Lesser Antilles Holiday Rentals from NZ$146: Search Short-Term Rentals

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Our top choices for Lesser Antilles holiday rentals

A spacious balcony with a view of the ocean, a white ceiling fan, a dining table with chairs, and a patterned sofa.

1. Turtles Nest Beach Resort

West End Village

Rayna

includes taxes & fees

15 Oct - 16 Oct

A covered outdoor seating area with a table and chairs, overlooking a beach with palm trees and the ocean.

2. Lord Nelson Hotel & Residences

Osbourn

Paul

includes taxes & fees

25 Sept - 26 Sept

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

3. Bluebeard's Castle Resort

Charlotte Amalie

Erica

includes taxes & fees

23 Oct - 24 Oct

A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

4. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

includes taxes & fees

1 Oct - 2 Oct

A room with a window, a desk, two chairs, an air conditioner, and a potted plant.

5. Anne's Apartments

Osbourn

Khalia

includes taxes & fees

5 Oct - 6 Oct

A beachside view with lounge chairs, a table, and umbrellas.

6. Ocean View Villa

Jost Van Dyke

Virginia

includes taxes & fees

25 Sept - 26 Sept

A pool area with a view of the ocean, a lounge with red chairs, and a white building with a staircase.

7. Chez Mango Villas

Old Towne

Steven

includes taxes & fees

25 Sept - 26 Sept

A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

8. condostmaarten by the sea -Adults Only-

Indigo Bay

Muneca

includes taxes & fees

14 Oct - 15 Oct

A beach with clear waters, palm trees, and a sandy shore.

9. Yepton Estate Cottages

Five Islands Village

Andrew

includes taxes & fees

30 Sept - 1 Oct

10. Denyse Home Cottage

St. John's

Theodore

includes taxes & fees

25 Sept - 26 Sept

A bedroom with a bed, a chair, a dresser, and a view of a balcony with a railing.

11. Fort Recovery Beachfront Resort

West End

Alberta

includes taxes & fees

25 Oct - 26 Oct

A high-rise hotel with a view of the sunset over a marina.

12. Simpson Bay Suites

Simpson Bay

Manishkumar

includes taxes & fees

28 Sept - 29 Sept

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

13. July Apartments

Madame's Estate

JoyAnn Carolyn

includes taxes & fees

25 Sept - 26 Sept

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

14. Dickenson Bay Cottages

Dickenson Bay

Camilo

includes taxes & fees

2 Oct - 3 Oct

A beach with a clear sky, a sandy path, palm trees, and a building with a balcony.

15. Dickenson Bay Oasis Antigua Village

Dickenson Bay

Nyah

includes taxes & fees

2 Oct - 3 Oct

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

16. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Andre

includes taxes & fees

4 Oct - 5 Oct

A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

17. The Hills Residence

Simpson Bay

Alyssia

includes taxes & fees

6 Oct - 7 Oct

An aerial view of a coastal residential area with houses, a beach, and clear turquoise waters.

18. Galleon Beach Resort

English Harbour

Alexander

includes taxes & fees

30 Sept - 1 Oct

A resort with a swimming pool, wooden deck, and stone architecture.

19. Whale Tails Island Suites & Villas

Oranjestad

"We very much enjoyed our stay. The room was big clean, and well equipped, with views of The Quill from the back, the ocean and St Kitts from the front. Very calm, quiet and relaxing. Rob, the owner, was extremely friendly and kind, very supportive. Picked us up from the ferry port and dropped us off at the airport. If you like peace and quiet, like to watch the watch the ocean and read books and like to cook for yourself, this place is great. Be aware, it is out of the way, so you will need a...

Justin

includes taxes & fees

25 Sept - 26 Sept

A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

20. MIDTOWN MOTEL SXM

Downtown Philipsburg

Yollanda

includes taxes & fees

29 Sept - 30 Sept

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Top Lesser Antilles Hotel Reviews

Divi Little Bay Beach Resort

10/10 Excellent

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Margaritaville Vacation Club - St. Thomas

10/10 Excellent

"From the time we got there until the time we left, the staff was so friendly and helpful. Our room was very clean and spacious. The view from the balcony was beautiful!! The swim up bar was amazing! The food at the restaurant was DELICIOUS and were huge portions! Definitely will be going back to Margaritaville when we visit St Thomas again!"

The Westin St. Thomas Beach Resort & Spa

8/10 Good

"This was my 53rd birthday trip and overall I was pleased. The views were nice . The hotel was tastefully decorated . The walk in shower was top tier. However there are a few things that could be improved upon. The check in process was smooth but the associate was not very welcoming or friendly. She in fact seemed irritated by my questions. Also usually I am asked do I need assistance with my bag. I had to ask. Unfortunately it took them so long my daughter ended up going back down to get them. Additionally two days in a row housekeeping said I had a do not disturb sign on my door. I never seen a DND sign in the room . So I never put a sign in the door..Housekeeping do better. There was a variety of restaurants. Three employees exemplify the kind of customer service that made me feel welcomed and valued. Sniyah and Crystal in Luna Mar were the best. But Monet at the dinner buffet was amazing. She was knowledgeable, attentive and very friendly and welcoming I loved her. The pools and the swim up bar was cool too. It was just one thing I did not like. Another guest was listening to his speaker very low and barely audible. Other guests immediately complained and he was told to turn it off. I felt like he was being policed for his music which wasn’t fair. Because no one else complained except a group of what seemed unhappy folks! Either way we listened to music that we had no so say and just feel like it should be more inclusive of other cultures! I would stay again longer though!"

Sonesta Ocean Point All Inclusive, Adults Only Resort

8/10 Good

"Staff is great. Resort was being remodeled so the best pool was closed. One of the restaurants was closed as well but Azul had good food every night especially the swordfish. Our 4th time to stay at this resort. It has declined a little over the years but with the remodel they are doing it should help with the look. Frank the front bar tender is awesome."

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$146 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.

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Check prices for these dates

Our top choices for Lesser Antilles holiday rentals

1. Turtles Nest Beach Resort

2. Lord Nelson Hotel & Residences

3. Bluebeard's Castle Resort

4. Mullet Bay Suites: Your Luxury Stay Awaits

5. Anne's Apartments

6. Ocean View Villa

7. Chez Mango Villas

8. condostmaarten by the sea -Adults Only-

9. Yepton Estate Cottages

10. Denyse Home Cottage

11. Fort Recovery Beachfront Resort

12. Simpson Bay Suites

13. July Apartments

14. Dickenson Bay Cottages

15. Dickenson Bay Oasis Antigua Village

16. Hilton Vacation Club Royal Palm St. Maarten

17. The Hills Residence

18. Galleon Beach Resort

19. Whale Tails Island Suites & Villas

20. MIDTOWN MOTEL SXM

Find holiday rentals that suit your style

Top Lesser Antilles Hotel Reviews

Divi Little Bay Beach Resort

The Morgan Resort Spa Village

Margaritaville Vacation Club - St. Thomas

The Westin St. Thomas Beach Resort & Spa

Simpson Bay Resort, Marina & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Ocean Point All Inclusive, Adults Only Resort

Fourteen at Mullet Bay

The Villas at Simpson Bay Resort

Find out more about Lesser Antilles

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