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Villa del Monte Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Villa del Monte vacation rentals

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is P7,497
P8,389 total
includes taxes & fees
Dec 3 - Dec 4
Palazzo Pacini
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

2. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is P7,953
P8,963 total
includes taxes & fees
Nov 6 - Nov 7
Tenuta Sant'Ilario
A view from a window overlooking a rural landscape with fields and a distant mountain range.

3. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is P6,635
P7,655 total
includes taxes & fees
Dec 1 - Dec 2
B&B Palazzo Tortoli
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

4. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is P5,545
P6,455 total
includes taxes & fees
Nov 7 - Nov 8
Casa Vacanze Le Case
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

5. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is P8,149
P9,177 total
includes taxes & fees
Nov 16 - Nov 17
Tenuta Quadrifoglio
A narrow street with stone buildings, wooden doors, and a brick pathway.

6. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is P6,694
P7,719 total
includes taxes & fees
Nov 17 - Nov 18
Materia Rooms San Gimignano
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

7. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
9.6 out of 10, Exceptional, (5 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is P4,051
P6,448 total
includes taxes & fees
Nov 9 - Nov 10
Borgo Antico Residence
A building with a wooden door, windows with shutters, and flower boxes.

8. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is P5,044
P5,905 total
includes taxes & fees
Nov 14 - Nov 15
Donna Nobile
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

9. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (47 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is P5,362
P6,112 total
includes taxes & fees
Dec 6 - Dec 7
Borgo San Giusto
A bed with a quilted bedspread, a nightstand with a lamp, and two framed pictures on the wall.

10. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (122 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
The price is P4,582
P5,182 total
includes taxes & fees
Nov 9 - Nov 10
Chianti Village Morrocco
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

11. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
Antica Pieve B&B
An open wooden door leading to an outdoor patio with a table and chairs.

12. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is P5,433
P8,111 total
includes taxes & fees
Nov 8 - Nov 9
Palazzo al Torrione 2
An arched entrance with a lantern above, flanked by two potted plants.

13. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is P10,150
P11,449 total
includes taxes & fees
Nov 23 - Nov 24
Villa il Fedino
Exterior

14. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (29 reviews)
"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."
United States
Erick
The price is P6,393
P7,317 total
includes taxes & fees
Nov 18 - Nov 19
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

15. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (94 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is P7,373
P8,394 total
includes taxes & fees
Nov 6 - Nov 7
B&B La Fonte del Machiavelli
A bedroom with a bed, bedside lamp, and a window with a view of greenery.

16. Palazzo Brunelleschi

Palazzo Brunelleschi
Castelfiorentino
The price is P6,984
P7,825 total
includes taxes & fees
Nov 6 - Nov 7
Palazzo Brunelleschi
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

17. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
The price is P6,694
P7,719 total
includes taxes & fees
Nov 6 - Nov 7
Affittacamere Le Ginestre
A reception desk with the word "SPORTLAND" prominently displayed.

18. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is P3,064
P3,513 total
includes taxes & fees
Dec 3 - Dec 4
Sportland
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

19. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is P16,510
P18,446 total
includes taxes & fees
Nov 6 - Nov 7
Terre di Baccio
A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

20. Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.4 out of 10, Very good, (26 reviews)
"Great location between Florence and Pisa. Also only a 5 minute walk to the train station that will take you to both cities. Great place to stay if looking for something quite and away from the crowds."
United States
Joshua
The price is P4,880
P5,581 total
includes taxes & fees
Dec 2 - Dec 3
Affittacamere a 20 minuti da Firenze
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 Villa del Monte Hotel Reviews

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Muy buena atención y ubicación inmejorable."
María Teresa 1-night trip
Posted 11 hours ago
Salvadonica - Borgo del Chianti

Find out more about Villa del Monte

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Frequently asked questions

Can I find vacation rentals in Villa del Monte?

Yes, we have vacation rentals close to well known sights in Villa del Monte, or you can select a secluded option if you're looking for relaxation.

What can I see and do in Villa del Monte?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. Casa del Boccaccio and Tenuta Torciano Winery are a couple of places you'll find in the larger area.

What are vacation rentals like in Villa del Monte?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Villa del Monte. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for small groups.