San Casciano in Val di Pesa Vacation Rentals

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

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
$180 nightly
The price is $202
May 5 - May 6
Total with taxes and fees
Villa il Fedino

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
$123 nightly
The price is $140
May 11 - May 12
Total with taxes and fees
B&B La Fonte del Machiavelli

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
9.4 out of 10, Exceptional, (26 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
$105 nightly
The price is $121
May 18 - May 19
Total with taxes and fees
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

Tenuta Branca - Podere Apartment with Pool and Terrace in Chianti

Tenuta Branca - Podere Apartment with Pool and Terrace in Chianti
San Casciano in Val di Pesa
$290 nightly
The price is $295
May 5 - May 6
Total with taxes and fees
Tenuta Branca - Podere Apartment with Pool and Terrace in Chianti

Apartment House with garden Tuscany Chianti , Florence 15km.

Apartment House with garden Tuscany Chianti , Florence 15km.
Toscana
9.8 out of 10, Exceptional, (74 reviews)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
$162 nightly
The price is $166
May 5 - May 6
Total with taxes and fees
Apartment House with garden Tuscany Chianti , Florence 15km.

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (7 reviews)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
$2,929 nightly
The price is $2,929
May 5 - May 6
Total with taxes and fees
Beautiful Tuscan home between Florence & Siena

Apartment 'Sassaia' with Private Pool, Wi-Fi, and Air Conditioning

Apartment 'Sassaia' with Private Pool, Wi-Fi, and Air Conditioning
Il Serraglio
$617 nightly
The price is $622
May 5 - May 6
Total with taxes and fees
Apartment 'Sassaia' with Private Pool, Wi-Fi, and Air Conditioning

Tenuta Branca – Apartment La Loggia with Pool and Private Terrace in Chianti

Tenuta Branca – Apartment La Loggia with Pool and Private Terrace in Chianti
San Casciano in Val di Pesa
$379 nightly
The price is $384
Jun 3 - Jun 4
Total with taxes and fees
Tenuta Branca – Apartment La Loggia with Pool and Private Terrace in Chianti

Tenuta Branca – Magione Apartment with Pool for 6 Guests in Chianti

Tenuta Branca – Magione Apartment with Pool for 6 Guests in Chianti
San Casciano in Val di Pesa
$369 nightly
The price is $375
May 27 - May 28
Total with taxes and fees
Tenuta Branca – Magione Apartment with Pool for 6 Guests in Chianti

Tenuta Branca – Torrione Spacious Apartment with Pool in Chianti

Tenuta Branca – Torrione Spacious Apartment with Pool in Chianti
San Casciano in Val di Pesa
$557 nightly
The price is $563
May 17 - May 18
Total with taxes and fees
Tenuta Branca – Torrione Spacious Apartment with Pool in Chianti

Boboli Living

Boboli Living
Historic Centre of Florence
8.6 out of 10, Excellent, (7 reviews)
"The room was perfect, the location is near to all main attractions of the city and is 15 minutes away from the train station."
United States
Rustinko
$129 nightly
The price is $156
May 6 - May 7
Total with taxes and fees
Boboli Living

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (418 reviews)
"Wonderful place and staff"
United Kingdom
Simone
$196 nightly
The price is $229
May 6 - May 7
Total with taxes and fees
San Giuliano Inn - Adults Only

Maison Ginori Guelfa

Maison Ginori Guelfa
Historic Centre of Florence
10.0 out of 10, Exceptional, (27 reviews)
"Clean room, amazing staff and service. Would highly recommend to anyone! "
United States
Neil
$298 nightly
The price is $342
May 26 - May 27
Total with taxes and fees
Maison Ginori Guelfa

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Siena
10.0 out of 10, Exceptional, (66 reviews)
"Super helpful host"
Australia
Robyn D.
$261 nightly
The price is $267
May 24 - May 25
Total with taxes and fees
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
$124 nightly
The price is $142
May 5 - May 6
Total with taxes and fees
Antico Borgo il Cardino

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (22 reviews)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
$417 nightly
The price is $468
May 5 - May 6
Total with taxes and fees
Borgo Argenina

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
$337 nightly
The price is $375
May 7 - May 8
Total with taxes and fees
Terre di Baccio

DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (1 review)
"Kjempefint rom, nydelig utsikt og hyggelig vertsskap. Anbefales. "
Norway
Karen
$90 nightly
The price is $101
May 19 - May 20
Total with taxes and fees
DomuS Miniato

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (315 reviews)
"Beautiful place for family "
Canada
Ismail
$48 nightly
The price is $57
May 5 - May 6
Total with taxes and fees
Hu Norcenni Girasole Village

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (239 reviews)
"We had an excellent stay, the staff is very friendly, stunning location and easy but windy road into Florence "
United States
Juliana
$184 nightly
The price is $206
May 5 - May 6
Total with taxes and fees
Relais Villa Olmo
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

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 $55 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.

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 20 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. Uffizi Gallery and Piazza di Santa Maria Novella 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.