A historic stone church with a bell tower, surrounded by well-maintained hedges and a stone wall.

Barberino Val d'Elsa Holiday Rentals

Q: 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.

Dates

November 2026

December 2026

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Our top choices for Barberino Val d'Elsa holiday rentals

A two-story house with a patio area, potted plants, and outdoor furniture.

1. La Locanda di Pietracupa

Tavarnelle Val di Pesa

Isabell

includes taxes & fees

11 Nov - 12 Nov

An arched entrance with a lantern above, flanked by two potted plants.

2. Villa il Fedino

San Casciano in Val di Pesa

Justyna

includes taxes & fees

23 Nov - 24 Nov

A stone building with a patio area featuring a table and chairs under a large umbrella.

3. Relais Villa Olmo - Place of Charme

Impruneta

Michael

includes taxes & fees

26 Nov - 27 Nov

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

4. B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

Stella

includes taxes & fees

10 Nov - 11 Nov

An open wooden door leading to an outdoor patio with a table and chairs.

5. Palazzo al Torrione 2

San Gimignano City Centre

Klaus

includes taxes & fees

14 Nov - 15 Nov

A balcony with wicker furniture, overlooking a historic square with a prominent tower and a clock.

6. Relais Piazza Signoria

Historic Centre of Florence

David

includes taxes & fees

3 Dec - 4 Dec

A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

7. Terre di Baccio

Greve in Chianti

Gage

includes taxes & fees

10 Nov - 11 Nov

A modern office space with a glass desk, a computer, and a chair.

8. Luxury B&B La Dimora degli Angeli

Historic Centre of Florence

Maurin

includes taxes & fees

23 Nov - 24 Nov

A terrace with outdoor seating, a view of the city, and a clock tower in the background.

9. Il Rivalta - Place of Charme

Historic Centre of Florence

Valerie

includes taxes & fees

23 Nov - 24 Nov

A wooden table with drinks and snacks on a balcony overlooking a cityscape with a prominent dome building.

10. Novella House

Historic Centre of Florence

Zeus

includes taxes & fees

30 Nov - 1 Dec

A tented room with a bed, curtains, and a view of an outdoor deck.

11. hu Firenze Certosa camping in town

Impruneta

Ana María

includes taxes & fees

16 Nov - 17 Nov

A table with breakfast items, a vase with flowers, and a view of a cityscape with a dome and tower.

12. Relais Luce Florence

Historic Centre of Florence

George

includes taxes & fees

3 Dec - 4 Dec

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

Historic Centre of Florence

Hatem

includes taxes & fees

1 Dec - 2 Dec

A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

14. Tornabuoni Suites Collection

Historic Centre of Florence

Bethany

includes taxes & fees

29 Nov - 30 Nov

A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

15. Signoria Collection

Historic Centre of Florence

SCOTT

includes taxes & fees

2 Dec - 3 Dec

16. La Torre Del Cestello

Historic Centre of Florence

Cathrina

includes taxes & fees

17 Nov - 18 Nov

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

Historic Centre of Florence

Carson

includes taxes & fees

12 Nov - 13 Nov

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

Historic Centre of Florence

Neil

includes taxes & fees

10 Dec - 11 Dec

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

Historic Centre of Florence

robert

includes taxes & fees

23 Nov - 24 Nov

A historic building with arched windows and a clock, located in a busy urban area with pedestrians.

20. Residenza Della Signoria

Historic Centre of Florence

Marlies

includes taxes & fees

24 Nov - 25 Nov

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Find holiday rentals that suit your style

Top Barberino Val d'Elsa Hotel Reviews

A modern hotel room with a bed, a desk, a chair, and a TV.

Park Hotel Chianti

Tavarnelle Val di Pesa

10/10 Excellent

Andrew

A table with breakfast items and a vase of flowers on a terrace overlooking a cityscape with historic buildings and a tower.

Hotel L'Orologio Firenze

Historic Centre of Florence

10/10 Excellent

Beautiful room decor, with the room and bathroom spotlessly clean and very comfortable and pleasing. The location was excellent, close to the train station, right on the Santa Maria Novella Piazza, and, an easy walk to almost everything. The breakfast buffet was beautiful: the staff attentiveness, the food, and the view of the Santa Maria Novella Piazza and Bascilica. The breakfast food and drink was exceptional: with the range and quality available. Full credit to the wait and kitchen...

Sarah

A view from a window overlooking a busy square with historic buildings, a carousel, and a café table with a book and cup.

Hotel Pendini

Historic Centre of Florence

10/10 Excellent

Lionel

A historic building with arched windows and red flags.

Hotel Calimala Florence

Historic Centre of Florence

10/10 Excellent

Kate

A terrace with a table and chairs, overlooking a scenic landscape with rolling hills and a distant building.

La Cisterna

San Gimignano City Centre

10/10 Excellent

Jacquelyn

A courtyard with outdoor seating, potted plants, and a statue.

Hotel David

Oltrarno

10/10 Excellent

Allan

A spacious living room with a large grey sofa, yellow armchairs, and a chandelier.

Hotel Horto Convento

Historic Centre of Florence

10/10 Excellent

Kevin

A modern outdoor pool area with a stone wall, wooden deck, and lounge chairs.

Palazzo Castri 1874 Spa & Garden

Historic Centre of Florence

10/10 Excellent

Gordon

A building with a staircase, potted plants, and a garden area.

Art Hotel Villa Agape - Place of Charme

Oltrarno

10/10 Excellent

Amazing experience staying here! The villa is stunning you feel like you’re living as royalty. The gardens are beautiful despite the extreme heat of Italy. Don’t miss a sunset in the gardens. We had dinner twice, both nights had lovely food and service. The Buffett breakfast is definitely worth adding to your stay. The shuttle that takes you into town is such a good idea. Even though we had a car we didn’t have to worry about trying to park near the city to explore. Lovely Villa, thank...

Syvahna

A rooftop terrace with a seating area, a table with candles, and a view of a historic tower and fortress in the background.

Grand Hotel Cavour

Historic Centre of Florence

10/10 Excellent

Kate

A cozy outdoor seating area with wicker furniture, a large potted plant, and lanterns.

Grand Hotel Baglioni

Historic Centre of Florence

10/10 Excellent

Neralie

A balcony with two chairs and a table, overlooking a river with buildings in the background.

Hotel Balestri

Historic Centre of Florence

10/10 Excellent

Absolutely wonderful location ... throw open the windows and look out on the River Arno with beautiful sight lines to Ponte Vecchio which changes every day with the early morning light and evening sunsets. A short walk to all the major attractions and shopping facilities. The decor was gorgeous and the rooms spacious and clean with good sized bathroom. Each morning we were served a banquet for breakfast and there was a lovely little room one could relax in if you didn't want to go back to...

Susan

A spacious lobby with high ceilings, a skylight, and a central seating area with sofas and chairs.

Hotel Garibaldi Blu

Historic Centre of Florence

10/10 Excellent

Erin

A rooftop terrace with a hot tub, wicker chairs, and a view of a historic dome and cityscape.

Brunelleschi Hotel

Historic Centre of Florence

10/10 Excellent

FANTASTIC !!! Stayed at this hotel more than ten years ago and found it run down, very aged and room extremely small and noisy on Via del Corso. What an explosion of style and magnificence with the total remake in 2009/2012. Three years of severe restoring have turned this hotel into an unbelievable PALACE. I could never have imagined that this would be the best hotel in my 28 days in Italy this year. I have been to 11 hotels in 8 cities and this is deservedly the most magnificent part of my...

Anonymous traveller

A balcony with a view of buildings, a wicker chair, and a small table with a vase.

Gallery Hotel Art - Lungarno Collection

Historic Centre of Florence

10/10 Excellent

Arriving at the Gallery Hotel Art on a hot summers day was like arriving at an oasis of cool, calm and chic. The name says it all....Gallery Hotel Art is like a modern contemporary gallery filled with art which steps away from the stereotypical Italian hotel. Not only is the hotel cool, chic and contemporary the staff are friendly and very attentive. The hotel is also located close to all the art and history Florence has to offer.....making this hotel the ideal base for your Florence experience!

Anonymous traveller

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.

Barberino Val d'Elsa Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Barberino Val d'Elsa holiday rentals

1. La Locanda di Pietracupa

2. Villa il Fedino

3. Relais Villa Olmo - Place of Charme

4. B&B La Fonte del Machiavelli

5. Palazzo al Torrione 2

6. Relais Piazza Signoria

7. Terre di Baccio

8. Luxury B&B La Dimora degli Angeli

9. Il Rivalta - Place of Charme

10. Novella House

11. hu Firenze Certosa camping in town

12. Relais Luce Florence

13. Bob W Florence Ponte Vecchio

14. Tornabuoni Suites Collection

15. Signoria Collection

16. La Torre Del Cestello

17. Nove Guest House

18. San Giuliano Inn - Adults Only

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

20. Residenza Della Signoria

Find holiday rentals that suit your style

Top Barberino Val d'Elsa Hotel Reviews

Park Hotel Chianti

10/10 Excellent

Frequently Asked Questions

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

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

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

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

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