Vacation Rentals & Timeshares in Sint Maarten

HGTV Beach house - Private Pool

Philipsburg villa

3 bedrooms / 2 bathrooms / Sleeps 8

“An unforgettable getaway!” We had a wonderful 2 week stay here in February, 2014. We loved the location and the private patio and pool. We also thought that the villa was very well equipped and nicely furnished. We used our rental car in the mornin

Responds fast! avg. 2 hours 25 minutes

$300

Sea La Vie - Ideal for Couples and Families, Beautiful Pool and Beach

Philipsburg villa

4 bedrooms / 5 bathrooms / Sleeps 8

$700

1 Bdrm Condo with Superlative Views of St. Barts

Philipsburg apartment

1 bedroom / 2 bathrooms / Sleeps 5

“Perfect place to come home too” My sister and I stayed at this wonderful apartment for the duration of our stay. We made the most of our time and explored every day. Knowing what were coming home to at the end of the day made it so much better! Away f

Responds fast! avg. 3 hours 3 minutes

$200

AGUA AZUL... IRMA Survivor! Gorgeous 2BR at Porto Cupecoy, great location on the

Cupecoy Bay apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$700

MUMBAI... Irma Survivor! Elegant, Luxurious, Totally Secure, & private access to

Cupecoy Bay house

3 bedrooms / 3 bathrooms / Sleeps 6

$1,214

Survived Irma!! Beachfront gated Condo directly on Simpson Bay

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 5

“Right on the beach. Best location on Simpson Beach” On our 7th trip to St. Maarten, my husband and I decided to break free from the typical hotel experience, we booked a week at this condo on Simpson Bay Beach... and I'm so glad we did! The condo itse

Responds fast! avg. 2 hours 15 minutes

$247

CIELO AZURRO... IRMA Survivor! 2BR penthouse condo located at Rainbow Beach Club

Cupecoy Bay house

2 bedrooms / 2 bathrooms / Sleeps 6

$500

Blue Pelican Luxury Villas - Featured on HGTV!!!!!

Simpson Bay apartment

1 bedroom / 1 bathroom / Sleeps 2

“Excellent place to stay.” The pre-trip information was perfect and the welcome "meet and greet" was perfect and thorough too. We stayed in Villa #2. Essentially, you couldn't wish for more on the inside - serious attention has been paid to detail and

Responds fast! avg. 2 hours 42 minutes

$169

Paradise in St. Maarten

Dawn Beach condo

3 bedrooms / 3 bathrooms / Sleeps 8

$500

Dawn Beach Westin, Very spacious, many services

Oyster Pond apartment

3 bedrooms / 2 bathrooms / Sleeps 8

$536

ADELAIDE'S ESCAPE...Irma Survivor!! 2BR condo can be your sweet tropical escape

Maho apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$550

2 BEDR townhouse overlooking OCEAN ST- MAARTEN

Simpson Bay house

2 bedrooms / 1 bathroom / Sleeps 4

“Fabulous resort living with a tropical breeze!” A most wonderful place to enjoy all St Maarten has to offer! Beautiful, airy, spotless accommodations with a contemporary Carribean decor and all the amenities you need for a wondrous vacation! Centrally

$214

La Casita - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$358

EN'SEA... IRMA Survivor! Modern Villa Nestled into the hillside overlooking Grea

Philipsburg villa

5 bedrooms / 5 bathrooms / Sleeps 10

$929

ACADIA...3BR offering gorgeous views from the cliffs of Cupecoy, Dutch St. Maart

Maho apartment

3 bedrooms / 4 bathrooms / Sleeps 6

$714

Newly Remodeled 2 Bdr Suite, Sleeps 6, Wifi, Pool

Maho condo

2 bedrooms / 2 bathrooms / Sleeps 6

$150

MAHO ROMANCE... lovely affordable condo with private Jacuzzi! Short walk to Mah

Maho apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$300

Cupecoy Beach Club Condo - Unit 118

Philipsburg apartment

2 bedrooms / 3 bathrooms / Sleeps 6

“True ocean front condo” We rented from sky and stayed in this condo for 9 nights and enjoyed it. First, the condo is kept is perfect condition and we can tell the owner has everything arranged for luxury rentals. Second, the location we found to be ex

$199

CIELOS AZULES... Luxury, waterfront 5 Bedroom, 5 bathroom villa located in the

Cole Bay house

5 bedrooms / 5 bathrooms / Sleeps 10

$1,929

Le Papillon - REOPENED AFTER IRMA - Modern Beachfront Unit with great view

Simpson Bay apartment

2 bedrooms / 3 bathrooms / Sleeps 6

$299

Faja Lobie - Ideal for Couples and Families, Beautiful Pool and Beach

Simpson Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$412

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

3 bedrooms / 2 bathrooms / Sleeps 8

$428

Villa Caribella - Ideal for Couples and Families, Beautiful Pool and Beach

Philipsburg villa

4 bedrooms / 4 bathrooms / Sleeps 8

$558

Villa Casa Carib, Luxuary 2 Bedroom/2 Bath on Simpson Bay Beach

Simpson Bay villa

2 bedrooms / 2 bathrooms / Sleeps 4

$243

BLUE MARINE A1...2BR condo with views of Simpson Bay and Simpson Bay Lagoon

Maho apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$271

VICTORIA...3 BR affordable St Martin rental villa, panoramic views

Oyster Pond villa

3 bedrooms / 3 bathrooms / Sleeps 6

“Villa Victoria! is a Victory!” First time using flipkey--3rd time to St.Martin! We loved this Villa! The kitchen, bathrooms, bedrooms, pool, all very clean and in excellent condition. The views from the villa are stellar! The housegirl, Ivory was g

$857