By using Plum Guide, you agree to our Cookie Policy.

Book Luxury Vacation Rentals in Trequanda

Award-winning homes from US$98

Find your destination

Mon
Tue
Wed
Thu
Fri
Sat
Sun

February 2025

Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28

March 2025

Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

April 2025

Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30

May 2025

Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

June 2025

Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30

July 2025

Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

August 2025

Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Trequanda

Oleander Oasis

Oleander Oasis

  • 6 guests

  • 3 bedrooms

Trequanda, Siena

A true rural oasis, this flower-framed Tuscan farmhouse beautifully blends traditional charm with modern comforts to create the perfect quiet retreat. Hills teeming with olive trees, cypresses and holm oaks surround it on all sides, best enjoyed from the home's panoramic terraces.

Architectural Narrative

Architectural Narrative

  • 4 guests

  • 2 bedrooms

Montalcino, Siena

Bookended by the olive groves, cypress trees and rolling green hills of Southern Tuscany is this 1960s-style architectural feat designed and curated by a sculptor and architect duo. Perfect for two couples or a small group of friends looking to explore the region, this cleverly converted warehouse is airy and open-plan with large crittall-style windows looking out over the vineyard and rambling countryside beyond.

Dolce Far Niente

Dolce Far Niente

  • 21 guests

  • 9 bedrooms

Asciano, Siena

When the evening sun hits the hills around these villas, you’ll understand why they call it “golden hour”. Glowing gold in the evening and emerald green at the peak of the day, there’s nothing but undulating countryside as far as the eye can see.

A Tuscan Legacy

A Tuscan Legacy

  • 16 guests

  • 7 bedrooms

Sinalunga, Siena

This stunning villa is surrounded by 32 hectares of woods, olive groves, and vineyards. It benefits from a fantastic location close to Tuscany, Umbria and Lazio, making it perfect for families and friends wanting to explore more of Italy.


We selected the top 3% holiday homes in Trequanda Vacation Rentals

Explore the 2318 most perfect homes in our collection

View on map

Most popular homes in Trequanda

The Masterpiece

The Masterpiece

  • 20 guests

  • 9 bedrooms

Trequanda, Siena

Titiro Toscano

Titiro Toscano

  • 30 guests

  • 14 bedrooms

Trequanda, Siena

Tuscan Getaway

Tuscan Getaway

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

The Tuscan Vineyard

The Tuscan Vineyard

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

Tuscan Sweet

Tuscan Sweet

  • 4 guests

  • 2 bedrooms

Torrita di Siena, Siena

The Tuscan Farmhouse

The Tuscan Farmhouse

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

Rigomagno Rustico

Rigomagno Rustico

  • 2 guests

  • 1 bedrooms

Rigomagno, Sinalunga

Tuscan White

Tuscan White

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

View all


Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Trequanda, Siena, Tuscany, Italy. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Trequanda Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

Search Our Collection