Sint Maarten Rentals

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3,617 Houses

(3) Excellent 

11

1 Bdrm Condo with Superlative Views of St. Barts

Sint Maarten / Philipsburg

Philipsburg apartment

1 5 3 nights min

  • 1 bedroom
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“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
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Price per night from

$200

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$200

(26) Excellent 

23

VistaRoyale - Private pool and breathtaking view

Sint Maarten / Philipsburg

Philipsburg apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning
“Amazing view !!” This is our tenth year staying at VistaRoyale and we don't want to go anywhere else. It has to be one of the most spectacular views on the planet. Every morning you wake up to arriving cruise ships, beautiful rainbows after a morning
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Price per night from

$200

Price per night from

$200

19

Moondance - STM

Sint Maarten / Philipsburg

Philipsburg villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$236

Price per night from

$236

45

Cielos Azules... Luxurious waterfront villa in gated Pointe Pirouette, close to

Sint Maarten / Cole Bay

Cole Bay house

5 9 min stay varies

  • 5 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$850

Price per night from

$850

(9) Excellent 

16

HGTV Beach house - Private Pool Pelican Key

Sint Maarten / Philipsburg

Philipsburg villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
“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
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Price per night from

$400

Responds fast!
avg. 1 hour 31 minutes

Price per night from

$400

(1) Excellent 

24

CARISMA on the BEACH... Totally charming beachfront 2BR in great location!

Sint Maarten / Cole Bay

Cole Bay house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Air conditioning

Price per night from

$400

Price per night from

$400

(2) Excellent 

23

Sapphire Ruby Suite - Unforgettable Getaway!

Sint Maarten / Simpson Bay

Simpson Bay condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$185

Price per night from

$185

(2) Excellent 

13

Cupecoy Beach Club Unit 208 Deluxe Hotel Room

Sint Maarten / Cupecoy Bay

Cupecoy Bay room

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

(4) Excellent 

10

2BR-Oceanfront-Royal Palm

Simpson Bay / Simpson Bay Beach

Simpson Bay condo

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$350

Price per night from

$350

(3) Excellent 

11

THE CLIFF

Sint Maarten / Cupecoy Bay

Cupecoy Bay condo

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$210

Price per night from

$210

(1) Excellent 

15

Adelaide's Escape

Sint Maarten / Mullet Bay

Mullet Bay villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$350

Price per night from

$350

25

Alizee - STM

Sint Maarten / Philipsburg

Philipsburg villa

7 18 min stay varies

  • 7 bedrooms
  • sleeps 18
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,000

Price per night from

$1,000

(19) Excellent 

32

Beautiful beachfront at The Villas On Great Bay

Sint Maarten / Philipsburg

Philipsburg villa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“The paradise on Great Bay” The Villas on Great Bay ended up being more than great, the perfect match being close to Phillipsburg and still calm surroundings was just heaven, enabling the whole family to enjoy all the offers in the area. The couple tha
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Price per night from

$200

Responds fast!
avg. 2 hours 3 minutes

Price per night from

$200

7

Ocean Club at Copecoy in St Maartens

Sint Maarten / Cupecoy Bay

Cupecoy Bay studio

Studio 2 7 nights min

  • Studio
  • sleeps 2
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$121

Price per night from

$121

20

Beautiful house

Sint Maarten / Philipsburg

Philipsburg villa

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$429

Price per night from

$429

11

Arcadia

Sint Maarten / Philipsburg

Philipsburg villa

4 6 min stay varies

  • 4 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$400

Price per night from

$400

(3) Excellent 

36

ISLAND DREAMS!

Sint Maarten / Pelican Key

Pelican Key villa

2 5 6 nights min

  • 2 bedrooms
  • sleeps 5
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Price per night from

$225

Price per night from

$225

(26) Excellent 

Certificate of Excellence

22

Carisma on the beach

Sint Maarten / Simpson Bay

Simpson Bay villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$230

Responds fast!
avg. 1 hour 45 minutes

Price per night from

$230

30

Villa Infinity

Sint Maarten / Philipsburg

Philipsburg villa

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$412

Responds fast!
avg. 2 hours 35 minutes

Price per night from

$412

(1) Excellent 

15

BEACHFRONTBLISS

Sint Maarten / Simpson Bay

Simpson Bay apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Ask about pets

Price per night from

$300

Price per night from

$300

(10) Very Good 

26

Mumbai

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children
  • Ask about pets
“Beautiful St Martin Villa Mumbai” Beautiful villa, in a stunning location. Gorgeous sunsets, convenience of a great beach right at your doorstep. Most amenities a short walking distance away. Villa had all extras we were looking for, a full service cl
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Price per night from

$814

Responds fast!
avg. 1 hour 23 minutes

Price per night from

$814

47

TARA... Affordable oceanfront villa, walk to beach

Sint Maarten / Simpson Bay

Simpson Bay villa

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$843

Price per night from

$843

24

Holiday Studio 8A Caribbean Chique

Sint Maarten / Philipsburg

Philipsburg apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning
  • Private garden

Price per night from

$80

Price per night from

$80

(9) Excellent 

45

Villa Vacation Dream at Indigo Bay Estates

Sint Maarten / Cole Bay

Cole Bay villa

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$525

Responds fast!
avg. 1 hour 44 minutes

Price per night from

$525

(3) Very Good 

31

WESTIN DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO

Sint Maarten / Philipsburg

Philipsburg apartment

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$571

Price per night from

$571

(2) Excellent 

22

The Sapphire: Pearl Suite - Peace of mind!

Sint Maarten / Simpson Bay

Simpson Bay condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child Friendly

Price per night from

$172

Price per night from

$172

(29) Excellent 

14

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

Sint Maarten / Simpson Bay

Simpson Bay apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“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
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Price per night from

$169

Responds fast!
avg. 2 hours 43 minutes

Price per night from

$169

(5) Excellent 

26

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

Simpson Bay / Simpson Bay Beach

Simpson Bay apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.01 mi
  • Child Friendly

Price per night from

$325

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$325

(3) Average 

16

Coral Breeze - STM

Sint Maarten / Simpson Bay

Simpson Bay villa

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$856

Price per night from

$856

(2) Very Good 

25

Dawn Beach Villa

Sint Maarten / Philipsburg

Philipsburg villa

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$643

Price per night from

$643

28

LUNA at SHORE POINT... Secure, luxurious, and just steps from Cupecoy Beach

Sint Maarten / Cupecoy Bay

Cupecoy Bay house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$786

Price per night from

$786

(4) Excellent 

21

Sint Maarten Utopian Retreat

Sint Maarten / Philipsburg

Philipsburg villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool

Price per night from

$250

Price per night from

$250

(6) Excellent 

34

Tranquil Settings, Porto Cupecoy (1 or 2 br opt)

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
“This is the best unit we have seen in Porto Cupecoy - you will l” We are in the middle of our stay, and just love this unit. This is our 5th trip to Porto Cupecoy, and each time we have stayed in a different unit. If available we will always come back
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Price per night from

$275

Price per night from

$275

(1) Very Good 

20

Spacious 1 BR Condo, Ocean Views, Maho, St Maarten

Sint Maarten / Maho

Maho apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$148

Price per night from

$148

20

Condo for rent at the Westin Dawn Beach Club (St-M

Sint Maarten / Philipsburg

Philipsburg apartment

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$429

Price per night from

$429

17

Atlantica Beach Club Condo - Unit 4 *Dawn Beach*

Sint Maarten / Philipsburg

Philipsburg apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$239

Price per night from

$239

(4) Excellent 

27

LEONES.... Private love nest high on a hill with outstanding views of the ocean

Sint Maarten / Oyster Pond

Oyster Pond villa

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$357

Price per night from

$357

(1) Excellent 

25

On Island Time

Sint Maarten / Philipsburg

Philipsburg villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$479

Price per night from

$479