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

Lesser Antilles Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lesser Antilles vacation rentals

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 $491
CA $579 total
includes taxes & fees
Oct 16 - Oct 17
Turtles Nest Beach Resort 

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 $1,074
CA $1,359 total
includes taxes & fees
Oct 31 - Nov 1
Ceblue Luxury Villas

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, (1,319 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is CA $228
CA $277 total
includes taxes & fees
Nov 5 - Nov 6
Hilton Vacation Club Royal Palm St. Maarten

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 $298
CA $445 total
includes taxes & fees
Oct 21 - Oct 22
Mullet Bay Suites: Your Luxury Stay Awaits

5. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (898 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is CA $263
CA $325 total
includes taxes & fees
Nov 15 - Nov 16
Bluebeard's Castle Resort

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 $288 total
includes taxes & fees
Nov 1 - Nov 2
Royal Palms Hotel

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 $512
CA $563 total
includes taxes & fees
Oct 16 - Oct 17
Ocean View Villa

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 $152
CA $160 total
includes taxes & fees
Oct 16 - Oct 17
July Apartments

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 $864 total
includes taxes & fees
Nov 2 - Nov 3
Fountain Anguilla

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 $164
CA $220 total
includes taxes & fees
Nov 5 - Nov 6
Dickenson Bay Cottages

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 $356
CA $467 total
includes taxes & fees
Oct 16 - Oct 17
Antigua Village Beach Resort

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 $233
CA $392 total
includes taxes & fees
Oct 22 - Oct 23
The Hills Residence

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 16 - Oct 17
Denyse Home Cottage

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 $94
CA $676 total
includes taxes & fees
Oct 16 - Oct 17
Villa Island Paradise

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 $339
CA $445 total
includes taxes & fees
Oct 16 - Oct 17
Yepton Estate Cottages

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 $405 total
includes taxes & fees
Oct 16 - Oct 17
Galleon Beach Resort

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 $330 total
includes taxes & fees
Oct 23 - Oct 24
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

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 $383
CA $501 total
includes taxes & fees
Nov 8 - Nov 9
Colibri Court

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 16 - Oct 17
Neem View Apartments Antigua

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 28 - Oct 29
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lesser Antilles Hotel Reviews

Find out more about Lesser Antilles

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Lesser Antilles. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.