Compare San Casciano in Val di Pesa Villa Deals

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Featured Villas in San Casciano in Val di Pesa

Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City

Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City

Impruneta (Florence) Tuscany
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this family-friendly villa include a garden and barbecue grills.
Pool
Hot Tub
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

San Gimignano SI, Italy
Guests staying at this villa enjoy an outdoor pool, laundry facilities, and local meal delivery service. Additional amenities include a garden and barbecue grills.
Pool
Kitchen
Villa Bartolini Baldelli - Authentic XV century villa with garden and pool

Villa Bartolini Baldelli - Authentic XV century villa with garden and pool

Toscana Città Metropolitana di Firenze
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.
Pool
Kitchen
Relais Badia a Passignano

Relais Badia a Passignano

Via Martiri di Pratale 12 Barberino Tavarnelle FI
Guests of this villa have access to a seasonal outdoor pool and a garden.
Pool
Kitchen
Exclusive Estate | Personal Concierge & Heated Pool

Exclusive Estate | Personal Concierge & Heated Pool

impruneta Toscana
$1,159 nightly
The price is $1,164 total per night
$1,164 total
Oct 26 - Oct 27
Total with taxes and fees
Guests of this villa enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Transportation is made easy with limo/town car service. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this golf villa include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Kitchen
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

San Casciano in Val di Pesa Tuscany
Guests of this villa enjoy features like an outdoor pool, a gym, and a terrace. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this family-friendly villa include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Kitchen
Gorgeous view on vineyards, Stone Tuscan private Villa

Gorgeous view on vineyards, Stone Tuscan private Villa

Toscana Provincia di Siena
Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE

HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE

Empoli Tuscany
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This villa also has a garden.
Pool
Kitchen
Podere Il Boschetto - Luxury Estate in Siena

Podere Il Boschetto - Luxury Estate in Siena

Siena Provincia di Siena
Guests staying at this villa enjoy an outdoor pool, laundry facilities, and local meal delivery service. Other amenities at this family-friendly villa include a garden and barbecue grills.
Pool
Kitchen
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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.

Hotel Options in San Casciano in Val di Pesa

    Plus Florence - Hostel

    Plus Florence - Hostel

    Via Santa Caterina D'Alessandria, 15 Florence FI
    $59 nightly
    The price is $74 total per night from Nov 23 to Nov 24
    $74 total
    Nov 23 - Nov 24
    Total with taxes and fees
    8.6/10 Excellent! (1,000 reviews)
    Hotel Paris

    Hotel Paris

    Via Banchi 2 Florence FI
    $119 nightly
    The price is $144 total per night from Nov 23 to Nov 24
    $144 total
    Nov 23 - Nov 24
    Total with taxes and fees
    9/10 Wonderful! (1,001 reviews)
    Hotel Albani Firenze

    Hotel Albani Firenze

    Via Fiume 12 Florence FI
    $109 nightly
    The price is $135 total per night from Nov 15 to Nov 16
    $135 total
    Nov 15 - Nov 16
    Total with taxes and fees

Luxury Villas

Book luxury villas in San Casciano in Val di Pesa
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in San Casciano in Val di Pesa. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in San Casciano in Val di Pesa, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in San Casciano in Val di Pesa
You won’t have a problem finding your own space in San Casciano in Val di Pesa. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore San Casciano in Val di Pesa on your own and use a one-bedroom villa as your home base.

A top-end villa experience in San Casciano in Val di Pesa rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

San Casciano in Val di Pesa Villas essential information

Accommodation
1760 Villas
Lowest Price
$74
Highest Price
$1,164
Popular accommodation
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City, Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano, Villa Bartolini Baldelli - Authentic XV century villa with garden and pool, Relais Badia a Passignano, Exclusive Estate | Personal Concierge & Heated Pool, "Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C, Gorgeous view on vineyards, Stone Tuscan private Villa, HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE, Podere Il Boschetto - Luxury Estate in Siena