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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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 5 - Nov 6
Philips Scott House Calinago
A beach view from a covered area with a palm tree in the foreground.

2. 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 covered patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and houses.

3. 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 $171 total
includes taxes & fees
Oct 21 - Oct 22
Lovely room in a nice villa , close to Friars bay and happy bay
A kitchen with a gas stove, sink, and modern cabinetry.

4. 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 $120
CA $157 total
includes taxes & fees
Oct 21 - Oct 22
Zeus townhouse,
A palm tree leaning over a beach with ocean in the background.

5. 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 $113
CA $312 total
includes taxes & fees
Nov 2 - Nov 3
La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry
A stone wall, a concrete pathway, and a white picket fence.

6. 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 $141
CA $279 total
includes taxes & fees
Oct 21 - Oct 22
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
A stone-walled outdoor shower area with a metal rain showerhead.

7. 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 $198
CA $272 total
includes taxes & fees
Oct 21 - Oct 22
Cozy one bedroom studio
A modern house surrounded by lush greenery, with a flat roof and a fenced yard.

8. Quiet Vieques Escape Private and Central

Quiet Vieques Escape Private and Central
Vieques
The price is CA $122
CA $284 total
includes taxes & fees
Oct 21 - Oct 22
Quiet Vieques Escape Private and Central
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.

9. Vieques Home Base | Beaches & Bio Bay

Vieques Home Base | Beaches & Bio Bay
Vieques
The price is CA $178
CA $416 total
includes taxes & fees
Oct 23 - Oct 24
Vieques Home Base | Beaches & Bio Bay
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

10. 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 $165
CA $399 total
includes taxes & fees
Oct 21 - Oct 22
Sophisticated Beach Condo-Ocean View-Sapphire
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)
"Cute property. Walking distance to town and a little market. Nice to have the beach chairs and beach towels. Washer and dryer were a must with beach days and snorkeling. Host was very responsive. Would stay again."
United States
Oona C.
The price is CA $242
CA $438 total
includes taxes & fees
Oct 25 - Oct 26
Spacious Home with Beach Gear and Outdoor Space
A wooden deck with white plastic chairs, a palm tree, and a view of a lake.

12. 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 $245
CA $397 total
includes taxes & fees
Oct 21 - Oct 22
SPECTACULAR Ensenada View @ Villa Ilusion Villa 4 - Punta Aloe #1
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 $186
CA $321 total
includes taxes & fees
Oct 26 - Oct 27
1-Bedroom Loft Apartment in Point Blanche
A small room with a green wall, a window, a round table, and two chairs.

14. Quiet and cozy 2-bedroom house

Quiet and cozy 2-bedroom house
Downtown Frederiksted
The price is CA $141
CA $212 total
includes taxes & fees
Oct 21 - Oct 22
Quiet and cozy 2-bedroom house
A wooden deck with two Adirondack chairs facing a body of water, a flag, and a view of green hills.

15. 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 $245
CA $397 total
includes taxes & fees
Oct 21 - Oct 22
SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1
A covered outdoor area with a wooden table and chairs, surrounded by lush greenery and a view of the landscape.

16. 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 $282
CA $575 total
includes taxes & fees
Oct 21 - Oct 22
Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
A wooden deck with a hammock and a chair, overlooking a body of water and hills.

17. SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1

SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
Culebra
9.0 out of 10, Wonderful, (66 reviews)
"Perfect place for my family. Had what we needed. Location and everything we need to enjoy our vacation. "
United States
Adriana G.
The price is CA $295
CA $541 total
includes taxes & fees
Oct 21 - Oct 22
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
A wooden deck with a dining area, kitchen, and potted plants.

18. To complete

To complete
Cul-de-Sac
The price is CA $78
CA $85 total
includes taxes & fees
Nov 2 - Nov 3
To complete
A bedroom with a bed, a chair, a nightstand, a lamp, and a window with blinds.

19. 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 $354
CA $615 total
includes taxes & fees
Oct 31 - Nov 1
The Cottage at Villa Indigo
Room

20. 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 $152
CA $237 total
includes taxes & fees
Oct 22 - Oct 23
JMK Stays - 3-bedroom house in lovely Saint Johns with cool AC breeze
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
"Very good hotel y the beach was beautiful"
Judith 3-night trip
Posted 2 hours ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Find out more about Lesser Antilles

Lesser Antilles Vacation Homes information

Number of reviews
274
Accommodation
227 Vacation Homes
Lowest Price
CA $85
Highest Price
CA $615