Sinalunga Vacation Homes from AED 255

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Our top choices for Sinalunga vacation homes

A brick building with a large sliding glass door, a brown door, and a small potted plant.

1. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Foiano della Chiana

AED 327 total

includes taxes & fees

15 Nov - 16 Nov

A narrow stone pathway leading through an old stone building with arched doorways and potted plants.

2. Romantic farmhouse in the Sienese hills

Trequanda, Siena

"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...

Harald B.

AED 785 total

includes taxes & fees

15 Nov - 16 Nov

A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

3. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

Toscana

AED 623 total

includes taxes & fees

20 Nov - 21 Nov

A house number 102, a security keypad, and a plaque with a floral design.

4. Vacation home with a panoramic terrace, ideal for families and couples

Cortona

AED 300 total

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

5. Holiday Home 'La Limonaia' with Pool, Private Terrace and Wi-Fi

Monte San Savino

"My husband and I booked this place and were unable to stay due to lack of communication regarding check-in procedure. The listing states the host will make contact 3 days before which didn’t happen. We sent several messages the day of check-in and didn’t hear from the host until well after the check-in time (4pm). Given the remote location and time of day, we were worried we wouldn’t have anywhere to stay for the night so we booked a hotel in Arezzo which we were lucky to get on a holiday...

Anonymous traveler

AED 820 total

includes taxes & fees

16 Nov - 17 Nov

A person sitting on a wooden chair in a garden with a table and chairs in the background.

6. Dolce Casa 2 by Tiny Away

Rigutino

AED 396 total

includes taxes & fees

16 Nov - 17 Nov

7. Montecchio di Cortona

Montecchio

Monica S.

AED 364 total

includes taxes & fees

17 Nov - 18 Nov

A rectangular swimming pool with stone steps leading into it, surrounded by a grassy area with trees and umbrellas.

8. Apartment with WIFI, A/C, pool, TV, terrace, pets allowed, panoramic view, close to Montepulciano

Torrita Di Siena

AED 999 total

includes taxes & fees

15 Nov - 16 Nov

9. Dolce Casa 1 by Tiny Away

Rigutino

AED 517 total

includes taxes & fees

30 Nov - 1 Dec

A rustic brick building with a mural, a clock, and various potted plants.

10. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casamaggiore

"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...

Anna

AED 396 total

includes taxes & fees

28 Nov - 29 Nov

A patio area with a table and chairs, a wooden pergola, and a view of a kitchen.

11. Arc two-bedroom apartment

Cortona

AED 1,109 total

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a bed, a radiator, a window with curtains, and a sliding door closet.

12. Vacation Home "Casa Belvedere" with Private Garden, Private Pool & Wi-Fi

foiano

AED 5,236 total

includes taxes & fees

13 Dec - 14 Dec

A stone building with a balcony, an archway, and potted plants.

13. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

Cortona

Bonnie B.

AED 461 total

includes taxes & fees

23 Nov - 24 Nov

A stone house with a covered patio, potted plants, and a grassy lawn.

14. Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley

Torrita di Siena

15. Nice apartment with A/C, WIFI, pool, TV, patio, pets allowed, panoramic view, close to Montepulciano

Torrita Di Siena

AED 997 total

includes taxes & fees

23 Nov - 24 Nov

A covered patio with a brick wall, a round table with chairs, and a view of greenery.

16. Holiday Home in Villa Pandolfina near Montepulciano

Acquaviva

Anonymous traveler

AED 1,115 total

includes taxes & fees

15 Nov - 16 Nov

A stone wall with a wooden door, a paved pathway, and green shrubbery.

17. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Monteroni d'Arbia

AED 449 total

includes taxes & fees

23 Nov - 24 Nov

A modern kitchen with a glass dining table, dark cabinetry, and a view through an open door.

18. A peaceful spot with a garden between Chianti and Crete, near the old town

Casetta

AED 368 total

includes taxes & fees

13 Dec - 14 Dec

A spacious living room with a wooden ceiling, a television, and large windows with curtains.

19. Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi

Trequanda

AED 1,907 total

includes taxes & fees

23 Nov - 24 Nov

An outdoor patio with a wooden table and chairs, surrounded by a wooden pergola, and a view of greenery.

20. Holiday Home 'La Casina All'angolo'

Civitella in Val di Chiana

AED 588 total

includes taxes & fees

16 Nov - 17 Nov

View all properties

Learn more about Sinalunga

This medieval hilltop town offers authentic Tuscan charm with its historic piazza and Renaissance-era Collegiate Church of San Martino. Enjoy local wines at family-run vineyards, then explore nearby Val d'Orcia's rolling landscapes or visit the thermal baths in Chianciano Terme.

See all hotels in Sinalunga

Search Vacation Homes in Sinalunga

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Sinalunga vacation homes

1. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

2. Romantic farmhouse in the Sienese hills

3. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

4. Vacation home with a panoramic terrace, ideal for families and couples

5. Holiday Home 'La Limonaia' with Pool, Private Terrace and Wi-Fi

6. Dolce Casa 2 by Tiny Away

7. Montecchio di Cortona

8. Apartment with WIFI, A/C, pool, TV, terrace, pets allowed, panoramic view, close to Montepulciano

9. Dolce Casa 1 by Tiny Away

10. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

11. Arc two-bedroom apartment

12. Vacation Home "Casa Belvedere" with Private Garden, Private Pool & Wi-Fi

13. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

14. Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley

15. Nice apartment with A/C, WIFI, pool, TV, patio, pets allowed, panoramic view, close to Montepulciano

16. Holiday Home in Villa Pandolfina near Montepulciano

17. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

18. A peaceful spot with a garden between Chianti and Crete, near the old town

19. Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi

20. Holiday Home 'La Casina All'angolo'

Learn more about Sinalunga