Luxury Rentals in "Tuscany"

From USD 3900 p/night

Medea | 12 BR

Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection / Large Villas

12

24

11

Italy

From $ 2,203 /night

Medea | 6 BR

Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection / Large Villas

6

12

5

Italy

From USD 1650 p/night

Bacci

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Large Villas

7

14

7

Italy

From USD 780 p/night

Lisa

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Yoga Retreat / Large Villas, Christmas & New Year Holidays 2025/2026, Event Villas

7

19

7

Italy

From $ 1,000 /night

Beatrice

Corporate Retreat, Food & Wine Collection, Golf Vacations, Summer 2026, Villas /

4

8

4

Italy

$ 3,450 /night

Carlotta

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas / Large Villas

7

14

6

Italy

Starting From $ 670 /night

Rosalina

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Yoga Retreat / Large Villas

7

14

5

Italy

From $ 1,550 /night

Villa Pesa | 10 BR

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Large Villas

10

20

9

Italy

From USD 1307 p/N

Villa Rossella

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection / Large Villas, Christmas & New Year Holidays 2025/2026

6

12

6

Italy

From $ 5,440 /night

Eva

Food & Wine Collection, Corporate Retreat, Golf Vacations, Large Retreats, Summer 2026, Villas, Wedding Collection, Wellness Collection / Large Villas, Resort Facilities

4

8

3

Italy

From $ 7,200 /night

Bianca

Food & Wine Collection, Corporate Retreat, Golf Vacations, Summer 2026, Villas, Wedding Collection, Wellness Collection / Resort Facilities, Large Villas

5

10

5

Italy

From $ 2,015 /night

Villa Chianti | 5 BR

Corporate Retreat, City Breaks, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas / Large Villas

5

10

6

Italy

From $ 1,468 /night

Villa Felice | 6 BR

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas / Large Villas

6

14

6

Italy

From $ 1,200 /night

Villa Il Grillo

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Yoga Retreat / Large Villas

9

20

9

Italy

From $ 1,940 /night

Villa Figline 1 | 7 BR

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wedding Collection / Large Villas

7

14

7

Italy

From $ 18,856 /night

Fully Staffed

La Datcha in Forte dei Marmi

Food & Wine Collection, Golf Vacations, Summer 2026, Wedding Collection, Wellness Collection / Breakfast Included, Fully Staffed Villas, Villa Near The Beach

10

20

11

Italy

On Request

Villa Sant’Anna – Castiglion del Bosco

Corporate Retreat, Food & Wine Collection, Golf Vacations, Summer 2026, Wedding Collection, Wellness Collection / Breakfast Included, Resort Facilities

5

9

6

Italy

On Request

Villa Biondi – Castiglion Del Bosco

Corporate Retreat, Food & Wine Collection, Golf Vacations, Summer 2026, Wedding Collection, Wellness Collection / Breakfast Included, Resort Facilities

5

10

6

Italy

On Request

Villa Stabbi

Corporate Retreat, Food & Wine Collection, Golf Vacations, Honeymoon Collection, Summer 2026, Villas, Wedding Collection, Wellness Collection / Breakfast Included, Resort Facilities

5

9

6

Italy

From $ 10,051 /night

Villa Oddi – Castiglion del Bosco

Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Wellness Collection / Resort Facilities

6

12

7

Italy

From USD 12970 p/n

Villa Matteo

Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Wellness Collection / Historic Estate, Large Villas

10

22

10

Italy

Upon Request

Villa Felice

Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Wedding Collection, Wellness Collection / Large Villas, Fully Staffed Villas

12

16

12

Italy

From USD 3400 p/night

Fully Staffed

20% Discount

Villa Galileo

Food & Wine Collection, Corporate Retreat, Golf Vacations, Large Retreats, Summer 2026, Villas / Historic Estate, Event Villas, Fully Staffed Villas, Large Villas

11

22

12

Italy

From USD $ 3,500 /night

Fully Staffed

Villa Contrada

City Breaks, Corporate Retreat, Food & Wine Collection, Golf Vacations, Large Retreats, Summer 2026, Villas, Wellness Collection / Event Villas, Historic Estate, Large Villas, Resort Facilities

12

24

13

Italy