Villas with a pool Sint Maarten | Apartments to rent with swimming facilities | Holiday Lettings

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Sint Maarten

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488 Holiday homes

Filters applied: Swimming pool

Travellers going to Sint Maarten are booking March dates now. Secure your holiday home today and have the perfect trip.

76

Holiday villa with swimming pool, golf nearby in Maho

Sint Maarten / Maho

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Welcome to our luxurious Baie Longue Beach House villa. This wonderful villa is tastefully decorated in a West Indian style with lovely arches on the sea side is located directly on Baie Longue Beach. Baie Longue beach is really beautiful with over a mile of shimmering  …see more

from £692 / night

£4839 - £9678 / week

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from £692 / night

24

Holiday villa with swimming pool, golf nearby in Cupecoy Bay

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Casa Cervo, one of the St Martin's most exquisite and luxurious Beach Front Villa. This stunning 4 bedroom ultra luxurious property with private pool has the most incredible views looking out onto Baie Rouge Bay, one of the most beautiful beaches in St M  …see more

from £964 / night

£6746 - £22581 / week

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from £964 / night

(3) Very Good 

20

Oyster Pond holiday villa rental

Sint Maarten / Oyster Pond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Ideal for 1 couple, 2 or 3 couples or a family. Sleeps to maximum of 6 in 3 double beds , a villa that offers all the comforts of a cozy home away from home and is very affordable. Villa Oyster Bay View is very well appointed in its 2 double bed bedrooms ( California  …see more

from £167 / night

£1167 - £2364 / week

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from £167 / night

31

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £403 / night

£4871 - £5043 / week

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from £403 / night

25

Holiday villa with swimming pool, golf nearby in Beacon Hill, Sint Maarten

Sint Maarten / Beacon Hill, Sint Maarten

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Welcome to La Perla Classic, a lovely one bedroom fully air-conditioned beachfront villa with private swimming pool located directly on Baie Rouge which is one of the most beautiful beaches in St Martin. Baie Rouge one of the most fabulous, intimate and quiet b  …see more

from £807 / night

£5646 - £6049 / week

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from £807 / night

8

Sint Maarten / Oyster Pond

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £107 / night

£684 - £898 / week

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from £107 / night

13

Sint Maarten / Oyster Pond

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £86 / night

£428 / week

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from £86 / night

(1) Excellent 

23

Villa rental in Philipsburg with shared pool

Sint Maarten / Philipsburg

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly
Villa #9 on the left edge of "VILLAS ON GREAT BAY" complex, directly on the beach of Philipsburg, the capital of dutch St.Maarten. Being the side villa it offers more privacy and tranquillity. On the ground floor: terrace on the beach with wooden floor, a la  …see more

from £271 / night

£1897 - £2180 / week

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from £271 / night

(1) Excellent 

26

Holiday villa with shared pool, golf nearby in Dutch Lowlands

Sint Maarten / Dutch Lowlands

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
Sint maarten villas, Caribbean villas, st. Martin villas, waterfront villas, Caribbean villas, st. Maarten vacation, st. Maarten rentals, st. Martin rentals, Caribbean rentals, paradise rentals, paradise vacations, short term Waterrront villa rentals, waterfront rent  …see more

from £80 / night

£559 / week

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from £80 / night

(2) Excellent 

36

Sint Maarten / Oyster Pond

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £289 / night

£2017 / week

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from £289 / night

28

Holiday villa with swimming pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Welcome to our beautiful villa Sea Dream located on the hillside in Happy Bay. It is a gorgeous villa and only a 5 minute walk from the beach at Happy Bay. Friar's Bay is also very close and has 2 beach restaurants that are very popular with guests.  …see more

from £312 / night

£2180 - £4759 / week

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from £312 / night

(1) Excellent 

43

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £285 / night

£1992 / week

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from £285 / night

(2) Excellent 

32

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £291 / night

£2035 - £2308 / week

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from £291 / night

(1) Excellent 

9

Sint Maarten / Oyster Pond

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £52 / night

£359 / week

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from £52 / night

(1) Excellent 

24

Holiday villa with swimming pool in Beacon Hill, Sint Maarten

Sint Maarten / Beacon Hill, Sint Maarten

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“My Wonderful Honeymoone” My husband booked this villa for one part of our honeymoon and he couldn’t have done a better job. It was everything I hoped for my honeymoon to be if not better. It was so close to the beach you could hear the waves crashing  …see more

from £807 / night

£5646 - £8871 / week

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from £807 / night

23

Holiday villa with swimming pool, golf nearby in Cupecoy Bay

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Welcome to The Retreat located in Shore Pointe, one of the newest and most exquisite developments and situated directly on the stunning beach at Cupecoy. This spectacular 4 bedroom ultra luxurious fully air conditioned property with private pool and Jacuzzi off  …see more

from £750 / night

£5242 - £15323 / week

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from £750 / night

20

Sint Maarten / Dawn Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £184 / night

£1283 / week

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from £184 / night

24

Holiday villa with golf nearby in Beacon Hill, Sint Maarten

Sint Maarten / Beacon Hill, Sint Maarten

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Villa Encore, a luxury 5 bedroom villa located in the hill side of Terre Basses in St Martin. The villa is tasteful decorated offer a very spacious living area perfect for a large family. The nearest beach is Plum Bay beach which is a 3 minute drive f  …see more

from £905 / night

£6331 - £17742 / week

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from £905 / night

(1) Average 

21

Sint Maarten / Oyster Pond

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £77 / night

£539 / week

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from £77 / night

13

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £444 / night

£3105 / week

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from £444 / night

8

Sint Maarten / Dawn Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £325 / night

£2223 - £2565 / week

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from £325 / night

11

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £306 / night

£2137 / week

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from £306 / night

15

Sint Maarten / Oyster Pond

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £196 / night

£1368 - £1744 / week

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from £196 / night

11

Sint Maarten / Oyster Pond

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

Pricing unknown

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Pricing unknown

12

Sint Maarten / Dawn Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

 …see more

from £428 / night

£2992 / week

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from £428 / night

34

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £202 / night

£1411 / week

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from £202 / night

24

Holiday villa with swimming pool, golf nearby in Cupecoy Bay

Sint Maarten / Cupecoy Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Welcome to villa Ambiance, our luxurious 4 bedroom property located on the hillside of Terres Basses overlooking the Caribbean Sea. It is a fantastic family retreat and the perfect villa to spend a special occasion. The pool at Villa Ambiance is simply stunning and is t  …see more

from £865 / night

£6049 - £17742 / week

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from £865 / night

11

Sint Maarten / Oyster Pond

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £103 / night

£718 - £1086 / week

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from £103 / night

15

Sint Maarten / Oyster Pond

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £98 / night

£684 / week

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from £98 / night

(1) Very Good 

9

Sint Maarten / Philipsburg

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £239 / night

£1667 / week

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from £239 / night

24

Holiday villa with swimming pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Welcome to Carisa one of the most exquisite villas in St. Martin situated directly on the stunning Baie Rouge Beach. This spectacular beach front property offers the most incredible views of the pristine white sandy beach and sea beyond. Carisa is a luxurious on  …see more

from £1095 / night

£7662 - £15323 / week

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from £1095 / night

10

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £342 / night

£2394 / week

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from £342 / night

7

Sint Maarten / Cole Bay

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £245 / night

£1710 / week

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from £245 / night

9

Sint Maarten / Oyster Pond

3 8 6 nights min

  • 3 bedrooms
  • Sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £300 / night

£2095 / week

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from £300 / night

13

Sint Maarten / Oyster Pond

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

 …see more

from £43 / night

£300 - £411 / week

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from £43 / night

23

Simpson Bay / Simpson Bay Beach

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £338 / night

£2304 / week

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from £338 / night

20

Sint Maarten / Dawn Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

Pricing unknown

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Pricing unknown

9

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly

 …see more

from £283 / night

£1976 / week

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from £283 / night

9

Sint Maarten / Oyster Pond

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £167 / night

£1163 - £1966 / week

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from £167 / night

10

Oyster Pond holiday apartment rental

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This 180M² condo includes : 2 bedrooms and 1 master suite vith built in closets, 2 bathrooms, pull out bed sofa in living room area, television satellite in all bedrooms including the living room area, an all equipped American style kitchen, a washer and dryer, bed  …see more

from £367 / night

£2565 / week

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from £367 / night