Monteriggioni Vacation Rentals

Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Monteriggioni vacation rentals

Seasonal outdoor pool

Villa Montecastello

Villa Montecastello
Monteriggioni
$168 nightly
The price is $185
Mar 4 - Mar 5
Total with taxes and fees
Villa Montecastello
Food court

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
$173 nightly
The price is $193
Mar 11 - Mar 12
Total with taxes and fees
Antico Borgo Poggiarello
Pool

Lovely and typical farmhouse in the heart of Chianti

Lovely and typical farmhouse in the heart of Chianti
Monteriggioni, Siena, Toskana
10.0 out of 10, Exceptional, (2 reviews)
"I was concerned when I first booked this spot because it was a little removed from Siena or Florence. It was the BEST decision I made on our journey through Italy. The family was amazing! The weee extremely pleasant and helpful. They gave us great ideas on where to eat, cities to visit and excursions to do. Ettore set us up with reservations at a local restaurant that was amazing! It was a true Tuscan local experience. He also recommended seeing specifics parts of Siena and other local cities...
United States
Chris H.
$271 nightly
The price is $271
Feb 27 - Feb 28
Total with taxes and fees
Lovely and typical farmhouse in the heart of Chianti
Terrace/patio

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
Monteriggioni
10.0 out of 10, Exceptional, (12 reviews)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
United States
Daniel D.
$383 nightly
The price is $383
Feb 28 - Mar 1
Total with taxes and fees
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
Spa

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
$137 nightly
The price is $141
Mar 1 - Mar 2
Total with taxes and fees
LOVE NEST SIENA YOUR LOVE NEST
Outdoor pool

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Monteriggioni
$519 nightly
The price is $519
Feb 28 - Mar 1
Total with taxes and fees
------ LA STALLA -----
Terrace/patio

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
MONTERIGGIONI
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "
United States
Anonymous traveler
$500 nightly
The price is $500
Feb 27 - Feb 28
Total with taxes and fees
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
$329 nightly
The price is $367
Mar 3 - Mar 4
Total with taxes and fees
Terre di Baccio
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (28 reviews)
"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."
Australia
Amelia
$158 nightly
The price is $174
Mar 28 - Mar 29
Total with taxes and fees
Villa di Sotto
Premium bedding, down comforters, pillowtop beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$70 nightly
The price is $80
Mar 2 - Mar 3
Total with taxes and fees
Tuscasì Aparthotel
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
$71 nightly
The price is $80
Feb 26 - Feb 27
Total with taxes and fees
Chianti Village Morrocco
Lunch and dinner served, local cuisine

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (39 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
$306 nightly
The price is $341
Mar 24 - Mar 25
Total with taxes and fees
Castello di Gargonza
Interior

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Gaiole in Chianti
$643 nightly
The price is $648
Feb 28 - Mar 1
Total with taxes and fees
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
1 bedroom, free WiFi, bed sheets

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
10.0 out of 10, Exceptional, (2 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
$193 nightly
The price is $199
Feb 26 - Feb 27
Total with taxes and fees
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (99 reviews)
"Great people, great location great service"
Canada
James
$141 nightly
The price is $160
Feb 26 - Feb 27
Total with taxes and fees
Villa il Fedino
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
9.8 out of 10, Exceptional, (9 reviews)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
$243 nightly
The price is $248
Mar 25 - Mar 26
Total with taxes and fees
Chianti Craft House Badia a Passignano
Exterior

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (12 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Property grounds

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool
Sovicille
$104 nightly
The price is $107
Mar 28 - Mar 29
Total with taxes and fees
Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool
Outdoor dining

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (38 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
$1,749 nightly
The price is $1,753
Feb 28 - Mar 1
Total with taxes and fees
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
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

Borgo Grondaie

Borgo Grondaie

10/10 Excellent
"Wonderful service, wonderful accomodation, wonderful breakfast. Wonderful "
Nicholas 1-night trip
Posted 6 days ago
Borgo Grondaie

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 $80 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.

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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 a coffee maker. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Monteriggioni?

Choose from 19 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.