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
More filters
All 2,076 Rentals in St Maarten-St Martin
loading...
Sort by
From
$1,141
Per Night
Cupecoy Bay
4 Bedrooms, 4 Bathrooms, Sleeps 8
24 photos Details
Make Enquiry
From
$5,112
Per Week
Terres Basses
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details
Make Enquiry
From
$1,028
Per Night
Sint Maarten
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
Make Enquiry
Also consider
The Cliff 5th Floor - **Lowest Cost/ Best Value**
2 Bedrooms, sleeps 6
$229 - $624 / night
Tres Belle Villa
2 Bedrooms, sleeps 5
$186 - $533 / night
Tree Frog Villa - Oceanfront - 2 Bedrms & 2 Baths
2 Bedrooms, sleeps 4
$213 - $228 / night
Villa Turquoze an astonishing view on Orient Bay
4 Bedrooms, sleeps 8
$579 - $662 / night
From
$685
Per Night
Oyster Pond
5 Bedrooms, 5 Bathrooms, Sleeps 10
8 photos Details
Make Enquiry
From
$8,094
Per Week
Terres Basses
4 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details
Make Enquiry
From
$898
Per Night
Cupecoy Bay
5 Bedrooms, 5 Bathrooms, Sleeps 10
24 photos Details
Make Enquiry
From
$5,432
Per Week
Orient Bay
3 Bedrooms, 4 Bathrooms, Sleeps 8
17 photos Details
Make Enquiry
From
$6,816
Per Week
Orient Bay
4 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details
Make Enquiry
Get the List
From
$7,988
Per Week
Saint-Martin
4 Bedrooms, 4 Bathrooms, Sleeps 8
12 photos Details
Make Enquiry
From
$4,047
Per Week
Saint-Martin
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Make Enquiry
From
$7,455
Per Week
Terres Basses
5 Bedrooms, 5 Bathrooms, Sleeps 10
24 photos Details
Make Enquiry
From
$9,053
Per Week
Terres Basses
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Make Enquiry
From
$5,538
Per Week
Terres Basses
4 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details
Make Enquiry
From
$2,982
Per Week
Saint-Martin
2 Bedrooms, 2 Bathrooms, Sleeps 4
23 photos Details
Make Enquiry
From
$1,704
Per Week
Cupecoy Bay
1 Bedroom, 1 Bathroom, Sleeps 2
20 photos Details
Make Enquiry
From
$2,423
Per Week
Cupecoy Bay
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
Make Enquiry
From
$3,057
Per Week
Cupecoy Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Make Enquiry
From
$760
Per Night
Orient Bay
4 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details
Make Enquiry
From
$5,219
Per Week
Orient Bay
4 Bedrooms, 4 Bathrooms, Sleeps 8
24 photos Details
Make Enquiry
From
$4,100
Per Week
Terres Basses
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Make Enquiry
From
$5,858
Per Week
Terres Basses
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Make Enquiry
From
$913
Per Night
Sint Maarten
5 Bedrooms, 5 Bathrooms, Sleeps 10
10 photos Details
Make Enquiry
From
$6,177
Per Week
Saint-Martin
4 Bedrooms, 4 Bathrooms, Sleeps 8
24 photos Details
Make Enquiry
From
$8,520
Per Week
Terres Basses
5 Bedrooms, 5 Bathrooms, Sleeps 10
20 photos Details
Make Enquiry
From
$13,845
Per Week
Saint-Martin
6 Bedrooms, 6 Bathrooms, Sleeps 12
14 photos Details
Make Enquiry
From
$4,793
Per Week
Terres Basses
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Make Enquiry
From
$4,899
Per Week
Orient Bay
2 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Make Enquiry
From
$2,860
Per Week
Oyster Pond
1 Bedroom, 2 Bathrooms, Sleeps 2
16 photos Details
Make Enquiry
From
$6,923
Per Week
Terres Basses
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Make Enquiry
From
$5,858
Per Week
Saint-Martin
5 Bedrooms, 5 Bathrooms, Sleeps 10
7 photos Details
Make Enquiry
From
$8,733
Per Week
Terres Basses
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Make Enquiry
From
$7,455
Per Week
Terres Basses
1 Bedroom, 1 Bathroom, Sleeps 2
12 photos Details
Make Enquiry
From
$7,455
Per Week
Orient Bay
5 Bedrooms, 6 Bathrooms, Sleeps 10
20 photos Details
Make Enquiry
From
$5,538
Per Week
Terres Basses
4 Bedrooms, 4 Bathrooms, Sleeps 8
9 photos Details
Make Enquiry
From
$20,235
Per Week
Terres Basses
5 Bedrooms, 5 Bathrooms, Sleeps 10
24 photos Details
Make Enquiry
From
$8,909
Per Week
Terres Basses
4 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details
Make Enquiry
From
$7,988
Per Week
Terres Basses
4 Bedrooms, 4 Bathrooms, Sleeps 7
24 photos Details
Make Enquiry
From
$6,710
Per Week
Terres Basses
4 Bedrooms, 5 Bathrooms, Sleeps 8
24 photos Details
Make Enquiry
From
$6,390
Per Week
Terres Basses
4 Bedrooms, 4 Bathrooms, Sleeps 8
24 photos Details
Make Enquiry
From
$43,825
Per Week
Terres Basses
8 Bedrooms, 8 Bathrooms, Sleeps 16
24 photos Details
Make Enquiry
Go to map view
Book Online(438)
Use filters to find the best results!

Suitability

  • Wheelchair access (643)
  • Elder access (588)
  • Suitable for children (1,268)
  • Pet friendly (49)
  • Smoking allowed (121)

Amenities

  • Internet (1,570)
  • Grill (1,408)
  • All pools (1,317)
  • Air Conditioning (1,239)
  • Other outdoor space (1,194)
  • 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.