Holiday Homes in Lesser Antilles

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Lesser Antilles and around

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
Enjoy breathtaking ocean views from the comfort of your room, featuring a large bed and a balcony with additional seating.

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

9.6 out of 10, Exceptional, (15)
"This property exceeded our expectations in every way! We had a fantastic stay on St. John with three families - the house was perfect for kids and adults alike. The view from the infinity pool will blow your mind. We can’t wait to come back! "
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
"Someday Soon" Has Arrived!
Relax by the tranquil pool overlooking a lush island and calm sea, surrounded by sailboats.

"Someday Soon" Has Arrived!

9.8 out of 10, Exceptional, (68)
"Wonderful stay that provided everything we needed for a great first time in St. John. Home was clean, and bed was very comfortable. A quaint place that we would come back to. Pool and view make this a special place."
"Someday Soon" Has Arrived!
On the beach, a private pool, a house all to yourself.
Enjoy a tranquil ocean view from the comfort of this beachfront property.

On the beach, a private pool, a house all to yourself.

9.8 out of 10, Exceptional, (188)
"We had a great stay this week- family of 5 with 3 teens. Beach and views are awesome. Quiet location but short drive to town for groceries and restaurants. Host very responsive. Would stay here again!"
On the beach, a private pool, a house all to yourself.
Home on the Hill with Ocean View
Stunning two-story residence with a balcony and lush tropical surroundings.

Home on the Hill with Ocean View

9.6 out of 10, Exceptional, (31)
"Over all I had a great time staying at the residence the host was great and the view Ms was nice. I would stay again. "
Home on the Hill with Ocean View
Exquisite house overlooking Caribbean ocean, 7.7 gated acres.
Relax by the ocean with a clear view, surrounded by lush gardens and comfortable lounge chairs.

Exquisite house overlooking Caribbean ocean, 7.7 gated acres.

10.0 out of 10, Exceptional, (32)
"2nd time at this beautiful house we will be coming again next year for a month. The house is spectacular the virws breathtaking and close to everything. Our home away from home we love it see you next year"
Exquisite house overlooking Caribbean ocean, 7.7 gated acres.
Convenient, clean, private, spacious and ready for your large group or family!
Relax by the pool with ocean views and a serene hilly backdrop.

Convenient, clean, private, spacious and ready for your large group or family!

9.6 out of 10, Exceptional, (54)
"Amazing view, friendly animals next door, great communication. Also, it is a must to add in Mike's Catamaran (Sandy Toes sailing) to top it all off. Mike does a great job with taking us around on the Catamaran. The restaurant right down the hill, KD,s is a great place for adults and kids. "
Convenient, clean, private, spacious and ready for your large group or family!
Cottage-like West Indie town house. Perfect for two couples or a family!
Enjoy the ocean view from this balcony with a potted plant and a distant island in sight.

Cottage-like West Indie town house. Perfect for two couples or a family!

9.8 out of 10, Exceptional, (66)
"This is a great spot to take in the beauty of Cruz Bay. Great shopping and restaurants!"
Cottage-like West Indie town house. Perfect for two couples or a family!
Steps from the Beach & Bio Bay Tours in Esperanza
Enjoy the serene coastal landscape with a rocky beach and lush vegetation.

Steps from the Beach & Bio Bay Tours in Esperanza

9.8 out of 10, Exceptional, (64)
"The property is a Puerto Rican style home. Very clean with everything one could need. It is in a great location. It is not luxury or anything but adequately appointed, safe, and easy. Thank you for an enjoyable stay."
The price is €287
includes taxes & fees
11 Aug - 12 Aug
Steps from the Beach & Bio Bay Tours in Esperanza
Alta Vista - Mint condition property- 50 mile views!
Relax by the serene pool, surrounded by a gentle waterfall and breathtaking views of the rolling hills and coastline.

Alta Vista - Mint condition property- 50 mile views!

10.0 out of 10, Exceptional, (59)
"All I heard all week from family was “wow! This place is nice”. The views, the comforts, the amenities (pool, hot tub) were essentially all we needed. If the island wasn’t so beautiful we may have never left. The property managers were very helpful meeting us and leading us to the house. The location is fabulous for visiting all the beaches. And, Coral Bay is close for fresh seafood and basic groceries. "
Alta Vista - Mint condition property- 50 mile views!
Cheerful Home with Gorgeous Ocean Views and Pool
Enjoy a serene beach experience with a wide, well-maintained shoreline and stunning natural views.

Cheerful Home with Gorgeous Ocean Views and Pool

9.6 out of 10, Exceptional, (19)
"This place is awesome! Everything was included! Towels, beach towels, detergent, new sponge, coolers, beach chairs and even snorkel equipment. It’s also in the middle of everything. Easy to get to town and all beaches. We had a couple of pool days and it was so relaxing! Definitely recommend renting a jeep! We had the best time and can’t wait to come back! We enjoyed our coffee and tea on the front deck every morning!"
Cheerful Home with Gorgeous Ocean Views and Pool
199 August September, October special book now
Enter through the grand doorway into a welcoming space.

199 August September, October special book now

10.0 out of 10, Exceptional, (75)
"Great spot in a gated community, spacious home in a quiet area that was in a great location to explore the island. Host met us at the airport and led us to the rental which was helpful in getting acclimated to driving on the left, finding the exact location and showing us the home and area. Beach is within walking distance but is rocky in that area. Grocery and restaurants just down the road. If you’re looking for a quiet place to call home while exploring all the island has to offer, this is a...
199 August September, October special book now
Celebrate time with friends & family! Private pool, float and take in the view!
Relax by the ocean with a serene pool and lounge chairs.

Celebrate time with friends & family! Private pool, float and take in the view!

9.6 out of 10, Exceptional, (173)
"Amazing views, pool was great and overall layout of house was excellent. The only reason it was not a 5 out 5 for us was the cleanliness of the kitchen. The bedrooms and bathrooms were clean. Emphasis on amaxing views. Simply stunning. The pictures of it on VRBO although beautiful do not do it justice."
Celebrate time with friends & family! Private pool, float and take in the view!
The Cottage at Villa Indigo
Cozy living space with a sofa, ottoman, and dining area, featuring a kitchenette and natural light.

The Cottage at Villa Indigo

3.0 star property
8.8 out of 10, Excellent, (15)
"This property was a nice safe place for family of 4. It was in a more residential neighborhood. A car is a must if you are going to stay here as it's a ways from beaches and night life. There is one bar/restaurant that is walkable and was great for breakfast and drinks. It does include washer and dryer but no laundry detergent and minimal toiletries/towels. Some touches such as laundry detergent, beach chairs that you could take to beaches, and some toiletries would make it 5 stars. "
The price is €392
includes taxes & fees
4 Aug - 5 Aug
The Cottage at Villa Indigo
Amazing Caribbean Getaway W/ Spectacular Views Sleeps 12
Escape to a serene beach setting with turquoise waters and a secluded rocky shoreline.

Amazing Caribbean Getaway W/ Spectacular Views Sleeps 12

9.4 out of 10, Exceptional, (106)
"The living area was large and inviting, the kitchen was stocked with all the pots, pans, and everything to prepare our meals. Each bedroom had it's own bathroom. The living room was spacious comfortable. Secluded in a beautiful setting."
Amazing Caribbean Getaway W/ Spectacular Views Sleeps 12
Million Dollar Panoramic Views! Huge Decks and Pool!
Relax by the serene pool, surrounded by a tranquil landscape and a shaded gazebo.

Million Dollar Panoramic Views! Huge Decks and Pool!

10.0 out of 10, Exceptional, (143)
"We loved the setup - pool was excellent and the wraparound deck was great to get the sun/shade/breeze you wanted. Kitchen and grill were great as well. We would love to return in the future!"
Million Dollar Panoramic Views! Huge Decks and Pool!
★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze
Relax by the serene pool surrounded by lush greenery and palm trees.

★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze

10.0 out of 10, Exceptional, (139)
"We loved the house and the location and hope to be back next year’"
★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze
BEACH HOUSE W/ POOL
Relax in this oceanfront seating area with wicker furniture and a small table, surrounded by a white railing.

BEACH HOUSE W/ POOL

9.4 out of 10, Exceptional, (30)
"Loved our visit. April who manages the house is incredible and super easy to work with. Having rented this house twice, we are now a repeat customer!!"
BEACH HOUSE W/ POOL
Spacious Serene Villas~4 bedrooms-w/4 private ensuite bathrooms.
Relax in this stylish living area with a large sofa, coffee table, and dining space.

Spacious Serene Villas~4 bedrooms-w/4 private ensuite bathrooms.

9.4 out of 10, Exceptional, (6)
"Great space for a group to get together. We loved it!"
The price is €801
includes taxes & fees
5 Aug - 6 Aug
Spacious Serene Villas~4 bedrooms-w/4 private ensuite bathrooms.
Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
Relax on the deck overlooking the ocean with comfortable lounge chairs and a small pool.

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool

10.0 out of 10, Exceptional, (3)
"This was an excellent place to bring our family to ! The beautiful house was spacious with multiple bedrooms and a large living area. The outside space was also great with a really nice pool for adults and kids and lots of outdoor seating . There is also access to the beach! We really enjoyed our stay and the view was spectacular !! Eli was always available to answer questions and help to make our stay memorable !"
Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
Amarilla Casita in Vieques with Wifi
Enjoy a serene beach experience surrounded by lush greenery and palm trees.

Amarilla Casita in Vieques with Wifi

8.8 out of 10, Excellent, (39)
"Me and my family stayed two nights at Amarilla Casita. We had no issues, the conditions were basic, bathroom was clean, there was plenty of room to sleep. Love the island ! We had wonderful meals at El Norte restaurant. "
Amarilla Casita in Vieques with Wifi
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

Emerald Beach Resort

Emerald Beach Resort

10/10 Excellent
"The beach, the staff and service was great!!! "
Angela 4-night trip
Posted 1 day ago
Emerald Beach Resort