Lesser Antilles Holiday Rentals

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Our top choices for Lesser Antilles holiday rentals

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, (222)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
The price is AU$298
includes taxes & fees
30 Dec - 31 Dec
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
8.0 out of 10, Very good, (1)
"The staff was extremely helpful "
United States
Joycelyn
The price is AU$133
includes taxes & fees
4 Jan - 5 Jan 2026
MIDTOWN MOTEL SXM

Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (166)
"Great place on one of the best beaches in Anguilla."
Canada
John
The price is AU$721
includes taxes & fees
2 Jan - 3 Jan 2026
Turtles Nest Beach Resort 

Ceblue Luxury Villas

Ceblue Luxury Villas
5.0 star property
The Valley
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
The price is AU$5,241
includes taxes & fees
28 Dec - 29 Dec
Ceblue Luxury Villas

Lord Nelson Hotel & Residences

Lord Nelson Hotel & Residences
3.0 star property
Osbourn
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
The price is AU$319
includes taxes & fees
2 Jan - 3 Jan 2026
Lord Nelson Hotel & Residences

Sunset Reef St.Kitts

Sunset Reef St.Kitts
5.0 star property
Basseterre
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
Sunset Reef St.Kitts

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, (1164)
"One of my favorite places to stay."
United States
Carlos
The price is AU$639
includes taxes & fees
6 Jan - 7 Jan 2026
Hilton Vacation Club Royal Palm St. Maarten

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, (807)
"location nice pool "
United States
Gary
The price is AU$304
includes taxes & fees
1 Jan - 2 Jan 2026
Flamboyan on the Bay Resort and Villas

Marriott's St. Kitts Beach Club

Marriott's St. Kitts Beach Club
3.5 star property
Basseterre
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
The price is AU$1,167
includes taxes & fees
4 Jan - 5 Jan 2026
Marriott's St. Kitts Beach Club

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (62)
"It was very nice property to stay it "
United States
Felicia
Fountain Anguilla

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, (114)
"Fantastic place to stay. Clean, great views, excellent amenities"
Canada
Oleksii
The price is AU$604
includes taxes & fees
9 Jan - 10 Jan 2026
Mullet Bay Suites: Your Luxury Stay Awaits

Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (150)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten

Sunny 1 bedroom in Esperanza close to everything

Sunny 1 bedroom in Esperanza close to everything
Esperanza
9.6 out of 10, Exceptional, (24)
"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.
The price is AU$228
includes taxes & fees
21 Jan - 22 Jan 2026
Sunny 1 bedroom in Esperanza close to everything

Yepton Estate Cottages

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

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.2 out of 10, Wonderful, (7)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
The price is AU$1,142
includes taxes & fees
7 Jan - 8 Jan 2026
Villa Island Paradise

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.8 out of 10, Excellent, (56)
"Enjoyed my stay "
United States
Shakia
The Hills Residence

Neem View Apartments Antigua

Neem View Apartments Antigua
3.0 star property
Falmouth Harbour
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

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, (63)
"Wonderful stay. Accomodating host."
United States
Alex G.
The price is AU$245
includes taxes & fees
29 Dec - 30 Dec
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

FLAMINGO BEACH

FLAMINGO BEACH
3.5 star property
Pelican Key
The price is AU$719
includes taxes & fees
17 Jan - 18 Jan 2026
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 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$282 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.