
Villa vacation rentals in Castiglione della Pescaia
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Top-rated villa rentals in Castiglione della Pescaia
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Private villa rentals

Villa con piscina sulla scogliera
We chose this location as the first place to stay for our honeymoon trip and we really relaxed there. It was so quite, so calm, so intimate, it felt like home. The pool was clean, the view was amazing, so amazing that we preferred to prepare food or to buy something warm from the nearest Coop market and to eat it on our terrace than to go to a restaurant. The kitchen is small, you can prepare there only simple dishes. I totally recommend this house if you want privacy and a relaxing holiday.

Villa in esclusiva " Cielo e Mare"
Woooow, no words can really describe how wonderful this place is. We've seen this fantastic villa from afar before (you can see it when coming in to the island from the boat), but we could never imagine how wonderful it is. The house itself is perfect, with plenty of bedrooms, bathrooms etc - but what really stood out was how close you were to the city while also feeling like having your own little paradise. The balconies where a dream, the view perfect and the private place to swim simply wonderful. 10/10, and will 100% come back!

Cheerful Villa with Pool First Floor
Ilaria’s villa is a comfortable and stylish base from which to explore all the wonders that Maremma has to offer. We are a family of four, and after a couple of weeks in Italy, the kids were craving home-cooked meals, so we spent several hours in the kitchen and dining areas. It was delightful to cook while listening to the kids having fun in the pool. The beds were very comfortable and inviting. The villa is conveniently located near the old town center and several supermarkets. Since we were keen to visit Porto Ercole, Alberese, and Saturnia, we didn’t dedicate as much time to Grosseto as we should have. The old center has a very mellow vibe, and everyone we met was very friendly and welcoming. We wished we could have stayed longer. Finally, I want to say a big thank you to Ilaria for being so accommodating and kind. We are already looking forward to returning to your place.

Podere on the Crete Senesi
We could not have asked for a more beautiful setting to celebrate my partner’s 40th birthday. Our week was perfectly balanced between visiting nearby Montalcino wineries & surrounding villages, a day trip to Siena, and lazing about the pool & villa. Monica was kind, generous & helpful from the time of booking. She accommodated all requests and even left a gift for my partner to celebrate his birthday! Will be back! Would rate this 6 stars if we could.

Villa con giardino. Il Giardino del Cardinale.
Great place to stay. Excellent communication, went above and being to ensure our stay was exceptional. Deborah even bought a pasta machine for us to use for our evening meal - which was really appreciated. It was a great week.

Beautiful Country House, near Siena with jacuzzi
Unser Aufenthalt in diesem wunderschönen Haus in der Toskana war einfach traumhaft! Das Haus liegt idyllisch am Land und hat all unsere Erwartungen übertroffen – es war noch schöner als auf den Bildern. Alles war sehr geschmackvoll eingerichtet, sauber und perfekt ausgestattet, um entspannte Tage inmitten der toskanischen Natur zu genießen. Die Gastgeber waren ausgesprochen freundlich und hilfsbereit – von der unkomplizierten Ankunft bis hin zu tollen Tipps für Ausflüge in der Umgebung waren sie immer für uns da. Wir können dieses Haus wärmstens weiterempfehlen und würden jederzeit wiederkommen!

SacroFanum Villa
Wir hatten eine wundervolle Zeit in der Villa! Die Aussicht auf die toskanische Landschaft und auf Scrofiano ist einfach atemberaubend . Der Pool war ein echtes Highlight: gepflegt, ruhig gelegen und perfekt, um die Seele baumeln zu lassen. Manola und Martha waren sehr freundlich und hilfsbereit, standen bei Fragen jederzeit zur Verfügung. Insgesamt eine rundum entspannte Zeit – wir kommen bestimmt wieder!

Sestuccia
This was the most magical place so spend a week in Chianti! The villa is exceptionally beautiful, and has everything you could need for a comfortable stay. The grounds were spectacular, with many things to do and different areas to sit and enjoy. My toddler especially loved picking strawberries from the small garden and collecting eggs from the chickens for breakfast. The hosts were lovely and helpful with any questions we had, and took great care of us. The town of Gaiole in Chianti is very close and with great restaurants and things to do. A perfect spot I can’t recommend highly enough!
Luxury villa rentals

Pasqui Villas : Tribbio private house pool WiFi
We stayed at this Villa for just under a week with 2 families and had the most amazing time. It was absolutely perfect. SO much space (2 kitchens, 3 living rooms, 7 bathrooms!!!!) The pool and grounds around the home are stunning and they take such great care of it. You can tell this is a family home that Federica and her family take great pride in. Federica and her son welcomed us at the villa and they were super responsive before and during our stay. They also recommended a lot of things like a driver for a wine tour, chef that came and cooked for us a couple nights (so delicious), etc. Am very sad to not be at this dreamy villa anymore and hope to go back at some point in the future. Highly recommend!!

Capanna Di Elfo
The property was comfortable, spacious and spotlessly clean. The owners of the property , Claudio and Angelica, are helpful and delightful. However, the “host” BoMVillas , who acts as a middleman, was rude and disrespectful when we had a miscommunication. I would not make another booking that was offered by BoMVillas.

Chianti Villa Mulino del Cerchiaio
Merci !! Nous avons bien profité de nos vacances entre copines à 9 ! Un peu d’humidité du fait du temps, mais l’endroit est idéal en été et réconfortant au coin du feu quand le beau temps n’est pas présent !

Luxury Villa on the sea Elba Island (Procchio)
Wonderful villa and grounds with private sea access and lounge area in the rocks. Tastefully renovated older villa, very attentive hosts who helped with any of the minor issues we had. Nice pellet oven was great as the weather was a bit cool. Wonderful place and view.

Podere La Casetta - 2 Persone - Piscina Privata
My husband and I stayed here to celebrate our anniversary. This was our first experience in Tuscany and it did not disappoint. The house is very private, there is only 1 house behind it however from most viewpoints you cannot see it and we never saw anyone. Volterra is a beautiful medieval place that will make you feel like you are in a movie. An hour from Pisa, drivable to many many wineries in the surrounding regions, this air bnb is a perfect place to stay and we hope to return again.

L’Apparita del Peruzzi,pool,super view,save30%7d+
An enchanting place. The villa is steeped in history and the gardens with a small amphitheater and a distant view of Siena are spectacular. Great location from which to explore the rest of Tuscany. My family and I have enjoyed our stay.

Exclusive Tuscan Villa with private pool
Hemos pasado unos días fantásticos en la propiedad de Andrea. El lugar es una maravilla, en un entorno muy tranquilo, con zonas amplias para descansar y un jardín fabuloso con piscina y barbacoa para planes de amigos cuando el tiempo lo permite. Las habitaciones son amplias y silenciosas y con baño, lo que las hace muy cómodas. Andrea es, además, un gran anfitrión que nos proporcionó gran cantidad de recomendaciones y sugerencias de restaurantes y otras actividades para hacer en los alrededores de la casa. Las que pudimos probar, fueron un acierto. Un lugar muy recomendable donde a buen seguro nos gustaría volver en alguna otra ocasión.

Villa Tontenano Capannole Chianti private pool 12
This place is fabulous. Margherita was responsive so quickly. We had a 11 people six adults and five kids. Loved the pool and hot tub. Margherita made reservations for us and suggested day trips. She even got a wheelchair for me for the Hill towns. Take advantage of their cooking. they did meals for us, which were fantastic. And even organized a birthday dinner for the three young girls. They did the birthday cake and even gave them a gift. It was fabulous. Don’t hesitate to book. We did day trips to Sienna, pisa,Luca, panzano, pienza and multipulciano. And two trips to the luxury mall.!Her parents are so helpful too. Olive oil and their wine is fantastic. The only regret I have is that we didn’t have extra days and spend the time right around villa. I think we would have really enjoyed the wine tasting and olive tastings. I would’ve stayed easily another week. Do take advantage of her massages too. My kids thoroughly enjoyed our visit. It exceeded my expectations!!!!! Ten stars!!!!!!
Villa rentals with a pool

Relax in the countryside near the sea(Olivo)
La famiglia che ci ha accolto è stata molto disponibile, la location è super. Abbiamo trascorso dei giorni di relax nella tranquillità degli ulivi. Posizione strategica per raggiungere sia le spiagge a Nord che a Sud dell'isola. Persone gentili e conviviali. Consigliatissimo!

Podere San Luigi - a real Tuscan experience
We really enjoyed our stay in the house. It was exactly what we were looking for. A charming place equipped like a home with everything you need - even an EV charger. The house keeper was very helpful and responded promptly to all our questions. We would be happy to come back another time.

Scacciapensieri. Cottage in Tuscan Country
Geweldig vakantiehuis met prachtig uitzicht over de Toscaanse heuvels. Maar liefst 3 ruime slaapkamers met prima bedden. Een fijn overdekt terras met hetzelfde prachtige uitzicht waar je heerlijk kunt ontbijten of dineren. Het privezwembad is natuurlijk ook fantastisch, onze kinderen hebben hiervan genoten. Gabriele is een zeer vriendelijke proactieve host die vantevoren allemaal leuke tips en handige info stuurde en onze zelf opwachte bij aankomst. Ondanks het iets mindere weer tijdens de week dat wij er zaten is er vanalles te doen en te bezoeken in de omgeving, bij mooi weer kun je ook nog naar de kust. Ik zou dit verblijf van harte aanraden en hoop er ooit nog terug te komen!

Luxury villa with Pool, games room & Bocce court
My family and I -- six adults and a 9 month old -- spent two delightful weeks at Il Granaio. Before our arrival, Greg (the host) put me in touch with Ally, the property manager, who provided much useful information in advance and ensured we could find our way to the hidden gem that is Il Granaio. Once we arrived, Ally was available as needed, responsive to my queries as we settled in. We enjoyed the Villa and property immensely, using it as a base camp as we did day trips all around Tuscany and a longer visit to the Ligurian coast. The house was comfortable, attractive, and well-outfitted, with fantastic views from the second floor; the surrounding countryside was peaceful and beautiful; the pool was a perfect place to cool off and relax after being out and about; and the billiard table provided enjoyment for all! And having our own washer and dryer was incredibly convenient, especially when traveling with a baby. Wonderful memories were made for our family at Il Granaio!

Casale Esclusivo Piscina & vista su San Gimignano
This property exceeded our expectations with spectacular views and peaceful, natural surroundings! The host was friendly and responsive. The proximity to San Gimignano and other Tuscan destinations was convenient. Each day felt magical! Just sitting on the patio was amazing! An unforgettable destination and experience!

Luci di Maremma bilocale con piscina, mare, pineta
Wir haben unsere Sommerferien mit 2 Kindern (vor Saisonstart) für 2 Wochen verbracht. Es hat uns allen herrvoragend gefallen und wir haben uns auf Anhieb sehr willkommen gefühlt. Die Gastgeber sind sehr hilfsbereit und doch nicht aufdringlich. Sie lassen einem sehr viel Privatsphäre. Nach einer Woche wurden wir proaktiv gefragt, ob wir neue Frottée- und Bettwäsche möchten. Die Kinder waren sehr willkommen. Der saubere, grosse und kostenlose Strand erreicht man über eine Privatstrasse, welche mit Velo oder Auto befahren werden kann. Es war einfach wunderschön und wir werden sicherlich wieder mal zurück kommen.

Poggio Bronzino, Montebuono - Sorano (Gr)
Tolle, großzügige Villa mit wunderschönem Pool und Aussicht auf den Sonnenuntergang. Wir haben uns sehr wohl gefühlt und die Zeit sehr genossen. Absolute Weiterempfehlung!

Villa Isabella
Wow! Christina’s property is beautiful! The surrounding Tuscan hills make for a breathtaking setting, with wonderful views to the east and west for sunrise and sunset. We enjoyed drinking in the views from the terraces and while cooling off in the pool, which was a great size and bigger than we had imagined from the pictures. Watching the local swallows, who would soar overhead and drink from the pool, was a real treat. The villa itself was spacious, clean and thoughtfully decorated. Christina was a wonderful host, ready to greet us on arrival and to help us check-out, and responsive to all our messages. She even bought us a lilo for the pool when I asked if there was one! Christina had lots of suggestions of local things to do, from the best artisanal butcher from whom to purchase bistecca alla fiorentina, to where to buy the finest locally produced olive oil and Chianti. We hope to return, a real treat! Grazie mille, Christina!
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- Elba
- Giglio Island
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Spiaggia di Marina Di Campo
- Spiaggia di Patresi
- Cavallino Matto
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Barbarossa
- Spiaggia Zuccale
- CavallinoMatto
- Spiaggia della Padulella
- Spiaggia di Cavo
- Pubblico Palace
- Castiglion del Bosco Winery