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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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

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

1. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (108 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
$165 nightly
The price is $186
Nov 23 - Nov 24
Total with taxes and fees
Villa il Fedino
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

2. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (91 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
$116 nightly
The price is $132
Oct 26 - Oct 27
Total with taxes and fees
B&B La Fonte del Machiavelli
Exterior

3. 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
$90 nightly
The price is $103
Nov 23 - Nov 24
Total with taxes and fees
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
An outdoor patio with a table, chairs, and a view of a landscape.

4. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
$149 nightly
The price is $153
Oct 26 - Oct 27
Total with taxes and fees
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
A garden with a lawn, three white lounge chairs, and a pergola.

5. Apartment House with garden Tuscany Chianti , Florence 15km.

Apartment House with garden Tuscany Chianti , Florence 15km.
Toscana
9.8 out of 10, Exceptional, (75 reviews)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
$171 nightly
The price is $176
Nov 7 - Nov 8
Total with taxes and fees
Apartment House with garden Tuscany Chianti , Florence 15km.
Pool

6. 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
$622 nightly
The price is $626
Oct 25 - Oct 26
Total with taxes and fees
Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
Pool

7. 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
$2,990 nightly
The price is $2,995
Oct 25 - Oct 26
Total with taxes and fees
Portion of Villa Il Conventino with Pool and Wi-Fi
Pool

8. 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
$769 nightly
The price is $774
Oct 25 - Oct 26
Total with taxes and fees
Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
A stone building with a patio area featuring a table and chairs under a large umbrella.

9. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (273 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
$107 nightly
The price is $121
Nov 17 - Nov 18
Total with taxes and fees
Relais Villa Olmo - Place of Charme
A tented room with a bed, curtains, and a view of an outdoor deck.

10. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (121 reviews)
"Friendly staff!"
United States
larisa
$42 nightly
The price is $49
Oct 29 - Oct 30
Total with taxes and fees
hu Firenze Certosa camping in town
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

11. 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
$142 nightly
The price is $170
Nov 16 - Nov 17
Total with taxes and fees
Signoria Collection
A detailed view of a Gothic-style cathedral with intricate architectural elements and statues.

12. Luxury B&B La Dimora degli Angeli

Luxury B&B La Dimora degli Angeli
Historic Centre of Florence
9.2 out of 10, Wonderful, (616 reviews)
"Excellent location, breakfast was awesome, perfect place for a young couples."
United States
Maurin
$88 nightly
The price is $110
Nov 24 - Nov 25
Total with taxes and fees
Luxury B&B La Dimora degli Angeli
A balcony with wicker furniture, overlooking a historic square with a prominent tower and a clock.

13. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (888 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
$99 nightly
The price is $123
Nov 17 - Nov 18
Total with taxes and fees
Relais Piazza Signoria
A hot tub with a bottle and glasses, surrounded by a misty outdoor area with trees and a pool.

14. Lebbiano Residence Bio Resort

Lebbiano Residence Bio Resort
3.0 star property
Scandicci
9.4 out of 10, Exceptional, (23 reviews)
"Very good service, staff are very friendly and helpful. I would defenitely come back."
Australia
R.D
$193 nightly
The price is $219
Nov 16 - Nov 17
Total with taxes and fees
Lebbiano Residence Bio Resort
A modern bedroom with a wooden ceiling, a bed with a white headboard, a beige sofa, and a glass-enclosed shower area with marble walls.

15. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
9.8 out of 10, Exceptional, (180 reviews)
"The staff was super friendly and helped us with recommendations, acquiring a taxi, and booking dinner reservations! The room was very clean and had lovely Firenze charm. Definitely would stay again."
United States
Lauren
$90 nightly
The price is $112
Nov 18 - Nov 19
Total with taxes and fees
Residenza La Musa Amarcord
A dining area with a marble table, two chairs, a wooden cabinet, and a mirror on the wall.

16. Anchor Santa Croce

Anchor Santa Croce
Historic Centre of Florence
9.8 out of 10, Exceptional, (9 reviews)
"Amazing place to stay. Clean, close to main touristic attractions in Florence."
Canada
Adina
$99 nightly
The price is $122
Nov 1 - Nov 2
Total with taxes and fees
Anchor Santa Croce
Reception

17. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (144 reviews)
"Excelente location, staff members great service, kind, attentive, we love our room"
United States
James
$166 nightly
The price is $197
Nov 23 - Nov 24
Total with taxes and fees
Teatro Luxury Apartments Firenze - Starhotels Collezione
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

18. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.8 out of 10, Excellent, (11 reviews)
"Great host, amazing location!"
United States
raxshaaz
$156 nightly
The price is $177
Nov 17 - Nov 18
Total with taxes and fees
Mamo Florence - Le Farine Della Signoria Apartments
An outdoor dining area with a table set for two, surrounded by chairs, a potted plant, and a view of a building with a staircase.

19. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (246 reviews)
"Wish we stayed longer!! Our stay was beyond amazing!"
United States
Christina
$112 nightly
The price is $137
Nov 9 - Nov 10
Total with taxes and fees
Serristori Palace Residence
A wooden table with drinks and snacks on a balcony overlooking a cityscape with a prominent dome building.

20. Novella House

Novella House
Historic Centre of Florence
9.0 out of 10, Wonderful, (361 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
$89 nightly
The price is $111
Nov 15 - Nov 16
Total with taxes and fees
Novella House
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

Bernini Palace

Bernini Palace

10/10 Excellent
"Had a fantastic stay at Bernini Palace. Our room was extremely comfortable and beautifully appointed. The public spaces are beautiful. Service was excellent. Breakfast in the beautiful breakfast room was divine. The location of the hotel was central and a stone's throw from Piazza della Signoria. I would absolutely stay here again!"
Kevin 2-night trip
Posted 10 hours ago
Bernini Palace

Find out more about San Casciano in Val di Pesa

Everything you need to know about San Casciano in Val di Pesa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Casciano in Val di Pesa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Casciano in Val di Pesa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Casciano in Val di Pesa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Casciano in Val di Pesa. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Casciano in Val di Pesa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $49 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Casciano in Val di Pesa rentals

At Expedia, we put the best San Casciano in Val di Pesa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Casciano in Val di Pesa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Casciano in Val di Pesa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Casciano in Val di Pesa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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 25 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.