Montelopio Vacation Rentals

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Check prices for these dates

Tonight
Dec 15 - Dec 16
Tomorrow
Dec 16 - Dec 17
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Montelopio vacation rentals

Terrace/patio
Apartment 'San Giovanni Residence 2 Franca' with Private Garden, Wi-Fi and Air Conditioning

Apartment in Peccioli

Apartment 'San Giovanni Residence 2 Franca' with Private Garden, Wi-Fi and Air Conditioning
8.0 out of 10, Very Good, (1)
Apartment 'San Giovanni Residence 2 Franca' with Private Garden, Wi-Fi and Air Conditioning
Exterior
Apartment 'San Giovanni Residence 1 Dantea' with Private Garden, Wi-Fi and Air Conditioning

Apartment in Peccioli

Apartment 'San Giovanni Residence 1 Dantea' with Private Garden, Wi-Fi and Air Conditioning
Apartment 'San Giovanni Residence 1 Dantea' with Private Garden, Wi-Fi and Air Conditioning
Exterior
Apartment 'San Giovanni Residence 3 Beppa' with Private Garden, Wi-Fi and Air Conditioning

Apartment in Peccioli

Apartment 'San Giovanni Residence 3 Beppa' with Private Garden, Wi-Fi and Air Conditioning
Apartment 'San Giovanni Residence 3 Beppa' with Private Garden, Wi-Fi and Air Conditioning
Balcony
Palazzo al Torrione 2

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
The price is ￥17,213
￥19,849 total
includes taxes & fees
Dec 22 - Dec 23
Palazzo al Torrione 2
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe
Tenuta Sant'Ilario

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
Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio
Affittacamere Le Ginestre

Townhouse in San Gimignano City Centre

Affittacamere Le Ginestre
7.8 out of 10, Good, (6)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
Affittacamere Le Ginestre
Daily self-serve breakfast (EUR 6 per person)
Beatabb

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
Dining
Ground floor apartment approx. 50 sq m. Sleeps 4 one bedroom, bathroom with shower.

Apartment in gambassi terme

Ground floor apartment approx. 50 sq m. Sleeps 4 one bedroom, bathroom with shower.
8.0 out of 10, Very Good, (1)
Ground floor apartment approx. 50 sq m. Sleeps 4 one bedroom, bathroom with shower.
Romantic Double Room, 1 Bedroom, Non Smoking | View from room
B&B Palazzo Tortoli

Townhouse in San Gimignano City Centre

B&B Palazzo Tortoli
9.2 out of 10, Wonderful, (57)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is ￥19,747
￥22,636 total
includes taxes & fees
Jan 8 - Jan 9, 2026
B&B Palazzo Tortoli
1 bedroom, WiFi, bed sheets
Two Bedroom Apartment

Apartment in San Gimignano City Centre

Two Bedroom Apartment
9.8 out of 10, Exceptional, (11)
"Very well set up apartment and location was perfect. Parking is a bit of a challenge but if you don’t mind walking you will be ok. "
Canada
Bev P.
The price is ￥18,292
￥32,925 total
includes taxes & fees
Dec 22 - Dec 23
Two Bedroom Apartment
Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing
Borgo San Giusto

Townhouse in Empoli

Borgo San Giusto
9.4 out of 10, Exceptional, (38)
"The hotel stay was great."
United Kingdom
Jonathan
The price is ￥15,486
￥17,584 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Borgo San Giusto
Porch
Donna Nobile

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
The price is ￥12,471
￥14,634 total
includes taxes & fees
Dec 16 - Dec 17
Donna Nobile
Spa
Colle di Val D'elsa - Siena - Apt Green - E

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.
The price is ￥13,902
￥26,706 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Colle di Val D'elsa - Siena - Apt Green - E
Interior
Le Torri San Gimignano Apartments

Apartment in San Gimignano City Centre

Le Torri San Gimignano Apartments
8.4 out of 10, Very Good, (5)
"Loved this apartment. Felt like we were locals. Walked to everything. Outstanding communication with property manager. She was very helpful and accommodating. She was able to help us navigate how to return to our train station as transportation from here can be tricky if not planned in advance."
United States
Antonio M.
The price is ￥18,292
￥32,925 total
includes taxes & fees
Dec 16 - Dec 17
Le Torri San Gimignano Apartments
Comfort Room | Premium bedding, free WiFi
Room Rent Morrona

Townhouse in Terricciola

Room Rent Morrona
9.0 out of 10, Wonderful, (6)
"Ottima struttura "
Italy
Marzia
Room Rent Morrona
Property grounds
san gimignano apartment in historical center, courtyard and fast free wifi

Apartment in San Gimignano City Centre

san gimignano apartment in historical center, courtyard and fast free wifi
9.6 out of 10, Exceptional, (36)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
United States
Matthew E.
The price is ￥16,463
￥26,158 total
includes taxes & fees
Jan 6 - Jan 7, 2026
san gimignano apartment in historical center, courtyard and fast free wifi
Villa | Living area | Flat-screen TV, table tennis
Borgo Verde

Apartment in Rosignano Marittimo

Borgo Verde
9.8 out of 10, Exceptional, (43)
"Very nice spacious room at an unbeatable price."
Canada
Dieter
Borgo Verde
Terrace/patio
Le Torri2 SanGimignanoApartments

Apartment in San Gimignano City Centre

Le Torri2 SanGimignanoApartments
10.0 out of 10, Exceptional, (1)
"Muy bonito y acogedor "
Mexico
ROCIO
The price is ￥23,048
￥37,681 total
includes taxes & fees
Dec 16 - Dec 17
Le Torri2 SanGimignanoApartments
Property grounds
2bed, 1bath Garden apt in Chianti!

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.
The price is ￥12,804
￥32,742 total
includes taxes & fees
Dec 16 - Dec 17
2bed, 1bath Garden apt in Chianti!
Outdoor dining
THE BEST VIEW San Gimignano

Apartment in SAN GIMIGNANO

THE BEST VIEW San Gimignano
8.8 out of 10, Excellent, (3)
"It was a lovely apartment and the host is absolutely fabulous and easy to talk/chat with and responsive and they went above and beyound when I left my wallet behind on the day I flew out. When I stayed it was extremely hot(big European heat wave) and it was difficult to get cooled down at night but I think this was unusual time but be careful if you are sensitive to the heat at night."
United States
Eileen B.
The price is ￥14,451
￥25,426 total
includes taxes & fees
Dec 27 - Dec 28
THE BEST VIEW San Gimignano
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

Hotel Leon Bianco

Hotel Leon Bianco

10/10 Excellent
"Clean and surprisingly large room, with a spacious closet and bathroom. My room happened to have a window to the inside courtyard. Front desk staff/owner is exceptionally friendly, helpful, and generous. Property located right at the central plaza - cannot be more convenient!"
OI LING SOPHIA 1-night trip
Posted 9 days ago
Hotel Leon Bianco

Find out more about Montelopio

Search for holiday rentals in Montelopio on Expedia! You can easily find your home rentals, villas, holiday apartments in Montelopio using one of the methods below:

  • View our selection of featured holiday rentals in Montelopio
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Look no further and take a look at our great range of rental properties in Montelopio!

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.