Updating...

More filters

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
High chair
Sea view
Safe
Dishwasher
Children's pool
Clothes dryer
Ceiling Fans
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Table tennis
Games room
Swing set or jungle gym
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Fridge
Stove
Housekeeping Included

See all

Less

Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

See all

Less

Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront

See all

Less

260 Houses

Sort by:

Paradise Apartment: Exquisite Short-Term Rental - Steps from Grace Bay Beach

Leeward studio

Studio
1 bathroom

sleeps 3

Price per night from

$270

Tropical Oasis Retreat: Romantic Upstairs Unit with Pool View and Balcony

Leeward studio

Studio
1 bathroom

sleeps 2

Price per night from

$293

Villa Vision Beach | Beach Front - Located in Stunning Leeward with Private Poo

Leeward villa

5 bedrooms
7 bathrooms

sleeps 10

Price per night from

$8,245

Ocean Dream 5 BR Aqua

Leeward villa

5 bedrooms
5 bathrooms

sleeps 10

Price per night from

$2,581

Pelican Cottage -Minutes to Grace Bay Beach! Bikes included!/Car for Rent!

Leeward cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$184

Grace Haven - brand new villa in Leeward

Leeward villa

3 bedrooms
4 bathrooms

sleeps 6

Price per night from

$907

BRAND NEW Aqueous - Sunset Beach Villas TCI

Leeward villa

3 bedrooms
4 bathrooms

sleeps 6

Price per night from

$1,721

Seagrace Villa is 5BDRM Waterfront

Leeward villa

5 bedrooms
4 bathrooms

sleeps 10

Price per night from

$1,804

Aqua Verde | Beach Front - Located in Stunning Grace Bay with Private Pool

Leeward villa

1 bedroom
3 bathrooms

sleeps 6

Price per night from

$2,716

Ideally Located in Grace Bay!

Leeward studio

Studio
1 bathroom

sleeps 2

Price per night from

$172

Breezy Villa is a 4 bedroom Villa with Spectacular Water Front Views

Leeward villa

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$1,645

LIQUID LUXURY - NEW NEW NEW TURKS & CAICOS PRIVATE VILLA ON THE WATER

Leeward villa

3 bedrooms
4 bathrooms

sleeps 7

Responds fast! avg. 33 minutes

Price per night from

$1,282

Ideal Location in Grace Bay!

Leeward studio

Studio
1 bathroom

sleeps 2

Price per night from

$172

Sleeps 10 in Grace Bay!

Leeward house

5 bedrooms
6 bathrooms

sleeps 10

Price per night from

$1,434

Villa Alee - Brand new luxury villa - Only 10 min walk to Grace Bay beach!

Leeward villa

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$1,021

Below Deck - Contemporary waterside oasis, ocean adventures & entertaining

Leeward villa

5 bedrooms
4 bathrooms

sleeps 10

Price per night from

$2,518

Lovely one bedroom apartment

Leeward apartment

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 42 minutes

Price per night from

$230

Sunsara Villa

Leeward villa

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$3,205

Salt Air Villa

Leeward villa

4 bedrooms
4 bathrooms

sleeps 10

Price per night from

$1,205

Villa Viatu: Luxury 6 BED Villa, Turks and Caicos

Leeward villa

6 bedrooms
8 bathrooms

sleeps 12

Price per night from

$2,934

Salt Life Villa - Canalfront

Leeward villa

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$918

Sole E Mare | Beach Front - Located in Stunning Grace Bay with Private Pool

Leeward villa

1 bedroom
9 bathrooms

sleeps 16

Price per night from

$19,400

Affordable in Grace Bay!

Leeward studio

Studio
1 bathroom

sleeps 2

Price per night from

$172

Byculla Villa

Leeward villa

4 bedrooms
5 bathrooms

sleeps 14

Price per night from

$1,434

TC Villas -Villa Allegria -Emerald Point's Gem

Leeward house

6 bedrooms
7 bathrooms

sleeps 13

Price per night from

$1,534

Affordable Studio in Grace Bay!

Leeward studio

Studio
1 bathroom

sleeps 2

Price per night from

$172

Sugar Apple Villa - A modern, waterside base

Leeward villa

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$1,606

Sole E Mare | Beach Front - Located in Beautiful Grace Bay with Private Pool

Leeward villa

1 bedroom
11 bathrooms

sleeps 20

Price per night from

$22,310

Perfect Location! Great Price in Grace Bay!

Leeward studio

Studio
1 bathroom

sleeps 2

Price per night from

$172

Villa Viatu - Impressive modern luxury – steps away from Pelican Beach

Leeward villa

6 bedrooms
7 bathrooms

sleeps 12

Price per night from

$3,434

Villa Blondel Cove | Beach Front - Located in Fabulous Leeward with Private Poo

Leeward villa

1 bedroom
7 bathrooms

sleeps 12

Price per night from

$7,275

Moringa Villa

Leeward villa

5 bedrooms
5 bathrooms

sleeps 10

Price per night from

$2,008

Indigo Blu - Festive Availability Only

Leeward villa

4 bedrooms
4 bathrooms

sleeps 10

Price per night from

$2,868

Villa Sentosa | Beach Front - Located in Fabulous Grace Bay with Private Pool

Leeward villa

1 bedroom
9 bathrooms

sleeps 16

Price per night from

$14,550

Great rentals within 20 miles that match your search

Coral House - T&C

Grace Bay villa

5 bedrooms
5 bathrooms

sleeps 14

Price per night from

$9,017

That Charming Gecko House with awesome pool - Grace Bay / Turks and Caicos

Grace Bay house

1 bedroom
1 bathroom

sleeps 3

Price per night from

$263

RED CLOVER SPACIOUS CLEAN AND CLOSE TO THE BEACH.

Long Bay Beach house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 51 minutes

Price per night from

$320

150 Steps to Grace Bay Beach!-The Suite

Grace Bay villa

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$345

Viewing 38 of 260
rentals in Leeward

Also consider

Long Bay Beach 55 properties
Turtle Cove 45 properties
Grace Bay 36 properties
The Bight Settlement 32 properties
Wheeland 8 properties
Providenciales 243 properties
Grand Turk 32 properties
North Caicos 17 properties
Middle Caicos 7 properties
Salt Cay 5 properties
Dominican Republic 4,630 properties
Guadeloupe 1,762 properties
Martinique 1,052 properties
Barbados 970 properties
Puerto Rico 841 properties
St. Barthelemy 534 properties
Bahamas 639 properties
St. Lucia 504 properties
Aruba 459 properties
US Virgin Isles 422 properties
Curacao 327 properties
Turks and Caicos Islands 304 properties
Grenada 179 properties
Antigua and Barbuda 180 properties
Dominica 175 properties
Bonaire 119 properties
St. Vincent and the Grenadines 119 properties
Anguilla 71 properties
British Virgin Isles 69 properties
St. Kitts and Nevis 60 properties
Montserrat 23 properties
Saba 6 properties

Leeward Rentals

Per night

260 Houses

Viewing 38 of 260rentals in Leeward

Also consider

Viewing 38 of 260
rentals in Leeward