Montelopio Vacation Rentals from $52: Search Short-Term Rentals

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.

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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

$96 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

$91 nightly

Oct 19 - Oct 20

Total with taxes and fees

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 traveler

$101 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

4. Antica Dimora Leones

Palaia

Thomas

$55 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

5. Tenuta Sant'Ilario

Gambassi Terme

Sergio

$94 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

6. Room Rent Morrona

Terricciola

Marzia

$74 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

$86 nightly

Oct 25 - Oct 26

Total with taxes and fees

A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

8. Toscana Vacanze

MONTAIONE

$219 nightly

Oct 30 - Oct 31

Total with taxes and fees

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

9. 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

$63 nightly

Nov 7 - Nov 8

Total with taxes and fees

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

10. B&B Il Moscondoro

Montopoli in Val d'Arno

Manuel

$82 nightly

Nov 5 - Nov 6

Total with taxes and fees

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

11. Tenuta Quadrifoglio

Gambassi Terme

Geraldine

$128 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

12. La Ripadoro

Chianni

Maya

$166 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

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

Terricciola

Jan Z.

$167 nightly

Oct 23 - Oct 24

Total with taxes and fees

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

14. Il Frutteto

Casciana Terme Lari

Dr. Björn

$106 nightly

Oct 17 - Oct 18

Total with taxes and fees

An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

15. DomuS Miniato

San Miniato

Thomas

$97 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

16. Villa Le Polle di Meletro

Rivalto

$198 nightly

Oct 17 - Oct 18

Total with taxes and fees

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

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

Volterra

Michael B.

$123 nightly

Oct 29 - Oct 30

Total with taxes and fees

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

18. Casa Vacanze Le Case

San Gimignano

Andrew

$92 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

19. Borgo San Giusto

Empoli

Lucy

$99 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

20. Residence Il Paradiso

Guardistallo

Jason

$95 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Top Montelopio Hotel Reviews

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 Casolare Le Terre Rosse

10/10 Excellent

"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."

Tenuta Sovestro - Agriturismo e Winery

10/10 Excellent

"We loved our stay! The winery is beautiful, and you can see the vineyards and cypress trees from your room. Beautiful views! The stay includes the best breakfast buffet in all of Italy with fresh food and coffee. The dinner restaurant is great for a cozy meal. The shuttle into town is very convenient if you don't want to walk uphill. The walk back to tenuto sovestro from town is gorgeous and enjoyable (all downhill.) We enjoyed the brief wine tasting and stories of what makes this winery special. Would definitely stay here again!"

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!"

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"I wanna thank the amazing staff, they were all super nice and attentive , the Hotel is AMAZING, it makes you feel like you are home, the view is just out of this world. I would without a doubt stay there every time visiting San Geminiano. PS: Parking was easy and Breakfast was 5 stars.."

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 $52 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?

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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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. Tenuta Sant'Ilario

6. Room Rent Morrona

7. Il Castello di San Ruffino

8. Toscana Vacanze

9. Affittacamere e Ristorante Ariete

10. B&B Il Moscondoro

11. Tenuta Quadrifoglio

12. La Ripadoro

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

14. Il Frutteto

15. DomuS Miniato

16. Villa Le Polle di Meletro

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

18. Casa Vacanze Le Case

19. Borgo San Giusto

20. Residence Il Paradiso

Find vacation rentals that suit your style

Top Montelopio Hotel Reviews

Mormoraia

Hotel Da Vinci

Hotel Casolare Le Terre Rosse

Tenuta Sovestro - Agriturismo e Winery

Castelfalfi

Hotel Sovestro

Hotel Leon Bianco

La Cisterna

Relais Santa Chiara Hotel by Double Hospitality

Find out more about Montelopio

Frequently asked questions

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