Windward Islands Holiday Rentals, Caribbean: Private House Rentals

A tropical beach with palm trees, clear blue water, and rocky outcrops.

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Our top choices for Windward Islands hotels

A covered outdoor patio with a fountain, palm trees, and a view of the sea.

A pool area with lounge chairs and umbrellas, a staircase, and a building with a white facade and balconies.

A pathway leading to a traditional building with a white facade and a green roof, surrounded by lush greenery and a red pavement.

A framed picture of a woman in a tropical dress with the word "Cuba" on it, hanging on a wall in a hallway with wooden paneling and hanging lanterns.

1. Grenadine House

Kingstown

James

3.913.299 ₫

4.420.645 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A balcony with a view of a marina, featuring boats and calm waters.

A beachside area with a wooden deck, a yellow chair, and a small palm tree.

A marina with numerous boats docked, a pier, and a view of the coastline with buildings and greenery.

A swimming pool with a covered seating area, surrounded by palm trees and greenery.

2. Blue Lagoon Hotel & Marina

Ratho Mill

Melita

4.730.349 ₫

5.800.605 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A beachfront patio with lounge chairs, a potted plant, and a view of the sea with boats.

A spacious outdoor dining area with wicker chairs and a glass-top table, leading to an indoor living space with sofas and a television.

A resort with a pool, outdoor seating, and a covered area.

A person seated at a table with a drink and a fruit.

3. Sunset Shores Beach Hotel

Villa

Jacques

2.508.631 ₫

3.112.326 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A neatly made bed with a folded towel, two pillows, and a headboard with a light fixture on either side.

A bathroom with a white sink, wooden cabinets, a round mirror, a toilet, and a shower area.

A modern building with a sign that reads 'sanrai' and a well-lit entrance.

4. Sanrai

Gros Islet

Mario

2.758.205 ₫

3.262.967 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A multi-story building with a grand staircase leading to a balcony.

A balcony with a white balustrade and a view of a green landscape with trees and a clear sky.

A covered outdoor seating area with a wooden structure, steps leading up to it, and potted plants.

A bed with a floral bedspread, white pillows, and a decorative swan towel.

5. Aupic Paradise

Vieux Fort

Jocian

2.571.426 ₫

2.883.114 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A multi-story hotel with balconies, surrounded by lush greenery and well-maintained gardens.

A bedroom with a bed, bedside tables, a desk, a television, and a sliding glass door to a balcony.

A lush garden with a variety of plants and flowers in front of a white building with balconies.

A swimming pool with lounge chairs and a covered patio area.

6. Siesta Hotel

Grand Anse

Mohammad

2.105.842 ₫

2.527.010 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A pool area with lounge chairs and a view of the ocean.

A couple dining by a pool with a view of the sea.

A blue building with a white roof, surrounded by lush greenery and parked cars.

7. Beachcombers Hotel

Villa

Michelle

4.217.918 ₫

5.180.564 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A well-maintained garden with a large black pot, various plants, a palm tree, and a building with a green roof.

A single-story building with a covered porch, a fire extinguisher mounted on the wall, and a door marked with the number 3.

A garden with a large metal bowl sculpture on a stone base, surrounded by well-maintained grass and various shrubs.

A small, modern room with a white desk, a black chair, a television mounted on the wall, and a tiled floor.

8. Airport Hotel

Ducos

GILBERT

2.105.974 ₫

2.255.528 ₫ total

includes taxes & fees

28 Sept - 29 Sept

An outdoor dining area with tables set for two, overlooking a body of water with a sailboat and a dock.

A well-lit reception area with a sign indicating "RECEPTION" and a building with a sign that reads "French Verandah Restaurant" in the background.

A restaurant with wicker furniture, orange walls, and a tiled floor.

A swimming pool with lounge chairs and a building with a balcony in the background.

9. Mariners Hotel

Villa

Harcourt

3.389.607 ₫

4.178.437 ₫ total

includes taxes & fees

3 Oct - 4 Oct

A resort pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a red roof.

A beach with clear blue water, a sandy shore, and a small island in the distance.

A hammock under a tree, a pool, and a house with outdoor seating.

A reception area with a checkered floor, a reception desk, and a wall mural of tropical leaves.

10. Coco Palm

Rodney Bay

Brian

4.721.138 ₫

5.835.420 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a bed, a chair, a TV, and a balcony with a view of the ocean.

A circular pool with lounge chairs and umbrellas, surrounded by lush greenery and palm trees.

A hotel room with two beds, a desk, a chair, a phone, and a ceiling fan.

A restaurant with multiple tables set for dining, featuring red tablecloths and leather chairs.

11. Bel Jou Hotel – Adults Only – All Inclusive

Castries

Enis

7.118.576 ₫

7.928.564 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool with a gazebo, lounge chairs, and a view of the beach.

A coastal view with a beach, buildings on a hillside, and mountains in the background.

A coastal building with a white roof and multiple windows, overlooking a turquoise sea with a boat in the distance.

A coastal hotel with a large building, a beach, and a swimming pool.

12. Kalinago Beach Resort

Grand Anse

Jack

3.808.438 ₫

4.859.567 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with lounge chairs, a stone wall, and a building with a balcony.

A balcony with a view of palm trees and a distant mountain.

A room with two beds, a small kitchenette, and a ceiling fan.

A bar area with a wooden counter and stools.

13. Dennis' Hideaway

Mayreau Island

2.103.894 ₫

2.622.594 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A beachside area with palm trees, a sandy beach, and a building with outdoor seating.

A modern restaurant with white furniture, large windows, and a view of palm trees.

A poolside area with lounge chairs and umbrellas, overlooking a clear blue sea and a rocky coastline.

A reception area with a modern design, featuring a marble wall and a light-colored reception desk.

14. LA Vue Boutique Hotel & Beach Club

Villa

Shannon

6.194.799 ₫

7.572.590 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a bed, a desk, a TV, a bathroom with a shower, and a sink.

A staircase leading to an upper floor, a dining area with chairs and a table, and a teal sofa in the living area.

A hotel room with a bed, a bathroom, and a small window.

A compact living space with a kitchenette, a sofa, a TV, and a window with curtains.

15. Point Bay Hotel

Kingstown

1.948.050 ₫

2.239.219 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A beach with clear blue water, palm trees, and a hilly background with buildings.

A poolside area with lounge chairs and umbrellas, overlooking a body of water.

A hotel with a pool, surrounded by palm trees and a rocky shoreline.

A view of the ocean with boats, palm trees, and a clear sky.

16. Hotel Pelican

Schoelcher

Robert

3.771.393 ₫

3.909.858 ₫ total

includes taxes & fees

17 Oct - 18 Oct

An inflatable water park with various play structures and slides.

A hotel room with a bed, a desk, a chair, and a view of a garden through a glass door.

A sign for Bay Gardens Hotel surrounded by lush greenery and vibrant flowers.

A bright yellow building with a white balcony, surrounded by palm trees and a pool area.

17. Bay Gardens Hotel

Rodney Bay

Edwin E.

2.727.270 ₫

3.532.464 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A resort pool area with a circular water feature, lounge chairs, and a covered seating area.

A coastal resort with water park amenities, beachfront, and mountain views.

A balcony with a glass table and two wicker chairs, overlooking a beach with sailboats.

A lobby with wicker furniture, a reception desk, and a sign reading "Bay-Gardens Beach Resort & Spa".

18. Bay Gardens Beach Resort and Spa

Rodney Bay

Rene

5.129.865 ₫

6.727.526 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A modern dining area with round tables, green upholstered chairs, and large windows offering a city view.

A bar area with striped wallpaper, hanging pendant lights, and a variety of bar tools and bottles on the counter.

A swimming pool with a staircase and a railing, surrounded by a building with glass walls and indoor seating areas.

A modern lobby with white sofas, teal accent pieces, and a reception desk.

19. Karibea Valmenière Hôtel

Fort-de-France

Natalie

3.990.318 ₫

4.133.288 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A balcony with a view of the ocean, a table with chairs, and a basket of fruit.

A spacious bedroom with a large bed, a television, and a balcony with a view of the ocean.

A beach with clear turquoise water, palm trees, and a distant island.

A beachfront hotel with multiple blue-roofed buildings, a sandy beach, and palm trees.

20. Villa Beach Cottages

Castries

George

4.998.956 ₫

6.195.578 ₫ total

includes taxes & fees

4 Oct - 5 Oct

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Holiday Rentals in Windward Islands

Villa

A pool area with clear water, surrounded by palm trees and a building with a yellow facade.

A cozy living room with wicker furniture, a large window with curtains, and a view of the outdoors.

A coastal view with a sailboat on the water, a building with a tiled roof, and lush greenery.

A pool area with clear water, surrounded by palm trees and a white pool edge.

Reef View Pavilion Villas and Condos

Lance aux Épines

"Clean room, air conditioning and attentive staff."

Cottage

A beach with turquoise chairs, palm trees, and boats in the background.

An aerial view of a coastal property with multiple buildings, a marina with boats, and lush greenery.

A marina with multiple boats docked, a red building with a staircase, and a hillside in the background.

A beach with turquoise benches, palm trees, and boats in the water.

Le Phare Bleu Marina Resort

St. George's

"We had a lovely stay at Le Phare Bleu. The room and accommodation were perfect — comfortable, beautifully kept and exactly what we needed for our stay in Grenada. A special mention has to go to Guest Services, particularly Shawna, who was brilliant. The service went far beyond simply looking after our accommodation. Shawna helped arrange taxis, provided recommendations and shared lots of useful information about the island, which made getting around and planning our days so much easier. The...

Apartment

A balcony with a clear view of a coastal area, including a body of water and greenery.

A spacious balcony with a view of the ocean, a dining area with chairs and a table, and a potted plant.

A modern kitchen with a large island, a dining area with a view of the sea, and a cozy seating area with a sofa and a coffee table.

A spacious living area with a large window overlooking the sea, a sofa, a coffee table, and a potted plant.

Villa Vino Lucia & Helen's Wine Cellar

Marigot Bay

"Amazing welcome by staff. Beautiful grounds and views! Very clean. Tranquil area with amazing wine."

Aparthotel

A modern hotel with a swimming pool, outdoor seating, and a multi-story building with balconies.

A modern kitchen with a dishwasher, coffee maker, and microwave. There is a dining area with a table set for breakfast, including fruits, a bottle of juice, and a mug. A bed with a view of the balcony is visible through a glass door.

A modern bedroom with a large bed, bedside lamps, a wooden headboard, and a mirror.

A modern living room with a sofa, chairs, a desk, and a kitchen area with a bar.

B&B HOME Fort de France Marina

Fort-de-France

"We loved everything."

Aparthotel

A beach scene with palm trees, clear blue water, and a distant mountain.

A spacious living area with a high ceiling and exposed beams, a kitchen in the background, and a television mounted on the wall.

A swimming pool with a white fence, a stone-tiled deck, and white lounge chairs.

An outdoor dining area with wooden tables and chairs, set against a backdrop of a tropical landscape and ocean view.

Le Paradis de l'Anse

Riviere-Pilote

"Good and quiet location for family vacation."

Apartment

A wooden staircase leading to a beach with clear turquoise water.

A beach with clear turquoise water, a sandy shore, and lush greenery.

A beachfront property with a two-story building, a balcony, and a rocky shoreline.

A view of a waterfront with boats, a red railing, and lush greenery.

Sea Glass Place

Grand Anse

"Elvis and Jane were truly wonderful hosts and made us feel so welcome from the moment we arrived. They took great care of us and made sure we had everything we needed. The accommodation was lovely—just steps from a small, peaceful, secluded beach—and the view from our room was absolutely breathtaking. One of the little things we really appreciated was how easy it was to get around. Local taxis pass right by the property, and all you have to do is wave one down for a $1 ride into town. We had...

Apartment

Two wooden Adirondack chairs facing a table with a bottle and glass, on a balcony with stone flooring and a view of a mountain.

A window with a view of a lush garden, a tree, and a mountain.

A kitchen with wooden cabinets, a stove, and a dining area with wicker chairs and a table.

A spacious kitchen with wooden cabinets, a built-in microwave, and a dining area with wicker chairs.

You 4 Ric Piton Suites

Soufriere

"This property is simply amazing! If you're looking for a nice quiet, peaceful and restful vacation this is place to be. Excellent views, natural environment and located close to beautiful beaches and restaurants in the town of Soufrier. I fully endorse this place and if it was possible I would give it 10 stars"

Condo

A modern living room with a white sofa, a dining table with chairs, and a kitchen area with a stove, microwave, and refrigerator.

A modern kitchen with a central island, a dining area with a round table and chairs, and large windows with colorful curtains.

A balcony with a small pool, wicker furniture, and a sliding glass door leading to a bedroom.

A modern bathroom with a glass-enclosed shower, a toilet, a sink with a marble countertop, and a shelf with toiletries.

the island experience samo

Choiseul

"We had a wonderful stay at this villa in St. Lucia. The host was absolutely amazing—very responsive, kind, and genuinely cared about making sure we had everything we needed throughout our stay. The villa itself is beautiful, modern, and thoughtfully designed. Everything felt clean, well-maintained, and comfortable, with a great balance of style and relaxation. It was the perfect place to unwind and enjoy the island. Overall, it was a fantastic experience, and we would definitely love to come...

Aparthotel

A swimming pool with lounge chairs and a thatched umbrella, surrounded by tropical plants and a clear sky.

A row of multi-story buildings with balconies, palm trees, and a clear blue sky.

A beach with clear blue water, palm trees, and boats in the distance.

A balcony with a view of the sea and a distant island.

Hotel Panoramic

Trois-Ilets

"Very near beach and small town. Convenient location to beach hop each day in our rental car. "

Apartment

A beach with a clear view of the ocean, a lounge chair, and a thatched umbrella.

A spacious lobby with a pool area, outdoor seating, and a view of the pool.

A person in a swimming pool with a water feature.

A marina with multiple boats docked, a flag, and a building with a red roof.

Park View Apartments Grenada

Lance aux Épines

"clean room, staff was helpfull, shops is in the corner and clean beach nearby."

Aparthotel

A view of a coastal town with palm trees and mountains in the background.

A hotel room with a bed adorned with blue rose petals, a nightstand with a lamp, and a painting on the wall.

A pool area with a view of the ocean and mountains, surrounded by greenery and a red-roofed building.

A room with a mural of a beach scene, two wooden chairs with cushions, a small round table, and a white wardrobe.

Samfi Gardens

Soufrière

"This place was absolutely perfect! The location is amazing. The staff are all super friendly, helpful, and greet you with a smile every time they see you. The rooms are well-kept and have a great kitchenette that is fully stocked. I look forward to returning to the island, and when we do, this will be the only place we stay."

Apartment

A beach with large rocks, palm trees, and clear blue water.

A pool area with a view of the ocean, surrounded by palm trees and lounge chairs.

A tropical beach setting with white lounge chairs, a small table, and a palm tree.

A coastal resort with a rocky shoreline, clear blue water, and lush greenery.

Hideaway Apartments Grenada

Grand Anse

"Really enjoyed our stay here. Property and location were wonderful as were the staff."

Residence

A bedroom with a large bed, a wicker chair, a sofa, and a view of greenery outside.

A modern kitchen with a built-in washer and dishwasher, a large window with a view of greenery, and a wooden countertop.

A modern hotel complex with multiple buildings, a swimming pool, and lush greenery in the background.

A swimming pool with lounge chairs and palm trees.

Le Domaine de l'Anse Mitan

Trois-Ilets

"Great stay overall!"

Aparthotel

A modern bedroom with a large bed, a balcony with a view, and three abstract paintings on the wall.

A modern kitchen with a central island, pendant lights, and a view to the dining area.

A spacious living area with a high ceiling, a television, and a glass coffee table.

A modern kitchen with a large island, pendant lights, and a view of the city.

Tangarane

Trois-Ilets

"It was an incredible stay for a family of 4!"

Aparthotel

A balcony with a table set for breakfast, overlooking a coastal view.

A hallway with a wooden door, a wicker chair, and a table with a pink cloth.

A modern living room with a round table, two chairs, a sofa, and a painting on the wall.

A beach with clear water, boats, and buildings in the background.

Kaouanne

Pointe du Bout

"Quiet, peaceful, nice view, good location, helpful staff, good kitchen"

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Stay near popular Windward Islands attractions

A beach with two surfboards leaning against a post, a clear blue sky, and calm sea with boats in the distance.

Grand Anse Beach

9.6/10 (1,447 reviews)

If a restful holiday is part of your travel plans, Grand Anse Beach might be the perfect place to visit during your trip to Grand Anse. Make time to visit the area's shops or simply enjoy its top-notch restaurants.

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A beach with a sandy shore, calm water, and sailboats.

Reduit Beach

9.0/10 (1,288 reviews)

Why not spend a care-free afternoon at Reduit Beach during your travels in Gros Islet? Visit the shops and top-notch restaurants in this relaxing area.

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A coastal town with colorful houses, a mountain, and a rainbow over the sea.

Gros Piton

9.6/10 (803 reviews)

Explore the great outdoors at Gros Piton and enjoy the mountain views during your trip to Soufrière. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.

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A terrace with wicker furniture overlooking a coastal landscape with mountains and the ocean.

Anse Chastanet Beach

9.2/10 (538 reviews)

Why not spend a care-free afternoon at Anse Chastanet Beach during your travels in Soufrière? Discover the top-notch restaurants in this romantic area or seek out the local tours.

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A beach at sunset with waves, palm trees, and a silhouette of a person walking.

Sandy Beach

7.8/10 (211 reviews)

If a restful holiday is part of your travel plans, Sandy Beach might be the perfect place to visit during your trip to Vieux Fort. While in this romantic area, you can savour the top-notch restaurants.

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A coastal marina with sailboats, surrounded by lush greenery and a hillside with buildings.

Marigot Bay

8.8/10 (598 reviews)

Commune with nature and explore the great outdoors at Marigot Bay during your travels in Marigot Bay. While in this relaxing area, you can savour the top-notch restaurants.

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A marina at sunset with boats docked and palm trees in the foreground.

Rodney Bay Marina

8.8/10 (1,500 reviews)

Explore the waterfront in Gros Islet with a trip to Rodney Bay Marina. Stroll along the beautiful beaches or visit the shops in this relaxing area.

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Learn more about Windward Islands

Explore attractions like Kingstown Market and Indian Bay as you discover things to see and do in Windward Islands.

See all hotels in Windward Islands

A lush green landscape with a prominent mountain peak in the background and a body of water in the foreground.

Top Windward Islands Hotel Reviews

Royalton Grenada, An Autograph Collection All-Inclusive Resort

8/10 Good

"Overall we had a very pleasant stay. The resort and staff were very good. Only downside was a lack of open restaurants in the evening. We only stayed 2 nights so trying to book a specialty restaurant was impossible. In our opinion the evening buffet was of poor quality."

Bay Gardens Hotel

10/10 Excellent

"."

True Blue Bay Resort

10/10 Excellent

"The front desk staff soo friendly. Will be back"

Royalton Hideaway Saint Lucia, An Autograph Collection All-Inclusive Resort - Adults Only

10/10 Excellent

"Everything about our honeymoon was great!"

Ti Kaye Resort & Spa - Adults Only

10/10 Excellent

"This place was a dream.... If you're looking for relaxation this was a wonderful option. The views are perfect. The rooms and facilities were always clean. The staff we're always friendly and accommodating. The spa and staff there were wonderful. Breakfast was great, but dinner was a bit salty once or twice, but they had options that was great. Also, Their beach is way better than sugar beach in my opinion."

Bel Jou Hotel – Adults Only – All Inclusive

8/10 Good

"Princess is the star of the show!"

Zoetry Marigot Bay - All Inclusive

8/10 Good

"The staff was great and they gave me a complimentary upgrade on the room. The food was delicious but I will say the portion sizes were small but you can get as many plates as you want. The employees were excellent and very responsive in every way. One thing that is different is they enter your room without notice. This happened twice during our stay and it does take some of the comfort away because they could come in at any time. And I was not dressed and two ladies are in my room actually talking to me and I was half naked. I did not like this at all. Other than that I would stay here again and make a special request not to enter my room unless asked or needed. I highly recommend!!!"

Jade Mountain Resort

10/10 Excellent

"Amazing place"

More cheap stays in Windward Islands

Relax Inn Grenada West Indies

Calliste Hill St. George's Grenada

2.103.894 ₫

2.314.283 ₫ total

27 Sept - 28 Sept

includes taxes & fees

Seaview Apartel

John Compton Highway Castries Castries

1.909.349 ₫

2.354.803 ₫ total

28 Sept - 29 Sept

includes taxes & fees

8/10 Very good! (45 reviews)

Aupic Paradise

Aupicon Vieux Fort

2.571.426 ₫

2.883.114 ₫ total

27 Sept - 28 Sept

includes taxes & fees

Samfi Gardens

Colombette Drive Soufrière

4.415.580 ₫

5.166.229 ₫ total

27 Sept - 28 Sept

includes taxes & fees

9.8/10 Exceptional! (217 reviews)

La Haut Resort

West Coast Road, West Indies Soufrière

5.259.735 ₫

6.465.578 ₫ total

30 Sept - 1 Oct

includes taxes & fees

Caldera Villas

Upper Fond Benier Soufrière

Get rates

10/10 Exceptional! (76 reviews)

Find hotels in Windward Islands from 2.239.219 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Windward Islands

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windward Islands hotels

1. Grenadine House

2. Blue Lagoon Hotel & Marina

3. Sunset Shores Beach Hotel

4. Sanrai

5. Aupic Paradise

6. Siesta Hotel

7. Beachcombers Hotel

8. Airport Hotel

9. Mariners Hotel

10. Coco Palm

11. Bel Jou Hotel – Adults Only – All Inclusive

12. Kalinago Beach Resort

13. Dennis' Hideaway

14. LA Vue Boutique Hotel & Beach Club

15. Point Bay Hotel

16. Hotel Pelican

17. Bay Gardens Hotel

18. Bay Gardens Beach Resort and Spa

19. Karibea Valmenière Hôtel

20. Villa Beach Cottages

Holiday Rentals in Windward Islands

Reef View Pavilion Villas and Condos

Le Phare Bleu Marina Resort

Villa Vino Lucia & Helen's Wine Cellar

B&B HOME Fort de France Marina

Le Paradis de l'Anse

Sea Glass Place

You 4 Ric Piton Suites

the island experience samo

Hotel Panoramic

Park View Apartments Grenada

Samfi Gardens

Hideaway Apartments Grenada

Le Domaine de l'Anse Mitan

Tangarane

Kaouanne

Stay near popular Windward Islands attractions

Grand Anse Beach

Reduit Beach

Gros Piton

Anse Chastanet Beach

Sandy Beach

Marigot Bay

Rodney Bay Marina

Learn more about Windward Islands

Top Windward Islands Hotel Reviews

Royalton Grenada, An Autograph Collection All-Inclusive Resort

Bay Gardens Hotel

True Blue Bay Resort

Royalton Hideaway Saint Lucia, An Autograph Collection All-Inclusive Resort - Adults Only

Ti Kaye Resort & Spa - Adults Only

Bel Jou Hotel – Adults Only – All Inclusive

Zoetry Marigot Bay - All Inclusive

Jade Mountain Resort

More cheap stays in Windward Islands

Relax Inn Grenada West Indies

Seaview Apartel

Aupic Paradise

Samfi Gardens

La Haut Resort

Caldera Villas

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