Compare San Casciano in Val di Pesa Villa Deals

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Featured Villas in San Casciano in Val di Pesa

Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl

Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl

Greve in Chianti (Firenze) Toscana
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Transportation is made easy with limo/town car service. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this family-friendly villa include local meal delivery service, a garden, and barbecue grills.
Luxury Villa with Concierge and heated pool

Luxury Villa with Concierge and heated pool

impruneta Toscana
$1,731 nightly
The price is $1,735 total per night
$1,735 total
Aug 17 - Aug 18
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
Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, AC, WiFi

Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, AC, WiFi

San Gimignano Toscana
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. Transportation is made easy with limo/town car service. Staff members can answer questions about accommodations, and also provide concierge services. This smoke-free villa also has barbecue grills.
"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 a garden.
Exclusive Hilltop Villa near Florence - Pool, Views - Ideal for Families/Friends

Exclusive Hilltop Villa near Florence - Pool, Views - Ideal for Families/Friends

Lamporecchio Provincia di Pistoia
Guests of this villa enjoy features like an outdoor pool, a sauna, and laundry facilities. Additional amenities include a garden and barbecue grills.
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.
Villa with private pool on 25 acres in the heart of Chianti, close to Siena

Villa with private pool on 25 acres in the heart of Chianti, close to Siena

Pievasciata Tuscany
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Luxury villa just 14 km from Florence. Sleeps 16 with sauna & gym!

Luxury villa just 14 km from Florence. Sleeps 16 with sauna & gym!

Firenze Toscana
Guests of this villa enjoy features like a gym, a sauna, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Monteriggioni SIENA Toscana
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. Transportation is made easy with limo/town car service. This family-friendly villa also has barbecue grills.
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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

    Villa I Barronci Resort & Spa

    Villa I Barronci Resort & Spa

    Via Sorripa 10 San Casciano in Val di Pesa FI
    $179 nightly
    The price is $204 total per night from Aug 20 to Aug 21
    $204 total
    Aug 20 - Aug 21
    Total with taxes and fees
    9.2/10 Wonderful! (440 reviews)
    The Social Hub Florence Lavagnini

    The Social Hub Florence Lavagnini

    Viale Spartaco Lavagnini 70 72 Florence FI
    $97 nightly
    The price is $122 total per night from Aug 9 to Aug 10
    $122 total
    Aug 9 - Aug 10
    Total with taxes and fees
    The Social Hub Florence Belfiore

    The Social Hub Florence Belfiore

    Viale Belfiore, 55 Florence FI
    $89 nightly
    The price is $114 total per night from Aug 9 to Aug 10
    $114 total
    Aug 9 - Aug 10
    Total with taxes and fees
    9.4/10 Exceptional! (638 reviews)

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
1837 Villas
Lowest Price
$114
Highest Price
$1,735
Popular accommodation
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl, Luxury Villa with Concierge and heated pool, Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, AC, WiFi, "Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C, Exclusive Hilltop Villa near Florence - Pool, Views - Ideal for Families/Friends, Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City, Villa with private pool on 25 acres in the heart of Chianti, close to Siena, Luxury villa just 14 km from Florence. Sleeps 16 with sauna & gym!, Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.