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In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
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In three months
28 Nov - 30 Nov

Villas in Lesser Antilles

HEAVENLY VIEWS and PRIVATE POOL!!
Outdoor pool

HEAVENLY VIEWS and PRIVATE POOL!!

10.0 out of 10, Exceptional, (158)
"The views alone are worth the stay, but the property itself is also stunning; no detail was overlooked and great communication with the host and her team. We loved the private pool and patio, it became our little oasis in the afternoons after snorkeling or hiking. We loved breakfast every day and evening drinks at the outdoor table, the view from the shower and the bed (loved waking up to those sunrises!), all the provided beach towels/coolers/etc, wonderful linens and towels, and very cozy...
HEAVENLY VIEWS and PRIVATE POOL!!
Casa YaYa boasts stunning views, indoor/outdoor living and the perfect location!
Outdoor pool

Casa YaYa boasts stunning views, indoor/outdoor living and the perfect location!

10.0 out of 10, Exceptional, (175)
"Great house, location and hosts. Thank you so much Jeff and Maria. We can’t wait to return."
Casa YaYa boasts stunning views, indoor/outdoor living and the perfect location!
Sol Inclination~ spectacular views, renovated outdoor area, updated throughout!
Pool

Sol Inclination~ spectacular views, renovated outdoor area, updated throughout!

10.0 out of 10, Exceptional, (47)
"We had an absolutely wonderful stay at Sol Inclination. The home and grounds are beautiful and very well maintained. The views are just incredible!! The property manager Beth made check in and check out a breeze. Beds are super comfortable. Kitchen is very well appointed. We’ve rented many vacation homes over the years, and this one is right up there at the top of our all time list. Just a special place on a special island. "
Sol Inclination~ spectacular views, renovated outdoor area, updated throughout!
Lunazul Villa, 2BR/2.5BA, Sweeping Ocean views, Solar/Starlink, Heated Pool
Pool

Lunazul Villa, 2BR/2.5BA, Sweeping Ocean views, Solar/Starlink, Heated Pool

10.0 out of 10, Exceptional, (5)
"We loved staying at the Lunazul villa- the location above Coral Bay makes for gorgeous views from everywhere on the property. The kitchen was fully stocked to make meals and drinks at home. And the property management team was easy to work with. Highly recommend! "
Lunazul Villa, 2BR/2.5BA, Sweeping Ocean views, Solar/Starlink, Heated Pool
Calichi at Picture Point
Panoramic Villa, 1 King Bed, Ocean View (Papaya) | Terrace/patio

Calichi at Picture Point

4.0 star property
9.8 out of 10, Exceptional, (72)
"Absolutely beautiful breathtaking view with beautiful sunrises. It was private and clean. I highly recommend this place. "
Calichi at Picture Point
NEW OCEAN VIEW HOME! OCT SPECIAL 19th to 24th 50% Discount
Outdoor pool, a heated pool

NEW OCEAN VIEW HOME! OCT SPECIAL 19th to 24th 50% Discount

10.0 out of 10, Exceptional, (94)
"Beautiful house with amazing view!!"
NEW OCEAN VIEW HOME! OCT SPECIAL 19th to 24th 50% Discount
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
Pool

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

10.0 out of 10, Exceptional, (104)
"The house was stunning. We took a group of 10 with us and all had plenty of space, large rooms and comfortable beds. The pool was fantastic with the most beautiful view. We will be back and would love to stay at the Villa Funtime again. "
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
Villa L'Agave - Your Tropical Rendezvous Paradise
Pool

Villa L'Agave - Your Tropical Rendezvous Paradise

10.0 out of 10, Exceptional, (72)
"L’Agave was perfect for my friends and family. Extremely comfortable villa with an amazing view. I would definitely stay here again and recommend it highly"
Villa L'Agave - Your Tropical Rendezvous Paradise
Best-Priced 1BR on Stj! Perfect Location W/ Ocean View & Pool!
Outdoor pool

Best-Priced 1BR on Stj! Perfect Location W/ Ocean View & Pool!

9.4 out of 10, Exceptional, (85)
"This will be our St John go to. We loved the screened in living area for hanging out and the air conditioned bed room at night. Five minutes from Cruz Bay dining options but also several quieter very good dining options also about five minutes away the other direction. "
Best-Priced 1BR on Stj! Perfect Location W/ Ocean View & Pool!
Newly Renovated, Sweeping Ocean Views, Privacy, Pool, and King Suites.
Pool

Newly Renovated, Sweeping Ocean Views, Privacy, Pool, and King Suites.

10.0 out of 10, Exceptional, (5)
"This is such a gem of a location! The views, the set up, the amenities - all incredible. You can tell the care that the owners put into selecting the materials and furnishings for this location. The textiles are all luxurious and eco-friendly, the furniture and decor are a homage to the island, and they stocked all the necessities you could need for an enjoyable experience at the beach. Catching the sunrise every morning from your balcony (or even your bed) was the ultimate relaxation, and the...
Newly Renovated, Sweeping Ocean Views, Privacy, Pool, and King Suites.
Another Day in Paradise, Luxury Villa on the Beach with private pool !!
Outdoor dining

Another Day in Paradise, Luxury Villa on the Beach with private pool !!

10.0 out of 10, Exceptional, (109)
"Great property and location! Very quiet and private, and the water and view were beautiful!"
Another Day in Paradise, Luxury Villa on the Beach with private pool !!
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Outdoor pool

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

9.8 out of 10, Exceptional, (90)
"Location was wonderful, beach was beautiful, everyone was lovely. "
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)
Outdoor pool

Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)

10.0 out of 10, Exceptional, (3)
"Beautiful property and location. Chris was awesome and very attentive to our needs. "
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)
CalypsoBlu: Updated 3 bedroom villa - pool, near beach with ocean view.
Pool

CalypsoBlu: Updated 3 bedroom villa - pool, near beach with ocean view.

9.8 out of 10, Exceptional, (61)
"The house was very clean and comfortable. The kitchen had everything we needed and a nice assortment of spices. After a day at the beach, we relaxed in and around the pool. The view from the house was exceptional. It would be helpful to have a sign with the house name at the top of the dirt road. "
CalypsoBlu: Updated 3 bedroom villa - pool, near beach with ocean view.
“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
Terrace/patio

“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”

9.8 out of 10, Exceptional, (94)
"It was clean and had an amazing view "
“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Outdoor dining

Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

9.8 out of 10, Exceptional, (68)
"Perfect family home! Great location! Hope to be back!"
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Stunning 360° Views of Magens Bay, St.John & BVI's. Luxury 6 bedroom villa
Outdoor pool

Stunning 360° Views of Magens Bay, St.John & BVI's. Luxury 6 bedroom villa

10.0 out of 10, Exceptional, (51)
"We had an incredible stay at your beautiful property. Close proximity to beaches and a great sunset eighth from the pool! "
Stunning 360° Views of Magens Bay, St.John & BVI's. Luxury 6 bedroom villa
Oceanfront - A perfect couple's only romantic getaway.
Outdoor pool

Oceanfront - A perfect couple's only romantic getaway.

10.0 out of 10, Exceptional, (54)
"Wonderful hosts, gorgeous property "
Oceanfront - A perfect couple's only romantic getaway.
Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++
Terrace/patio

Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++

10.0 out of 10, Exceptional, (3)
"10 out of 10. Loved everything about it. "
Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++
199.00 Special for September October book now
Outdoor dining

199.00 Special for September October book now

9.8 out of 10, Exceptional, (108)
"Good"
199.00 Special for September October book now
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

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Great experience from check in to check out. Staff was friendly and helpful, restaurants were a good variety of options and the property always had something to entertain us. Rooms and grounds were always clean we felt safe when walking around and using the facilities. "
Anushka 4-night trip
Posted 18 hours ago
The Villas at Simpson Bay Resort

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Frequently asked questions

How much do villas in Lesser Antilles cost?
Villas in Lesser Antilles range between and per night. These escapes offer the privacy to enjoy your own space at a price that won't stretch the budget. 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 villas are there in Lesser Antilles?
Select from 425 villas in Lesser Antilles. Whether you're vacationing with the kids or a group of pals, and wherever your travels may take you, Expedia makes it a breeze to find your perfect fit.
Are there any 5-star villas in Lesser Antilles?
In Lesser Antilles, 5-star villas are tough to find. But there are some 4-star properties that have everything you need. If you're spending your break in Charlotte Amalie, put your feet up at Caribbean Style Waterfront Villa. It comes with handy amenities including a deck and a swimming pool. Alternatively, unpack your suitcase at Villa Marina Vista, also in Charlotte Amalie. Take advantage of its conveniences such as a swimming pool and Egyptian-cotton sheets.