Barberino Val d'Elsa Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Barberino Val d'Elsa holiday rentals

A dining area with a table set for two, featuring a view of greenery through a window.

1. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (40 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is S$210
includes taxes & fees
7 Nov - 8 Nov
La Locanda di Pietracupa
An arched entrance with a lantern above, flanked by two potted plants.

2. 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 S$230
includes taxes & fees
23 Nov - 24 Nov
Villa il Fedino
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

3. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (275 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
The price is S$132
includes taxes & fees
23 Nov - 24 Nov
Relais Villa Olmo - Place of Charme
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

4. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (93 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is S$169
includes taxes & fees
5 Nov - 6 Nov
B&B La Fonte del Machiavelli
An open wooden door leading to an outdoor patio with a table and chairs.

5. 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 S$163
includes taxes & fees
17 Nov - 18 Nov
Palazzo al Torrione 2
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

6. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (891 reviews)
"The people were all extremely nice and helpful, location was amazing, exactly what we were after having never been to Florence !!"
United States
David
The price is S$172
includes taxes & fees
17 Nov - 18 Nov
Relais Piazza Signoria
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

7. 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 S$372
includes taxes & fees
5 Nov - 6 Nov
Terre di Baccio
A detailed view of a Gothic-style cathedral with intricate architectural elements and statues.

8. Luxury B&B La Dimora degli Angeli

Luxury B&B La Dimora degli Angeli
Historic Centre of Florence
9.2 out of 10, Wonderful, (617 reviews)
"Excellent location, breakfast was awesome, perfect place for a young couples."
United States
Maurin
The price is S$143
includes taxes & fees
23 Nov - 24 Nov
Luxury B&B La Dimora degli Angeli
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

9. Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (647 reviews)
"Lovely hotel, great location."
United Kingdom
Robert
The price is S$238
includes taxes & fees
22 Nov - 23 Nov
Il Rivalta - Place of Charme
A wooden table with drinks and snacks on a balcony overlooking a cityscape with a prominent dome building.

10. Novella House

Novella House
Historic Centre of Florence
9.0 out of 10, Wonderful, (363 reviews)
"A beautiful place with an amazing staff and everything you need. Would definitely stay here again and would recommend it to everyone!"
United States
Zeus
The price is S$129
includes taxes & fees
30 Nov - 1 Dec
Novella House
A water park with a pool, slides, and a wooden deck area.

11. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (125 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
The price is S$72
includes taxes & fees
16 Nov - 17 Nov
hu Firenze Certosa camping in town
A bed with two pillows, a nightstand with a vase of flowers, and a wall socket.

12. Relais Luce Florence

Relais Luce Florence
Historic Centre of Florence
9.8 out of 10, Exceptional, (361 reviews)
"Excellent location, really friendly staff and lovely room"
United Kingdom
George
The price is S$176
includes taxes & fees
3 Dec - 4 Dec
Relais Luce Florence
An open balcony with a table and chairs, a view of a tiled roof, and a door leading to the interior.

13. Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
9.0 out of 10, Wonderful, (282 reviews)
"Great location"
United States
Hatem
The price is S$123
includes taxes & fees
1 Dec - 2 Dec
Bob W Florence Ponte Vecchio
A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

14. Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (352 reviews)
"Great location! Room was spacious and comfortable! Would stay again!"
United States
Bethany
The price is S$272
includes taxes & fees
8 Nov - 9 Nov
Tornabuoni Suites Collection
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

15. Signoria Collection

Signoria Collection
Historic Centre of Florence
9.8 out of 10, Exceptional, (18 reviews)
"Room was always clean. Location is amazing."
Canada
Doug
The price is S$190
includes taxes & fees
1 Dec - 2 Dec
Signoria Collection
Room

16. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (373 reviews)
"It was a perfect accommodation, best location, great Host and excellent room !"
United States
Cathrina
The price is S$123
includes taxes & fees
18 Nov - 19 Nov
La Torre Del Cestello
A hallway with a white door at the end, flanked by two large windows with black frames and wall-mounted lamps.

17. Nove Guest House

Nove Guest House
Historic Centre of Florence
10.0 out of 10, Exceptional, (102 reviews)
"I will definitely stay here again if I’m back in Florence. The place is very nice, clean and the staff is great! The sites are all within walking distance."
United States
Carson
The price is S$150
includes taxes & fees
8 Nov - 9 Nov
Nove Guest House
A hotel room with a large bed, a bedside table, a lamp, and a view of a dome through a window.

18. San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
9.8 out of 10, Exceptional, (461 reviews)
"Great place to stay!!"
United States
Neil
The price is S$158
includes taxes & fees
6 Nov - 7 Nov
San Giuliano Inn - Adults Only
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

19. Palazzo Alfieri Residenza d’epoca - Place of Charme

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (870 reviews)
"This is an excellent hotel very near the historic area. They offer a wonderful breakfast."
United States
robert
The price is S$222
includes taxes & fees
23 Nov - 24 Nov
Palazzo Alfieri Residenza d’epoca - Place of Charme
A hallway with a mirror, a vase, and a painting on the wall.

20. Residenza Della Signoria

Residenza Della Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (362 reviews)
"Great hotel and super central!"
United States
Marlies
The price is S$198
includes taxes & fees
24 Nov - 25 Nov
Residenza Della Signoria
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Barberino Val d'Elsa Hotel Reviews

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.
Park Hotel Chianti

Park Hotel Chianti

Park Hotel Chianti
Tavarnelle Val di Pesa

8/10 Good

It was clean and room was nice. Good for short stay.
Singapore
Giam Ming
Reviewed October 13, 2025
Park Hotel Chianti

Frequently Asked Questions

What are some of the best holiday rentals that Barberino Val d'Elsa has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of Barberino Val d'Elsa is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Barberino Val d'Elsa?

Expedia has 10 holiday rentals for your stay in Barberino Val d'Elsa.

Can I find a holiday rental in Barberino Val d'Elsa?

Yes, there are holiday rentals in Barberino Val d'Elsa close to Chianti Observatory, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Barberino Val d'Elsa speak positively about the countryside and wineries in this destination. Make sure you have time to check out the gardens and university setting during your trip.

What’s there to see and do in Barberino Val d'Elsa?

Family-friendly attractions include Chianti Observatory and Ra-Ma snc, whereas The SottoVico Garden is a spot to enjoy the outdoors. While in the area, you can also visit popular places such as Piazza di Santa Maria Novella and Piazza del Duomo.

What’s a holiday rental in Barberino Val d'Elsa like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Barberino Val d'Elsa. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family gatherings.