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 homes

A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

1. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is CA $194
CA $308 total
includes taxes & fees
Nov 14 - Nov 15
Philips Scott House Calinago
A covered patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and houses.

2. Lovely room in a nice villa , close to Friars bay and happy bay

Lovely room in a nice villa , close to Friars bay and happy bay
Saint-martin
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is CA $111
CA $172 total
includes taxes & fees
Oct 22 - Oct 23
Lovely room in a nice villa , close to Friars bay and happy bay
A beach view from a covered area with a palm tree in the foreground.

3. Captivating 1-bed Cottage in Codrington

Captivating 1-bed Cottage in Codrington
2.5 star property
Codrington
The price is CA $189
CA $293 total
includes taxes & fees
Nov 5 - Nov 6
Captivating 1-bed Cottage in Codrington
A stone-walled outdoor shower area with a metal rain showerhead.

4. Cozy one bedroom studio

Cozy one bedroom studio
Sea Rocks
9.8 out of 10, Exceptional, (10 reviews)
"Great place with washer and dryer. Really close to Shoal Bay. Best French bakery near apartment."
United States
LEHANG
The price is CA $199
CA $274 total
includes taxes & fees
Oct 21 - Oct 22
Cozy one bedroom studio
A stone wall, a concrete pathway, and a white picket fence.

5. Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
Christiansted
8.0 out of 10, Very good, (9 reviews)
"Nice quiet place to stay in a great walking neighborhood. Nice central location."
United States
Anthony B.
The price is CA $142
CA $283 total
includes taxes & fees
Oct 19 - Oct 20
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
A modern house surrounded by lush greenery, with a flat roof and a fenced yard.

6. Quiet Vieques Escape Private and Central

Quiet Vieques Escape Private and Central
Vieques
The price is CA $123
CA $286 total
includes taxes & fees
Oct 23 - Oct 24
Quiet Vieques Escape Private and Central
A kitchen with a gas stove, sink, and modern cabinetry.

7. Zeus townhouse,

Zeus townhouse,
St. John's
9.2 out of 10, Wonderful, (27 reviews)
"My husband and I enjoyed our stay here. The place is really nice and spacious and clean . "
Canada
Heather L.
The price is CA $121
CA $158 total
includes taxes & fees
Oct 19 - Oct 20
Zeus townhouse,
A palm tree leaning over a beach with ocean in the background.

8. La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry

La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry
Isabel II
9.4 out of 10, Exceptional, (3 reviews)
"Loved our stap...easy to get around either with car or on foot"
United States
Pam H.
The price is CA $124
CA $321 total
includes taxes & fees
Oct 19 - Oct 20
La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

9. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is CA $166
CA $406 total
includes taxes & fees
Oct 18 - Oct 19
Sophisticated Beach Condo-Ocean View-Sapphire
A bedroom with a bed, pillows, a bedside table with a lamp, a wall-mounted shelf with plants, and a door leading to another room.

10. Vieques Home Base | Beaches & Bio Bay

Vieques Home Base | Beaches & Bio Bay
Vieques
The price is CA $180
CA $420 total
includes taxes & fees
Oct 18 - Oct 19
Vieques Home Base | Beaches & Bio Bay
A coastal landscape with a rocky cliff and a beach.

11. Spacious Home with Beach Gear and Outdoor Space

Spacious Home with Beach Gear and Outdoor Space
Esperanza
10.0 out of 10, Exceptional, (37 reviews)
"Such a wonderful home! Location was perfect, home was clean and had all the amenities, would stay here again easily."
United States
Jill K.
The price is CA $244
CA $442 total
includes taxes & fees
Oct 16 - Oct 17
Spacious Home with Beach Gear and Outdoor Space
Exterior

12. JMK Stays - 3-bedroom house in lovely Saint Johns with cool AC breeze

JMK Stays - 3-bedroom house in lovely Saint Johns with cool AC breeze
Saint Johns
The price is CA $154
CA $239 total
includes taxes & fees
Oct 19 - Oct 20
JMK Stays - 3-bedroom house in lovely Saint Johns with cool AC breeze
A covered outdoor area with a pool, chairs, and a table.

13. 1-Bedroom Loft Apartment in Point Blanche

1-Bedroom Loft Apartment in Point Blanche
Point Blanche
The price is CA $142
CA $254 total
includes taxes & fees
Oct 22 - Oct 23
1-Bedroom Loft Apartment in Point Blanche
A covered outdoor area with a wooden table and chairs, surrounded by lush greenery and a view of the landscape.

14. Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.

Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
Bravos de Boston
9.8 out of 10, Exceptional, (31 reviews)
"Was very clean and host was very responsive and respectful!!! Will definitely stay here again!!"
United States
Adilene Y.
The price is CA $284
CA $572 total
includes taxes & fees
Oct 16 - Oct 17
Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
A balcony with a view of a marina and the sea.

15. Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (15 reviews)
"Great location with an amazing view, our host was really nice and helpful with places to go and visit. Super clean, we recommend this place 100% !"
United States
aurelie A.
The price is CA $284
CA $482 total
includes taxes & fees
Oct 24 - Oct 25
Top of the Hill Blue Sunshine
A spacious living room with a sofa, armchair, and a coffee table. There is a painting on the wall and a window providing a view.

16. Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
7.6 out of 10, Good, (5 reviews)
"Amazing view, Very friendly and helpful people. Only 1 thing is a must that's a SUV rental car. And some driving skills. But still a great spot to be spending your holiday."
Netherlands
Tobias
The price is CA $228
CA $304 total
includes taxes & fees
Oct 18 - Oct 19
Quiet cozy flat in the centre of the island.
A wooden deck with white plastic chairs, a palm tree, and a view of a lake.

17. SPECTACULAR Ensenada View @ Villa Ilusion Villa 4 - Punta Aloe #1

SPECTACULAR Ensenada View @ Villa Ilusion Villa 4 - Punta Aloe #1
Culebra
6.0 out of 10, (2 reviews)
"Amazing view and deck! The deck was such a great feature and great use of space. Everything was neat and tidy. Would highly recommend!!"
United States
trisha h.
The price is CA $247
CA $404 total
includes taxes & fees
Oct 16 - Oct 17
SPECTACULAR Ensenada View @ Villa Ilusion Villa 4 - Punta Aloe #1
A wooden deck with two Adirondack chairs facing a body of water, a flag, and a view of green hills.

18. SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1

SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1
Playa Sardinas II
9.0 out of 10, Wonderful, (29 reviews)
"Excellent view quiet peaceful very relaxing cold air inside had a blast "
United States
Randall
The price is CA $247
CA $404 total
includes taxes & fees
Oct 18 - Oct 19
SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1
A wooden deck with a dining area, kitchen, and potted plants.

19. To complete

To complete
Cul-de-Sac
The price is CA $78
CA $86 total
includes taxes & fees
Nov 3 - Nov 4
To complete
A bedroom with a bed, a chair, a nightstand, a lamp, and a window with blinds.

20. The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is CA $357
CA $620 total
includes taxes & fees
Oct 31 - Nov 1
The Cottage at Villa Indigo
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

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent
"Nice hotel. Brilliant staff. Good food. Great location."
Dorrian 10-night trip
Posted 1 hour ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Find out more about Lesser Antilles

Lesser Antilles Vacation Homes information

Number of reviews
208
Accommodation
227 Vacation Homes
Lowest Price
CA $86
Highest Price
CA $620