Monteriggioni Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Monteriggioni vacation rentals

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
$171 nightly
The price is $191
Apr 27 - Apr 28
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
$178 nightly
The price is $199
Apr 24 - Apr 25
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.
$270 nightly
The price is $270
Apr 23 - Apr 24
Total with taxes and fees
Lovely and typical farmhouse in the heart of Chianti
Spa

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
$210 nightly
The price is $215
Apr 23 - Apr 24
Total with taxes and fees
LOVE NEST SIENA YOUR LOVE NEST
Outdoor pool

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Monteriggioni
$520 nightly
The price is $520
Apr 23 - Apr 24
Total with taxes and fees
------ LA STALLA -----
Dining

Tuscan Sunrise - Authentic Panoramic View

Tuscan Sunrise - Authentic Panoramic View
Uopini
$148 nightly
The price is $148
Apr 23 - Apr 24
Total with taxes and fees
Tuscan Sunrise - Authentic Panoramic View
Exterior

Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
$7,747 nightly
The price is $7,747
May 4 - May 5
Total with taxes and fees
Ebbio – Villa and Organic Farm in Monteriggioni
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Great time, perfect property and location."
United States
Christopher
$239 nightly
The price is $268
Apr 23 - Apr 24
Total with taxes and fees
Ca' Bianca Tuscany Relais
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (30 reviews)
"Amazing family operating this property. Wonderful food and rooms. View is stunning and the pools are what you need after a long tourist day"
United States
Torsten
$163 nightly
The price is $179
Apr 29 - Apr 30
Total with taxes and fees
Villa di Sotto
Outdoor dining

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
$120 nightly
The price is $137
Apr 23 - Apr 24
Total with taxes and fees
B&B La Fonte del Machiavelli
Pool

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
$845 nightly
The price is $939
Apr 24 - Apr 25
Total with taxes and fees
Villa Marcolina
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
$102 nightly
The price is $116
May 22 - May 23
Total with taxes and fees
Il Pozzo di Sant'Andrea
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (25 reviews)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
$194 nightly
The price is $216
May 17 - May 18
Total with taxes and fees
Riserva di Fizzano Residence
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, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
$251 nightly
The price is $281
Apr 24 - Apr 25
Total with taxes and fees
Castello di Gargonza
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
$227 nightly
The price is $256
Apr 23 - Apr 24
Total with taxes and fees
Albergo Diffuso Borgo Santo
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (21 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
$119 nightly
The price is $135
May 4 - May 5
Total with taxes and fees
Casa di Campagna in Toscana
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
$188 nightly
The price is $213
Apr 27 - Apr 28
Total with taxes and fees
Borgo Il Poggiaccio
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
$187 nightly
The price is $211
Apr 24 - Apr 25
Total with taxes and fees
Villa il Fedino
Exterior

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (13 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
$159 nightly
The price is $185
May 14 - May 15
Total with taxes and fees
L' Eroico
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
$1,496 nightly
The price is $1,650
May 5 - May 6
Total with taxes and fees
Terre di Baccio
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

Hotel Athena

Hotel Athena

10/10 Excellent
"We had a wonderful experience at Hotel Atenas. The staff was incredibly kind and welcoming from the moment we arrived. A special mention goes, Emiliano, whose warm, cheerful, and attentive attitude truly made our arrival feel special. He went above and beyond to make us feel comfortable. We traveled with our two-month-old baby, and everything was smooth and enjoyable—something we really appreciated. The hotel is well-suited for families, business travelers, and couples alike. Breakfast was delicious! We highly recommend this hotel and would definitely stay here again!"
Sabrina 1-night trip
Posted 1 hour ago
Hotel Athena

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 $57 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 an espresso maker. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Monteriggioni?

Choose from 22 Expedia vacation rentals in Monteriggioni for a memorable vacation.

What’s there to see and do in Monteriggioni?

Alta Val d'Elsa River Park and Val di Merse 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.