Simignano Holiday Rentals

Compare Villas, Resorts, & Rentals in Simignano, Tuscany, Italy

Villa Le Caggia
FromUS $611 per night
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10.0 (10 Reviews)
7 Bedrooms 17 Guests
Le Mascie Country House
FromUS $234 per night
9.2 (9 Reviews)
2 Bedrooms 4 Guests
L'Ovile 8, Emma Villas
FromUS $995 per night
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10.0 (1 Review)
4 Bedrooms 8 Guests
Borgo Il Poggiaccio
FromUS $241 per night
8.8 (65 Reviews)
1 Bedroom 2 Guests
Holiday Home Il Boschetto by Interhome
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10.0 (1 Review)
2 Bedrooms 5 Guests
AgritourismoAzienda Villa Cennina
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10.0 (1 Review)
2 Bedrooms 3 Guests
"Borgo dei Fondi" Splendid Farmhouse free wifi-free parking
10.0 (11 Reviews)
5 Bedrooms 13 Guests
Borgo dei Fondi
FromUS $111 per night
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9.6 (114 Reviews)
5 Bedrooms 13 Guests
Wonderful family chalet, with swimming pool and panoramic terrace
10.0 (10 Reviews)
2 Bedrooms 4 Guests
La Palazzina
FromUS $141 per night
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9.6 (15 Reviews)
3 Bedrooms 8 Guests
La Dimora di Teresa
FromUS $460 per night
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9.6 (14 Reviews)
5 Bedrooms 12 Guests
Podere Casetta Entire Property in Exclusive Use Siena
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9.5 (2 Reviews)
8 Bedrooms 22 Guests
9- Villa La Quercia
FromUS $394 per night
10.0 (6 Reviews)
3 Bedrooms 8 Guests
Agriturismo gli Arcangeli
FromUS $103 per night
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9.4 (60 Reviews)
2 Bedrooms 4 Guests
Borgo Il Poggiaccio Residenza Turistico Alberghiera
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9.2 (441 Reviews)
19 Bedrooms 37 Guests
Agriturismo Poggio ai Legni
FromUS $124 per night
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9.2 (140 Reviews)
9 Bedrooms 28 Guests
Agriturismo Il Caggio
FromUS $106 per night
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9.1 (113 Reviews)
7 Bedrooms 13 Guests
Agriturismo La Villa
FromUS $596 per night
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9.0 (9 Reviews)
7 Bedrooms 17 Guests
Holiday Home Triangolo by Interhome
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9.0 (3 Reviews)
1 Bedroom 2 Guests
Holiday Home Il Nespolo by Interhome
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9.0 (1 Review)
1 Bedroom 2 Guests
Mulignone 10 - Apartment with pool
FromUS $287 per night
10.0 (1 Review)
2 Bedrooms 3 Guests
Tenuta di Spannocchia
FromUS $293 per night
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8.9 (289 Reviews)
24 Bedrooms 48 Guests
Ocabianca casa per le vacanze
FromUS $171 per night
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8.9 (14 Reviews)
2 Bedrooms 5 Guests
Ripostena
FromUS $299 per night
8.6 (5 Reviews)
3 Bedrooms 8 Guests
Casa al Gianni - Il Fico
FromUS $184 per night
10.0 (1 Review)
2 Bedrooms 5 Guests
Beautiful stone house with garden and private pool.
9.6 (70 Reviews)
2 Bedrooms 5 Guests
Il Nespolo by Interhome
FromUS $172 per night
9.6 (10 Reviews)
1 Bedroom 2 Guests
Falesta
FromUS $343 per night
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8.5 (121 Reviews)
11 Bedrooms 30 Guests
Treccianino 12, Sovicille, Siena and Chianti
New
6 Bedrooms 12 Guests
IL Fienile nella Roccia
FromUS $124 per night
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8.0 (35 Reviews)
3 Bedrooms 7 Guests
Villa Mucellena
FromUS $148 per night
New
1 Bedroom 2 Guests
Apartment in Chianti with pool ID 456
New
3 Bedrooms 6 Guests
Agriturismo Verniano Five Apartments with Panoramic Pool
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7.0 (2 Reviews)
9 Bedrooms 26 Guests
Country House a Casole d Elsa ID 451
New
1 Bedroom 2 Guests
Stunning Apartment In Ancaiano
FromUS $215 per night
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7.0 (1 Review)
3 Bedrooms 6 Guests
Agriturismo Borgo Personatina
FromUS $190 per night
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6.9 (8 Reviews)
12 Bedrooms 28 Guests
Il Fienile di Simignano
FromUS $437 per night
New
4 Bedrooms 7 Guests
Cozy Apartment In Ancaiano
FromUS $175 per night
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6.0 (1 Review)
2 Bedrooms 4 Guests
Country House a Casole D'elsa ID 451
New
3 Bedrooms 6 Guests
The Casina
FromUS $1,178 per night
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New
2 Bedrooms 4 Guests
Treccianino 12
FromUS $869 per night
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New
6 Bedrooms 12 Guests
Beautiful apartment in Casole d'Elsa
New
3 Bedrooms 6 Guests
Villino Marmoraia
FromUS $198 per night
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New
2 Bedrooms 4 Guests
3 bedroom awesome apartment in Casole d'Elsa
New
3 Bedrooms 6 Guests
Roccia Cerbaia
FromUS $306 per night
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New
17 Bedrooms 35 Guests
Villa Rosa
FromUS $287 per night
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New
2 Bedrooms 4 Guests
Mulignone 1 - Apartment with pool
FromUS $368 per night
New
2 Bedrooms 4 Guests

About Casai's Private Villas and Holiday Rentals in Simignano

Discover more than 220 vacation rentals available in Simignano. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Simignano.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Simignano, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Simignano. On average, places to stay near Simignano offer 1045.81 ft², with nightly prices averaging US $431.

With Casai, finding and comparing holiday rentals in Simignano is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Simignano?

What are the top holiday rentals in Simignano?

How many Casai.com holiday rentals are available in Simignano?

As of 2026, Casai boasts over 220 properties listed in the Simignano area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Simignano.