A beach with yellow lounge chairs, palm trees, a boat, and a pier.

Lesser Antilles Holiday Rentals

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Our top choices for Lesser Antilles holiday rentals

1. 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, (1,333 reviews)
"Our favorite place on Earth! We have travelled there for 13 years and can't stay anywhere else! The staff is awesome. The amenities, the pool the beach etc. All excellent!"
Canada
martin
The price is NZ$389
includes taxes & fees
11 Nov - 12 Nov
Hilton Vacation Club Royal Palm St. Maarten

2. Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.4 out of 10, Exceptional, (39 reviews)
"An absolutely amazing place to stay"
United States
Julian
The price is NZ$373
includes taxes & fees
10 Dec - 11 Dec
Coconut Breeze Villas

3. 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, (35 reviews)
"Cute little place. If you’re coming to the island, I recommend staying here."
United States
Willie F.
The price is NZ$280
includes taxes & fees
11 Nov - 12 Nov
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

4. Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (179 reviews)
"We had great 8 days at this property. We are so happy with our stay. We got everything we need for wonderful vacation. Location is excellent, villa very clean and staffed with everything and has a lot of extras."
United States
Olena
The price is NZ$914
includes taxes & fees
25 Nov - 26 Nov
Beachfront Villas at Crystal Cove

5. Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (79 reviews)
"Amazing, close to shoal bay beach, paradise"
United States
Thomas
The price is NZ$1,129
includes taxes & fees
10 Nov - 11 Nov
Fountain Anguilla

6. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (960 reviews)
"All around great place"
United States
Hector
The price is NZ$436
includes taxes & fees
11 Nov - 12 Nov
Bluebeard's Castle Resort

7. 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, (258 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is NZ$498
includes taxes & fees
14 Nov - 15 Nov
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

8. Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (226 reviews)
"The location is perfect. Staff was extremely helpful accommodating our many request."
United States
Willie
The price is NZ$734
includes taxes & fees
10 Nov - 11 Nov
Turtles Nest Beach Resort 

9. Antigua Village Beach Resort

Antigua Village Beach Resort
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (466 reviews)
"Good rooms and amenities. Good staff . Good location. Good property"
United States
Saneka
The price is NZ$525
includes taxes & fees
10 Nov - 11 Nov
Antigua Village Beach Resort

10. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (254 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is NZ$224
includes taxes & fees
10 Dec - 11 Dec
July Apartments

11. Sunny 1 bedroom in Esperanza close to everything

Sunny 1 bedroom in Esperanza close to everything
Esperanza
9.6 out of 10, Exceptional, (50 reviews)
"Great location and well kept apartment!"
United States
Jodi W.
The price is NZ$294
includes taxes & fees
13 Nov - 14 Nov
Sunny 1 bedroom in Esperanza close to everything

12. Dickenson Bay Oasis Antigua Village

Dickenson Bay Oasis Antigua Village
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (131 reviews)
"Absolutely stunning! Will visit again soon"
United States
Joseph
The price is NZ$398
includes taxes & fees
14 Nov - 15 Nov
Dickenson Bay Oasis Antigua Village

13. Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (204 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is NZ$498
includes taxes & fees
13 Nov - 14 Nov
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

14. Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
9.0 out of 10, Wonderful, (346 reviews)
"gteat"
United States
bruce
The price is NZ$280
includes taxes & fees
12 Nov - 13 Nov
Dickenson Bay Cottages

15. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is NZ$1,030
includes taxes & fees
10 Nov - 11 Nov
Villa Island Paradise

16. Denyse Home Cottage

Denyse Home Cottage
3.0 star property
St. John's
9.2 out of 10, Wonderful, (96 reviews)
"Very clean , quite, close to shops"
United States
Theodore
The price is NZ$191
includes taxes & fees
10 Nov - 11 Nov
Denyse Home Cottage

17. Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.4 out of 10, Exceptional, (35 reviews)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is NZ$714
includes taxes & fees
12 Nov - 13 Nov
Ocean View Villa

18. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Great spot and excellent host"
United States
amanda c.
The price is NZ$712
includes taxes & fees
19 Nov - 20 Nov
The Mermaid's Pearl at Sapphire Beach

19. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is NZ$1,263
includes taxes & fees
10 Nov - 11 Nov
The Breeze

20. Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful experience with clean and comfortable room."
United States
Peiming
The price is NZ$367
includes taxes & fees
10 Nov - 11 Nov
Octopus Den Glamping Site with AC
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 favorite 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 depends 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 NZ$150 per night. Entering your travel dates in the search wizard you might find 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.