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. Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (220 reviews)
"One of the best stays we have ever had!"
United States
Rayna
The price is CA $480
CA $567 total
includes taxes & fees
Oct 17 - Oct 18
Turtles Nest Beach Resort 

2. 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, (183 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is CA $347
CA $492 total
includes taxes & fees
Oct 1 - Oct 2
Mullet Bay Suites: Your Luxury Stay Awaits

3. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (842 reviews)
"Very beautiful place to stay and peaceful"
United States
Luis
The price is CA $258
CA $319 total
includes taxes & fees
Oct 16 - Oct 17
Bluebeard's Castle Resort

4. 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 $129
CA $136 total
includes taxes & fees
Sep 21 - Sep 22
July Apartments

5. Four Diamonds Park Villas

Four Diamonds Park Villas
4.0 star property
Anegada
The price is CA $438
CA $526 total
includes taxes & fees
Sep 26 - Sep 27
Four Diamonds Park Villas

6. 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, (1,298 reviews)
"Perfect location."
United States
Andre
The price is CA $201
CA $248 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Vacation Club Royal Palm St. Maarten

7. 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 $363
CA $378 total
includes taxes & fees
Oct 18 - Oct 19
The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

8. 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 $438
CA $482 total
includes taxes & fees
Sep 19 - Sep 20
Ocean View Villa

9. 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 $119
CA $148 total
includes taxes & fees
Sep 18 - Sep 19
Denyse Home Cottage

10. 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 $233
CA $394 total
includes taxes & fees
Oct 6 - Oct 7
The Hills Residence

11. 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 $187
CA $247 total
includes taxes & fees
Oct 14 - Oct 15
Dickenson Bay Cottages

12. 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 $146
CA $219 total
includes taxes & fees
Sep 26 - Sep 27
Sunny 1 bedroom in Esperanza close to everything

13. Dickenson Bay Oasis Antigua Village

Dickenson Bay Oasis Antigua Village
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (113 reviews)
"Truly enjoyed my stay"
United States
Nyah
The price is CA $192
CA $297 total
includes taxes & fees
Oct 18 - Oct 19
Dickenson Bay Oasis Antigua Village

14. Tiny house on an acre with ocean view and private infinity pool.

Tiny house on an acre with ocean view and private infinity pool.
Vieques
9.8 out of 10, Exceptional, (38 reviews)
"Clean and secluded"
United States
Heather
The price is CA $235
CA $368 total
includes taxes & fees
Sep 21 - Sep 22
Tiny house on an acre with ocean view and private infinity pool.

15. Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (14 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 $278
CA $476 total
includes taxes & fees
Oct 10 - Oct 11
Top of the Hill Blue Sunshine

16. 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 $301
CA $541 total
includes taxes & fees
Oct 10 - Oct 11
Lameshur Cottage's Guest House

17. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
The price is CA $876
CA $1,051 total
includes taxes & fees
Sep 19 - Sep 20
Dawn Beach Club Resort Sint Maarten

18. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (507 reviews)
"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"
United States
Shani
The price is CA $489
CA $550 total
includes taxes & fees
Oct 10 - Oct 11
The Westin St. John Resort Villas

19. 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, (30 reviews)
"Very cozy and quiet host was excellent 👍 View incredible"
United States
Eduardo
The price is CA $124
CA $228 total
includes taxes & fees
Sep 20 - Sep 21
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

20. The view!!!

The view!!!
White bay jost van dyke
10.0 out of 10, Exceptional, (25 reviews)
"Great stay"
United States
sueandmikebvi
The price is CA $397
CA $563 total
includes taxes & fees
Sep 18 - Sep 19
The view!!!
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.