A beach with yellow lounge chairs, palm trees, a boat, and a pier.

Lesser Antilles Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Lesser Antilles vacation rentals

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

1. Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (223 reviews)
"One of the best stays we have ever had!"
United States
Rayna
The price is CA $492
CA $580 total
includes taxes & fees
Oct 16 - Oct 17
Turtles Nest Beach Resort 
A covered outdoor seating area with a view of the ocean and hills.

2. 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 $1,077
CA $1,362 total
includes taxes & fees
Oct 31 - Nov 1
Ceblue Luxury Villas
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

3. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,318 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is CA $205
CA $252 total
includes taxes & fees
Oct 22 - Oct 23
Hilton Vacation Club Royal Palm St. Maarten
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

4. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (185 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is CA $343
CA $490 total
includes taxes & fees
Oct 20 - Oct 21
Mullet Bay Suites: Your Luxury Stay Awaits
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

5. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (894 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is CA $263
CA $326 total
includes taxes & fees
Nov 10 - Nov 11
Bluebeard's Castle Resort
A hotel with a swimming pool, multiple balconies, and outdoor seating areas.

6. Royal Palms Hotel

Royal Palms Hotel
3.5 star property
South Hill
9.2 out of 10, Wonderful, (79 reviews)
"The service was excellent and staff was very accomodating and courteous. We were made to feel very comfortable."
United States
Colin
The price is CA $228
CA $289 total
includes taxes & fees
Oct 29 - Oct 30
Royal Palms Hotel
A beachside view with lounge chairs, a table, and umbrellas.

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 $449
CA $494 total
includes taxes & fees
Oct 13 - Oct 14
Ocean View Villa
A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

8. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (254 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is CA $132
CA $139 total
includes taxes & fees
Oct 13 - Oct 14
July Apartments
A balcony with a wooden table, two chairs, and a view of the ocean and greenery.

9. Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (79 reviews)
"Amazing, close to shoal bay beach, paradise"
United States
Thomas
The price is CA $210
CA $866 total
includes taxes & fees
Nov 1 - Nov 2
Fountain Anguilla
A poolside area with blue umbrellas, lounge chairs, and a view of the ocean.

10. Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
9.0 out of 10, Wonderful, (344 reviews)
"Overall great stay and staff was very nice — I would recommend."
United States
Camilo
The price is CA $165
CA $221 total
includes taxes & fees
Nov 5 - Nov 6
Dickenson Bay Cottages
A woman sitting on a beach with a clear sky and palm trees in the background.

11. Antigua Village Beach Resort

Antigua Village Beach Resort
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (465 reviews)
"Good rooms and amenities. Good staff . Good location. Good property"
United States
Saneka
The price is CA $357
CA $482 total
includes taxes & fees
Oct 13 - Oct 14
Antigua Village Beach Resort
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

12. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (171 reviews)
"Very good"
United States
Alyssia
The price is CA $242
CA $406 total
includes taxes & fees
Oct 14 - Oct 15
The Hills Residence
Room

13. Denyse Home Cottage

Denyse Home Cottage
3.0 star property
St. John's
9.2 out of 10, Wonderful, (96 reviews)
"Very clean , quite, close to shops"
United States
Theodore
The price is CA $122
CA $151 total
includes taxes & fees
Oct 13 - Oct 14
Denyse Home Cottage
A coastal landscape with a beach, clear blue waters, and lush greenery.

14. 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 $150
CA $747 total
includes taxes & fees
Oct 16 - Oct 17
Villa Island Paradise
A beach with clear waters, palm trees, and a sandy shore.

15. Yepton Estate Cottages

Yepton Estate Cottages
3.0 star property
Five Islands Village
10.0 out of 10, Exceptional, (123 reviews)
"The cottage was quiet and super relaxing. The staff and owners were very accommodating"
United States
Andrew
The price is CA $340
CA $446 total
includes taxes & fees
Oct 14 - Oct 15
Yepton Estate Cottages
An aerial view of a coastal residential area with houses, a beach, and clear turquoise waters.

16. Galleon Beach Resort

Galleon Beach Resort
3.0 star property
English Harbour
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely loved the beachfront . 10 steps to the water . Loved the privacy and cabanas."
United States
Natalie
The price is CA $275
CA $406 total
includes taxes & fees
Oct 13 - Oct 14
Galleon Beach Resort
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

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

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (258 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is CA $71
CA $335 total
includes taxes & fees
Oct 23 - Oct 24
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A pool area with thatched umbrellas, palm trees, and a mountain backdrop.

18. Colibri Court

Colibri Court
4.0 star property
Jolly Harbour
9.6 out of 10, Exceptional, (23 reviews)
"Spacious, clean rooms and friendly staff. Great location, close to the beach and amenities."
Canada
Shenyi
The price is CA $512
CA $664 total
includes taxes & fees
Oct 13 - Oct 14
Colibri Court
A person holding a glass of wine, overlooking a pool area with a view of a body of water and hills in the background.

19. Neem View Apartments Antigua

Neem View Apartments Antigua
3.0 star property
Falmouth Harbour
9.8 out of 10, Exceptional, (24 reviews)
"The rooms are clean and spacious, with effective air con, and other helpful amenities. The pool is ideal and there is optional shade for sun lounges. The staff are polite and Collette was so helpful and did everything to ensure our stay was comfortable."
United Kingdom
Samantha
The price is CA $173
CA $237 total
includes taxes & fees
Oct 13 - Oct 14
Neem View Apartments Antigua
A resort with a large swimming pool, beach access, and palm trees.

20. Marriott's St. Kitts Beach Club

Marriott's St. Kitts Beach Club
3.5 star property
Basseterre
9.4 out of 10, Exceptional, (123 reviews)
"Loved our stay traveled with my 4 kids and we had a blast"
United States
beverly
The price is CA $477
CA $534 total
includes taxes & fees
Oct 26 - Oct 27
Marriott's St. Kitts Beach Club
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.
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Top Lesser Antilles Hotel Reviews

Oceans at Divi Little Bay

Oceans at Divi Little Bay

10/10 Excellent
"Everything was great. The pool stays open 24-7. The swim up bartender is a bit slow, but the drinks were good overall."
Danielle 4-night trip
Posted 1 hour ago
Oceans at Divi Little Bay

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 $115 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.