Search Lesser Antilles Cottage Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Lesser Antilles

Water Island Cottage with a View

10.0 out of 10, Exceptional, (21)
"So cosy, comfortable everything you need is there quiet, peaceful and beautiful."
Water Island Cottage with a View

"176-5 Star Reviews!" "Sleek, Ultra-Modern Cottage w/Ocean views, for Two"

10.0 out of 10, Exceptional, (139)
"Just perfect and exactly as advertised…the property manager was attentive and responsive, the location was ideal with unbelievable views, and clean as a whistle. We’re definitely returning to the “Sweet” again. "
"176-5 Star Reviews!" "Sleek, Ultra-Modern Cottage w/Ocean views, for Two"

Blue Wrasse - Cute Little Cottage with New Deck

9.8 out of 10, Exceptional, (177)
"Great views, wonderful natural setting sleeping with the trees!"
Blue Wrasse - Cute Little Cottage with New Deck

New Moon - Beautifully Built Cottage with Views of Coral Bay

10.0 out of 10, Exceptional, (108)
"Great small, well ast appointed cabin with wraparound deck above Coral Bay. Just a few minutes from Skinny Legs and close to beautiful North Shore Beaches"
New Moon - Beautifully Built Cottage with Views of Coral Bay

Salty Kisses & Goodnight Wishes-Come enjoy St. John, USVI, in peaceful Coral Bay

10.0 out of 10, Exceptional, (103)
"Such a fantastic property on the quiet side of the island. So close to snorkeling and hiking. Beautiful views from the porch. Immaculate and well stocked. Prompt communication/responses from host. Highly recommend."
Salty Kisses & Goodnight Wishes-Come enjoy St. John, USVI, in peaceful Coral Bay

Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View

9.8 out of 10, Exceptional, (136)
"We loved our stay at Cactus Flower. It is very nicely appointed and the hosts are great!"
Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View

Cozy accommodations in a great location.

9.8 out of 10, Exceptional, (21)
"Great location and the cottage had everything we needed. Short walk to Cruz bay and host was very responsive"
Cozy accommodations in a great location.

Cicilia's Quiet Haven

10.0 out of 10, Exceptional, (3)
"Close to shopping but far enough away to be quiet and peaceful.Definitely would stay there again."
The price is ¥14,407
¥28,814 total
includes taxes & fees
Jun 15 - Jun 16
Cicilia's Quiet Haven

Breezy Hilltop, Hart Bay View, only minutes from town

9.6 out of 10, Exceptional, (32)
"The home was very clean and comfortable. The owners were great with communication. Wonderful stay in a beautiful place!"
Breezy Hilltop, Hart Bay View, only minutes from town

Private Beach Front Cottage

9.8 out of 10, Exceptional, (47)
"We stayed for 11 nights and it was wonderful!!! "
Private Beach Front Cottage

Yepton Estate Cottages

3.0 star property
10.0 out of 10, Exceptional, (121)
"The cottage was well furnished. The hosts were wonderful. "
The price is ¥34,361
¥45,079 total
includes taxes & fees
Jun 15 - Jun 16
Yepton Estate Cottages

Private cottage in great location with a Path to Chocolate Hole Beach

9.8 out of 10, Exceptional, (33)
"We had a great stay, loved the view, and all the necessities provided! Quick ride to Cruz Bay, and easy access to all of STJ. Thanks fir having us, we’ll be back!"
Private cottage in great location with a Path to Chocolate Hole Beach

Private, Secluded, Romantic Views - Fish Bay- Easy To Get To

9.6 out of 10, Exceptional, (18)
"The property is clean with details and amenities to make it comfortable stay. We had a beautiful view and weren’t far from anything. A great experience and I would recommend this place to stay."
Private, Secluded, Romantic Views - Fish Bay- Easy To Get To

Seabreeze cottage with private pool and sunset view

10.0 out of 10, Exceptional, (14)
"The property is exactly as pictured and described! It is close to Cruz Bay restaurants, shops, and bars. It is our favorite VRBO that we have stayed in, and we have stayed in many. Hope to return one day!"
The price is ¥46,618
¥83,429 total
includes taxes & fees
Jun 27 - Jun 28
Seabreeze cottage with private pool and sunset view

Cozy cottage - New Build, 10 minutes from the beach!

9.8 out of 10, Exceptional, (16)
"Clean home with helpful host"
Cozy cottage - New Build, 10 minutes from the beach!

Romantic Hideaway - Caribbean-styled cottage in lush tropical gardens

10.0 out of 10, Exceptional, (71)
"Sarah was a wonderful host, attentive and friendly. Property was as advertised. A great location - close to a wonderful beach and some nice restaurants."
Romantic Hideaway - Caribbean-styled cottage in lush tropical gardens

Luxurious Oceanfront Honeymoon Cottage - as seen on HGTV - Gated Subdivision

10.0 out of 10, Exceptional, (190)
"great location and so very well appointed!! everything we needed to cook a bit, beach chairs and coolers for when we headed out. very friendly and helpful hosts!"
Luxurious Oceanfront Honeymoon Cottage - as seen on HGTV - Gated Subdivision

Forever views with warm ocean breezes, drive to restaurants & bars in mins!!!

10.0 out of 10, Exceptional, (43)
"Million dollar view! Thoroughly enjoyed relaxing & reading from the deck"
Forever views with warm ocean breezes, drive to restaurants & bars in mins!!!

"Pristine 2bdrm/2bth, Epic Views, Generator, 5 Star reviews, Near Cruz Bay!"

10.0 out of 10, Exceptional, (11)
"Everything was great. The rental had everything we needed, and then some. The sunset views were incredible. Would love to have the opportunity to stay here again."
"Pristine 2bdrm/2bth, Epic Views, Generator, 5 Star reviews, Near Cruz Bay!"

Warm ocean breezes waves breaking on coral reef below. 1Bed-1Bath or 2Bed-2Bath

10.0 out of 10, Exceptional, (67)
"This is our second stay at Tradewinds and it was once again perfect! The view is breathtaking! The cottage is clean and has everything you need for a perfect visit. Krista checks in from time to time and responds quickly to questions. Great place to stay - don’t miss out!"
Warm ocean breezes waves breaking on coral reef below. 1Bed-1Bath or 2Bed-2Bath
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

How much do cottages in Lesser Antilles cost?
Cottages in Lesser Antilles range between ¥14,407 and ¥46,618 per night. These properties offer a chance to soak in nature’s beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Lesser Antilles?
Browse our 59 cottages in Lesser Antilles and then lock in your favorite. Whether you’re organizing a family getaway or a weekend with friends, your ideal stay is just clicks away with Expedia.
Why book your cottage in Lesser Antilles with Expedia?
Booking a cottage in Lesser Antilles is as easy as deciding on your travel dates and selecting an ideal place for outdoor fun and relaxation. From upscale retreats to low-cost properties and cottages that include perks like a hot tub, Expedia has something for all traveler styles. As for irresistible deals? We have them too!