Montelopio Vacation Rentals

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Our top choices for Montelopio vacation rentals

8.0 out of 10, Very Good, (1)
$84 nightly
The price is $84
Jan 6 - Jan 7, 2026
Total with taxes and fees
Apartment 'San Giovanni Residence 2 Franca' with Private Garden, Wi-Fi and Air Conditioning
$84 nightly
The price is $84
Jan 7 - Jan 8, 2026
Total with taxes and fees
Apartment 'San Giovanni Residence 1 Dantea' with Private Garden, Wi-Fi and Air Conditioning
$100 nightly
The price is $100
Jan 30 - Jan 31, 2026
Total with taxes and fees
Apartment 'San Giovanni Residence 3 Beppa' with Private Garden, Wi-Fi and Air Conditioning

Townhouse in Empoli

Borgo San Giusto
9.4 out of 10, Exceptional, (38)
"The hotel stay was great."
United Kingdom
Jonathan
$91 nightly
The price is $104
Jan 22 - Jan 23, 2026
Total with taxes and fees
Borgo San Giusto

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$121 nightly
The price is $140
Jan 19 - Jan 20, 2026
Total with taxes and fees
Palazzo al Torrione 2

Townhouse in Gambassi Terme

Tenuta Sant'Ilario
9.4 out of 10, Exceptional, (33)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario

Apartment in Rosignano Marittimo

Borgo Verde
9.6 out of 10, Exceptional, (44)
"Very nice spacious room at an unbeatable price."
Canada
Dieter
$57 nightly
The price is $63
Jan 7 - Jan 8, 2026
Total with taxes and fees
Borgo Verde

Vacation Home in Rosignano Marittimo

Antico Podere San Francesco Hotel
9.6 out of 10, Exceptional, (38)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
$76 nightly
The price is $84
Jan 5 - Jan 6, 2026
Total with taxes and fees
Antico Podere San Francesco Hotel

Aparthotel in Guardistallo

Beatabb
9.0 out of 10, Wonderful, (7)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb
7.2 out of 10, Good, (15)
"Cabins are great, everything is clean and beds where fine. Swimming pool is a little too warm and the pool surface is basicly stones that gave the kids open wounds. The restaurant didnt sell anything but chips. "
Iceland
Anonymous traveler
$68 nightly
The price is $75
Jan 30 - Jan 31, 2026
Total with taxes and fees
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Apartment in Certaldo Alto

Borgo Antico Residence
10.0 out of 10, Exceptional, (3)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
$116 nightly
The price is $131
Jan 3 - Jan 4, 2026
Total with taxes and fees
Borgo Antico Residence

Apartment in Mura, Montaione

2-BR 1 bath abode in the Chianti hills!
8.0 out of 10, Very Good, (1)
"Check in Vorgang schwierig, da Gastgeber vergessen hat, dass wir kommen. Dann aber hat alles gut geklappt.Die Wohnung ist sehr renovierungsbedürftig, mein Mann hat erstmal die Klospülung repariert. Sonst hat sie ihren Charme und ist gut ausgestattet Gewürzen und anderen LebensmittelnToll gelegen mit Pool und Tennisplatz"
Germany
Anke G.
$193 nightly
The price is $195
Jan 6 - Jan 7, 2026
Total with taxes and fees
2-BR 1 bath abode in the Chianti hills!

Apartment in Colle di Val d'Elsa

Colle di Val D'elsa - Siena - Apt Green - E
10.0 out of 10, Exceptional, (1)
"Tutto bellissimo. Dal check in on line semplice e funzionale, l'apertura con il codice permette di arrivare quando si vuole. Alloggio esattamente come nelle foto, pulitissimo e dotato di tutto quello che serve anche per la preparazione dei cibi. Bagno particolare trasparente, pulitissimo e con doccia doppi. Vasca idromassaggio davanti al letto ... la chicca"
Italy
Stefano S.
$161 nightly
The price is $163
Jan 8 - Jan 9, 2026
Total with taxes and fees
Colle di Val D'elsa - Siena - Apt Green - E

Apartment in Colle di Val d'Elsa

Colle di Val d'Elsa - Siena - Apt Pink - B
10.0 out of 10, Exceptional, (2)
"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."
United States
Tamara C.
$157 nightly
The price is $160
Jan 6 - Jan 7, 2026
Total with taxes and fees
Colle di Val d'Elsa - Siena - Apt Pink - B

Apartment in Frazione Mura, Montaione

2bed, 1bath Garden apt in Chianti!
10.0 out of 10, Exceptional, (3)
"We had a wonderful time staying at the house. The location is beautiful and peaceful, surrounded by nature and the house itself is charming and well cared for. The swimming pool and the tennis court were fantastic and made our stay even more enjoyable. It was the perfect place to relax and enjoy the Tuscan atmosphere. We truly enjoyed our stay and would love to return one day"
Germany
Cayit A.
$220 nightly
The price is $222
Jan 3 - Jan 4, 2026
Total with taxes and fees
2bed, 1bath Garden apt in Chianti!

Townhouse in Cascina

B&B Cindy
8.2 out of 10, Very Good, (130)
"Great stay near Pisa"
United Kingdom
A
$71 nightly
The price is $78
Jan 17 - Jan 18, 2026
Total with taxes and fees
B&B Cindy

Aparthotel in San Gimignano City Centre

La Casa di Ines
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
$78 nightly
The price is $92
Jan 6 - Jan 7, 2026
Total with taxes and fees
La Casa di Ines

Residence in Guardistallo

Residence Il Paradiso
3.0 star property
8.4 out of 10, Very Good, (25)
"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"
Germany
Jason
$100 nightly
The price is $110
Jan 1 - Jan 2, 2026
Total with taxes and fees
Residence Il Paradiso

Apartment in Colle di Val d'Elsa

Colle di Val d'Elsa - Siena - Apt Blue - C
10.0 out of 10, Exceptional, (2)
"Super clean and a comfortable bed. Everything essential for making meals at home was provided. The host was very attentive and available by text. Housekeeping did an excellent job!"
United States
ALLAN
$165 nightly
The price is $167
Jan 6 - Jan 7, 2026
Total with taxes and fees
Colle di Val d'Elsa - Siena - Apt Blue - C

Townhouse in San Gimignano City Centre

Donna Nobile
8.2 out of 10, Very Good, (157)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
$80 nightly
The price is $94
Jan 15 - Jan 16, 2026
Total with taxes and fees
Donna Nobile
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 Montelopio Hotel Reviews

Find out more about Montelopio

Everything you need to know about Montelopio 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 Montelopio 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 Montelopio vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montelopio vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montelopio. 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 Montelopio 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 $63 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 Montelopio rentals

At Expedia, we put the best Montelopio 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 Montelopio 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 Montelopio 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 Montelopio. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Montelopio?

Yes, we have vacation rentals close to popular points of interest in Montelopio, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals that Montelopio has to offer?

Antico Podere San Francesco Hotel: This vacation home rental near Montelopio offers a balcony, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the private yard in this rental home to help you unwind.

What’s there to see and do in Montelopio?

Explore the area and family-friendly sights such as Pasta Martelli, or get out into nature at a spot like Casciana Thermal Baths. Teatro del Silenzio and Castelfalfi Golf Course are a couple of places you'll find in the larger area.

What’s a vacation rental in Montelopio like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Montelopio. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.