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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Cottages in Lesser Antilles

Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views
Escape to a serene coastal haven with unspoiled beaches and lush surroundings.

Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views

9.8 out of 10, Exceptional, (179)
"Great views, wonderful natural setting sleeping with the trees!"
Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views
Cozy accommodations in a great location.
Enjoy meals together at the dining table, surrounded by artwork and a cozy sofa.

Cozy accommodations in a great location.

9.8 out of 10, Exceptional, (20)
"We had a wonderful stay, the cottage was perfect! "
Cozy accommodations in a great location.
Private Beach Front Cottage
Enjoy breathtaking ocean views from your balcony, surrounded by palm trees.

Private Beach Front Cottage

9.8 out of 10, Exceptional, (48)
"We stayed for 11 nights and it was wonderful!!! "
Private Beach Front Cottage
Lameshur Cottage's Guest House
Enjoy breathtaking views of the ocean and surrounding hills from this serene beachside location.

Lameshur Cottage's Guest House

10.0 out of 10, Exceptional, (129)
"Not for everyone, but just right for us. If you enjoy nature, snorkeling, minimal crowds, empty beaches, hiking, .....this may be right for you."
Lameshur Cottage's Guest House
Charming 1-bedroom cottage with WiFi and AC in delightful St John
Sun loungers, beach towels

Charming 1-bedroom cottage with WiFi and AC in delightful St John

Charming 1-bedroom cottage with WiFi and AC in delightful St John
Bon Bini Cottage - Full AC, Solar Power w/ Battery Back-Up, & Hot Tub!
Relax in a serene outdoor seating area with a tranquil bay view.

Bon Bini Cottage - Full AC, Solar Power w/ Battery Back-Up, & Hot Tub!

10.0 out of 10, Exceptional, (96)
"I loved everything about Bon Bini cottage!"
Bon Bini Cottage - Full AC, Solar Power w/ Battery Back-Up, & Hot Tub!
Cicilia's Quiet Haven
Effortlessly cook and prepare meals in this well-equipped kitchen with a gas stove, microwave, and ample workspace.

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."
$198 nightly
The price is $198
Aug 9 - Aug 10
Total includes taxes and fees
Cicilia's Quiet Haven
Breezy Hilltop, Hart Bay View, only minutes from town
Guests can enjoy a deck with a railing overlooking lush greenery and trees.

Breezy Hilltop, Hart Bay View, only minutes from town

9.6 out of 10, Exceptional, (34)
"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
Cozy cottage - New Build, 10 minutes from the beach!
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, microwave, and sink.

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!
"Almost beachfront " Snorkeling & Kayaks across the street. 2 Bed 2 Bath Cottage
Relax with a view of the sea from this outdoor seating area, featuring a table and chairs.

"Almost beachfront " Snorkeling & Kayaks across the street. 2 Bed 2 Bath Cottage

10.0 out of 10, Exceptional, (12)
"Had a great time. Love the coral Bay Area. Jim was very responsive and respectful. Villa had everything we needed."
"Almost beachfront " Snorkeling & Kayaks across the street. 2 Bed 2 Bath Cottage
Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View
Enjoy a serene beach scene with a clear view of the turquoise sea and a distant island.

Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View

9.8 out of 10, Exceptional, (138)
"We had an amazing stay! Very peaceful. Tina and Joe were very helpful with reccomending car rental, directions, etc. "
Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View
Romantic Hideaway - Caribbean-styled cottage in lush tropical gardens
Relax by the serene pool surrounded by lush greenery and palm trees.

Romantic Hideaway - Caribbean-styled cottage in lush tropical gardens

10.0 out of 10, Exceptional, (71)
"We had a good stay at the cottage but the best part was the host Sarah. She is a lovely woman with great tips on the island and just a pleasure to talk to."
Romantic Hideaway - Caribbean-styled cottage in lush tropical gardens
"176-5 Star Reviews!" "Sleek, Ultra-Modern Cottage w/Ocean views, for Two"
Enjoy ocean views from this open-plan living space with a kitchen, dining area, and comfortable seating.

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

10.0 out of 10, Exceptional, (141)
"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"
Quaint Studio Cottage with private pool overlooking beautiful Coral Bay
Escape to a serene coastal haven with turquoise waters and lush greenery, surrounded by a dense forest and rugged outcrops.

Quaint Studio Cottage with private pool overlooking beautiful Coral Bay

10.0 out of 10, Exceptional, (116)
"We loved staying at this property in beautiful Coral Bay!! Peaceful and comfortable with stunning views of the harbor! Perfect for a week of hiking and relaxing on beaches - so many of them!"
Quaint Studio Cottage with private pool overlooking beautiful Coral Bay
Casa LOLO on hills of Culebra, mountain and airport views .
Enjoy a serene beach experience with a clear view of the ocean and a rocky cliff in the background.

Casa LOLO on hills of Culebra, mountain and airport views .

Casa LOLO on hills of Culebra, mountain and airport views .
Coralina- Beautiful Cottage for Two...a Great Value
Surrounded by lush greenery, this tranquil space features a wooden fence and a rustic lantern.

Coralina- Beautiful Cottage for Two...a Great Value

10.0 out of 10, Exceptional, (52)
"Perfect spot with all the essentials for a beach hopping vacation. Pleasant outdoor seating. Comfortable bed. Easy walk to places to eat in Esperanza. Appreciated the cooler and beach chairs/towels provided. Host was communicative and responsive!"
Coralina- Beautiful Cottage for Two...a Great Value
Private, Secluded, Romantic Views - Fish Bay- Easy To Get To
Enjoy a tranquil retreat with a balcony overlooking lush greenery and palm trees.

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

9.2 out of 10, Wonderful, (20)
"We loved our stay at this property. It was accurately described in the listing and was very clean. There were five of us traveling together and everyone had space to spread out. I would stay here again."
Private, Secluded, Romantic Views - Fish Bay- Easy To Get To
"Ocean" One bedroom cottage in the Garden of Eden Cottage Collection
Escape to a tranquil coastal haven with lush greenery and a picturesque marina.

"Ocean" One bedroom cottage in the Garden of Eden Cottage Collection

9.6 out of 10, Exceptional, (24)
"Easy walk into Cruz Bay, very nice condo and amenities in the building - laundry room, kitchen by the pool and patio, good off-street parking."
"Ocean" One bedroom cottage in the Garden of Eden Cottage Collection
Forever views with warm ocean breezes, drive to restaurants & bars in mins!!!
Enjoy the serene view from your balcony with a chair and table overlooking the water and distant hills.

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

10.0 out of 10, Exceptional, (43)
"Prompt and helpful communication and relaxing delightful abode. "
Forever views with warm ocean breezes, drive to restaurants & bars in mins!!!
One Bedroom Cottage on Peter Bay Beach
Enjoy the serene tropical beach scene with crystal-clear waters and a picturesque palm tree-lined shore.

One Bedroom Cottage on Peter Bay Beach

8.4 out of 10, Very Good, (7)
"We had a great time staying at Peter Bay, and the beach was beautiful. The cottage was the perfect size for two honeymooners. We enjoyed the gated community's peace and quiet, private beach, and easy drive to Cruz Bay."
One Bedroom Cottage on Peter Bay Beach
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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"The staff were very helpful and friendly."
Deanna 2-night trip
Posted 1 day ago
Simpson Bay Resort, Marina & Spa