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Check prices for these dates

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Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Lesser Antilles villas

A resort with a swimming pool, wooden deck, and stone architecture.

1. Whale Tails Island Suites & Villas

Whale Tails Island Suites & Villas
4.0 star property
Oranjestad
8.0 out of 10, Very good, (5 reviews)
"We very much enjoyed our stay. The room was big clean, and well equipped, with views of The Quill from the back, the ocean and St Kitts from the front. Very calm, quiet and relaxing. Rob, the owner, was extremely friendly and kind, very supportive. Picked us up from the ferry port and dropped us off at the airport. If you like peace and quiet, like to watch the watch the ocean and read books and like to cook for yourself, this place is great. Be aware, it is out of the way, so you will need a...
United Kingdom
Justin
The price is CA $175
CA $187 total
includes taxes & fees
Dec 1 - Dec 2
Whale Tails Island Suites & Villas
A pool area with a view of the ocean, a lounge with red chairs, and a white building with a staircase.

2. Chez Mango Villas

Chez Mango Villas
3.5 star property
Old Towne
8.0 out of 10, Very good, (37 reviews)
"Clean room, bathroom large, staff nice, great pool. Great views. Free parking"
United States
Steven
The price is CA $170
CA $257 total
includes taxes & fees
Nov 8 - Nov 9
Chez Mango Villas
A room with a view of a beach, a wooden deck, and a sofa with a lamp.

3. Beachfront 1-Bedroom Signature Villa

Beachfront 1-Bedroom Signature Villa
Tortola
9.6 out of 10, Exceptional, (17 reviews)
"This property is beautiful. "
United States
Charles F.
The price is CA $421
CA $499 total
includes taxes & fees
Nov 8 - Nov 9
Beachfront 1-Bedroom Signature Villa
A beachfront hotel with multiple red-roofed buildings, clear waters, and a hillside backdrop.

4. Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
9.6 out of 10, Exceptional, (8 reviews)
"Enjoyed."
United States
Alberta
The price is CA $306
CA $360 total
includes taxes & fees
Nov 14 - Nov 15
Fort Recovery Beachfront Resort
A balcony with two grey cushioned chairs and a small table, overlooking a scenic hillside and sea view.

5. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is CA $114
CA $692 total
includes taxes & fees
Nov 18 - Nov 19
Villa Island Paradise
A covered outdoor seating area with a view of the ocean and hills.

6. Ceblue Luxury Villas

Ceblue Luxury Villas
5.0 star property
The Valley
9.8 out of 10, Exceptional, (12 reviews)
"We had the most amazing stay . The room was clean and comfy . Our host Shavon was wonderful and provided the best hospitality. She went above and beyond to make sure we had what we need . I would highly recommend staying with Ceblue Luxury Villa. A + service"
United States
Raynaldo
The price is CA $1,163
CA $1,471 total
includes taxes & fees
Dec 3 - Dec 4
Ceblue Luxury Villas
A table set for dining with a view of the sea and hills.

7. Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.4 out of 10, Exceptional, (35 reviews)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is CA $505
CA $555 total
includes taxes & fees
Nov 12 - Nov 13
Ocean View Villa
A swimming pool with a pergola, lounge chairs, and a table in a backyard setting.

8. Romantic Private Pool Villa @ Sapphire. Generator.Grill

Romantic Private Pool Villa @ Sapphire. Generator.Grill
Red Hook
9.2 out of 10, Wonderful, (24 reviews)
"Great experience. Nice property, easy walk to the beach, fun pool, TV to decompress with in the later evening. Cool rain shower, grill, quiet and peaceful. Good AC as well!Lovely time. Absolutely would book again and most likely will! Highly recommend."
United States
Timothy l.
The price is CA $237
CA $627 total
includes taxes & fees
Nov 9 - Nov 10
Romantic Private Pool Villa @ Sapphire. Generator.Grill
Front of property

9. Villa Touloulou

Villa Touloulou
3.5 star property
Falmouth Harbour
9.6 out of 10, Exceptional, (21 reviews)
"Calvin was very helpful throughout our stay, on hand to sort out any issues and pass on advice"
United Kingdom
David
The price is CA $245
CA $330 total
includes taxes & fees
Nov 9 - Nov 10
Villa Touloulou
A swimming pool with steps leading into it, a patio area with outdoor furniture, and a view of the outdoors.

10. Luxury Private Pool Villa. Grill. Generator@Sapphire

Luxury Private Pool Villa. Grill. Generator@Sapphire
Red Hook
9.6 out of 10, Exceptional, (19 reviews)
"Had a great stay, will definitely be back!"
United States
Madison C.
The price is CA $237
CA $602 total
includes taxes & fees
Nov 14 - Nov 15
Luxury Private Pool Villa. Grill. Generator@Sapphire
A narrow outdoor corridor with a wooden pergola, white railings, and a tiled floor.

11. To complete

To complete
Grand Case
The price is CA $77
CA $85 total
includes taxes & fees
Nov 15 - Nov 16
To complete
A poolside area with a wicker sofa and a small table, overlooking a body of water and greenery.

12. Paradise Suite

Paradise Suite
4.0 star property
Cotton Ground
9.6 out of 10, Exceptional, (7 reviews)
"Excellent place."
United States
Edgardo
The price is CA $278
CA $426 total
includes taxes & fees
Nov 8 - Nov 9
Paradise Suite
A wooden building with a porch, surrounded by tropical vegetation.

13. Villa 7 Flamenco Beachfront Villas

Villa 7 Flamenco Beachfront Villas
Flamenco
10.0 out of 10, Exceptional, (1 review)
"Our rental was amazing. It is hard to trust where your rental will be, but this is right on the most amazing Flamenco Beach. There are no other rentals (other than the other villas) in this location. The host was so available and easy to reach. The staff was so nice and accommodating. You can rent lounge chairs directly on the beach. A simple 10 minute taxi ride is so easy and inexpensive. My wife and I would totally recommend this rental. Have fun."
United States
Jim H.
The price is CA $227
CA $407 total
includes taxes & fees
Nov 10 - Nov 11
Villa 7 Flamenco Beachfront Villas
A wooden deck with lounge chairs and a pool, overlooking a body of water with boats and a mountainous backdrop.

14. Villa East - Panoramic waterfront view - Best location

Villa East - Panoramic waterfront view - Best location
6600 Estate Smith Bay, East End
9.6 out of 10, Exceptional, (52 reviews)
"Room was very clean and the staff at the resort were very helpful and friendly. The view was incredible!"
United States
Konner
The price is CA $139
CA $525 total
includes taxes & fees
Nov 12 - Nov 13
Villa East - Panoramic waterfront view - Best location
A beachfront hotel with clear waters, a red-roofed building, and a hillside backdrop.

15. Happy Kayak in Grand Case Beach 2

Happy Kayak in Grand Case Beach 2
Grand Case
The price is CA $79
CA $87 total
includes taxes & fees
Nov 22 - Nov 23
Happy Kayak in Grand Case Beach 2
A coastal landscape with clear turquoise waters, a sandy beach, and lush green hills.

16. Million Dollar Views: Beach, Pools, Restaurant + Generator

Million Dollar Views: Beach, Pools, Restaurant + Generator
Nazareth
9.6 out of 10, Exceptional, (209 reviews)
"The condo was easy to find and check into. It’s noteworthy that it’s on ground level, so someone with mobility issues doesn’t have to carry luggage up or down stairs. The place was very well equipped with a great bed, lots of towels, folding chairs for the beach and snorkeling equipment. I would definitely recommend getting a rental car though. Parking was right in front of the condo, so very convenient. The only thing that was an issue for me were the 3 swimming pools, because you had to climb...
United States
Susanne
The price is CA $195
CA $504 total
includes taxes & fees
Nov 21 - Nov 22
Million Dollar Views: Beach, Pools, Restaurant + Generator
A building with a beige exterior, a red roof, and a covered porch area.

17. Serenity Sunrise

Serenity Sunrise
Codrington
The price is CA $175
CA $214 total
includes taxes & fees
Nov 8 - Nov 9
Serenity Sunrise
A pool with clear blue water, surrounded by lounge chairs and umbrellas, with a view of the sea and a distant island.

18. Updated: Luxury Villa, Amazing Views with Pool + Generator

Updated: Luxury Villa, Amazing Views with Pool + Generator
Nazareth
9.6 out of 10, Exceptional, (106 reviews)
"Amazing views."
United States
Brian F.
The price is CA $188
CA $477 total
includes taxes & fees
Dec 6 - Dec 7
Updated: Luxury Villa, Amazing Views with Pool + Generator
An outdoor patio with a table and chairs, a pergola overhead, and a view of a green hillside with buildings in the distance.

19. Modern Comfort Near Beach – Family-Friendly Stay

Modern Comfort Near Beach – Family-Friendly Stay
Osbourn
The price is CA $182
CA $349 total
includes taxes & fees
Nov 10 - Nov 11
Modern Comfort Near Beach – Family-Friendly Stay
A covered outdoor area with a wooden door, a window with blinds, and a white railing.

20. Serenity Sunset

Serenity Sunset
Codrington
The price is CA $175
CA $214 total
includes taxes & fees
Nov 8 - Nov 9
Serenity Sunset
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Learn more about Lesser Antilles

Island views, boating, and popular sights from Maho Beach to Sapphire Beach—explore Lesser Antilles, a seaside destination also known for its beaches.

See all hotels in Lesser Antilles
A sign reading "Devil's Bay The Baths" with a beach and rocky landscape in the background.
Photo by Bill Dillard
Open Photo by Bill Dillard

Top reviews in Lesser Antilles

A balcony with two grey cushioned chairs and a small table, overlooking a scenic hillside and sea view.
Villa Island Paradise

Villa Island Paradise

Villa Island Paradise
St. John

10/10 Excellent

The property is in a great location where you could walk into Cruz Bay for shopping and restaurants. It had all the amenities that you needed.
Canada
Jeannie Marie
Reviewed May 20, 2026
Villa Island Paradise

Frequently Asked Questions

How much do villas in Lesser Antilles cost?

Villas in Lesser Antilles range between CA $77 and CA $1,162 per night. These escapes offer the privacy to enjoy your own space at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Lesser Antilles?

Select from villas in Lesser Antilles. Whether you're vacationing with the kids or a group of pals, and wherever your travels may take you, Expedia makes it a breeze to find your perfect fit.

Are there any family-friendly villas in Lesser Antilles?

You'll discover some very comfortable family-friendly villas in Lesser Antilles. If you're vacationing in Charlotte Amalie, have a look at Caribbean Style Waterfront Villa. With handy amenities like a barbecue grill and WiFi, your team will feel right at home at this 4-star stay. Villa Marina Vista is also a great choice for families in Charlotte Amalie. This 4-star option includes conveniences such as clothes washing facilities and housekeeping services. After you've settled in, get out and explore Charlotte Amalie. Look forward to memorable days out at family-friendly attractions such as Sapphire Beach and Magens Bay Beach.

Are there any 5-star villas in Lesser Antilles?

In Lesser Antilles, 5-star villas are tough to find. But there are some 4-star properties that have everything you need. If you're spending your break in Charlotte Amalie, put your feet up at Caribbean Style Waterfront Villa. It comes with handy amenities including a deck and a swimming pool. Alternatively, unpack your suitcase at Villa Marina Vista, also in Charlotte Amalie. Take advantage of its conveniences such as a swimming pool and Egyptian-cotton sheets.

Why book your villa in Lesser Antilles with Expedia?

Booking a villa in Lesser Antilles is as simple as clicking on your travel dates and selecting an option that suits your needs. On the lookout for something affordable or luxurious, or a property that also has a kitchenette? Use Expedia's search filters to narrow your results and find your dream fit.

How can I find cheap villas in Lesser Antilles?

A wonderful way to track down cheap villas in Lesser Antilles is with Expedia's easy-to-use filter tool. Fine-tune your search results by amenities, star rating and budget to discover awesome rates in just a few clicks.