List your home
Apply filters
£ to

235 Holiday homes in Windward

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • St. Barts Clear
  • Windward Clear
  • All locations
  • Anse de Lorient (10)
  • Camaruche (26)
  • Lorient (22)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (34)
  • Petite Saline (9)
  • Pointe Milou (57)
  • Vitet (33)

more +

less -

Property type

more +

less -

Also consider

Petit Cul de Sac
101 properties
Pointe Milou
57 properties
St. Jean
47 properties
Anse des Flamands
45 properties
Gouverneur
44 properties
Gustavia
41 properties
Morne Criquet
34 properties
Vitet
32 properties
Grand Fond
28 properties
Camaruche
26 properties
Colombier
25 properties
Corossol
23 properties
Mont Jean
23 properties
Lorient
22 properties
Marigot
20 properties
Lurin
18 properties
Anse des Cayes
15 properties
Anse de Lorient
12 properties
Petite Saline
9 properties
Toiny
6 properties
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
235 Results  |  
9 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £247 /night

£1728 - £4920 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Bougainvilliers is located hillside, at few steps from Marigot bay.This private villa has lovely views of Marigot Bay an..  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £283 /night

£1980 - £4950 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
St Barts Villa Oceana is a very private villa, located hillside at the far end of Vitet.This villa is perfect for the na..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
The villa quotKhajurahoquot is a contemporary private 3 bedroom villa located in Pointe Milou.The villa has an amazing v..  …see more

14 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £249 /night

£1740 - £3900 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Phoenix is a villa located in Pointe Milou facing the ocean and the sunset.This two bedroom villa has a large open living room open onto a terrace and a pool.The two bedrooms have an ocean view.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £729 /night

£5100 - £15000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quotAu Ventquot is an exclusive property overhanging the cliff in Pointe Milou.You will be stunned by the panoramic view..  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

Add to shortlist

from £1355 /night

£9480 - £27000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quotEclipsequot is an exceptional property situated on the heights of Vitet a few minutes away from the beautiful beach..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £343 /night

£2400 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
St Barts Villa Carmen is a new villa on the hillside of Vitet. Contemporary, modern, this spacious villa opens to a larg..  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £378 /night

£2640 - £9000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
The villa Escape is located in Lorient, at few steps away from the beach. The pool and the Jacuzzi are surrounded by a d..  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

Add to shortlist

from £1800 /night

£12600 - £63000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
An invitation to the total change of scenery and a call for total relaxation.An incomparable 180 ocean view and the sea..  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Mandarine Bleue LEA is one the real gems of Pointe Milou. From this villa, there is a 270 degree view and you will..  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £900 /night

£6300 - £22200 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
One of our favourites villas One of our biggest villas One of the nicest pools of the islandThe villa Valentina is locat..  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £240 /night

£1680 - £3600 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Grand Carenage is a villa located in Pointe Milou facing the ocean and the sunset.This two bedroom villa has a large ope..  …see more

10 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £540 /night

£3780 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Hidden Treasures DKD The setting of this villa so captures your fantasy of a tropical island paradise that Hollywood cou..  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £1200 /night

£8400 - £19200 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
One of our villas with a private access to the seaCaptiva is a located in Marigot at the edge of the sea.The villa, on t..  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

Add to shortlist

from £1886 /night

£13200 - £27000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Nearest beach Lorient, MarigotGustavia 15 min.Restaurant 10 min.Supermarket 10 min.Airport 10 min.  …see more

12 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £386 /night

£2700 - £9600 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
One of favourite two bedroom villas One of our villas the most rentedVilla Cest la Vue is hung between the sky and the..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £1115 /night

£7800 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
La villa Casa Tigre est situe sur les hauteurs de Dv . Cette villa bnficie dune superbe vue sur locan et les lagons d..  …see more

17 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £440 /night

£3075 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Indonesia is a 2 bedroom villa offering ocean and sunset views. Since bedrooms are on either side of the living area, this villa is perfect for 2 couples vacationing together.  …see more

9 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £283 /night

£1980 - £5520 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa 21 is a villa located on the hillside of Lorient, close to Petite Saline.This very private villa has a stunned ocean view of Lorient Bay and the islands of quotFrgatequot, quotToc Vertquot and quotBonhommequot.  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £416 /night

£2910 - £7416 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
One of our two bedroom villas the most requested a perfect villa for honeymooners Villa Indonesia is located in Point..  …see more

4 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

from £300 /night

£2100 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Alphane is located on the estate of villa Arrowmarine in Mont Jean.This separate brand new bungalow is perfectly e..  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

Add to shortlist

from £2143 /night

£15000 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Bon Temps BTR Built in Palladianstyle adapted to the tropics, Bon Temps BTR is a six bedroom villa located on the west s..  …see more

9 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Pastel EBA is a little gem, situated in the Vitet countryside with pastoral and ocean views. Simplistic in style,..  …see more

10 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Marisa VEL in Camaruche, St Barts, has been totally renovated and is truly spectacular. Very comfortable with harm..  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Raia RIA is located directly on Lorient Beach, one can hear the sound of the waves lapping against the shore. The..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
There is a resident cat on this property.Villa Bibi BIB is perfection in every detail. Located high in Vitet, St Barts,..  …see more

8 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Sea Breeze EZE is a very quiet and peaceful Lorient, St Barts, villa with beautiful palms, the sounds of water lapping a..  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

Add to shortlist

from £823 /night

£5760 - £21840 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
One of our favourites villas One of our villas the most private One of our spacious villasThe villa quotVinaquot is situ..  …see more

14 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa BBE is a charming one bedroom villa that can be rented individually or can be combined with the adjacent Villa Car..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

Add to shortlist

from £440 /night

£3075 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A beautiful contemporary villa located in Pointe Milou. Just recently renovated the villa has a lovely light filled living area opening to an infinity pool and the magnificent sunset and ocean views.  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £395 /night

£2760 - £6000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa quotZionquot is located in the sunset side of la quotPointe Milouquot.It is a brand new villa who combine all the..  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £600 /night

£4200 - £16800 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Armor is a villa located in the private estate of Montjean, close to Pointe Milou area.Built at the top of the hill, th..  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Jane JMS is a unique hideaway perched in complete privacy on a beautiful hillside in Pointe Milou, St Barts. The v..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Charming and private, Villa SIB PAR is located on the Mont Jean hillside, St Barts. The villa has 3 bedrooms and can be..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Festival BEN is a very private and spectacular villa situated on Pointe Milou. There is a infinity pool with large..  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £840 /night

£5880 - £24000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Blue Indies is a brand new villa ideally located within a walking distance to Marechale beach, a very private beach near..  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quotPalm Beachquot belongs to an owner who has a passion for the impressive villasLocated close to Lorient beach, at few..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Amelie KAM perched on the Marigot hillside offers a splendid view over Marigot bay. It features two bedrooms, two..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £1586 /night

£11100 - £24000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Nearest beach Lorient, MarigotGustavia 15 min.Restaurant 10 min.Supermarket 10 min.Airport 10 min.  …see more

9 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
St Barts Villa Le Reve Realise SFO is a beautiful villa located in Pointe Milou, St Barts. This villa is equipped with e..  …see more

13 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Indigo Orchid TOR is a newly built and charming one bedroom villa in Lorient, St Barts that can be rented individu..  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Abby ABB is a very private and sensational villa set high in Vitet, St Barts. Abby offers guests some of St. Barth..  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Cheyenne CHO sits on the Vitet hillside, commanding spectacular views of the east end of St Barts, including Grand..  …see more

12 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £249 /night

£1740 - £3360 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Aliz dEden is located on the hillside of Pointe Milou.The villa has an ocean view of the ocean and the sunset.The livin..  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £1372 /night

£9600 - £21600 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Captiva property is a located in Marigot at the edge of the sea. It is composed by the villas Captiva and Sea DreamThe..  …see more

10 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

from £343 /night

£2400 - £4800 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
QuotSea Nymphquot is a villa situated in the private estate of Montjean.This spacious villa which has just been redone i..  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £429 /night

£3000 - £9000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Blue Horizon is a villa located in Camaruche hillside, close to Lorient.Facing the ocean, the panoramic view from all of the three bedrooms includes the island of Tortue.  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Adore ADR is simple beachfront villa under one roof in Lorient, St Barts. There is a great yard and easy access to..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £489 /night

£3420 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
La Carette CAR is a very private and spectacular villa with a large pool and excellent views of Lorient, St Barts. Bedro..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £257 /night

£1794 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Belle Etoile AMS Close to Lorients shops and beach in Camaruche, this charming villa sits in a very convenient loc..  …see more