Yellow beach chairs and umbrellas on sand

Lesser Antilles Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lesser Antilles vacation rentals

Anne's Apartments

Anne's Apartments
2.0 star property
Osbourn
9.2 out of 10, Wonderful, (5 reviews)
"Clean room and courteous staff"
United States
Gachelle Latoya
$109 nightly
The price is $132
Jul 5 - Jul 6
Total with taxes and fees
Anne's Apartments

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (76 reviews)
"Location on Shoal Bay / East Bay is ideal"
United States
Ron
$334 nightly
The price is $360
Jul 7 - Jul 8
Total with taxes and fees
Fountain Anguilla

Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.4 out of 10, Exceptional, (35 reviews)
"An absolutely amazing place to stay"
United States
Julian
$207 nightly
The price is $225
Jun 24 - Jun 25
Total with taxes and fees
Coconut Breeze Villas

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,245 reviews)
"Great staff.. Great location..Great property"
United States
Wilbert
$137 nightly
The price is $144
Jul 10 - Jul 11
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten

Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.6 out of 10, Exceptional, (34 reviews)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
$270 nightly
The price is $297
Jul 3 - Jul 4
Total with taxes and fees
Ocean View Villa

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (31 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
$490 nightly
The price is $548
Jun 23 - Jun 24
Total with taxes and fees
Villa Island Paradise

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
9.6 out of 10, Exceptional, (17 reviews)
"Clean room, great location and the best host "
United States
Melissa
$164 nightly
The price is $174
Jun 27 - Jun 28
Total with taxes and fees
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
$336 nightly
The price is $360
Jun 22 - Jun 23
Total with taxes and fees
Lameshur Cottage's Guest House

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (245 reviews)
"Great stay"
United States
Drunisha
$78 nightly
The price is $82
Jun 22 - Jun 23
Total with taxes and fees
July Apartments

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
$823 nightly
The price is $926
Jul 8 - Jul 9
Total with taxes and fees
Ceblue Luxury Villas

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (63 reviews)
"Good rooms at a great location"
United States
Asheed
$73 nightly
The price is $77
Jun 26 - Jun 27
Total with taxes and fees
MIDTOWN MOTEL SXM

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 place. "
United States
Erik
$166 nightly
The price is $174
Jun 23 - Jun 24
Total with taxes and fees
Sunny 1 bedroom in Esperanza close to everything

Paradise Suite

Paradise Suite
4.0 star property
Cotton Ground
10.0 out of 10, Exceptional, (3 reviews)
"Excellent place."
United States
Edgardo
$269 nightly
The price is $304
Jul 2 - Jul 3
Total with taxes and fees
Paradise Suite

Panoramic View+Private+Cozy=Affordable

Panoramic View+Private+Cozy=Affordable
Basseterre
10.0 out of 10, Exceptional, (21 reviews)
"Host was very welcoming and warm "
Canada
Lee A.
$105 nightly
The price is $105
Jul 1 - Jul 2
Total with taxes and fees
Panoramic View+Private+Cozy=Affordable

Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
9.0 out of 10, Wonderful, (336 reviews)
"Overall great stay and staff was very nice — I would recommend."
United States
Camilo
$145 nightly
The price is $177
Jun 22 - Jun 23
Total with taxes and fees
Dickenson Bay Cottages

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, (246 reviews)
"We were impressed with the room and its location. Had everything we needed for our brief stay. Appreciated the king sized bed after several days of much smaller ones. In great walking proximity to Sapphire Bay Beach and its restaurants and coffee shop."
United States
Roxanne
$283 nightly
The price is $296
Jul 1 - Jul 2
Total with taxes and fees
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Casa San Juan entire apartment in downtown Vieques

Casa San Juan entire apartment in downtown Vieques
Isabel II
9.4 out of 10, Exceptional, (98 reviews)
$194 nightly
The price is $206
Jun 22 - Jun 23
Total with taxes and fees
Casa San Juan entire apartment in downtown Vieques

St. Kitts Castle Premium Suites

St. Kitts Castle Premium Suites
4.0 star property
Basseterre
$138 nightly
The price is $155
Jul 2 - Jul 3
Total with taxes and fees
St. Kitts Castle Premium Suites

Zeus townhouse,

Zeus townhouse,
St. John's
9.2 out of 10, Wonderful, (27 reviews)
"My husband and I enjoyed our stay here. The place is really nice and spacious and clean . "
Canada
Heather L.
$105 nightly
The price is $111
Jun 22 - Jun 23
Total with taxes and fees
Zeus townhouse,

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
$233 nightly
The price is $279
Jul 3 - Jul 4
Total with taxes and fees
Yepton Estate Cottages
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lesser Antilles Hotel Reviews

Find out more about Lesser Antilles

Everything you need to know about Lesser Antilles vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lesser Antilles vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lesser Antilles vacation 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 low season months. For more hustle and bustle, you may prefer to visit Lesser Antilles in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $77 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lesser Antilles rentals

At Expedia, we put the best Lesser Antilles vacation 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 vacation.

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.