Monteriggioni Vacation Homes from AED 346

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Our top choices for Monteriggioni vacation homes

A bedroom with a bed, a vanity with a mirror, and LED strip lighting.

1. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

Toscana

AED 685 total

includes taxes & fees

3 Nov - 4 Nov

A rustic villa with a garden, a pond, and a mountainous backdrop.

2. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

AED 34,451 total

includes taxes & fees

4 Nov - 5 Nov

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

3. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

AED 532 total

includes taxes & fees

8 Nov - 9 Nov

A stone building with a gravel path, outdoor seating, and greenery.

4. The Arch Among the Hills of Castellina

Topina

AED 1,045 total

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

5. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Casole d'Elsa

Anonymous traveler

AED 1,826 total

includes taxes & fees

3 Nov - 4 Nov

A horse grazing under a tree in a grassy area with a small building in the background.

6. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

Toscana

"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."

Shanti R.

AED 697 total

includes taxes & fees

3 Nov - 4 Nov

A brick building with a garden, a metal fence, and a clear sky.

7. Casa Marisa in Castellina in Chianti

Castellina in Chianti

AED 1,107 total

includes taxes & fees

4 Nov - 5 Nov

A glass on a wooden surface with a pool and a building in the background.

8. Apartment in Chianti With Pool ID 513

Casole d'Elsa

AED 1,096 total

includes taxes & fees

3 Nov - 4 Nov

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

AED 597 total

includes taxes & fees

3 Nov - 4 Nov

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

10. Casa Vacanze Le Case

San Gimignano

Andrew

AED 346 total

includes taxes & fees

10 Nov - 11 Nov

A large, dark wooden door with a glass panel above it, set within a brick wall.

11. IL TOLOMEI - new apartment in the middle of the main street

Siena City Centre

Louise B.

AED 631 total

includes taxes & fees

3 Nov - 4 Nov

A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

12. Comfortable double room with a bathroom in the historic center of San Gimignano.

San Gimignano City Centre

AED 578 total

includes taxes & fees

3 Nov - 4 Nov

A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

13. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

San Gimignano City Centre

AED 799 total

includes taxes & fees

3 Nov - 4 Nov

A view through a wooden door of a courtyard with stone walls and potted plants.

14. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

AED 658 total

includes taxes & fees

3 Nov - 4 Nov

A narrow alleyway with a stone archway leading to a building with a brick facade.

15. A Nest with a View - A Romantic Getaway Within the City Walls

Radicondoli

AED 636 total

includes taxes & fees

4 Nov - 5 Nov

An open doorway leading to an outdoor area with a bench, a television on a cabinet, and a framed picture on the wall.

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

Monteroni d'Arbia

AED 508 total

includes taxes & fees

6 Nov - 7 Nov

A rural property with a stone building, a dirt path leading to it, and surrounding olive trees.

17. Holiday Home 'Fienile' with Shared Pool, Garden and Wi-Fi

Castelnuovo Berardenga

Anonymous traveler

AED 2,656 total

includes taxes & fees

4 Nov - 5 Nov

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

18. Apartment in Chianti With Pool ID 3939

Casole d'Elsa

AED 1,611 total

includes taxes & fees

3 Nov - 4 Nov

A building with a stone facade, a door, a window, and a patio area with chairs and a table.

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

Casetta

AED 373 total

includes taxes & fees

9 Nov - 10 Nov

An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

20. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Montespertoli

"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"

Susan A.

AED 1,320 total

includes taxes & fees

15 Nov - 16 Nov

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Top Monteriggioni Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"Our nicest stay of the vacation. The room had a terrific view of Siena and the location of this hotel is very close to all the sights of the historic town. The breakfast was also the best we have eaten on the trip with quality offerings and a wide variety of items from which to chose. We will definitely come back if we visit Siena."

Castelfalfi

10/10 Excellent

"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"

Il Chiostro del Carmine

10/10 Excellent

"Everything about this place is excellent. We had a wonderful stay and beautiful views of the sunrise! One thing to note is that you do have to take a flight of stairs to your room as there is no elevator. If you have luggage you may want to take this into consideration. We did and it was manageable!"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

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Check prices for these dates

Our top choices for Monteriggioni vacation homes

1. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

2. Ebbio – Villa and Organic Farm in Monteriggioni

3. Agriturismo La Ferrozzola

4. The Arch Among the Hills of Castellina

5. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

6. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

7. Casa Marisa in Castellina in Chianti

8. Apartment in Chianti With Pool ID 513

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

10. Casa Vacanze Le Case

11. IL TOLOMEI - new apartment in the middle of the main street

12. Comfortable double room with a bathroom in the historic center of San Gimignano.

13. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

14. Chianti Craft House Badia a Passignano

15. A Nest with a View - A Romantic Getaway Within the City Walls

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

17. Holiday Home 'Fienile' with Shared Pool, Garden and Wi-Fi

18. Apartment in Chianti With Pool ID 3939

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

20. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Find vacation rentals that suit your style

Top Monteriggioni Hotel Reviews

Palazzo Ravizza

La Certosa di Pontignano - Place of Charme

Castiglion del Bosco, A Rosewood Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Castelfalfi

Il Chiostro del Carmine

Hotel Borgo San Luigi

Salvadonica - Borgo del Chianti

Hotel Chiusarelli

Explore a world of travel with Expedia

Search Vacation Homes in Monteriggioni

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monteriggioni vacation homes

1. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

2. Ebbio – Villa and Organic Farm in Monteriggioni

3. Agriturismo La Ferrozzola

4. The Arch Among the Hills of Castellina

5. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

6. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

7. Casa Marisa in Castellina in Chianti

8. Apartment in Chianti With Pool ID 513

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

10. Casa Vacanze Le Case

11. IL TOLOMEI - new apartment in the middle of the main street

12. Comfortable double room with a bathroom in the historic center of San Gimignano.

13. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

14. Chianti Craft House Badia a Passignano

15. A Nest with a View - A Romantic Getaway Within the City Walls

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

17. Holiday Home 'Fienile' with Shared Pool, Garden and Wi-Fi

18. Apartment in Chianti With Pool ID 3939

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

20. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Find vacation rentals that suit your style

Top Monteriggioni Hotel Reviews

Palazzo Ravizza

Explore a world of travel with Expedia