Monteriggioni Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Monteriggioni vacation rentals

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
$171 nightly
The price is $192
Apr 21 - Apr 22
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
$177 nightly
The price is $199
Apr 13 - Apr 14
Total with taxes and fees
Antico Borgo Poggiarello
Spa

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
$136 nightly
The price is $141
Apr 13 - Apr 14
Total with taxes and fees
LOVE NEST SIENA YOUR LOVE NEST
Dining

Tuscan Sunrise - Authentic Panoramic View

Tuscan Sunrise - Authentic Panoramic View
Uopini
$147 nightly
The price is $147
Apr 19 - Apr 20
Total with taxes and fees
Tuscan Sunrise - Authentic Panoramic View
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
$494 nightly
The price is $494
Apr 13 - Apr 14
Total with taxes and fees
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
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.
$260 nightly
The price is $260
Apr 13 - Apr 14
Total with taxes and fees
Lovely and typical farmhouse in the heart of Chianti
Exterior

Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
$7,737 nightly
The price is $7,737
May 4 - May 5
Total with taxes and fees
Ebbio – Villa and Organic Farm in Monteriggioni
Outdoor pool

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Monteriggioni
$522 nightly
The price is $522
Apr 13 - Apr 14
Total with taxes and fees
------ LA STALLA -----
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
$95 nightly
The price is $110
Apr 16 - Apr 17
Total with taxes and fees
Il Pozzo di Sant'Andrea
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
$106 nightly
The price is $120
Apr 13 - Apr 14
Total with taxes and fees
Casa di Campagna in Toscana
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
$119 nightly
The price is $136
Apr 16 - Apr 17
Total with taxes and fees
B&B La Fonte del Machiavelli
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
$74 nightly
The price is $85
Apr 19 - Apr 20
Total with taxes and fees
Tuscasì Aparthotel
La casa di Jakin | Terrace/patio

Tenuta Cantona

Tenuta Cantona
Casole d'Elsa
$214 nightly
The price is $238
Apr 13 - Apr 14
Total with taxes and fees
Tenuta Cantona
Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (50 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
$102 nightly
The price is $117
Apr 18 - Apr 19
Total with taxes and fees
Fullino Nero
Interior detail

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
$125 nightly
The price is $142
Apr 16 - Apr 17
Total with taxes and fees
La Coroncina Lodging
Exterior

Villa Mucellena

Villa Mucellena
Casole d'Elsa
$63 nightly
The price is $71
Apr 14 - Apr 15
Total with taxes and fees
Villa Mucellena
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
$103 nightly
The price is $116
Apr 23 - Apr 24
Total with taxes and fees
Palazzo Pacini
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (170 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
$86 nightly
The price is $104
Apr 20 - Apr 21
Total with taxes and fees
Bosco della Spina
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
$268 nightly
The price is $300
Apr 13 - Apr 14
Total with taxes and fees
Castello di Gargonza
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
$189 nightly
The price is $211
Apr 15 - Apr 16
Total with taxes and fees
Riserva di Fizzano Residence
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

Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Overall good , one runner in the gym was not working out of two so I couldn’t work out with my wife , breakfast lack of variety , not enough vegetables , good service , water was not going down in toilet, we asked to fix it but only in evening fixed it , room was good overall "
daniel 3-night trip
Posted 7 hours ago
Four Points by Sheraton Siena

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 $79 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 21 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.