Lesser Antilles Vacation Rentals

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Our top choices for Lesser Antilles vacation rentals

9.4 out of 10, Exceptional, (222)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
$195 nightly
The price is $198
Dec 30 - Dec 31
Total with taxes and fees
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Aparthotel in Downtown Philipsburg

MIDTOWN MOTEL SXM
2.5 star property
8.0 out of 10, Very Good, (1)
"The staff was extremely helpful "
United States
Joycelyn
$80 nightly
The price is $84
Dec 27 - Dec 28
Total with taxes and fees
MIDTOWN MOTEL SXM

Condo in West End Village

Turtles Nest Beach Resort 
3.0 star property
9.4 out of 10, Exceptional, (165)
"Great place, one if the few mid priced places in the area"
United States
Cyndi
$431 nightly
The price is $484
Jan 2 - Jan 3, 2026
Total with taxes and fees
Turtles Nest Beach Resort 

Villa in The Valley

Ceblue Luxury Villas
5.0 star property
10.0 out of 10, Exceptional, (7)
"My husband and I absolutely loved our time at CeBlue! Latoya our concierge was amazing and the beach is beautiful! Only negative would be there isn’t much options for food when you go beginning of August as most places close for hurricane season. Latoya was able to help us find some amazing restaurants throughout the island though. We will be back "
United States
Brooke Renee
$3,451 nightly
The price is $3,854
Dec 28 - Dec 29
Total with taxes and fees
Ceblue Luxury Villas

Apartment in Osbourn

Lord Nelson Hotel & Residences
3.0 star property
8.6 out of 10, Excellent, (41)
"Quiet hotel on the beach. 2 restaurants eithin walking distance on the beach, not much else around. Stayed here a night after flight got canceled. "
United States
Matthew
$174 nightly
The price is $215
Jan 6 - Jan 7, 2026
Total with taxes and fees
Lord Nelson Hotel & Residences

Aparthotel in Basseterre

Sunset Reef St.Kitts
5.0 star property
9.6 out of 10, Exceptional, (10)
"Sunset Reefs is simply extraordinary! From the location to the staff to the food. Our best meals of the week were at Drop the Anchor. I cannot say enough about the amazing experience we had. I’d highly recommend!"
United States
Kelly
$873 nightly
The price is $981
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sunset Reef St.Kitts
4.0 star property
9.0 out of 10, Wonderful, (1164)
"One of my favorite places to stay."
United States
Carlos
$408 nightly
The price is $428
Jan 6 - Jan 7, 2026
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten

Condo resort in St. Thomas

Flamboyan on the Bay Resort and Villas
3.5 star property
8.6 out of 10, Excellent, (807)
"The staff was pleasant"
United States
Carla
$148 nightly
The price is $164
Dec 25 - Dec 26
Total with taxes and fees
Flamboyan on the Bay Resort and Villas

Condo resort in Basseterre

Marriott's St. Kitts Beach Club
3.5 star property
9.4 out of 10, Exceptional, (105)
"Great accommodation with everything we needed. staff were friendly and the beach amenities were very nice. "
United States
Kathleen
$649 nightly
The price is $727
Jan 1 - Jan 2, 2026
Total with taxes and fees
Marriott's St. Kitts Beach Club

Condo in Shoal Bay

Fountain Anguilla
3.5 star property
9.0 out of 10, Wonderful, (62)
"It was very nice property to stay it "
United States
Felicia
$328 nightly
The price is $351
Dec 24 - Dec 25
Total with taxes and fees
Fountain Anguilla
4.0 star property
9.8 out of 10, Exceptional, (113)
"Fantastic place to stay. Clean, great views, excellent amenities"
Canada
Oleksii
$310 nightly
The price is $325
Jan 7 - Jan 8, 2026
Total with taxes and fees
Mullet Bay Suites: Your Luxury Stay Awaits

Apartment in St. Thomas

Beachfront Villas at Crystal Cove
4.0 star property
9.6 out of 10, Exceptional, (150)
"Second time there. Just an over all beautiful property. "
United States
Erik
$725 nightly
The price is $797
Jan 15 - Jan 16, 2026
Total with taxes and fees
Beachfront Villas at Crystal Cove

Condo resort in Oyster Pond

Dawn Beach Club Resort Sint Maarten
4.0 star property
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
$642 nightly
The price is $673
Jan 23 - Jan 24, 2026
Total with taxes and fees
Dawn Beach Club Resort Sint Maarten
9.4 out of 10, Exceptional, (23)
"Perfect little apartment for our family. Easy to get to - great location in Esperanza. Minutes away from Bio Bay pick up and food (we really loved Duffy's)."
United States
Jeanette K.
$151 nightly
The price is $151
Jan 9 - Jan 10, 2026
Total with taxes and fees
Sunny 1 bedroom in Esperanza close to everything

Cottage in Five Islands Village

Yepton Estate Cottages
3.0 star property
10.0 out of 10, Exceptional, (121)
"The cottage was well furnished. The hosts were wonderful. "
Canada
Michele
Yepton Estate Cottages

Villa in St. John

Villa Island Paradise
4.0 star property
9.2 out of 10, Wonderful, (7)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
$549 nightly
The price is $612
Dec 24 - Dec 25
Total with taxes and fees
Villa Island Paradise

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
8.8 out of 10, Excellent, (55)
"Enjoyed my stay "
United States
Shakia
$265 nightly
The price is $277
Dec 24 - Dec 25
Total with taxes and fees
The Hills Residence

Apartment in Falmouth Harbour

Neem View Apartments Antigua
3.0 star property
9.6 out of 10, Exceptional, (18)
"Lovely property views Glorious pool Excellent service Beautiful well maintained apartment "
United States
Dorothy
Neem View Apartments Antigua
9.4 out of 10, Exceptional, (63)
"Wonderful stay. Accomodating host."
United States
Alex G.
$163 nightly
The price is $163
Dec 24 - Dec 25
Total with taxes and fees
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

Aparthotel in Pelican Key

FLAMINGO BEACH
3.5 star property
$461 nightly
The price is $482
Jan 17 - Jan 18, 2026
Total with taxes and fees
FLAMINGO 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 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 $80 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.