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. Anne's Apartments

Anne's Apartments
2.0 star property
Osbourn
9.0 out of 10, Wonderful, (9 reviews)
"Property was clean and as described, host was very helpful. I will stay there again."
United States
Khalia
The price is CA $129
CA $186 total
includes taxes & fees
Sep 23 - Sep 24
Anne's Apartments

2. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"Such an amazing place to stay at St. Johns. Very clean, comfortable and cool. Balcony was exceptional and they had snorkeling gear which was so cool! Will definitely return. This was our 2nd time at st . John's"
United States
Angelo
The price is CA $58
CA $615 total
includes taxes & fees
Sep 29 - Sep 30
Villa Island Paradise

3. Dickenson Bay Oasis Antigua Village

Dickenson Bay Oasis Antigua Village
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (111 reviews)
"Great location friendly staff beautiful grounds"
Canada
Brittany
The price is CA $188
CA $292 total
includes taxes & fees
Oct 11 - Oct 12
Dickenson Bay Oasis Antigua Village

4. The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant
4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (26 reviews)
"Very happy with our stay, especially the location in Anse Marcel! Breakfast is great and included"
United States
Chi Yan Jane
The price is CA $281
CA $292 total
includes taxes & fees
Sep 15 - Sep 16
The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

5. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (827 reviews)
"Beautiful property our family loved our stay here"
United States
Tricia
The price is CA $254
CA $315 total
includes taxes & fees
Oct 11 - Oct 12
Bluebeard's Castle Resort

6. Denyse Home Cottage

Denyse Home Cottage
3.0 star property
St. John's
9.2 out of 10, Wonderful, (95 reviews)
"Very clean , quite, close to shops"
United States
Theodore
The price is CA $118
CA $146 total
includes taxes & fees
Sep 11 - Sep 12
Denyse Home Cottage

7. 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, (1,286 reviews)
"Fantastic location. Great little beach right next to hotel"
United States
Kevin
The price is CA $187
CA $232 total
includes taxes & fees
Sep 16 - Sep 17
Hilton Vacation Club Royal Palm St. Maarten

8. 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 $145
CA $217 total
includes taxes & fees
Sep 12 - Sep 13
Sunny 1 bedroom in Esperanza close to everything

9. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is CA $128
CA $134 total
includes taxes & fees
Sep 13 - Sep 14
July Apartments

10. 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, (182 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is CA $353
CA $495 total
includes taxes & fees
Oct 1 - Oct 2
Mullet Bay Suites: Your Luxury Stay Awaits

11. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (169 reviews)
"Very good"
United States
Alyssia
The price is CA $231
CA $390 total
includes taxes & fees
Sep 11 - Sep 12
The Hills Residence

12. Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is CA $267
CA $496 total
includes taxes & fees
Sep 11 - Sep 12
Lameshur Cottage's Guest House

13. 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 $274
CA $362 total
includes taxes & fees
Oct 8 - Oct 9
Yepton Estate Cottages

14. Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
9.0 out of 10, Wonderful, (344 reviews)
"It was our third time staying at Dickinson bay cottages. We love the proximity to the beach. This time we were in a 1 bedroom. The room was clean and the kitchen had everything we needed. We like the updated washroom, but the towel bar needed to be affixed more securely, possiblyina better location."
Canada
Joy-Anne
The price is CA $186
CA $245 total
includes taxes & fees
Sep 11 - Sep 12
Dickenson Bay Cottages

15. 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
9.4 out of 10, Exceptional, (28 reviews)
"Very cozy and quiet host was excellent 👍 View incredible"
United States
Eduardo
The price is CA $123
CA $226 total
includes taxes & fees
Sep 15 - Sep 16
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

16. 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 $434
CA $478 total
includes taxes & fees
Sep 12 - Sep 13
Ocean View Villa

17. Antigua Village Beach Resort

Antigua Village Beach Resort
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (463 reviews)
"Staff was very friendly, excellent location, close to downtown. The property was well kept. This is my first choice in Antigua to stay. Thanks to Tim at the front desk, very professional."
United States
sylvia
The price is CA $283
CA $381 total
includes taxes & fees
Sep 21 - Sep 22
Antigua Village Beach Resort

18. 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, (254 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is CA $55
CA $305 total
includes taxes & fees
Sep 11 - Sep 12
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

19. Four Diamonds Park Villas

Four Diamonds Park Villas
4.0 star property
Anegada
The price is CA $434
CA $521 total
includes taxes & fees
Sep 11 - Sep 12
Four Diamonds Park Villas

20. 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 $273
CA $419 total
includes taxes & fees
Sep 12 - Sep 13
Paradise Suite
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.