Monticiano Vacation Homes from AED 361

An aerial view of a river winding through a rocky landscape with sparse vegetation.

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Our top choices for Monticiano vacation homes

1. Detached house with garden a few minutes from the abbey of San Galgano

Toscana

Julie M.

AED 516 total

includes taxes & fees

13 Sep - 14 Sep

2. Exclusive Stone Tower.

Casciano

Ryan C.

AED 583 total

includes taxes & fees

14 Sep - 15 Sep

3. Casa Crevole di Martina in the Heart of Tuscany

Murlo

"Nach einer herzlichen Begrüßung durch die Gastgeberin haben wir ein paar entspannte Tage verbracht. Im Kühlschrank befanden sich für uns schon einmal keiner Erfrischungen. Obwohl wir nur 4 Nächte blieben, gab es einen Handtuchtausch nach 2 Tagen. Total überrascht hat uns aber der selbstgebackene Kuchen der für uns bereit stand. Wir würden hier jeder Zeit wieder Urlaub machen und können die Unterkunft mehr wir nur empehlen."

Sybille F.

AED 1,134 total

includes taxes & fees

12 Sep - 13 Sep

4. Podere Cagnesi: Relaxation in nature

Podere Cagnesi

AED 869 total

includes taxes & fees

12 Sep - 13 Sep

5. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

Località Gerfalco Montieri

AED 981 total

includes taxes & fees

4 Oct - 5 Oct

6. Casetta di campagna indipendente

Roccastrada

AED 1,612 total

includes taxes & fees

18 Sep - 19 Sep

7. House with pool for 4 pax

Casole d'Elsa

Oliver E.

AED 1,207 total

includes taxes & fees

10 Oct - 11 Oct

8. Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

Roccastrada

AED 23,132 total

includes taxes & fees

1 Oct - 2 Oct

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Top Monticiano Hotel Reviews

Castello di Leonina Relais

10/10 Excellent

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Hotel Athena

8/10 Good

"Overall okay hotel. It’s meant more to come in during the morning while explore and out all day. Rooms are small and you can hear everything that’s going on in the hallway and in othe rooms (e.g., crying baby at 3am). Reception staff (Simone) was helpful and bartender (Lucas) was super nice. View in the terrace is good and peaceful but can’t be use if too close to dinner time."

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

Room 1

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Treat yourself

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Check prices for these dates

Our top choices for Monticiano vacation homes

1. Detached house with garden a few minutes from the abbey of San Galgano

2. Exclusive Stone Tower.

3. Casa Crevole di Martina in the Heart of Tuscany

4. Podere Cagnesi: Relaxation in nature

5. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

6. Casetta di campagna indipendente

7. House with pool for 4 pax

8. Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

9. Cozy Tuscan-style apartment Suitable for families. Pets allowed

10. Agritourism in val d'orcia

11. Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

12. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

13. Agriturismo Benvenuti

14. Casale Torricella: Relax in the Woods with Sea View

15. The Gelda house, relax with a view

16. Holday at Poggettone

17. GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of

18. Peaceful corner with garden between Chianti and Crete, very close to Old Town

19. Farmhouse 'Le Gerlette - Il Granaio' with Shared Pool, Wi-Fi and Air Conditioning

20. Holiday Home 'Rustico Con Jacuzzi In Toscana' with Shared Pool, Wi-Fi and Air Conditioning

Find vacation rentals that suit your style

Top Monticiano Hotel Reviews

Castello di Leonina Relais

Hotel Athena

NH Siena

Castello di Velona Resort Thermal SPA & Winery

Villa Scacciapensieri Boutique Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

Borgo San Felice Resort

L'Orto delle Terme

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Search Vacation Homes in Monticiano

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monticiano vacation homes

1. Detached house with garden a few minutes from the abbey of San Galgano

2. Exclusive Stone Tower.

3. Casa Crevole di Martina in the Heart of Tuscany

4. Podere Cagnesi: Relaxation in nature

5. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

6. Casetta di campagna indipendente

7. House with pool for 4 pax

8. Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

9. Cozy Tuscan-style apartment Suitable for families. Pets allowed

10. Agritourism in val d'orcia

11. Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

12. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

13. Agriturismo Benvenuti

14. Casale Torricella: Relax in the Woods with Sea View

15. The Gelda house, relax with a view

16. Holday at Poggettone

17. GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of

18. Peaceful corner with garden between Chianti and Crete, very close to Old Town

19. Farmhouse 'Le Gerlette - Il Granaio' with Shared Pool, Wi-Fi and Air Conditioning

20. Holiday Home 'Rustico Con Jacuzzi In Toscana' with Shared Pool, Wi-Fi and Air Conditioning

Find vacation rentals that suit your style

Top Monticiano Hotel Reviews

Castello di Leonina Relais

Explore a world of travel with Expedia