Top Apartments in Windward in 2026

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Windward apartments

1. Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool

Saint-Jean

Chloe Ivy

2. Lovely 2 bedrooms apartment, sea view and infinity pool

Saint-Jean

kathleen t.

On the beach, sun loungers, beach towels

3. Indigold - A Deux pas de la Plage Chambre Indépendante Avec Espace Détente

Marigot

Camden S.

4. Indigo cosy seaside apartment 5 mn from saint jean beach swimming pool sea view

Saint-Jean

leanne O.

5. Bungalow Oana

Grande Saline

Maria G.

6. Welcome Aboard ! Appartement de Luxe à Quelques pas de la Plage de St Jean

Saint-Jean

Sherry

1 bedroom, iron/ironing board, WiFi, bed sheets

7. Modern studio a 3-minute walk from St. Jean Beach, close to shops restaurants.

Saint-Jean

8. Sweet Hill - Studio Balo

Saint-Jean

View all properties

Find vacation rentals that suit your style

Apartments

Villas

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Windward Hotel Reviews

Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool

10/10 Excellent

"Great location - very comfortable with amazing view! Host was very responsive and accommodating. We enjoyed our stay and would highly recommend!"

Rosewood Le Guanahani St Barth

8/10 Good

"Our experience at Rosewood Le Guanahani St. Barth was mixed. The property is beautiful, very well maintained, and in a stunning location. We encountered several friendly and helpful staff members, and the team was especially helpful with arranging taxis and transportation around the island. Unfortunately, one incident significantly affected our overall impression. While at the pool, a staff member told us that the lounge chairs were for “hotel guests,” in a way that made us feel as though we were not guests ourselves. Regardless of the intention, the comment felt discriminatory and was extremely uncomfortable and disappointing. At a luxury property of this caliber, every guest should feel welcomed, respected, and valued. We reported the incident to the manager, who offered a sincere apology and kindly offered to cover our lunch as a gesture of goodwill. We appreciated the manager taking the matter seriously and attempting to make amends. However, the gesture did not erase how the incident made us feel, especially because this should never have happened at such a high-end, well-established hotel. We also found the restaurant options somewhat limited, with less variety and diversity than expected from a luxury resort. Overall, the property is beautiful and has some excellent staff, but this unfortunate incident overshadowed many of the positives. We hope the hotel takes this feedback seriously so that every guest receives the same level of respect and hospitality."

St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive

10/10 Excellent

"Mr. Strokirk,What a pleasure to visit your beautifully designed home-Thank you!The architectural details showing camera-like lens views out the large windows were so well thought out!Franscoise met us early when our flight was changed and gave a review of the home, leaving us with a pleasant surprise gift of wine and excellent cheeses-thank you!Maria worked diligently each day keeping the home clean. While my wife and I leave a clean footprint wherever we visit, Maria made sure the home was spotless-thank you!We are grateful and hope to return soon!The setting was unparalleled…steps to the beach, mountain vistas, and mesmerizing waves. Your home will be our go-to on return visits."

1 bedroom cottage located a step away from Saline Beach in St-Barth.

10/10 Excellent

"Amazing, quiet property. Loved the roaming turtles, wildlife and the hosts pets. The pool was great to cool off after the beaches. Loved the open air kitchen with everything we needed and more. I would recommend this to anyone that is looking for quaint, non commercial vacation experience. Centrally located so easy access around the island."

Le Barthélemy Hotel & Spa

10/10 Excellent

"My wife and I travel extensively, and we both agreed: Le Barthélemy has the absolute best service of any hotel we have ever visited. It is a true 6-star experience. The staff genuinely cares and goes out of their way for everything—whether it’s arranging a midnight taxi across the island or preparing a custom breakfast box for an early departure. Rooms & Amenities The rooms are spectacular—spacious, modern, and loaded with premium amenities (ours featured a private pool). The property boasts an exceptional spa and a smallish but well-equipped gym that was thankfully empty most of the time. Breakfast was one of the finest we’ve ever had at a luxury resort. Dinner and the restaurant cocktails were superb, though the pool bar drinks weren't quite at that same elite level. Important Caveats While this is a flawless stay for us, note a few things depending on what you seek in St. Barth: The Beach: Incredible for spotting sea turtles and rays, but there is noticeable seaweed, so the water isn't as crystal-clear as other spots. The Vibe: This is a classy, relaxed sanctuary meant for disconnecting. It is not a party hotel. Location: Away from the main action in Gustavia, you will need a car or a taxi for nightlife. The hotel makes renting a vehicle effortless, which suited us perfectly as we ventured out daily. Verdict An absolute masterpiece of hospitality. If you want unmatched service, spacious luxury, and a serene atmosphere to unwind, look no further."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windward apartments

1. Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool

2. Lovely 2 bedrooms apartment, sea view and infinity pool

3. Indigold - A Deux pas de la Plage Chambre Indépendante Avec Espace Détente

4. Indigo cosy seaside apartment 5 mn from saint jean beach swimming pool sea view

5. Bungalow Oana

6. Welcome Aboard ! Appartement de Luxe à Quelques pas de la Plage de St Jean

7. Modern studio a 3-minute walk from St. Jean Beach, close to shops restaurants.

8. Sweet Hill - Studio Balo

9. Fully air-conditioned 2-bedroom apartment in the center of the island.

10. Villa Fun and Sun | Ocean View - Located in Tropical Saint Jean with Private Pool

11. Villa Bel Air | Ocean View - Located in Magnificent Saint Jean with Private Pool

12. Villa Maria | Ocean Front - Located in Tropical Pointe Milou with Private Pool

13. Villa Bel Ombre | Ocean View - Located in Fabulous Marigot with Private Pool

14. Villa Maria | Ocean Front - Located in Fabulous Pointe Milou with Private Pool

15. Villa Bel Air | Ocean View - Located in Tropical Saint Jean with Private Pool

16. Villa Bel Air | Ocean View - Located in Beautiful Saint Jean with Private Pool

17. Villa Fun and Sun | Ocean View - Located in Tropical Saint Jean with Private Pool

18. Villa Maria | Ocean Front - Located in Exquisite Pointe Milou with Private Pool

19. Villa Fun and Sun | Ocean View - Located in Fabulous Saint Jean with Private Pool

20. Villa Pinta | Ocean Front - Located in Exquisite Pointe Milou with Private Pool

Find vacation rentals that suit your style

Top Windward Hotel Reviews

Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool

Rosewood Le Guanahani St Barth

Villa YVANTINO OCEAN (4 bedrooms) the feeling of being on the deck of a boat

Tropical Hotel St Barth

St Barts New Luxury Villa Roc E Mar, Fantastic Ocean View, Large Pool, Exclusive

Le Toiny Hôtel & Beach Club

Amnios St Barth

1 bedroom cottage located a step away from Saline Beach in St-Barth.

Le Barthélemy Hotel & Spa

Explore a world of travel with Expedia