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

Lesser Antilles Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Lesser Antilles holiday rentals

A poolside area with blue umbrellas, lounge chairs, and a view of the ocean.

1. Dickenson Bay Cottages

Dickenson Bay Cottages
3.0 star property
Dickenson Bay
9.0 out of 10, Wonderful, (344 reviews)
"Everything was great"
United States
Sabra Platania
The price is AU$220
includes taxes & fees
5 Nov - 6 Nov
Dickenson Bay Cottages
A hotel with a swimming pool, multiple balconies, and outdoor seating areas.

2. Royal Palms Hotel

Royal Palms Hotel
3.5 star property
South Hill
9.2 out of 10, Wonderful, (79 reviews)
"The service was excellent and staff was very accomodating and courteous. We were made to feel very comfortable."
United States
Colin
The price is AU$288
includes taxes & fees
29 Oct - 30 Oct
Royal Palms Hotel
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

3. 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, (1,323 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is AU$275
includes taxes & fees
5 Nov - 6 Nov
Hilton Vacation Club Royal Palm St. Maarten
A seaside property with a covered outdoor seating area, a view of the sea, and a hill in the background.

4. 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, (34 reviews)
"Very cozy and quiet host was excellent 👍 View incredible"
United States
Eduardo
The price is AU$235
includes taxes & fees
26 Oct - 27 Oct
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop
A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

5. 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 AU$160
includes taxes & fees
26 Oct - 27 Oct
July Apartments
Room

6. 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 AU$151
includes taxes & fees
26 Oct - 27 Oct
Denyse Home Cottage
A balcony with a wooden table, two chairs, and a view of the ocean and greenery.

7. 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 AU$875
includes taxes & fees
1 Nov - 2 Nov
Fountain Anguilla
A beach with a clear sky, a sandy path, palm trees, and a building with a balcony.

8. Dickenson Bay Oasis Antigua Village

Dickenson Bay Oasis Antigua Village
3.0 star property
Dickenson Bay
8.8 out of 10, Excellent, (128 reviews)
"The gardens of Antigua village are impeccable humming birds and beautiful flowers a very amazing place to stay and local to good local food and shops"
United Kingdom
MARK
The price is AU$323
includes taxes & fees
31 Oct - 1 Nov
Dickenson Bay Oasis Antigua Village
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

9. 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 AU$299
includes taxes & fees
29 Oct - 30 Oct
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A balcony with potted plants, a view of a street with houses and greenery, and a clear sky.

10. Sunny 1 bedroom in Esperanza close to everything

Sunny 1 bedroom in Esperanza close to everything
Esperanza
9.6 out of 10, Exceptional, (43 reviews)
"Great place. "
United States
Erik
The price is AU$229
includes taxes & fees
26 Oct - 27 Oct
Sunny 1 bedroom in Esperanza close to everything
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

11. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (918 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is AU$217
includes taxes & fees
25 Nov - 26 Nov
Bluebeard's Castle Resort
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

12. 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, (203 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is AU$366
includes taxes & fees
6 Nov - 7 Nov
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A beach with clear turquoise water, a sandy shore, and a small island in the distance.

13. 212A-HOUSE TENT & GET 60-10 = 50 BIOBAY TOUR TEXT 787 614-5678 DATE-NAMES-EMAIL

212A-HOUSE TENT & GET 60-10 = 50 BIOBAY TOUR TEXT 787 614-5678 DATE-NAMES-EMAIL
Esperanza
10.0 out of 10, Exceptional, (16 reviews)
"EXCELENTE FOR A CAMP"
United States
Julian
The price is AU$167
includes taxes & fees
26 Oct - 27 Oct
212A-HOUSE TENT & GET 60-10 = 50 BIOBAY TOUR TEXT 787 614-5678 DATE-NAMES-EMAIL
A restaurant with outdoor seating, palm trees, and a mountain in the background.

14. Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Great for a short stay!"
United States
Kimberly J.
The price is AU$310
includes taxes & fees
26 Oct - 27 Oct
Octopus Den Glamping Site with AC
A narrow pathway leading to a building entrance, surrounded by lush greenery and a wooden fence.

15. Garden 1 bedroom in Esperanza, close to everything

Garden 1 bedroom in Esperanza, close to everything
Esperanza
10.0 out of 10, Exceptional, (9 reviews)
"Nice and cozy overnight stay. There was a washer and dryer available to us. Very quiet area close to local beaches and eateries. The rooms were very clean. I would definitely stay here again."
United States
Jeff G.
The price is AU$229
includes taxes & fees
26 Oct - 27 Oct
Garden 1 bedroom in Esperanza, close to everything
A person holding a glass of wine, overlooking a pool area with a view of a body of water and hills in the background.

16. Neem View Apartments Antigua

Neem View Apartments Antigua
3.0 star property
Falmouth Harbour
9.8 out of 10, Exceptional, (24 reviews)
"The rooms are clean and spacious, with effective air con, and other helpful amenities. The pool is ideal and there is optional shade for sun lounges. The staff are polite and Collette was so helpful and did everything to ensure our stay was comfortable."
United Kingdom
Samantha
The price is AU$221
includes taxes & fees
27 Oct - 28 Oct
Neem View Apartments Antigua
A hotel room with a bed featuring blue and white striped bedding, a nightstand with a lamp, a dresser with drawers, and a mirror on the wall.

17. Casa San Juan entire apartment in downtown Vieques

Casa San Juan entire apartment in downtown Vieques
Isabel II
9.4 out of 10, Exceptional, (101 reviews)
"Cute little apartment! We just needed a place to sleep overnight and it was great for that."
United States
Jason
The price is AU$253
includes taxes & fees
27 Oct - 28 Oct
Casa San Juan entire apartment in downtown Vieques
A coastal landscape with a beach, clear blue waters, and lush greenery.

18. 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 AU$796
includes taxes & fees
26 Oct - 27 Oct
Villa Island Paradise
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

19. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St. Thomas
9.8 out of 10, Exceptional, (207 reviews)
"Greetings from St Thomas Capitol of the United States Virgin Islands. 90 Days Residency Required to become a United States Virgin Islands Citizen. USVI 5% IRS Corporate Tax rate on All World-Wide income without City or State Taxes just Open a Headquarters Expedia....."
United States
Kevin
The price is AU$384
includes taxes & fees
26 Oct - 27 Oct
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

20. The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (244 reviews)
"Great clean and safe place to stay"
United States
angela C.
The price is AU$342
includes taxes & fees
31 Oct - 1 Nov
The Captain and the Mermaid - Adventures in Paradise are waiting!
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

Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

10/10 Excellent
"Clean rooms and helpful staff."
Rajinder 3-night trip
Posted 7 hours ago
Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

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$114 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.