A vineyard with rows of grapevines on rolling hills, a small house, and a mountain range in the background.

San Casciano in Val di Pesa Vacation Rentals

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Check prices for these dates

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

Our top choices for San Casciano in Val di Pesa vacation rentals

Outdoor dining

1. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (84 reviews)
"Very pretty B&B! The rooms are super cozy and feels welcoming! The scenery around is just amazing! The pool was very refreshing and the host very nice! The trail to reach the B&B is narrow make sure you have a small car ;)"
Canada
Alexia
The price is AED 415
AED 473 total
includes taxes & fees
21 Oct - 22 Oct
B&B La Fonte del Machiavelli
Exterior

2. 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, (27 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is AED 413
AED 471 total
includes taxes & fees
5 Oct - 6 Oct
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Property entrance

3. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is AED 821
AED 920 total
includes taxes & fees
19 Oct - 20 Oct
Villa il Fedino
Outdoor dining

4. Molino In Chianti - Villa with Private Pool

Molino In Chianti - Villa with Private Pool
Mercatale Val Di Pesa
The price is AED 5,834
AED 5,851 total
includes taxes & fees
24 Sep - 25 Sep
Molino In Chianti - Villa with Private Pool
Pool

5. Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning

Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is AED 2,624
AED 2,898 total
includes taxes & fees
14 Oct - 15 Oct
Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
Pool

6. Portion of Villa Il Conventino with Pool and Wi-Fi

Portion of Villa Il Conventino with Pool and Wi-Fi
San Casciano in Val di Pesa
The price is AED 7,673
AED 11,628 total
includes taxes & fees
1 Oct - 2 Oct
Portion of Villa Il Conventino with Pool and Wi-Fi
Pool

7. Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
San Casciano in Val di Pesa
The price is AED 2,109
AED 2,383 total
includes taxes & fees
4 Oct - 5 Oct
Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
Property amenity

8. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (105 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is AED 165
AED 194 total
includes taxes & fees
19 Oct - 20 Oct
hu Firenze Certosa camping in town
Restaurant

9. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (265 reviews)
"Very friendly and clean."
United States
Mohamed
The price is AED 626
AED 702 total
includes taxes & fees
19 Oct - 20 Oct
Relais Villa Olmo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

10. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (263 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is AED 383
AED 480 total
includes taxes & fees
27 Sep - 28 Sep
Fattoria il Milione Agriturismo
Breakfast, lunch and dinner served

11. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (92 reviews)
"Good stay"
Canada
David Joseph
The price is AED 770
AED 897 total
includes taxes & fees
18 Oct - 19 Oct
Marignolle Relais and Charme
Chalet | In-room safe, cribs (surcharge), bed sheets

12. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,736 reviews)
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
United States
Ama
The price is AED 236
AED 289 total
includes taxes & fees
21 Oct - 22 Oct
Hu Firenze Camping In Town
Outdoor dining

13. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (254 reviews)
"It’s was great"
United States
Rocio
The price is AED 463
AED 543 total
includes taxes & fees
11 Oct - 12 Oct
Villa La Stella - Casa per Ferie
Outdoor dining

14. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (150 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
The price is AED 844
AED 1,401 total
includes taxes & fees
12 Oct - 13 Oct
Luxury Villa in the Florentine hills
Free daily buffet breakfast

15. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is AED 1,180
AED 1,314 total
includes taxes & fees
25 Sep - 26 Sep
Terre di Baccio
Apartment | City view

16. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.6 out of 10, Excellent, (10 reviews)
"Amazing property with excellent views. "
United States
Karl
The price is AED 672
AED 1,065 total
includes taxes & fees
11 Oct - 12 Oct
Mamo Florence - Le Farine Della Signoria Apartments
Breakfast, lunch and dinner served

17. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is AED 636
AED 717 total
includes taxes & fees
20 Oct - 21 Oct
La Locanda di Pietracupa
Superior Double Room, 1 King Bed | Premium bedding, down comforters, in-room safe, desk

18. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (321 reviews)
"Clean room friendly staff definitely be back"
United States
IVAN
The price is AED 859
AED 1,003 total
includes taxes & fees
18 Oct - 19 Oct
La Torre Del Cestello
Seasonal outdoor pool

19. Camping Village Panoramico Fiesole

Camping Village Panoramico Fiesole
3.0 star property
Fiesole
8.4 out of 10, Very good, (141 reviews)
"Brand new bungalow. Nice campground."
United States
Gustavo
The price is AED 224
AED 263 total
includes taxes & fees
6 Oct - 7 Oct
Camping Village Panoramico Fiesole
Outdoor dining

20. BELVEDERE SUITE FLORENCE

BELVEDERE SUITE FLORENCE
Oltrarno
8.6 out of 10, Excellent, (32 reviews)
"We had a great stay in this perfectly-located sweet, wee apartment. It was cozy but an excellent and well-organized layout. "
Canada
Lori M.
The price is AED 424
AED 765 total
includes taxes & fees
23 Sep - 24 Sep
BELVEDERE SUITE FLORENCE
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 San Casciano in Val di Pesa Hotel Reviews

Hotel Santa Maria Novella

Hotel Santa Maria Novella

10/10 Excellent
"The staff really really made our visit singularly the best room experience in my life. Victoria was awesome, the main covered patio was to die for ."
John 4-night trip
Posted 5 hours ago
Hotel Santa Maria Novella

Frequently asked questions

Are there vacation rentals in San Casciano in Val di Pesa?

Yes, you can find vacation rentals near popular local attractions in San Casciano in Val di Pesa, or you can choose a more remote option if you want a relaxing place to stay. Visitors to San Casciano in Val di Pesa speak positively about the countryside and wineries in this destination. Make sure you have time to check out the spas and coffeehouses during your trip.

What's the top vacation rental in San Casciano in Val di Pesa?

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

How many vacation rentals are there in San Casciano in Val di Pesa?

Choose from 24 Expedia vacation rentals in San Casciano in Val di Pesa for a memorable vacation.

What can I see and do in San Casciano in Val di Pesa?

While exploring the area, visit family-friendly sights like Villa Medicea di Lilliano - Malenchini, or get outside and enjoy nature at Boboli Gardens. Piazza di Santa Maria Novella and Piazza del Duomo are other popular places to visit in the area.

What are vacation rentals like in San Casciano in Val di Pesa?

Vacation rentals are private accommodations you can book for a short or long stay in San Casciano in Val di Pesa. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips or small group gatherings.