Lesser Antilles Vacation Rentals

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Our top choices for Lesser Antilles vacation rentals

Anne's Apartments

Anne's Apartments
2.0 star property
Osbourn
10.0 out of 10, Exceptional, (3 reviews)
"The staff was incredibly helpful and amazing. "
United States
Christopher
The price is CA $145
CA $193 total
includes taxes & fees
Jun 7 - Jun 8
Anne's Apartments

Chenko Villas & Cars

Chenko Villas & Cars
3.0 star property
Jennings
10.0 out of 10, Exceptional, (1 review)
"Host was easy to get in contact with. Place is new and plenty of restaurants near and the beach is few minutes away. We will return for sure."
United States
Moutian
The price is CA $136
CA $187 total
includes taxes & fees
May 11 - May 12
Chenko Villas & Cars

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (73 reviews)
"Property was VERY clean. We have been to almost every island in the Caribbean and we will usually see bugs in the domiciles but. Not once did we see a bug. The entire staff were very friendly. Check in was smooth and check out was unremarkable. We had an excellent stay and would definitely return. Anguilla is a beautiful island!"
United States
Jeffrey E.
The price is CA $217
CA $450 total
includes taxes & fees
May 20 - May 21
Fountain Anguilla

Paradise Suite

Paradise Suite
4.0 star property
Cotton Ground
10.0 out of 10, Exceptional, (3 reviews)
"Excellent place."
United States
Edgardo
The price is CA $301
CA $449 total
includes taxes & fees
Jun 1 - Jun 2
Paradise Suite

West End Bay Condos

West End Bay Condos
3.0 star property
West End Village
9.8 out of 10, Exceptional, (6 reviews)
"Very comfortable with many thoughtful touches. Highly recommend!"
United States
Simone
The price is CA $262
CA $336 total
includes taxes & fees
May 24 - May 25
West End Bay Condos

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (873 reviews)
"Wonderful view of Magens Bay from the balcony"
United States
Kim
The price is CA $121
CA $148 total
includes taxes & fees
May 29 - May 30
Flamboyan on the Bay Resort and Villas

Denyse Home Cottage

Denyse Home Cottage
3.0 star property
St. John's
9.2 out of 10, Wonderful, (88 reviews)
"The owner assisted us with delivery dinner. All personnel were lovely. Very happy to assist."
United States
Richard
The price is CA $117
CA $145 total
includes taxes & fees
May 9 - May 10
Denyse Home Cottage

Ceblue Luxury Villas

Ceblue Luxury Villas
5.0 star property
The Valley
10.0 out of 10, Exceptional, (7 reviews)
"Very friendly staff "
United States
Ahymara
The price is CA $1,086
CA $1,374 total
includes taxes & fees
Jun 2 - Jun 3
Ceblue Luxury Villas

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, (16 reviews)
"Clean room, great location and the best host "
United States
Melissa
The price is CA $122
CA $223 total
includes taxes & fees
May 10 - May 11
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Yepton Estate Cottages

Yepton Estate Cottages
3.0 star property
Five Islands Village
10.0 out of 10, Exceptional, (123 reviews)
"The cottage was quiet and super relaxing. The staff and owners were very accommodating"
United States
Andrew
The price is CA $272
CA $359 total
includes taxes & fees
May 9 - May 10
Yepton Estate Cottages

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (140 reviews)
"Best place for a vacation, great view from the cottage.Great host and thank you very much Bill for the Christmas gift."
United States
Suresh Kumar B.
The price is CA $294
CA $529 total
includes taxes & fees
Jun 6 - Jun 7
Lameshur Cottage's Guest House

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.0 out of 10, Wonderful, (29 reviews)
"It was absolutely wonderful "
United States
Sarah
The price is CA $107
CA $822 total
includes taxes & fees
May 19 - May 20
Villa Island Paradise

St. Kitts Castle Premium Suites

St. Kitts Castle Premium Suites
4.0 star property
Basseterre
The price is CA $214
CA $240 total
includes taxes & fees
May 9 - May 10
St. Kitts Castle Premium Suites

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is CA $224
CA $339 total
includes taxes & fees
May 14 - May 15
Philips Scott House Calinago

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
St Thomas
9.8 out of 10, Exceptional, (52 reviews)
"One of my favorite vrbo stays, place felt very serene and relaxing, if you love being immersed in nature I would definitely book this place."
United States
Ishjah S.
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Getaway Homes

Getaway Homes
4.0 star property
Basseterre
The price is CA $183
CA $205 total
includes taxes & fees
May 9 - May 10
Getaway Homes

Sunny 1 bedroom in Esperanza close to everything

Sunny 1 bedroom in Esperanza close to everything
Esperanza
9.6 out of 10, Exceptional, (40 reviews)
"Great convenient stay option for bio bay kayak tours."
United States
cena s.
The price is CA $179
CA $255 total
includes taxes & fees
May 9 - May 10
Sunny 1 bedroom in Esperanza close to everything

STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk
Christiansted
9.4 out of 10, Exceptional, (70 reviews)
"Great host and great place"
United States
Tobias S.
The price is CA $92
CA $222 total
includes taxes & fees
May 9 - May 10
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

Your Caribbean home away from home

Your Caribbean home away from home
Christiansted
9.4 out of 10, Exceptional, (21 reviews)
"Perfect for my stay, good neighborhood, host was excellent at communicating, easy access"
United States
Breanna S.
The price is CA $122
CA $373 total
includes taxes & fees
May 11 - May 12
Your Caribbean home away from home

Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.2 out of 10, Wonderful, (197 reviews)
"Great place"
United States
Christian
The price is CA $430
CA $508 total
includes taxes & fees
May 11 - May 12
Turtles Nest Beach Resort 
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.