Lesser Antilles Holiday Rentals

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Our top choices for Lesser Antilles holiday 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 AU$218
includes taxes & fees
27 Apr - 28 Apr
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 AU$199
includes taxes & fees
11 May - 12 May
Chenko Villas & Cars

Denyse Home Cottage

Denyse Home Cottage
3.0 star property
St. John's
9.4 out of 10, Exceptional, (87 reviews)
"I had a wonderful time the host. This was very nice. Would definitely do it again."
United States
althea
The price is AU$148
includes taxes & fees
27 Apr - 28 Apr
Denyse Home Cottage

Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.4 out of 10, Exceptional, (30 reviews)
"Staff was great. Place was clean. Outside seating was perfect. "
United States
Kathryn
The price is AU$315
includes taxes & fees
8 May - 9 May
Coconut Breeze Villas

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, (859 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
The price is AU$148
includes taxes & fees
10 May - 11 May
Flamboyan on the Bay Resort and Villas

West End Bay Condos

West End Bay Condos
3.0 star property
West End Village
10.0 out of 10, Exceptional, (4 reviews)
"Very comfortable with many thoughtful touches. Highly recommend!"
United States
Simone
The price is AU$382
includes taxes & fees
1 May - 2 May
West End Bay Condos

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (72 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 AU$480
includes taxes & fees
27 Apr - 28 Apr
Fountain Anguilla

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, (14 reviews)
"Clean room, great location and the best host "
United States
Melissa
The price is AU$231
includes taxes & fees
27 Apr - 28 Apr
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Paradis Des Palmiers 4 Gorgeous 2-bedroom Flat

Paradis Des Palmiers 4 Gorgeous 2-bedroom Flat
2.0 star property
Potters Village
Paradis Des Palmiers 4 Gorgeous 2-bedroom Flat

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.8 out of 10, Exceptional, (143 reviews)
"Beautiful and clean suite. The staff was friendly and accommodating. You can order taxis from front desk which was very convenient. The view was immaculate and the hotel is right off the beach. No complaints."
United States
chanel marie
The price is AU$441
includes taxes & fees
11 May - 12 May
Mullet Bay Suites: Your Luxury Stay Awaits

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
8.8 out of 10, Excellent, (30 reviews)
"Nice villa, it was close to the center and the ferry dock. Lots to do and we really enjoyed our stay! "
United States
Bardha
The price is AU$802
includes taxes & fees
29 Apr - 30 Apr
Villa Island Paradise

Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.6 out of 10, Exceptional, (33 reviews)
"Very nice villa with great view. Friendly and helpful owner. Only minor issue was the HVAC was pretty loud."
United States
Chuck
The price is AU$554
includes taxes & fees
28 Apr - 29 Apr
Ocean View Villa

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (238 reviews)
"The place was spotless "
United States
Harvey A
The price is AU$361
includes taxes & fees
3 May - 4 May
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (234 reviews)
"Check in process was smooth as always and the rooms were spotless. Would definitely stay again."
United States
Megan
The price is AU$136
includes taxes & fees
4 May - 5 May
July Apartments

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 AU$545
includes taxes & fees
1 May - 2 May
Lameshur Cottage's Guest House

St. Kitts Castle Premium Suites

St. Kitts Castle Premium Suites
4.0 star property
Basseterre
The price is AU$245
includes taxes & fees
27 Apr - 28 Apr
St. Kitts Castle Premium Suites

Sunny 1 bedroom in Esperanza close to everything

Sunny 1 bedroom in Esperanza close to everything
Esperanza
9.6 out of 10, Exceptional, (39 reviews)
"Great convenient stay option for bio bay kayak tours."
United States
cena s.
The price is AU$262
includes taxes & fees
29 Apr - 30 Apr
Sunny 1 bedroom in Esperanza close to everything

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.2 out of 10, Good, (56 reviews)
"Good rooms at a great location"
United States
Asheed
The price is AU$145
includes taxes & fees
30 Apr - 1 May
MIDTOWN MOTEL SXM

Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
9.0 out of 10, Wonderful, (333 reviews)
"The air worked! Hot water and they had all dishes. Very good spot to stay!"
United States
Pamela
The price is AU$248
includes taxes & fees
30 Apr - 1 May
Dickenson Bay Cottages

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, (50 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.
The price is AU$357
includes taxes & fees
8 May - 9 May
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers 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

Find out more about Lesser Antilles

Everything you need to know about Lesser Antilles holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lesser Antilles holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lesser Antilles holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Lesser Antilles holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lesser Antilles. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lesser Antilles holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lesser Antilles holiday rentals we have selected for you start as low as AU$136 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Lesser Antilles rentals

At Expedia, we put the best Lesser Antilles holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lesser Antilles rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lesser Antilles holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lesser Antilles. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.