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 resort with a pool, lounge chairs, umbrellas, and a mountain view.

A poolside area with lounge chairs, a dining table with a tray of food and drinks, and a view of the pool and mountains.

A stone staircase leading to an arched doorway, surrounded by lush greenery.

A corridor with a wooden ceiling and walls, featuring a stone pathway and wall-mounted lights.

1. Sugar Beach, A Viceroy Resort

Soufrière

yaser

฿36,726

฿46,308 total

includes taxes & fees

29 Sept - 30 Sept

A wooden deck with lounge chairs and a view of the sea.

A pond with lily pads and a stone bridge.

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

An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.

2. BodyHoliday - All inclusive

Cap Estate

Alysha

฿26,343

฿28,588 total

includes taxes & fees

23 Oct - 24 Oct

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

A white building with multiple balconies and a garden area with palm trees.

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.

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

3. Grenadine House

Kingstown

James

฿5,030

฿5,682 total

includes taxes & fees

28 Sept - 29 Sept

A wooden pathway leading to a staircase surrounded by lush greenery and tropical plants.

A wooden pathway leading to a building with a modern design, surrounded by lush greenery.

A two-story building with a swimming pool, outdoor seating, and a balcony with railings.

A bright interior with a wooden ceiling and large windows.

4. Hotel French Coco

La Trinité

Jacqueline

฿11,733

฿12,094 total

includes taxes & fees

16 Oct - 17 Oct

A pool area with a bar, palm trees, and a view of the ocean.

A spacious indoor dining area with wicker furniture, ceiling fans, and large windows offering ocean views.

A hotel room with a large bed, a view of the ocean, and a balcony with chairs and a table.

A balcony with a table set for breakfast overlooking a beach.

5. Royalton Grenada, An Autograph Collection All-Inclusive Resort

St. George's

Emily

฿12,340

฿12,340 total

includes taxes & fees

30 Sept - 1 Oct

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 building entrance with a colorful balloon arch and a patterned door.

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

6. Aupic Paradise

Vieux Fort

Jocian

฿3,305

฿3,706 total

includes taxes & fees

28 Sept - 29 Sept

A spa area with a hot tub, seating, and large windows offering a view of the sea.

A hammock chair with a brown cushion on a wooden deck with a view of the sea.

A beach with wooden cabanas, palm trees, and lounge chairs.

A view through an open doorway to a pool area with a lounge chair and a view of the sea.

7. Ti Kaye Resort & Spa - Adults Only

Canaries

jamie

฿13,856

฿16,612 total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool with a sign reading "Grenada," surrounded by palm trees and lounge chairs.

A marina with multiple boats docked, a wooden pier, and a sunset in the background.

A multi-story hotel with balconies overlooking a body of water.

A person in a bathtub with a glass of red wine, surrounded by white bath products and a pink flower.

8. True Blue Bay Resort

St. George's

Aisha

฿4,596

฿5,849 total

includes taxes & fees

30 Sept - 1 Oct

A resort with multiple buildings, a central pool, and a beach area.

A grand lobby with a high ceiling, multiple balconies, and a grand piano.

An aerial view of a beach with rows of blue umbrellas and white lounge chairs, surrounded by palm trees and a swimming pool.

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

9. The Landings Resort & Spa

Gros Islet

Sarah

฿12,891

฿15,483 total

includes taxes & fees

17 Oct - 18 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.

10. Beachcombers Hotel

Villa

Michelle

฿5,422

฿6,659 total

includes taxes & fees

28 Sept - 29 Sept

A living room with a view of a beach and palm trees. There are two sofas, a coffee table, and a sailboat model.

A living room with a view of a beach at sunset, a coffee table with candles, and a framed picture on the wall.

A coastal resort with a beach, a thatched-roof structure, and a pier extending into turquoise waters.

A wooden deck with white lounge chairs and a thatched-roof building.

11. The Liming Bequia

Bequia Island

Olga

฿11,072

฿13,495 total

includes taxes & fees

28 Sept - 29 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 wooden dock with boats moored at the end.

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

12. Blue Lagoon Hotel & Marina

Ratho Mill

Melita

฿6,080

฿7,456 total

includes taxes & fees

28 Sept - 29 Sept

A resort with a large swimming pool, multiple-story buildings with balconies, and outdoor seating areas.

A marina with yachts docked, surrounded by lush greenery and hillside buildings.

A beach with three sun loungers and a large building in the background.

An aerial view of a coastal area with a small island featuring houses and boats.

13. Zoetry Marigot Bay - All Inclusive

Marigot Bay

Jack Thomas

฿16,860

฿16,860 total

includes taxes & fees

1 Oct - 2 Oct

A clear blue sky, a swimming pool, and palm trees.

A banquet setup with tables and chairs, decorated with floral arrangements and white drapes.

A beachside resort with sun loungers, umbrellas, and a palm tree.

A balcony with wicker furniture and a glass table, overlooking a beach with palm trees and a clear sky.

14. Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

Cap Estate

Shayna Larissa

฿11,592

฿11,592 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor restaurant with tables set for dining, a mountain view in the background, and a wooden fence separating the dining area from the landscape.

A row of wooden buildings with balconies, surrounded by lush greenery and ferns.

A set of concrete steps leading up to a building with a traditional architectural style, surrounded by lush greenery and palm trees.

15. Rabot Hotel from Hotel Chocolat

Soufrière

Benda

฿13,568

฿16,275 total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool surrounded by palm trees and a gazebo.

A wooden staircase leading to a covered area with a white lattice railing, surrounded by lush greenery.

A covered porch with a pool, green chairs, and a view of lush greenery.

A wooden house with a porch, surrounded by lush greenery and flowering plants.

16. Fond Doux Eco Resort

Soufrière

Kevin

฿5,603

฿6,395 total

includes taxes & fees

1 Oct - 2 Oct

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 sunset over a calm sea with a silhouette of a tree on the right.

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

17. Sunset Shores Beach Hotel

Villa

Jacques

฿3,794

฿4,689 total

includes taxes & fees

28 Sept - 29 Sept

A beach at dusk with a row of candles on the sand, palm trees, and a small structure with lights.

A spacious room with a large bed, wooden furniture, and a ceiling fan.

A stone archway leading to a small garden area with two tables covered in white cloths, surrounded by lush greenery and a cat lying on the ground.

A breakfast table with tropical fruits, coffee, and juice, overlooking a mountainous landscape with palm trees.

18. Anse Chastanet Resort

Soufrière

Rich

฿18,363

฿22,035 total

includes taxes & fees

1 Oct - 2 Oct

A beach with clear waters, boats, and thatched-roof huts.

A coastal island with boats docked at the marina and buildings illuminated by lights.

A hotel room with a large bed, wooden headboard, two bedside tables with lamps, a small bedside table with a lamp, a window with vertical blinds, and a view of greenery outside.

A seaside patio with lounge chairs and a table, overlooking the ocean.

19. Young Island Resort

Villa

Bayan

฿11,034

฿13,450 total

includes taxes & fees

5 Oct - 6 Oct

A modern hotel lobby with multiple seating areas, including tables and chairs, and a coffee station.

A covered patio area with stone walls, a pergola structure, and outdoor seating.

A hotel room with a large bed, a TV mounted on the wall, a wardrobe, and a bathroom visible through an open door.

A modern hotel lobby with a large dining area, a flat-screen TV, and large windows offering a view of the outside.

20. Holiday Inn Express & Suites St. Vincent - Grenadines by IHG

Diamond

Olajide

฿3,739

฿4,623 total

includes taxes & fees

25 Oct - 26 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 coastal view with a sailboat on the water, a building with a tiled roof, and lush greenery.

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

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.

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

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

A swimming pool surrounded by palm trees and boats.

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

A rooftop pool with a view of the ocean, surrounded by greenery and a clear sky.

A spacious balcony with a view of the ocean, a dining area with chairs and a 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."

Residence

A hotel entrance with a covered walkway, palm trees, and illuminated decorations.

A modern living room with a dining area, a grey sofa, a wooden coffee table, and a painting on the wall.

A beach with clear turquoise water, palm trees, and a rocky shoreline.

A row of colorful houses with balconies, surrounded by tropical plants and a clear sky.

Village Creole

Pointe du Bout

"Great location"

Aparthotel

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

A wooden shelf with a glass bowl containing seashells, a small sailboat model, and a woven basket.

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.

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

A metal-framed bed with white bedding, a green curtain, and wooden walls with a wooden wardrobe.

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

Le Paradis de l'Anse

Riviere-Pilote

"Good and quiet location for family vacation."

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

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

A building with a mountain in the background, surrounded by greenery.

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"

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 cozy living room with a bookshelf, wicker furniture, and a dining area with a table and chairs.

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

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...

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 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.

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

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 coastal view with a house, palm trees, and a clear sky.

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

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

Hotel Panoramic

Trois-Ilets

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

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

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

Kaouanne

Pointe du Bout

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

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 person seated at an outdoor table with a plate of food and a drink.

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 small building with a red door and a white fence in front.

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

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

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."

Residence

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

A swimming pool with lounge chairs and palm trees.

A neatly made bed with white linens and two rolled towels, a bedside lamp, and a small round table with a remote control.

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

Le Domaine de l'Anse Mitan

Trois-Ilets

"Great stay overall!"

Apartment

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

A tropical resort with a view of the ocean, palm trees, and a staircase leading to a building.

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

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

Hideaway Apartments Grenada

Grand Anse

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

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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)

Ride a Jet Ski, laze on the sand and enjoy a cool drink at the bar on this scenic beach set against a backdrop of verdant hills.

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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 one of the most famous sites in Soufrière, a gigantic volcanic peak rising from the sea that attracts visitors from all over the world.

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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)

Enjoy a pleasant Caribbean beach day surrounded by abundant natural beauty. Relax sunbathing on dark sand and snorkeling in crystal-clear waters.

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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

Zoetry Marigot Bay - All Inclusive

8/10 Good

"Overall, we enjoyed our stay at Zoëtry. However, the stairs were difficult to navigate. I generally had a positive experience with the staff, except on our final day when the resort lost power. We requested assistance with our luggage but ultimately had to struggle carrying it down the stairs and up to the lobby. I understand that the staff had no control over the power outage, but the situation should have been handled differently. If the resort has experienced outages before, there should be a backup plan to assist guests who are checking out, especially since most travelers have tight schedules and need to get to the airport. It was especially disappointing to feel as though the staff ignored us while we were visibly struggling. My advice to management is to develop and implement a clear plan for assisting guests during power outages. We paid the same rate as every other guest and should not have been overlooked. Unfortunately, this experience cast a dark cloud over what was otherwise an enjoyable vacation."

Royalton Grenada, An Autograph Collection All-Inclusive Resort

8/10 Good

"It’s a beautiful resort and a good value for the price. However, the food variety and taste leaves a lot to be desired. I never went hungry but it could have been better. It was hard to get into the few speciality restaurants. I would go again but stay somewhere else."

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!"

Jade Mountain Resort

10/10 Excellent

"Amazing place"

Windjammer Landing Resort and Residences

10/10 Excellent

"The staff members has been six a good hospital.The view and foods was excellent!"

More cheap stays in Windward Islands

Relax Inn Grenada West Indies

Calliste Hill St. George's Grenada

฿2,704

฿2,975 total

28 Sept - 29 Sept

includes taxes & fees

Seaview Apartel

John Compton Highway Castries Castries

฿2,454

฿3,027 total

28 Sept - 29 Sept

includes taxes & fees

8/10 Very good! (45 reviews)

Aupic Paradise

Aupicon Vieux Fort

฿3,305

฿3,706 total

28 Sept - 29 Sept

includes taxes & fees

Samfi Gardens

Colombette Drive Soufrière

฿5,676

฿6,641 total

28 Sept - 29 Sept

includes taxes & fees

9.8/10 Exceptional! (217 reviews)

La Haut Resort

West Coast Road, West Indies Soufrière

฿6,761

฿8,311 total

28 Sept - 29 Sept

includes taxes & fees

Caldera Villas

Upper Fond Benier Soufrière

Get rates

10/10 Exceptional! (76 reviews)

Find hotels in Windward Islands from ฿2,975

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. Sugar Beach, A Viceroy Resort

2. BodyHoliday - All inclusive

3. Grenadine House

4. Hotel French Coco

5. Royalton Grenada, An Autograph Collection All-Inclusive Resort

6. Aupic Paradise

7. Ti Kaye Resort & Spa - Adults Only

8. True Blue Bay Resort

9. The Landings Resort & Spa

10. Beachcombers Hotel

11. The Liming Bequia

12. Blue Lagoon Hotel & Marina

13. Zoetry Marigot Bay - All Inclusive

14. Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

15. Rabot Hotel from Hotel Chocolat

16. Fond Doux Eco Resort

17. Sunset Shores Beach Hotel

18. Anse Chastanet Resort

19. Young Island Resort

20. Holiday Inn Express & Suites St. Vincent - Grenadines by IHG

Holiday Rentals in Windward Islands

Reef View Pavilion Villas and Condos

Le Phare Bleu Marina Resort

Villa Vino Lucia & Helen's Wine Cellar

Village Creole

B&B HOME Fort de France Marina

Le Paradis de l'Anse

You 4 Ric Piton Suites

Sea Glass Place

the island experience samo

Hotel Panoramic

Kaouanne

Park View Apartments Grenada

Samfi Gardens

Le Domaine de l'Anse Mitan

Hideaway Apartments Grenada

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

Zoetry Marigot Bay - All Inclusive

Royalton Grenada, An Autograph Collection All-Inclusive 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

Jade Mountain Resort

Windjammer Landing Resort and Residences

More cheap stays in Windward Islands

Relax Inn Grenada West Indies

Seaview Apartel

Aupic Paradise

Samfi Gardens

La Haut Resort

Caldera Villas

Go further with the Expedia app