A historic square with stone buildings, a prominent tower, and outdoor seating areas.

Val d'Elsa Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Val d'Elsa vacation rentals

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

1. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (45 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 NT$3,551
NT$4,015 total
includes taxes & fees
Oct 11 - Oct 12
Borgo San Giusto
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

2. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is NT$1,717
NT$1,997 total
includes taxes & fees
Sep 30 - Oct 1
Camping Boschetto Di Piemma
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

3. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is NT$4,287
NT$4,788 total
includes taxes & fees
Oct 27 - Oct 28
Palazzo Pacini
A view from a window overlooking a rural landscape with fields and a distant mountain range.

4. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is NT$4,405
NT$5,026 total
includes taxes & fees
Oct 18 - Oct 19
B&B Palazzo Tortoli
A stone courtyard with a bench, potted plants, and a building in the background.

5. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is NT$3,403
NT$3,852 total
includes taxes & fees
Oct 27 - Oct 28
Casa di Campagna in Toscana
A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

6. Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.2 out of 10, Very good, (24 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 NT$1,896
NT$2,194 total
includes taxes & fees
Sep 30 - Oct 1
Affittacamere a 20 minuti da Firenze
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

7. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (53 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is NT$3,020
NT$3,539 total
includes taxes & fees
Oct 25 - Oct 26
Villa San Filippo
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

8. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is NT$4,066
NT$4,654 total
includes taxes & fees
Oct 4 - Oct 5
Casa Vacanze Le Case
An open wooden door leading to an outdoor patio with a table and chairs.

9. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is NT$3,396
NT$4,820 total
includes taxes & fees
Oct 1 - Oct 2
Palazzo al Torrione 2

10. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (8 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is NT$4,291
NT$4,829 total
includes taxes & fees
Oct 12 - Oct 13
Residence Arianna
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

11. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (2 reviews)
"Super clean, felt brand new with a beaaautiful view on the terrace! Quite a few stairs (heavy luggage :D) but definitely worth it! Sadly we only stayed two nights"
United Kingdom
Celesta
The price is NT$3,399
NT$3,811 total
includes taxes & fees
Oct 11 - Oct 12
DomuS Miniato
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

12. 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 NT$3,560
NT$4,025 total
includes taxes & fees
Oct 26 - Oct 27
Tenuta Sant'Ilario
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

13. 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
The price is NT$3,946
NT$5,209 total
includes taxes & fees
Oct 16 - Oct 17
Antica Pieve B&B
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

14. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is NT$2,060
NT$3,278 total
includes taxes & fees
Sep 27 - Sep 28
Borgo Antico Residence
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

15. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is NT$6,370
NT$7,080 total
includes taxes & fees
Sep 29 - Sep 30
Riserva di Fizzano Residence
A stone building with outdoor seating and a view of the countryside.

16. 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 NT$5,475
NT$6,131 total
includes taxes & fees
Oct 26 - Oct 27
Antico Borgo Poggiarello
A reception desk with the word "SPORTLAND" prominently displayed.

17. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NT$1,438
NT$1,654 total
includes taxes & fees
Oct 4 - Oct 5
Sportland
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

18. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is NT$2,933
NT$5,798 total
includes taxes & fees
Sep 29 - Sep 30
Borgo Il Poggiaccio
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

19. 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 NT$3,403
NT$3,925 total
includes taxes & fees
Oct 18 - Oct 19
Affittacamere Le Ginestre
A building with a wooden door, windows with shutters, and flower boxes.

20. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is NT$2,729
NT$3,183 total
includes taxes & fees
Oct 6 - Oct 7
Donna Nobile
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 Val d'Elsa Hotel Reviews

Villa Sabolini

Villa Sabolini

8/10 Good
"Beautiful 14th century villa in the Tuscan hills with very pretty pool and restaurant areas, and very helpful and friendly staff. The food was hearty and enjoyable, but not the highest standard, even compared to restaurants in the area. It's in a great location for exploring Florence, Chianti region and Siena. The room we used (superior garden view) was good, very interesting features due to the age of the property, with a stunning view. However, it was not very cosy for spending time in and the A/C struggled as well. Overall we were very happy with our choice and had a great stay!"
Morgan 10-night trip
Posted 16 hours ago
Villa Sabolini

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