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 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
$157 nightly
The price is $177
Nov 26 - Nov 27
Total with taxes and fees
Villa il Fedino
A pool area with a view of rolling hills and a clear sky.

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, (94 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
$114 nightly
The price is $130
Nov 15 - Nov 16
Total with taxes and fees
B&B La Fonte del Machiavelli
Terrace/patio

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
$91 nightly
The price is $104
Dec 3 - Dec 4
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
$146 nightly
The price is $150
Nov 18 - Nov 19
Total with taxes and fees
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
A swimming pool with clear blue water, surrounded by trees and a wooden deck.

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.
$155 nightly
The price is $160
Nov 21 - Nov 22
Total with taxes and fees
Apartment House with garden Tuscany Chianti , Florence 15km.
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
$2,943 nightly
The price is $2,947
Nov 15 - Nov 16
Total with taxes and fees
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
$757 nightly
The price is $761
Nov 15 - Nov 16
Total with taxes and fees
Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
Pool

8. 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
$775 nightly
The price is $779
Nov 15 - Nov 16
Total with taxes and fees
Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
A villa with multiple bedrooms, a swimming pool, and a garden.

9. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (277 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
$89 nightly
The price is $101
Nov 29 - Nov 30
Total with taxes and fees
Relais Villa Olmo - Place of Charme
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

10. Signoria Collection

Signoria Collection
Historic Centre of Florence
9.8 out of 10, Exceptional, (24 reviews)
"The property location was ideal for visiting the landmarks, churches and museums."
United States
SCOTT
$97 nightly
The price is $119
Dec 2 - Dec 3
Total with taxes and fees
Signoria Collection
A swimming pool with people enjoying the water, a wooden deck, and a covered seating area.

11. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (128 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
$42 nightly
The price is $50
Nov 22 - Nov 23
Total with taxes and fees
hu Firenze Certosa camping in town
A building with multiple windows, a balcony with balustrade, and storefronts with awnings.

12. 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
$91 nightly
The price is $113
Nov 19 - Nov 20
Total with taxes and fees
Anchor Santa Croce
A rural landscape with a house surrounded by lush greenery and a small pool.

13. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (94 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
$126 nightly
The price is $152
Nov 30 - Dec 1
Total with taxes and fees
Marignolle Relais and Charme
An outdoor dining area with multiple tables and chairs, surrounded by plants and hanging lights.

14. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,808 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
$50 nightly
The price is $63
Dec 15 - Dec 16
Total with taxes and fees
Hu Firenze Camping In Town
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

15. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (899 reviews)
"Amazing location lots of space and very comfortable. Would go back for sure"
Canada
Paul
$99 nightly
The price is $122
Dec 2 - Dec 3
Total with taxes and fees
Relais Piazza Signoria
A stone building with a covered patio, a table with chairs, and a hanging plant.

16. 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
$235 nightly
The price is $263
Nov 15 - Nov 16
Total with taxes and fees
Terre di Baccio
A restaurant with a rustic interior, featuring exposed brick walls, wooden beams, and a long counter with blue upholstered chairs.

17. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
10.0 out of 10, Exceptional, (184 reviews)
"Beautiful room and property"
United States
Amy
$74 nightly
The price is $95
Nov 18 - Nov 19
Total with taxes and fees
Residenza La Musa Amarcord
A rooftop pool with a clear view of historic buildings and mountains in the background.

18. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (156 reviews)
"Great property!"
United States
Jahzier
$170 nightly
The price is $201
Nov 22 - Nov 23
Total with taxes and fees
Teatro Luxury Apartments Firenze - Starhotels Collezione
A wooden table with drinks and snacks on a balcony overlooking a cityscape with a prominent dome building.

19. Novella House

Novella House
Historic Centre of Florence
9.0 out of 10, Wonderful, (364 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
$75 nightly
The price is $95
Dec 15 - Dec 16
Total with taxes and fees
Novella House
A hallway with a white door at the end, flanked by two large windows with black frames and wall-mounted lamps.

20. Nove Guest House

Nove Guest House
Historic Centre of Florence
10.0 out of 10, Exceptional, (103 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
$85 nightly
The price is $107
Nov 17 - Nov 18
Total with taxes and fees
Nove Guest 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

Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"The location is perfect, near the train station but a few streets off, so you are not on the main tourist thoroughfare and it felt safe after dark. The room was a lot bigger than I thought it would be, and they were actively updating something upstairs of me (but stopped working at 8PM) so it was good to see they are maintaining the historic building."
Steven 2-night trip
Posted less than an hour ago
Hotel Albani Firenze

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 $50 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.