Tepolini Vacation Rentals

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Our top choices for Tepolini vacation rentals

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
$202 nightly
The price is $230
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hotel San Gregorio
9.4 out of 10, Exceptional, (67)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
United Kingdom
peter H.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Residence in San Quirico d'Orcia

Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
$219 nightly
The price is $246
Dec 28 - Dec 29
Total with taxes and fees
Casanova - Panoramic Rooms and Suites

Vacation Home in Montalcino (SI)

The House of Alice, charm and relaxation
9.8 out of 10, Exceptional, (67)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
$234 nightly
The price is $238
Jan 11 - Jan 12, 2026
Total with taxes and fees
The House of Alice, charm and relaxation

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
$86 nightly
The price is $99
Dec 15 - Dec 16
Total with taxes and fees
Residenza Fabroni

Apartment in Montepulciano

Bellarmino Boutique Apartments
6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
$100 nightly
The price is $114
Jan 11 - Jan 12, 2026
Total with taxes and fees
Bellarmino Boutique Apartments

Residence in Sorano

Villaggio Le Querce
4.0 star property
9.0 out of 10, Wonderful, (57)
"Nice neighborhood with Sorano close by. No restaurant or bar open. Lack of bedsheets and towels for 3 people. The shower head was too heavy to stay in the shower head holder"
Finland
Åsa
$94 nightly
The price is $109
Dec 25 - Dec 26
Total with taxes and fees
Villaggio Le Querce

Residence in Montepulciano

Il Tosco
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
$260 nightly
The price is $291
Dec 15 - Dec 16
Total with taxes and fees
Il Tosco
10.0 out of 10, Exceptional, (86)
"Lovely villa in a beautiful location. "
United Kingdom
helen S.
Villa in Montalcino, exclusive for you, stunning view!!!
9.6 out of 10, Exceptional, (52)
"Marina was a great host and the property was exactly what we were after!"
United Kingdom
Steph M.
Farmhouse in the greenery of the Tuscany countryside with private pool and view
10.0 out of 10, Exceptional, (60)
"Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets."
United States
Darrel W.
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
9.8 out of 10, Exceptional, (94)
"Lovely home with spectacular views! The home greatly exceeded our expectations. It had everything we needed for our 6 day. When not our touring the charming small Tuscany towns, we enjoyed the peace and quiet of the back porch and pool area. We kept the windows open and enjoyed the sweet breezes blowing through. If you're looking the perfect home to rent in Tuscany, this is the one. "
United States
Teresa G.
Hilltop house in the heart of Tuscany with private pool

Residence in Montepulciano

Osteria del Borgo
9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
8.6 out of 10, Excellent, (7)
"Ci siamo trovati molto bene in questa struttura, spaziosa, ed accogliente. Abbiamo usata anche la piscina perfetta"
Italy
Marco S.
Eco house with pool and fantastic views
9.6 out of 10, Exceptional, (40)
"Very Clean and excellent House. We loved our stay. "
Germany
Sebastian K.
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
9.4 out of 10, Exceptional, (11)
"Very nice property, clean and chic, all the furniture and amenities you need. Very big and specious. In summer can be very hot but the villa has Airconditioning in every room. Owner very nice and helpful, we communicated via WhatsUp for everything. The closest supermarket is 10 min drive away so plan your shopping well. "
Austria
Ana J.
Villa Piandisette - Four Bedroom Villa, Sleeps 10
9.8 out of 10, Exceptional, (48)
"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."
Canada
Ramutis G.
Montalcino Villa - Breathtaking Views of the Val d'Orcia
9.4 out of 10, Exceptional, (46)
"It was amazing!! Great space for 7 adults. Pool area is great. Definitely do a meal with Leonardo. "
United States
Carol W.
Villa with private pool, air conditioning near wineries at 3km from village
9.8 out of 10, Exceptional, (65)
"Location, location, location. The room was great. The host was easy to communicate with and was very helpful."
United States
peter m.
Charming House in the heart of Montepulciano

Residence in Montepulciano

Delcorto Suites
10.0 out of 10, Exceptional, (32)
"Exceptional service great building felt like a Medici!"
United States
gaetano
$179 nightly
The price is $202
Dec 14 - Dec 15
Total with taxes and fees
Delcorto Suites
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 Tepolini Hotel Reviews

Find out more about Tepolini

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

Tepolini vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tepolini. 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 Tepolini 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 $99 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 Tepolini rentals

At Expedia, we put the best Tepolini 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 Tepolini 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 Tepolini 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 Tepolini. 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 Tepolini?

Yes, there are vacation rentals near top attractions in Tepolini, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental in Tepolini?

The House of Alice, charm and relaxation: This vacation home rental outside of Tepolini is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books.

What’s there to see and do in Tepolini?

While exploring the area, visit family-friendly sights like Parco Piscine Capenti Outdoor Pool, or get outside and enjoy nature at Garden of Daniel Spoerri. Mount Amiata Fauna Park and Monte Amiata are a couple of places you'll find in the larger area.

What’s a vacation rental in Tepolini like?

Vacation rentals are private properties where you can stay for several days or longer in Tepolini. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for small groups.