
Holiday houses in Montecastelli Pisano
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Top-rated holiday rentals in Montecastelli Pisano
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Guest favourite

Apartment in Roccastrada
5 out of 5 average rating, 15 reviewsApartment 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 favourite

Apartment in Castiglioncello del Trinoro
5 out of 5 average rating, 313 reviewsStunning Tuscan apartment in 14 Century Palazzo
SharonRating, 5 stars3 days ago
A truly magical and unique stay in a castle apartment. After 24 days exploring the beauty of Italy, our arrival at Simone's third floor apartment in the village was breathtaking. This truly magnificent setting, nestled within a castle, immediately enveloped us in a serene and peaceful atmosphere. The apartment itself is not only beautifully appointed and meticulously cared for, but also boasts spectacular views across the mountain range that invited us to sit for hours, simply unwinding and soaking in the tranquility. While we ventured down the mountain a few times, we found ourselves drawn to the gentle rhythm of morning and evening walks, always culminating in a visit to the piazza to once again marvel at the stunning views Simone, our host, is simply the most considerate and attentive host I have encountered in 15 years of travel. His dedication ensured our stay was nothing short of exceptional. Grazie mille, Simone, for sharing this incredible piece of paradise with us. We depart
Top Guest favourite

Home in Volegno
5 out of 5 average rating, 46 reviewsCasale del Boscaccio (The Woodcutter's Farmhouse) The Owl
BiancaRating, 5 stars1 week ago
We had a great time at Elisabetta's, all the services were impeccable, starting from the check-in where Elisabetta was flexible about the time and extremely helpful. The house is perfectly equipped with everything you need and impeccable in terms of cleanliness. The setting is also dreamy. I absolutely recommend a stay, you will not regret it!
Top Guest favourite

Cottage in Osteria delle Noci
5 out of 5 average rating, 94 reviewsYour Tuscan oak tree house, enchanting Val d'Orcia
LuziaRating, 5 stars1 week ago
This house with the surrounding garden, embedded in a dreamlike landscape, is an absolute paradise. The garden is huge, beautifully landscaped and very well maintained. The view is breathtaking and we went on hiking trips and bike tours every day directly from the house. The peace and quiet is incredible, you can usually only hear birds and when it gets dark, the nightingale. The house itself also leaves nothing to be desired. Extremely clean, including in the cupboards and drawers. Everything you need is there, but (despite very tasteful decoration) not overcrowded. Just right and everything is very high quality. Super comfortable bed & sofa and beautiful bathroom. Veronica is an outstanding host and her mother (who welcomed us) is very sympathetic. We received gifts directly from the garden and Veronica is responsive and extremely accommodating in communication. You can tell from the beginning to the end how much love is in this house.
Top Guest favourite

Condo in Montieri
5 out of 5 average rating, 48 reviewsPodere Cupiano "La Costa"
LucyRating, 5 stars1 week ago
Francesco is an excellent host. Podere Cupiano is a fantastic estate. The views are to die for. Sopratutto, the pool is amazing. Montieri is a super cute and friendly town nearby with great restaurants. You should also visit the restaurant at VIN Hotel, a ten minute walk away.
Guest favourite

Condo in Castelnuovo Berardenga
4.96 out of 5 average rating, 69 reviewsCastello di Orgiale Charme Residenz
ShellRating, 5 stars1 month ago
Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!
Top Guest favourite

Home in Chiusdino
4.91 out of 5 average rating, 45 reviewsLa Capanna: country house with magnificent view
VitaliyRating, 5 stars1 month ago
Amazing place to stay, a great host and beautiful surroundings!
Guest favourite

Home in Castelnuovo Berardenga
4.91 out of 5 average rating, 89 reviewsThe Chianti window
KirstenRating, 5 stars2 weeks ago
This beautiful Tuscan home stole our hearts and we will definitely be back to enjoy this peaceful, spacious and authentic home. Sarah and her family were incredible hosts and made us feel right at home. We are absolutely in love with our experience here and would highly recommend the stay!
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Spiaggia Di Sansone
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia Libera
- Cavallino Matto