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

Lesser Antilles Vacation Rentals

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Our top choices for Lesser Antilles vacation rentals

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (707 reviews)
"The view, the accommodation, the staff were all superb. I always stay there when I visit the Island."
United States
Janice
The price is CA $259
CA $348 total
includes taxes & fees
Sep 5 - Sep 6
Bluebeard's Castle Resort

2. 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, (1,264 reviews)
"It was a great stay"
United States
Shawn
The price is CA $212
CA $259 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Vacation Club Royal Palm St. Maarten

3. 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 $378
CA $416 total
includes taxes & fees
Aug 23 - Aug 24
Ocean View Villa

4. Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (214 reviews)
"Amazing property! We love the clean room, pool, friendly staff, beach views from the balcony!"
United States
Brittany
The price is CA $441
CA $521 total
includes taxes & fees
Aug 12 - Aug 13
Turtles Nest Beach Resort 

5. Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.4 out of 10, Exceptional, (37 reviews)
"An absolutely amazing place to stay"
United States
Julian
The price is CA $252
CA $315 total
includes taxes & fees
Aug 10 - Aug 11
Coconut Breeze Villas

6. 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, (176 reviews)
"Great stay! Beautiful suite"
United States
Crystal Alana
The price is CA $355
CA $499 total
includes taxes & fees
Aug 10 - Aug 11
Mullet Bay Suites: Your Luxury Stay Awaits

7. Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (78 reviews)
"Loved everything!zero complaints!"
United States
pat
The price is CA $224
CA $466 total
includes taxes & fees
Aug 15 - Aug 16
Fountain Anguilla

8. Anne's Apartments

Anne's Apartments
2.0 star property
Osbourn
8.4 out of 10, Very good, (6 reviews)
"Clean room and courteous staff"
United States
Gachelle Latoya
The price is CA $134
CA $179 total
includes taxes & fees
Aug 10 - Aug 11
Anne's Apartments

9. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (251 reviews)
"Great stay"
United States
Drunisha
The price is CA $124
CA $131 total
includes taxes & fees
Aug 13 - Aug 14
July Apartments

10. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (70 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
The price is CA $100
CA $121 total
includes taxes & fees
Aug 9 - Aug 10
MIDTOWN MOTEL SXM

11. Denyse Home Cottage

Denyse Home Cottage
3.0 star property
St. John's
9.2 out of 10, Wonderful, (93 reviews)
"Comfortable and close to Airport and Town"
United States
michael
Denyse Home Cottage

12. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (162 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
The price is CA $217
CA $368 total
includes taxes & fees
Aug 19 - Aug 20
The Hills Residence

13. Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
9.0 out of 10, Wonderful, (341 reviews)
"Overall great stay and staff was very nice — I would recommend."
United States
Camilo
The price is CA $189
CA $249 total
includes taxes & fees
Aug 8 - Aug 9
Dickenson Bay Cottages

14. St. Kitts Castle Premium Suites

St. Kitts Castle Premium Suites
4.0 star property
Basseterre
10.0 out of 10, Exceptional, (1 review)
"Good location and well maintained property"
United States
Marisa
The price is CA $198
CA $221 total
includes taxes & fees
Aug 15 - Aug 16
St. Kitts Castle Premium Suites

15. Marriott's St. Kitts Beach Club

Marriott's St. Kitts Beach Club
3.5 star property
Basseterre
9.4 out of 10, Exceptional, (120 reviews)
"Loved our stay traveled with my 4 kids and we had a blast"
United States
beverly
The price is CA $559
CA $626 total
includes taxes & fees
Sep 5 - Sep 6
Marriott's St. Kitts Beach Club

16. 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 $163
CA $225 total
includes taxes & fees
Aug 17 - Aug 18
Neem View Apartments Antigua

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

Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop
Culebra
9.6 out of 10, Exceptional, (20 reviews)
"Clean room, great location and the best host "
United States
Melissa
The price is CA $125
CA $229 total
includes taxes & fees
Aug 10 - Aug 11
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

18. Colibri Court

Colibri Court
4.0 star property
Jolly Harbour
9.6 out of 10, Exceptional, (20 reviews)
"I would definitely stay here again and recommend to family and friends"
United States
Jessica
The price is CA $490
CA $588 total
includes taxes & fees
Aug 17 - Aug 18
Colibri Court

19. Sunny 1 bedroom in Esperanza close to everything

Sunny 1 bedroom in Esperanza close to everything
Esperanza
9.8 out of 10, Exceptional, (41 reviews)
"Great place. "
United States
Erik
The price is CA $147
CA $220 total
includes taxes & fees
Sep 5 - Sep 6
Sunny 1 bedroom in Esperanza close to everything

20. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (33 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is CA $127
CA $881 total
includes taxes & fees
Aug 9 - Aug 10
Villa Island Paradise
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

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.