber war äußerst freundlich und herzlich, was den Aufenthalt noch angenehmer gemacht hat. Besonders der Ausblick vom Balkon war atemberaubend und der Whirlpool ein absolutes Highlight! Wir können diese Unterkunft auf jedenfall weiterempfehlen und kommen gerne wieder. 😊

L'Uva Fragolina. House, Garden, Panoramic View
Ein Toskanischer Traum. An manchen Tagen musste ich mich kneifen um zu begreifen das ich nicht in einem Film bin. Meine Freundin und ich haben eine wunderbare Zeit in der Region und auch im Haus gehabt. Es war sauber und ordentlich. Die Küche war einzigartig und wir haben gerne auch draußen gegrillt. Wir haben es einfach genossen und uns wie zuhause gefühlt. Endlich mal Entspannung und Ruhe, die man nur noch selten erlebt. Vielen Dank für das Vertrauen über dieses wunderbare Stückchen Toskana. Für alle Ruhe suchenden oder Menschen die wirklich erleben wollen was Toskanischer Flair bedeutet ein Pflichtziel. Wir kommen gerne wieder!
Private house rentals

Hidden gem in Tuscany
Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.

Villa Tuscany 5 bedrooms panoramic terrace
We were a group of 12 from Mumbai, India, looking to experience a typical Italian town, and Giada's house was the perfect choice! We took plenty of photos of the entire house. It's beautifully kept, well-maintained, and has all the necessary amenities a traveler would need. The neighborhood is small and tranquil. The villa, ideal for big groups who want to spend quality time together. Giada was an exceptional host - super experienced, friendly, and prompt in communicating everything we needed to know. She was also always available for easy communication. We would 5/5 recommend it!

New Palazzo in City Center: 4 King Bedrms 6 Bath
Palazzo Tamanti ha pienamente soddisfatto tutte le nostre aspettative !! Cercavamo un luogo perfetto e denso di atmosfera per trascorrere un capodanno magico e particolare : quest'anno abbiamo trovato il top !! Abbiamo amato ogni angolo di questa residenza , ristrutturata da poco e dotata di tutti i confort ... Materassi, guanciali, piumoni e imbottiti superlativi !! Non ho mai dormito così bene... A palazzo Tamanti ogni dettaglio è curato al massimo e ogni ospite si sente coccolato dall'inizio alla fine del soggiorno.... Impianto elettrico sopraffine, tutte le dotazioni tecnologiche sono perfettamente funzionanti e di livello elevato, le quasi 200 foto presenti sul sito sono perfettamente rispondenti alla realtà. L'accoglienza da parte dell'host Valentina è stata perfetta, sempre gentile e disponibile. La casa è situata in pieno centro storico , per cui tutto è a portata di mano e si può raggiungere a piedi. Cari Brian, Carrie e Valentina, grazie di tutto !!

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

Bel Casale with sea view and the mediaeval village
Die Kommunikation vor unserer Anreise war sehr gut, die Gastgeberin hat sehr schnell auf Nachrichten reagiert und sich selbst auch proaktiv bei uns gemeldet. Wir wurden sehr freundlich empfangen und durften sogar 1h früher einchecken. Uns wurde alles in und um das Haus gezeigt. Das Haus und der Garten + Pool waren sehr sauber. Die Klimaanlagen in den Schlafzimmern waren wichtig und haben auch gut funktioniert. In der Küche findet man alles was man benötigt. Der Garten ist schön groß und top gepflegt. Auch der große Pool mit dem wunderschönen Ausblick hat uns begeistert. Die Gastgeber, die ca. 50m neben an wohnen, haben sich jeden morgen um den Pool gekümmert und geprüft ob dort alles okay ist. Die Anfahrt war auch relativ einfach. Ca. 30 Minuten Autofahrt zum Haus gibt es einen großen Coop Supermarkt, wo wir einkaufen waren. Das Meer ist auch nur 30 Minuten mit dem Auto entfernt. Alles in allem waren wir sehr zufrieden und haben unseren Urlaub als 6 Personen Gruppe voll genossen!

Domus Antiqua
We loved staying in this beautiful home in Montalcino. It was even more beautiful and unique than the pictures! My family of five loved staying here- lots of space for everyone and it was fun to be right in the 500 year old town. We especially love having coffee and wine on the balcony.

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

La Casetta
Beautiful, peaceful stay. Amazing, secluded location. The hosts were very friendly and welcoming - made us feel right at home. Lots of great walks around, including the nearby winery. The only downside is it does get rather cold in the stone apartment but during warmer weather the coolness in the apartment would probably be perfect. They provided a portable heater & a hot water bottle though which was nice. Thank you Tebea for being such a lovely host!
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- Elba
- Giglio Island
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Avignonesi Winery Fattoria Le Capezzine
- Spiaggia di Marina Di Campo
- Cavallino Matto
- Cala Di Forno
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Casa Barthel
- Spiaggia Di Barbarossa
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Zuccale
- CavallinoMatto
- Cala del Leone
- Spiaggia della Padulella
- Spiaggia di Cavo
- Pubblico Palace