Holiday Homes in Sint Maarten

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Top cities in Sint Maarten

A coastal town with a marina, mountains in the background, and a clear sky.
Hotels

Simpson Bay

Simpson Bay

Find holiday rentals that suit your style

villa image
Villas
Villas
apart-hotel image
Aparthotels
Aparthotels

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Sint Maarten holiday homes

A coastal hotel with multiple buildings, a beach, and a mountainous backdrop.

1. Dawn Beach Club Villa. With Beach access.

Dawn Beach Club Villa. With Beach access.
Oyster Pond
6.8 out of 10, (6 reviews)
"very clean, great location, beautifully views and a very accommodating host. heading back for my second stay right now."
United States
Ken H.
Dawn Beach Club Villa. With Beach access.
A swimming pool with a glass bottom, surrounded by lounge chairs and a table with a red cushion.

2. 3 bedroom villa in Saint-Martin Anse Marcel "Le petit St Barth

3 bedroom villa in Saint-Martin Anse Marcel "Le petit St Barth
Saint-Martin
10.0 out of 10, Exceptional, (14 reviews)
"World class villa and great location. The pictures and descriptions can only show a little of how beautiful and outstanding the villa is. The views from the deck and pool are incredible. Villa is extremely well appointed with any needs being met. Location is private, safe, and relaxing. Agnes and Danielle are great to deal with and Danielle is a big help while staying on island if you need her. Would not hesitate to stay here again when we come back the island. "
United States
Ray H.
3 bedroom villa in Saint-Martin Anse Marcel "Le petit St Barth
A beach view with a pool area, lounge chairs, and decorative lanterns.

3. NEW 2019! 'KAYBAYS'Luxury beach house with pool and spectacular ocean view,

NEW 2019! 'KAYBAYS'Luxury beach house with pool and spectacular ocean view,
Marigot
9.8 out of 10, Exceptional, (36 reviews)
"Perfect location to enjoy the island. Easy check in and check out. "
United States
Lisa H.
NEW 2019! 'KAYBAYS'Luxury beach house with pool and spectacular ocean view,
A staircase leading to a beach with clear blue water and a distant island.

4. Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.

Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.
Grand-Case
10.0 out of 10, Exceptional, (25 reviews)
"The host was very welcoming, accommodations were wonderful and one could not ask for a better beach front location."
United States
Al N.
Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

5. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is £160
includes taxes & fees
12 Nov - 13 Nov
Philips Scott House Calinago
A spacious outdoor area with a dining table and chairs, wicker sofas, and a pool overlooking the sea.

6. A breath of fresh air right on the sea - relax and enjoy!

A breath of fresh air right on the sea - relax and enjoy!
Pelican Key
10.0 out of 10, Exceptional, (8 reviews)
"Had a great time at this house. View was amazing. "
United States
Mike R.
A breath of fresh air right on the sea - relax and enjoy!
A clear pool with a view of the sea, a lounge area with umbrellas, and a building labeled "ZONIN".

7. Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
Simpson Bay
8.8 out of 10, Excellent, (8 reviews)
"Courteous staff, cleanliness, beautiful view"
United States
Jacquelyn
Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
Interior

8. C&S Home; Spacious 4 BDR 2.5 BTHR with Sea View

C&S Home; Spacious 4 BDR 2.5 BTHR with Sea View
Marigot
9.8 out of 10, Exceptional, (9 reviews)
"Very clean and everything was in great condition"
Canada
Cameron
C&S Home; Spacious 4 BDR 2.5 BTHR with Sea View
A modern living space with a flat-screen TV, comfortable seating, a dining area with a wooden table, and large windows offering a view of the outdoors.

9. Villa Aroa

Villa Aroa
Oyster Pond
6.0 out of 10, (2 reviews)
"We had a truly wonderful stay at Villa Aroa and would gladly return. From the moment we arrived, Patricia our host greeted us promptly and gave a thoughtful walkthrough of the property, which helped us settle in quickly and feel comfortable using all the amenities. We also appreciated the recommendations for nearby restaurants and markets which made planning our days effortless.The villa itself is absolutely beautiful and was perfectly suited for our family of five. There was plenty of space for...
United States
Melissa B.
Villa Aroa
A beach with white sand, ocean waves, and a building with palm trees.

10. Tranquil Dawn Beach Escape with Pool & Huge Deck

Tranquil Dawn Beach Escape with Pool & Huge Deck
Upper Prince's Quarter
8.0 out of 10, Very good, (1 review)
"My family and I had a pleasant stay at the condo. We were greeted by a warm, pleasant property manager... Having two and a half bathroom in the condo qas nice for my family of 7. However, one of the bathrooms needed more attention regarding its cleanliness."
United States
Lovina
Tranquil Dawn Beach Escape with Pool & Huge Deck
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 reviews in Sint Maarten

A glass table with a white mug and a loaf of bread, a decorative vase, and a poolside lounge area with a view of purple flowers and palm trees.
Pomme Cannelle Luxury Suites & Spa

Pomme Cannelle Luxury Suites & Spa

Pomme Cannelle Luxury Suites & Spa
Orient Bay

10/10 Excellent

Amazing experience. The accommodation was superb, the location was great and the pool area was amazing. Jeremie , Pauline and Paloma did everything to ensure any extra requests were promptly addressed and were always on hand to provide advice and information. Overall has been wonderful.😎
United Kingdom
Lisa
Reviewed January 23, 2026
Pomme Cannelle Luxury Suites & Spa

Frequently Asked Questions

What is the best time to enjoy a holiday home in Sint Maarten?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .

How many holiday homes are available for rent in Sint Maarten?

Choose from 0 beautiful holiday homes in Sint Maarten for your getaway.

How much is a holiday home in Sint Maarten?

You can find perfect holiday homes in Sint Maarten for as low as £41 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.

How can I get the best deal on a holiday home in Sint Maarten?

Find the best deals on Sint Maarten holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.

Why should I book a holiday home in Sint Maarten?

There’s no better way to spend your well-earned holiday than in a private, cosy Sint Maarten holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Sint Maarten.

What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Sint Maarten holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.

Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Sint Maarten—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Sint Maarten car hire to your holiday property into a holiday package.

What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

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