Luxury Rentals in "Leeward"

From USD $ 3,500 /night

20% Discount

The Catch 4 BR

Beachfront Villas, Caribbean Selection, Corporate Retreat, Food & Wine Collection, Large Retreats, Ocean View, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Christmas & New Year Holidays 2025/2026, Large Villas, Short Walk to the Beach, Villa Near The Beach

4

10

4.5

Turks and Caicos Islands

From USD $ 2,500 /night

Solarah | 4BR

Caribbean Selection, Corporate Retreat, Golf Vacations, Large Retreats, Ocean View, Villas, Waterfront / Christmas & New Year Holidays 2025/2026, Villa Near The Beach

4

8

4

Turks and Caicos Islands

From USD $ 2,500 /night

Villa Aqua Bliss

Adventure Vacations, Caribbean Selection, Corporate Retreat, Golf Vacations, Honeymoon Collection, Summer 2026, Villas, Waterfront / Christmas & New Year Holidays 2025/2026, Villa Near The Beach

4

8

4

Turks and Caicos Islands

From USD 4000 p/night

Young Villa

Waterfront, Caribbean Selection, Corporate Retreat, Golf Vacations, Ocean View, Villas, Wellness Collection / Villa Near The Beach

7

14

7

Turks and Caicos Islands

From USD 2200 p/night

Villa Rehab | 4 BR

Adventure Vacations, Caribbean Selection, Corporate Retreat, Golf Vacations, Ocean View, Villas, Waterfront / Christmas & New Year Holidays 2025/2026, Villa Near The Beach

4

8

5

Turks and Caicos Islands

From USD 2800 p/night

Villa Rehab | 6 BR

Adventure Vacations, Caribbean Selection, Food & Wine Collection, Golf Vacations, Large Retreats, Ocean View, Villas, Waterfront / Christmas & New Year Holidays 2025/2026, Fully Staffed Villas, Large Villas, Villa Near The Beach

6

12

5

Turks and Caicos Islands

From USD 2186 p/night

Fully Staffed

Villa Azimuth

Ocean View, Caribbean Selection, Corporate Retreat, Golf Vacations, Honeymoon Collection, Villas, Waterfront / Fully Staffed Villas, Christmas & New Year Holidays 2025/2026, Villa Near The Beach

3

6

3

Turks and Caicos Islands

From $ 3,080 /night

20% Discount

Aquazure

Adventure Vacations, Beachfront Villas, Caribbean Selection, Honeymoon Collection / Christmas & New Year Holidays 2025/2026

5

10

5

Turks and Caicos Islands

From USD 2530 p/n

Villa Big Chill | 6 BR

Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Villas, Wellness Collection, Yoga Retreat / Large Villas, Villa Near The Beach

6

12

6

Turks and Caicos Islands

From USD 2250 p/n

Big Chill | 4 BR

Caribbean Selection / Christmas & New Year Holidays 2025/2026, Large Villas, Short Walk to the Beach

4

8

6

Turks and Caicos Islands

From USD $ 2,500 /night

Solarah | 5 BR

Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Villas / Large Villas, Christmas & New Year Holidays 2025/2026, Short Walk to the Beach

5

10

5

Turks and Caicos Islands

From USD $ 5,500 /night

Fully Staffed

5th Night Free

7th Night Free

Cabuya | 5 BR

Adventure Vacations, Beachfront Villas, Caribbean Selection, Corporate Retreat, Large Retreats, Ocean View, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Christmas & New Year Holidays 2025/2026, Large Villas

5

10

5.5

Turks and Caicos Islands

From USD 3200 p/night

Sunset Bay

Caribbean Selection, Adventure Vacations, Golf Vacations, Large Retreats, Ocean View, Villas, Waterfront / Christmas & New Year Holidays 2025/2026, Large Villas, Villa Near The Beach

8

16

7

Turks and Caicos Islands

From USD $ 1,500 /night

7th Night Free

10% Discount

5th Night Free

Sugar Apple

Caribbean Selection, Corporate Retreat, Food & Wine Collection, Golf Vacations, Ocean View, Villas / Christmas & New Year Holidays 2025/2026, Villa Near The Beach

4

8

4

Turks and Caicos Islands

From USD $ 5,950 /night

Fully Staffed

5th Night Free

7th Night Free

Cabuya | 6 BR

Adventure Vacations, Beachfront Villas, Caribbean Selection, Corporate Retreat, Ocean View, Summer 2026, Villas, Wellness Collection, Yoga Retreat / Fully Staffed Villas, Christmas & New Year Holidays 2025/2026, Large Villas

6

12

6.5

Turks and Caicos Islands