We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Villas St Maarten-St Martin, Caribbean

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
My dates are flexible
Advanced
All 1,681 Rentals in St Maarten-St Martin
loading...
Sort by
From
$205
Per Night
Mullet Bay
2 Bedrooms, 3 Bathrooms, Sleeps 6
25 photos Details
Reviews (1) Make Enquiry
From
$276
Per Night
Anse Marcel
1 Bedroom, 2 Bathrooms, Sleeps 2
13 photos Details
Reviews (1) Make Enquiry
From
$245
Per Night
Simpson Bay
2 Bedrooms, 3 Bathrooms, Sleeps 4
21 photos Details
Reviews (1) Make Enquiry
Also consider
2 bedrooms in Saint-Martin - Caraibes
2 Bedrooms, sleeps 6
$259 - $487 / night
Beachfront luxury condo for 2 Grand Case Beach
1 Bedroom, sleeps 2
$381 / night
Villa Crystal luxury & private pool amazing view
3 Bedrooms, sleeps 6
$908 / night
Simpson Bay Beachfront 2BR Condo, St. Maarten, NA
2 Bedrooms, sleeps 4
$1,923 - $2,777 / week
From
$2,671
Per Week
Oyster Pond
3 Bedrooms, 3 Bathrooms, Sleeps 6
16 photos Details
Reviews (2) Make Enquiry
From
$291
Per Night
Simpson Bay
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (1) Make Enquiry
From
$3,739
Per Week
Simpson Bay
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (1) Make Enquiry
From
$793
Per Night
Terres Basses
3 Bedrooms, 4 Bathrooms, Sleeps 6
35 photos Details
Reviews (2) Make Enquiry
From
$2,329
Per Week
Simpson Bay
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (1) Make Enquiry
Get the List
From
$595
Per Night
Terres Basses
3 Bedrooms, 4 Bathrooms, Sleeps 6
24 photos Details
Reviews (5) Make Enquiry
From
$961
Per Week
Orient Bay
1 Bedroom, 2 Bathrooms, Sleeps 3
29 photos Details
Reviews (1) Make Enquiry
From
$2,671
Per Week
Oyster Pond
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Reviews (1) Make Enquiry
From
$443
Per Night
Terres Basses
3 Bedrooms, 4 Bathrooms, Sleeps 6
27 photos Details
Reviews (1) Make Enquiry
From
$488
Per Night
Terres Basses
3 Bedrooms, 3 Bathrooms, Sleeps 6
30 photos Details
Reviews (1) Make Enquiry
From
$335
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
21 photos Details
Reviews (1) Make Enquiry
From
$306
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
22 photos Details
Reviews (7) Make Enquiry
From
$793
Per Night
Terres Basses
4 Bedrooms, 4 Bathrooms, Sleeps 8
18 photos Details
Reviews (2) Make Enquiry
From
$282
Per Night
Cupecoy Bay
Studio, 3 Bathrooms, Sleeps 4
19 photos Details
Reviews (1) Make Enquiry
From
$381
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
21 photos Details
Reviews (3) Make Enquiry
From
$686
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
25 photos Details
Reviews (1) Make Enquiry
From
$2,083
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 5
24 photos Details
Reviews (4) Make Enquiry
From
$457
Per Night
3 Bedrooms, 5 Bathrooms, Sleeps 6
23 photos Details
Reviews (3) Make Enquiry
From
$395
Per Night
La Savane
2 Bedrooms, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (2) Make Enquiry
From
$6,730
Per Week
Terres Basses
3 Bedrooms, 3 Bathrooms, Sleeps 6
18 photos Details
Reviews (1) Make Enquiry
From
$433
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
12 photos Details
Reviews (5) Make Enquiry
From
$1,122
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
20 photos Details
Reviews (5) Make Enquiry
From
$3,418
Per Week
Terres Basses
4 Bedrooms, 4 Bathrooms, Sleeps 8
28 photos Details
Reviews (1) Make Enquiry
From
$336
Per Night
Sint Maarten
2 Bedrooms, 3 Bathrooms, Sleeps 4
47 photos Details
Reviews (1) Make Enquiry
From
$687
Per Night
Terres Basses
4 Bedrooms, 5 Bathrooms, Sleeps 8
24 photos Details
Reviews (1) Make Enquiry
From
$374
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
11 photos Details
Reviews (1) Make Enquiry
From
$250
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
30 photos Details
Reviews (3) Make Enquiry
From
$259
Per Night
Philipsburg
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (4) Make Enquiry
From
$1,045
Per Night
Philipsburg
7 Bedrooms, 7 Bathrooms, Sleeps 14
20 photos Details
Reviews (1) Make Enquiry
From
$1,314
Per Week
Baie Nettle
1 Bedroom, 1 Bathroom, Sleeps 2
15 photos Details
Reviews (2) Make Enquiry
From
$374
Per Night
Simpson Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
29 photos Details
Reviews (2) Make Enquiry
From
$457
Per Night
Anse Marcel
5 Bedrooms, 5 Bathrooms, Sleeps 10
30 photos Details
Reviews (4) Make Enquiry
From
$183
Per Night
Maho
2 Bedrooms, 3 Bathrooms, Sleeps 5
7 photos Details
Reviews (1) Make Enquiry
From
$343
Per Night
Oyster Pond
4 Bedrooms, 4 Bathrooms, Sleeps 8
15 photos Details
Reviews (1) Make Enquiry
From
$203
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
4 photos Details
Reviews (2) Make Enquiry
From
$2,136
Per Week
Philipsburg
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details
Reviews (1) Make Enquiry
From
$687
Per Night
Philipsburg
6 Bedrooms, 7 Bathrooms, Sleeps 12
30 photos Details
Reviews (2) Make Enquiry
Go to map view
Book Online(382)

Suitability

  • Wheelchair access (562)
  • Elder access (518)
  • Suitable for children (943)
  • Pet friendly (55)
  • Smoking allowed (127)

Amenities

  • All pools (1,303)
  • Air Conditioning (1,282)
  • Other outdoor space (1,275)
  • Washer/Dryer (1,230)
  • Grill (1,144)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Exceptional St. Maarten/St. Martin Vacation Rentals

As you would expect of a popular international destination, the French/Dutch island offers outstanding vacation home rentals equally appealing to families, friends and couples. Ranging from extravagant 2 to 11-bedroom bayfront villas to cliff top, high-rise condos, the island’s vacation homes combine the best of personal accommodations with easy access to all of the dynamic attractions.

Multi-cultural activities and natural attractions

A lovely, diverse island in the Caribbean, St. Martin/St. Maarten attracts visitors from throughout the world – those, in particular, who love the scenic island beauty, widespread water sports, world class shopping and gourmet dining. Did we forget the nightlife? Rest assured the French and Dutch sides of the island hum with exciting clubs and casinos. Residents describe island life as “a cosmopolitan atmosphere with a Caribbean twist.” Sports enthusiasts choose from a rich menu of activities – from diving, snorkeling and sailing to horseback riding, charter fishing and more laid-back strolling along the pristine beaches.

Rent a vehicle, explore the island

The best way to enjoy the rich pleasures of the island is to rent transportation – everything from a moped or SUV to stretch limousines. Be sure to include shopping for duty-free goods in numerous boutiques. You’ll discover trendy exotic foods, jewelry, liquor, designer good and ever-popular local crafts. Since you’ll be enjoying some of your home-cooked meals by the pool or terrace, you’ll be able to sample the enormous selection of island restaurants. La Cigale is a must with indoor or al fresco dining, gorgeous seaside views and exceptional Provencal, Mediterranean and Basque cuisine. For a kick-back-and-relax beach experience, try Karakter's restaurant. Just park on a lounge under an umbrella and wait for the staff to serve you sandwiches, appetizers, tapas and drinks.

Enjoy spacious, family-friendly vacation homes

Prepare a fabulous family breakfast in your well-equipped kitchen or serve lunch by the pool. Enjoy walks along your own beachfront. There are plenty of options, when you have your home away from home. And don’t forget The Fly Zone at Loterie Farm, one of the Caribbean’s most popular attractions. Suspended above the ground, kids love zipping along the lines connected to hundreds of trees or mastering the rope bridges. Little ones take to the “Little Tarzan” course. Between the private comfort of your vacation rental and the many island attractions, your family will enjoy an unforgettable holiday adventure.