A sign reading "Devil's Bay The Baths" with a beach and rocky landscape in the background.

Lesser Antilles Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Lesser Antilles vacation rentals

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

1. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Carmelle,

CA $302 total

includes taxes & fees

Nov 11 - Nov 12

A covered outdoor seating area with a view of the sea and a hillside.

2. Coconut Breeze Villas

Cane Garden Bay

Julian

CA $289 total

includes taxes & fees

Nov 22 - Nov 23

A seaside property with a covered outdoor seating area, a view of the sea, and a hill in the background.

3. Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Culebra

Eduardo

CA $217 total

includes taxes & fees

Nov 7 - Nov 8

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

4. Beachfront Villas at Crystal Cove

St. Thomas

Dwayne Lynn

CA $708 total

includes taxes & fees

Nov 25 - Nov 26

A balcony with a wooden table, two chairs, and a view of the ocean and greenery.

5. Fountain Anguilla

Shoal Bay

Thomas

CA $914 total

includes taxes & fees

Nov 27 - Nov 28

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

6. Bluebeard's Castle Resort

Charlotte Amalie

Hector

CA $353 total

includes taxes & fees

Nov 8 - Nov 9

A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

7. Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

St. Thomas

Camierre

CA $311 total

includes taxes & fees

Nov 17 - Nov 18

A spacious balcony with a view of the ocean, a white ceiling fan, a dining table with chairs, and a patterned sofa.

8. Turtles Nest Beach Resort

West End Village

Willie

CA $569 total

includes taxes & fees

Nov 7 - Nov 8

A woman sitting on a beach with a clear sky and palm trees in the background.

9. Antigua Village Beach Resort

Dickenson Bay

Saneka

CA $413 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

10. July Apartments

Madame's Estate

JoyAnn Carolyn

CA $168 total

includes taxes & fees

Dec 7 - Dec 8

A hotel room with a bed, a blue armchair, a small table with a lamp, and a wall-mounted radio.

11. Sunny 1 bedroom in Esperanza close to everything

Esperanza

Jodi W.

CA $228 total

includes taxes & fees

Nov 7 - Nov 8

A beach with a clear sky, a sandy path, palm trees, and a building with a balcony.

12. Dickenson Bay Oasis Antigua Village

Dickenson Bay

MARK

CA $308 total

includes taxes & fees

Nov 7 - Nov 8

A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

13. Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

St. Thomas

Candice D.

CA $310 total

includes taxes & fees

Nov 13 - Nov 14

A poolside area with blue umbrellas, lounge chairs, and a view of the ocean.

14. Dickenson Bay Cottages

Dickenson Bay

Sabra Platania

CA $217 total

includes taxes & fees

Nov 7 - Nov 8

A coastal landscape with a beach, clear blue waters, and lush greenery.

15. Villa Island Paradise

St. John

Zach Ezekiel Azurus

CA $692 total

includes taxes & fees

Nov 18 - Nov 19

16. Denyse Home Cottage

St. John's

Theodore

CA $148 total

includes taxes & fees

Nov 7 - Nov 8

A beachside view with lounge chairs, a table, and umbrellas.

17. Ocean View Villa

Jost Van Dyke

Virginia

CA $553 total

includes taxes & fees

Nov 12 - Nov 13

A beach with clear turquoise water and waves.

18. The Mermaid's Pearl at Sapphire Beach

St. Thomas

amanda c.

CA $365 total

includes taxes & fees

Nov 8 - Nov 9

A spacious living area with a sofa, dining table, and chairs, overlooking a scenic ocean view.

19. The Breeze

ST Thomas

CA $978 total

includes taxes & fees

Nov 8 - Nov 9

A restaurant with outdoor seating, palm trees, and a mountain in the background.

20. Octopus Den Glamping Site with AC

St John

Peiming

CA $286 total

includes taxes & fees

Nov 8 - Nov 9

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Find vacation rentals that suit your style

Top Lesser Antilles Hotel Reviews

A pool area with lounge chairs, umbrellas, and inflatable rings.

Le Martin Boutique Hôtel

Cul de Sac

10/10 Excellent

10/10 experience at Le Martin Hotel. From the hospitality, to the beautiful decor, to the daily breakfast, to the pool oasis - everything was perfect. Marion and her staff go above and beyond to make your stay just perfect. It was peaceful, quiet and the perfect place to relax and recharge. Only note is that it was a bit difficult to find as maps and waze direct you to the wrong spot. I loved the proximity to Pinel Island as well as both Grand Case and Orient Bay beaches

Michelle

A beachside resort with thatched umbrellas, lounge chairs, and a view of the ocean and distant hills.

Hotel Les Ondines Sur La Plage

Grand Cul-de-Sac

10/10 Excellent

Amber

A modern two-story building with a flat roof, multiple balconies, and a surrounding landscape with palm trees and rocks.

Club Vieques - Adults Only Resort - LGBT Friendly

Vieques

10/10 Excellent

Yibo

A beach with clear turquoise water, sandy shore, and palm trees.

Sea Gate Hotel

Isabel II

10/10 Excellent

Daisy

A beach resort with palm trees, a pathway, and a view of the ocean.

Orient Beach Hotel

Orient Bay

10/10 Excellent

We had an incredible week at Orient Beach Hotel. Our immediate first impression was the genuinely warm welcome from the front desk team member, Junior. This positive energy remained through the week and was complemented by the incredible hotel manager, Myriam, and the attentive housekeeping staff. Room and views were exactly as pictured. We couldn’t have planned it any better. Thank you!! We hope to be back.

Luigi

A beach with clear water, palm trees, and beach chairs.

Curtain Bluff Resort - All Inclusive

Carlisle Bay

10/10 Excellent

Curtain Bluff is the most rare of places to still be found when traveling. Its design, layout,, service quality and attention to detail is hard to find anymore. From the arrival at the airport to the check-in and check-out experience the staff cannot be more helpful. Rather than see this as another all inclusive resort, think of Curtain Bluff as a fine 5 star hotel set in the Caribbean sea. From its white linen service to its extensive wine list, the dining experience is more akin to a fine...

Bill

A resort with a pool, beach, and boats in the water.

GYP SEA Saint Barth

Colombier

10/10 Excellent

Charles

An infinity pool with a view of the ocean, outdoor dining area with tables and chairs, and palm trees.

Le Toiny Hôtel & Beach Club

Toiny

10/10 Excellent

Adeyemi

A balcony with a view of the sea, a bed with towels, and two white wicker chairs.

Le Temps des Cerises Hotel Beach

Grand Case

10/10 Excellent

Heather

A coastal resort with a swimming pool, beach access, and lush greenery.

Grand Case Beach Club

Grand Case

10/10 Excellent

WAYNE

A poolside bar with a view of a pool and lounge chairs.

Hotel L'Esplanade

Grand Case

10/10 Excellent

Great location looking out over Grand Case to the bay, provided you don't want to be right on the beach. A sister property "Le Petit Hotel" is on the beach at the other end of Grand Case. Each day we exercised by walking through Grand Case to Petit Hotel (about 20 min) where L'Esplanade guests can use the beach chairs, towels etc. Then a pleasant walk back along the beach later in the day. Other than beach access the only thing we didn't like about L'Esplanade itself was keeping the heated pool...

Anonymous traveller

A coastal building with a stone facade, a palm tree, and a view of the ocean.

The Waves at Cane Bay

Kingshill

8/10 Good

Robert

A balcony with a view of the ocean, a bottle of champagne, two wine glasses, and a book titled "Linda Van Rijn Zoutelande".

La Vista Hotel

Pelican Key

10/10 Excellent

I stayed at the property from August 22-29. Great location, very clean, wonderful property and friendly staff. Rooms were cleaned daily, kitchen did not lack any appliances or dishes, plenty of towels daily, super comfortable bed and pillows, wifi worked wonderfully as well as the air conditioners and the pressure in the shower with hot water was amazing. Check in was quick and easy, late check out available as well as a great shower area near the pool with toiletries and towels to get ready...

Marta

A resort with multiple swimming pools, water slides, and sun loungers.

Aurora Anguilla Resort & Golf Club

Rendezvous Bay

10/10 Excellent

Marc-Olivier

A beach with a sign that reads "BEACH" and a palm tree in the foreground.

Buccaneer Beach Club

St. John's

10/10 Excellent

Cameron

Find out more about Lesser Antilles

Everything you need to know about Lesser Antilles vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lesser Antilles vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lesser Antilles vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lesser Antilles vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lesser Antilles. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lesser Antilles vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lesser Antilles vacation rentals we have selected for you start as low as CA $56 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lesser Antilles rentals

At Expedia, we put the best Lesser Antilles vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lesser Antilles rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lesser Antilles vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lesser Antilles. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Lesser Antilles Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lesser Antilles vacation rentals

1. Hilton Vacation Club Royal Palm St. Maarten

2. Coconut Breeze Villas

3. Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

4. Beachfront Villas at Crystal Cove

5. Fountain Anguilla

6. Bluebeard's Castle Resort

7. Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

8. Turtles Nest Beach Resort

9. Antigua Village Beach Resort

10. July Apartments

11. Sunny 1 bedroom in Esperanza close to everything

12. Dickenson Bay Oasis Antigua Village

13. Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

14. Dickenson Bay Cottages

15. Villa Island Paradise

16. Denyse Home Cottage

17. Ocean View Villa

18. The Mermaid's Pearl at Sapphire Beach

19. The Breeze

20. Octopus Den Glamping Site with AC

Find vacation rentals that suit your style

Top Lesser Antilles Hotel Reviews

Le Martin Boutique Hôtel

10/10 Excellent

Find out more about Lesser Antilles

Lesser Antilles vacation rentals: An excellent choice for every season

How to find incredible deals on Lesser Antilles rentals