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

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Our top choices for Montelopio vacation rentals

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

1. 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.

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

Peccioli

Anonymous traveller

CA $145 total

includes taxes & fees

Oct 26 - Oct 27

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

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

8. 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

A stone building with a garden, two white lounge chairs, and a pergola.

9. Toscana Vacanze

MONTAIONE

CA $367 total

includes taxes & fees

Oct 30 - Oct 31

An open door leading to a patio with a table and chairs, a bench, and a view of a fence and greenery.

10. Casa Magnolia Enjoy unrivaled view and breathtaking sunsets - EARTH

Terricciola

Danuta

CA $268 total

includes taxes & fees

Oct 29 - Oct 30

A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

11. Tenuta Quadrifoglio

Gambassi Terme

Geraldine

CA $202 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.

12. B&B Il Moscondoro

Montopoli in Val d'Arno

Manuel

CA $127 total

includes taxes & fees

Nov 1 - Nov 2

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

13. Il Frutteto

Casciana Terme Lari

Dr. Björn

CA $164 total

includes taxes & fees

Oct 26 - Oct 27

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

14. DomuS Miniato

San Miniato

Thomas

CA $161 total

includes taxes & fees

Nov 9 - Nov 10

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

15. La Ripadoro

Chianni

Maya

CA $262 total

includes taxes & fees

Nov 2 - Nov 3

A table with a glass of white wine, a bowl of fruit, and a plate of cured meats.

16. Casa Magnolia Enjoy unrivaled view and breathtaking sunsets - CIELO

Terricciola

Jan Z.

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

17. Villa Le Polle di Meletro

Rivalto

CA $296 total

includes taxes & fees

Oct 31 - Nov 1

A bedroom with a bed, a stone wall, a wooden door, and a nightstand with a lamp.

18. THE TUSCAN RUSTIC NEST

Ponsacco

"Carlos greeted us at the property and ensured we knew where everything was in the residence which was well equipped, very clean and next door to a grocery store. Carlos also recommended a great beach called the American Beach nearby and a fabulous Italian restaurant which I lost the receipt for but the food was excellent and incredibly reasonable. Carlos and Silvana are great hosts and deserving of their rating as Superhosts. Would recommend them to anyone staying in the area. "

Robert

CA $154 total

includes taxes & fees

Oct 26 - Oct 27

A swimming pool with lounge chairs, surrounded by a low wall, under a sunset sky.

19. Apartment 'Casa Vacanze Podere San Giusto' with Private Terrace, Private Garden and Wi-Fi

Volterra

Michael B.

CA $180 total

includes taxes & fees

Nov 14 - Nov 15

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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Montelopio. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 2 Franca with Private Garden, Wi-Fi & Air Conditioning

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

3. San Giovanni R. Apartment 3 Beppa 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. Affittacamere e Ristorante Ariete

9. Toscana Vacanze

10. Casa Magnolia Enjoy unrivaled view and breathtaking sunsets - EARTH

11. Tenuta Quadrifoglio

12. B&B Il Moscondoro

13. Il Frutteto

14. DomuS Miniato

15. La Ripadoro

16. Casa Magnolia Enjoy unrivaled view and breathtaking sunsets - CIELO

17. Villa Le Polle di Meletro

18. THE TUSCAN RUSTIC NEST

19. Apartment 'Casa Vacanze Podere San Giusto' with Private Terrace, Private Garden and Wi-Fi

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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