Villas in Leeward and Houses – Holiday Lettings - Holiday Rentals Leeward

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

380 Holiday homes

(1) Excellent 

13

Holiday cottage in Leeward

Providenciales / Leeward

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly

from £111 / night

£775 / week

Book View

from £111 / night

(1) Excellent 

29

Leeward holiday villa rental

Providenciales / Leeward

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £4,578 / night

£32,042 - £78,015 / week

Book View

from £4,578 / night

(1) Excellent 

20

Holiday home in Leeward

Providenciales / Leeward

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning

from £398 / night

£2,787 - £5,573 / week

Enquire View

from £398 / night

41

Leeward holiday villa rental

Providenciales / Leeward

1 12 min stay varies

  • 1 bedroom
  • sleeps 12
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £6,369 / night

£44,580 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £6,369 / night

(2) Excellent 

24

Holiday guest house rental

Providenciales / Leeward

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £158 / night

£1,101 / week

Book View

Responds fast!
avg. 18 minutes

from £158 / night

25

Holiday villa with swimming pool in Leeward

Providenciales / Leeward

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £1,035 / night

£7,245 / week

Book View

from £1,035 / night

11

Leeward holiday villa rental

Providenciales / Leeward

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,672 / night

£11,703 / week

Enquire View

from £1,672 / night

36

Leeward holiday villa rental

Providenciales / Leeward

8 16 min stay varies

  • 8 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £14,127 / night

£98,884 / week

Enquire View

from £14,127 / night

28

Holiday villa rental

Providenciales / Leeward

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,035 / night

£7,245 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £1,035 / night

(2) Excellent 

17

Leeward holiday villa rental

Providenciales / Leeward

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden

from £395 / night

£2,766 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from £395 / night

26

Holiday villa in Leeward

Providenciales / Leeward

8 16 min stay varies

  • 8 bedrooms
  • sleeps 16
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £8,240 / night

£57,676 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £8,240 / night

35

Holiday villa in Leeward

Providenciales / Leeward

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,179 / night

£8,248 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £1,179 / night

26

Holiday villa in Leeward

Providenciales / Leeward

8 10 min stay varies

  • 8 bedrooms
  • sleeps 10
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £5,414 / night

£37,893 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £5,414 / night

61

Villa rental in Leeward

Providenciales / Leeward

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,354 / night

£9,474 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £1,354 / night

31

Holiday villa in Leeward

Providenciales / Leeward

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £7,165 / night

£50,153 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £7,165 / night

26

Leeward holiday villa rental

Providenciales / Leeward

8 12 min stay varies

  • 8 bedrooms
  • sleeps 12
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £6,608 / night

£46,252 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £6,608 / night

7

Holiday home in Leeward

Providenciales / Leeward

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly

from £96 / night

£661 - £717 / week

Book View

from £96 / night

23

Holiday villa in Leeward

Providenciales / Leeward

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £677 / night

£4,737 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £677 / night

36

Leeward holiday villa rental

Providenciales / Leeward

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £9,069 / night

£63,482 / week

Enquire View

from £9,069 / night

36

Leeward holiday villa rental

Providenciales / Leeward

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £12,121 / night

£84,841 / week

Enquire View

from £12,121 / night

19

Leeward holiday villa rental

Providenciales / Leeward

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £3,135 / night

£21,945 / week

Enquire View

from £3,135 / night

Great rentals within 20 miles that match your search

Distance approx 2.24 miles from Leeward Show on Map

46

Holiday villa with swimming pool, golf nearby in Grace Bay

Providenciales / Grace Bay

6 20 min stay varies

  • 6 bedrooms
  • sleeps 20
  • min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £1,250 / night

£8,750 / week

Book View

Responds fast!
avg. 1 hour 1 minutes

from £1,250 / night

Distance approx 0.1 miles from Leeward Show on Map

(23) Excellent 

30

Holiday apartment with swimming pool in Providenciales

Turks and Caicos Islands / Providenciales

1 3 5 nights min

  • 1 bedroom
  • sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £142 / night

£990 / week

Book View

from £142 / night

Distance approx 0.1 miles from Leeward Show on Map

(43) Excellent 

30

Providenciales holiday cottage let

Turks and Caicos Islands / Providenciales

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £91 / night

£629 - £943 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £91 / night

Distance approx 15.49 miles from Leeward

6

Holiday villa in Whitby

North Caicos / Whitby

4 2 4 nights min

  • 4 bedrooms
  • sleeps 2
  • 4 nights min
  • Child friendly

from £1,100 / night

£6,442 / week

Book View

from £1,100 / night

Distance approx 5.05 miles from Leeward Show on Map

(8) Excellent 

57

Turtle Cove holiday condo rental

Providenciales / Turtle Cove

1 3 5 nights min

  • 1 bedroom
  • sleeps 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £107 / night

£747 / week

Book View

from £107 / night

Distance approx 11.12 miles from Leeward

29

Holiday condo rental

Turks and Caicos Islands / Providenciales

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £147 / night

£1,023 / week

Book View

Responds fast!
avg. 3 hours 24 minutes

from £147 / night

Distance approx 1.57 miles from Leeward Show on Map

(17) Very Good 

18

Holiday villa with swimming pool in Grace Bay

Providenciales / Grace Bay

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 0.7 km
  • Swimming pool
  • Child friendly

from £311 / night

£2,173 - £3,319 / week

Book View

Responds fast!
avg. 2 hours 0 minutes

from £311 / night

Distance approx 15.46 miles from Leeward

(3) Excellent 

13

Apartment rental in Whitby

North Caicos / Whitby

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Air conditioning

from £233 / night

£1,628 - £2,310 / week

Book View

from £233 / night

Distance approx 4.63 miles from Leeward Show on Map

(35) Excellent 

42

Holiday villa with swimming pool in Grace Bay

Providenciales / Grace Bay

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1,908 / night

£12,962 - £35,271 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £1,908 / night

Distance approx 5.09 miles from Leeward Show on Map

(1) Excellent 

30

Holiday condo with shared pool in Turtle Cove

Providenciales / Turtle Cove

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £154 / night

£1,073 / week

Book View

from £154 / night

Distance approx 0.1 miles from Leeward Show on Map

(26) Excellent 

32

Providenciales holiday villa rental

Turks and Caicos Islands / Providenciales

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £301 / night

£2,102 / week

Book View

Responds fast!
avg. 49 minutes

from £301 / night

Distance approx 2.06 miles from Leeward Show on Map

(3) Excellent 

23

Long Bay Beach holiday villa rental

Providenciales / Long Bay Beach

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 0.4 km
  • Swimming pool
  • Child friendly

from £564 / night

£3,943 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from £564 / night

Distance approx 2.92 miles from Leeward Show on Map

(5) Excellent 

39

Home rental in Long Bay Beach

Providenciales / Long Bay Beach

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £154 / night

£1,079 / week

Book View

from £154 / night

Distance approx 0.1 miles from Leeward Show on Map

(8) Excellent 

28

Grace Bay holiday villa rental

Providenciales / Grace Bay

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £2,568 / night

£17,974 / week

Book View

from £2,568 / night

Distance approx 1.43 miles from Leeward Show on Map

20

Providenciales holiday villa rental

Turks and Caicos Islands / Providenciales

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £197 / night

£1,179 / week

Book View

from £197 / night

Distance approx 0.1 miles from Leeward Show on Map

(41) Excellent 

11

Holiday villa with swimming pool, golf nearby in Providenciales

Turks and Caicos Islands / Providenciales

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £395 / night

£1,975 - £6,581 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £395 / night

Distance approx 9.82 miles from Leeward Show on Map

(33) Excellent 

29

Providenciales holiday villa rental

Turks and Caicos Islands / Providenciales

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £1,040 / night

£7,282 - £12,137 / week

Book View

Responds fast!
avg. 3 hours 12 minutes

from £1,040 / night

Distance approx 2.8 miles from Leeward Show on Map

15

Holiday cottage letting

Providenciales / Long Bay Beach

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £139 / night

£2,370 - £2,647 / week

Book View

Responds fast!
avg. 2 hours 3 minutes

from £139 / night

Distance approx 2.34 miles from Leeward Show on Map

(1) Average 

18

Holiday villa letting

Providenciales / Grace Bay

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £224 / night

£1,568 / week

Book View

Responds fast!
avg. 2 hours 7 minutes

from £224 / night

Also consider