A cobblestone square with historic buildings, a fountain, and a church with a bell tower.

Monteriggioni Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Monteriggioni vacation rentals

A two-story stone house with a swimming pool, surrounded by greenery and a clear sky.

1. APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM

APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM
Monteriggioni
9.8 out of 10, Exceptional, (10 reviews)
"Tutto perfetto: accoglienza, pulizia, bellezza. Proprietari gentilissimi. Un luogo che resta nel cuore. Ci ritorneremo.."
Italy
giuseppe z.
$249 nightly
The price is $249
Nov 13 - Nov 14
Total with taxes and fees
APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

2. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
$321 nightly
The price is $357
Nov 20 - Nov 21
Total with taxes and fees
Villa Montecastello
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

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

Siena Love Nest: Romantic Suite with Spa & Jacuzzi
Toscana
$176 nightly
The price is $182
Nov 13 - Nov 14
Total with taxes and fees
Siena Love Nest: Romantic Suite with Spa & Jacuzzi
A garden with a stone bench, a decorative metal archway, and a hedge.

4. Tuscan Sunrise - Authentic Panoramic View

Tuscan Sunrise - Authentic Panoramic View
Uopini
$156 nightly
The price is $156
Dec 7 - Dec 8
Total with taxes and fees
Tuscan Sunrise - Authentic Panoramic View
A rustic villa with a garden, a pond, and a mountainous backdrop.

5. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
$9,427 nightly
The price is $9,432
Nov 16 - Nov 17
Total with taxes and fees
Ebbio – Villa and Organic Farm in Monteriggioni
A building with a sign reading 'Villa Le Camelie' and multiple flags.

6. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
$76 nightly
The price is $88
Nov 13 - Nov 14
Total with taxes and fees
Villa le Camelie Siena
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

7. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$108 nightly
The price is $121
Dec 11 - Dec 12
Total with taxes and fees
Palazzo Pacini
A rustic stone building with a courtyard.

8. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (60 reviews)
"Very nice place close to"
Canada
Annie
$101 nightly
The price is $116
Nov 13 - Nov 14
Total with taxes and fees
Fullino Nero
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

9. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (356 reviews)
"The staff were very friendly and helpful. I would recommend this hotel to any traveler"
United States
clifford
$52 nightly
The price is $61
Dec 1 - Dec 2
Total with taxes and fees
ApartHotel Anghel
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

10. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
$128 nightly
The price is $145
Nov 11 - Nov 12
Total with taxes and fees
Agriturismo La Ferrozzola
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

11. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
$118 nightly
The price is $132
Nov 16 - Nov 17
Total with taxes and fees
Casa Vacanze Squarcialupi
A bakery display with pastries and a coffee station.

12. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (218 reviews)
"Very clean and comfortable, great location and staff"
United States
Heather
$73 nightly
The price is $85
Dec 9 - Dec 10
Total with taxes and fees
B&B Il Corso
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

13. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (61 reviews)
"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."
United States
Heidi
$97 nightly
The price is $111
Nov 16 - Nov 17
Total with taxes and fees
Guild Living Siena Senior Resort & Residence
A bathroom with a window view of a historic building and a tiled roof.

14. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (497 reviews)
"The room was modern and clean. Enjoyed the breakfast."
Australia
John
$87 nightly
The price is $100
Nov 12 - Nov 13
Total with taxes and fees
Siena Vip
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

15. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (225 reviews)
"Very nice hotel with wonderful staff. Very accommodating. Would highly recommend."
United States
Anthony
$111 nightly
The price is $127
Nov 13 - Nov 14
Total with taxes and fees
Il Battistero Siena - Residenza d'Epoca
A table set with breakfast items on a balcony overlooking a historic town.

16. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (136 reviews)
"We had a great stay!"
United States
Suelina
$143 nightly
The price is $162
Nov 27 - Nov 28
Total with taxes and fees
Residenza d'Epoca Palazzo Borghesi
A stone courtyard with a bench, potted plants, and a building in the background.

17. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
$83 nightly
The price is $95
Nov 16 - Nov 17
Total with taxes and fees
Casa di Campagna in Toscana
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

18. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (34 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$73 nightly
The price is $83
Nov 13 - Nov 14
Total with taxes and fees
Tuscasì Aparthotel
A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

19. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (77 reviews)
"Breakfast was good and host was great to talk with."
United States
Leslie
$101 nightly
The price is $116
Nov 13 - Nov 14
Total with taxes and fees
B&B Palazzo del Magnifico
A bedroom with a bed, bedside table, and a window with a view of greenery.

20. La Coroncina Lodging

La Coroncina Lodging
Siena
9.8 out of 10, Exceptional, (44 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
$89 nightly
The price is $103
Nov 23 - Nov 24
Total with taxes and fees
La Coroncina Lodging
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monteriggioni Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

8/10 Good
"Convenient place to stay with car to tour Tuscany. Breakfast was good. Room cleaned daily. Charming old building. Hotel works closely with you to navigate the ZTL; you need to be able to walk up some stairs from car park down the hill after dropping your bags at the main door. Away from the bustle around the piazzas: quiet. You need to not mind walking up and down hills to enjoy Siena and most of the historic towns in Tuscany. Staff at front desk fluent in English."
Mark 3-night trip
Posted 9 hours ago
Palazzo Ravizza

Find out more about Monteriggioni

Everything you need to know about Monteriggioni vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monteriggioni vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monteriggioni vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monteriggioni vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monteriggioni. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Monteriggioni in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $61 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monteriggioni rentals

At Expedia, we put the best Monteriggioni vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monteriggioni rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monteriggioni vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monteriggioni. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Monteriggioni?

Yes, we have vacation rentals close to popular sights in Monteriggioni, or you can choose a more secluded option if you want a relaxing place to stay. Visitors to Monteriggioni speak positively about the countryside and wineries in this destination. Make sure you have time to check out the local tours and churches during your trip.

What are some of the best vacation home rentals in Monteriggioni?

Borgo Argiano: Visitors like this Monteriggioni vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Monteriggioni?

Choose from 25 Expedia vacation rentals in Monteriggioni for a memorable vacation.

What’s there to see and do in Monteriggioni?

Val di Merse and Alta Val d'Elsa River Park are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Monteriggioni Castle and San Leonardo al Lago.

What’s a vacation rental in Monteriggioni like?

A vacation rental is a private property you can book for a long or short time in Monteriggioni. Vacation rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips.