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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Lupompesi holiday rentals

Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (171 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is ฿3,882
฿4,575 total
includes taxes & fees
21 May - 22 May
Bosco della Spina
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (32 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is ฿5,261
฿5,787 total
includes taxes & fees
29 May - 30 May
Villa di Sotto
Suite, 2 Bedrooms | Courtyard view

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (24 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ฿23,943
฿26,490 total
includes taxes & fees
13 Jun - 14 Jun
L'Olmo
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (22 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is ฿3,579
฿4,051 total
includes taxes & fees
17 May - 18 May
Casa di Campagna in Toscana
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (83 reviews)
"We loved our stay and wish we could have stayed longer. Our room was clean & comfortable. The view was AMAZING. We had breakfast included daily which was very good and had a bunch of gluten free options. Our bodies were tired after the hustle & bustle of Florence & Rome so we booked into the “light spa” and had the hot pools to ourselves. It was a short walk to town. We wish we could have stayed longer and plan to be back. "
Canada
Ron
The price is ฿6,284
฿7,065 total
includes taxes & fees
18 May - 19 May
Casanova - Panoramic Rooms and Suites
Lunch and dinner served, local cuisine

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
The price is ฿8,213
฿9,186 total
includes taxes & fees
14 May - 15 May
Castello di Gargonza
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (174 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿6,188
฿6,921 total
includes taxes & fees
31 May - 1 Jun
Abbadia Sicille Relais
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ฿5,594
฿6,268 total
includes taxes & fees
17 May - 18 May
Villa Montecastello
Premium bedding, down duvets, pillow-top beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ฿2,381
฿3,113 total
includes taxes & fees
3 Jun - 4 Jun
Tuscasì Aparthotel
Front of property

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (142 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ฿6,404
฿7,272 total
includes taxes & fees
7 Jun - 8 Jun
Hotel San Gregorio
Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is ฿4,910
฿5,554 total
includes taxes & fees
26 May - 27 May
B&B Le Scalette di Piazza
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is ฿8,600
฿9,764 total
includes taxes & fees
21 May - 22 May
Borgo Argenina
Food court

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is ฿5,753
฿6,442 total
includes taxes & fees
12 Jun - 13 Jun
Antico Borgo Poggiarello
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is ฿5,462
฿6,198 total
includes taxes & fees
18 May - 19 May
Borgo Il Poggiaccio
Outdoor pool, pool umbrellas, pool loungers

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
The price is ฿11,920
฿13,492 total
includes taxes & fees
20 May - 21 May
Borgo Lucignanello Bandini
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (110 reviews)
"Excellent service, ideal location"
United Kingdom
Nigel
The price is ฿3,423
฿4,070 total
includes taxes & fees
17 May - 18 May
Idolina Guest House
Exterior

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is ฿2,569
฿2,902 total
includes taxes & fees
17 May - 18 May
Country House il Ciliegio
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is ฿7,525
฿8,468 total
includes taxes & fees
3 Jun - 4 Jun
Albergo Diffuso Borgo Santo
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is ฿3,460
฿3,958 total
includes taxes & fees
17 May - 18 May
Il Pozzo di Sant'Andrea
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 Lupompesi Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"We loved staying here and the staff was amazing. Unfortunately the weather didn't allow us to enjoy being outside in their gorgeous gardens much but we did have some spectacular views of Siena when we did. We didn't realize when we booked how far from city centre we would be, but the good thing was that the bus picked us up at the bottom of the driveway and for 1.70 each took us to the city centre . Also, even though the loft in our unit was beautiful, i didn't expect that the washroom would be downstairs which wasn't so convenient in the middle of the night. Breakfast buffet was great and cappuccino and café latte made for us upon request, was very delicious"
sara 2-night trip
Posted 8 hours ago
Villa Scacciapensieri Boutique Hotel

Find out more about Lupompesi

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

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Look no further and take a look at our great range of rental properties in Lupompesi!

Frequently asked questions

Can I find a holiday rental in Lupompesi?

Yes, there are holiday rentals close to the most popular sights in Lupompesi, or you can select a more secluded option if you're looking for a relaxing stay. Lupompesi is known for its restaurants.

What are some of the best holiday rentals that Lupompesi has to offer?

Borgo Argiano: This holiday home rental outside of Lupompesi is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

What’s there to see and do in Lupompesi?

Explore the area and family-friendly sights such as Terme Petriolo, or get out into nature at a spot like Horti Leonini. In the wider area, you’ll find Castiglion del Bosco Winery and Monte Oliveto Maggiore Abbey.

What’s a holiday rental in Lupompesi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lupompesi. Holiday rentals offer amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family getaway.