Montelopio Vacation Rentals from CA $70: Short-Term Rentals for 2026

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

San Francesco Country Resort : This vacation home rental near Montelopio offers a private beach, a furnished patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Amenities like an electric kettle and free parking are also available for your convenience. Kick off your shoes and enjoy yourself with a terrace and a private yard.

Check prices for these dates

In two weeks

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Our top choices for Montelopio vacation rentals

A building with a garden patio, outdoor seating, and a pergola.

1. San Giovanni R. Apartment 3 Beppa with Private Garden, Wi-Fi and Air Conditioning

Peccioli

CA $138 total

includes taxes & fees

Oct 26 - Oct 27

A covered outdoor area with a bench, steps leading to a building, and a garden view.

2. San Giovanni R. Apartment 2 Franca with Private Garden, Wi-Fi & Air Conditioning

Peccioli

CA $131 total

includes taxes & fees

Oct 26 - Oct 27

A building with a covered patio, outdoor seating, and air conditioning units.

3. San Giovanni R. Apartment 1 Dantea with Private Garden, Wi-Fi, and Air Conditioning

Peccioli

Anonymous traveller

CA $145 total

includes taxes & fees

Oct 27 - Oct 28

A garden with a round table and wicker chairs under a tree.

4. Antica Dimora Leones

Palaia

Thomas

CA $101 total

includes taxes & fees

Oct 28 - Oct 29

A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

5. Room Rent Morrona

Terricciola

Marzia

CA $114 total

includes taxes & fees

Oct 26 - Oct 27

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

6. Tenuta Sant'Ilario

Gambassi Terme

Sergio

CA $153 total

includes taxes & fees

Nov 3 - Nov 4

An arched stone corridor with a hanging lantern, leading to an open area with trees and a gate.

7. Il Castello di San Ruffino

Casciana Terme Lari

daniel

CA $184 total

includes taxes & fees

Oct 26 - Oct 27

A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

8. B&B Il Moscondoro

Montopoli in Val d'Arno

Manuel

CA $127 total

includes taxes & fees

Nov 1 - Nov 2

A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a scenic view of hills and a cloudy sky.

9. Tenuta Quadrifoglio

Gambassi Terme

Geraldine

CA $202 total

includes taxes & fees

Oct 26 - Oct 27

A courtyard with outdoor seating, a brick building, and a tree.

10. Affittacamere e Ristorante Ariete

Ponsacco

"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."

Martina

CA $102 total

includes taxes & fees

Oct 30 - Oct 31

An open dining area with a table set for two, a red sofa, and a painting on the wall.

11. La Ripadoro

Chianni

Maya

CA $262 total

includes taxes & fees

Nov 2 - Nov 3

A table with a cheese board, bread, a bottle of wine, and a potted plant.

12. DomuS Miniato

San Miniato

Thomas

CA $161 total

includes taxes & fees

Nov 9 - Nov 10

A garden with a stone pathway, wooden benches, and various potted plants.

13. Antico Borgo il Cardino

San Gimignano

Heidi

CA $212 total

includes taxes & fees

Oct 27 - Oct 28

A poolside area with a lounge chair, a sun hat, and a book.

14. Il Frutteto

Casciana Terme Lari

Dr. Björn

CA $164 total

includes taxes & fees

Oct 26 - Oct 27

A courtyard with stone buildings, a grassy area, and a brick wall.

15. Toscana Vacanze

MONTAIONE

CA $367 total

includes taxes & fees

Oct 30 - Oct 31

A building with a stucco exterior, multiple windows, and a tiled roof.

16. Residence Il Paradiso

Guardistallo

Jason

CA $144 total

includes taxes & fees

Nov 25 - Nov 26

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

17. Borgo San Giusto

Empoli

Lucy

CA $157 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

18. Villa Le Polle di Meletro

Rivalto

CA $296 total

includes taxes & fees

Oct 31 - Nov 1

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

19. Casa Vacanze Le Case

San Gimignano

Andrew

CA $145 total

includes taxes & fees

Nov 2 - Nov 3

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

20. Borgo Antico Residence

Certaldo Alto

jane

CA $142 total

includes taxes & fees

Oct 26 - Oct 27

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Top Montelopio Hotel Reviews

Poderi Arcangelo

10/10 Excellent

"Fantastic experience all around from the the food, the wine, THE VIEWS, and the late October weather gifted us an afternoon poolside. Our room was wonderful and passed every expectation. Five stars!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"The biggest mistake we made... was leaving. What a wonderful place to stay and enjoy the Tuscan countryside. The proximity to Sam Gimignano was perfect. Short stroll of 7 minutes and you are there. Room was clean and comfortable. Great water pressure in the shower with plenty of hot water. Loved the charm of this hotel. Met by Gaia... so hospitable and helpful. She walked us out to show us where parking had been set aside for us as asked (I received welcome emails ahead of my stay and inquired about parking. All was neatly arranged.) We enjoyed dinner in the bar area twice. All meals were wonderful. But the breakfast spread was just delightful. So many choices of fresh food. Delicious!! Thank you for a wonderful stay. Molto bene!!! Gratzie mille, Gaia!!"

Mormoraia

8/10 Good

"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montelopio vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montelopio vacation rentals we have selected for you start as low as CA $70 per night. Entering your travel dates in the search wizard 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?

San Francesco Country Resort: This vacation home rental near Montelopio offers a private beach, a furnished patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Amenities like an electric kettle and free parking are also available for your convenience. Kick off your shoes and enjoy yourself with a terrace and a private yard.

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.

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Check prices for these dates

Our top choices for Montelopio vacation rentals

1. San Giovanni R. Apartment 3 Beppa with Private Garden, Wi-Fi and Air Conditioning

2. San Giovanni R. Apartment 2 Franca with Private Garden, Wi-Fi & Air Conditioning

3. San Giovanni R. Apartment 1 Dantea with Private Garden, Wi-Fi, and Air Conditioning

4. Antica Dimora Leones

5. Room Rent Morrona

6. Tenuta Sant'Ilario

7. Il Castello di San Ruffino

8. B&B Il Moscondoro

9. Tenuta Quadrifoglio

10. Affittacamere e Ristorante Ariete

11. La Ripadoro

12. DomuS Miniato

13. Antico Borgo il Cardino

14. Il Frutteto

15. Toscana Vacanze

16. Residence Il Paradiso

17. Borgo San Giusto

18. Villa Le Polle di Meletro

19. Casa Vacanze Le Case

20. Borgo Antico Residence

Find vacation rentals that suit your style

Top Montelopio Hotel Reviews

Poderi Arcangelo

Hotel Casolare Le Terre Rosse

Hotel Sovestro

Relais Santa Chiara Hotel by Double Hospitality

San Francesco Country Resort

Mormoraia

Hotel Da Vinci

Hotel Leon Bianco

Borgo Verde

Find out more about Montelopio

Frequently asked questions

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