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

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  • Caribbean
  • St. Maarten - Saint Martin
  • Sint Maarten
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  • Beacon Hill, Sint Maarten (3)
  • Cole Bay (2)
  • Cupecoy Bay (7)
  • Dawn Beach (8)
  • Dutch Lowlands (1)
  • Maho (1)
  • Oyster Pond (26)
  • Pelican Key (1)
  • Philipsburg (3)
  • Simpson Bay (1)

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Also consider

Philipsburg
220 properties
Oyster Pond
180 properties
Simpson Bay
176 properties
Cupecoy Bay
48 properties
Mullet Bay
31 properties
Maho
23 properties
Cole Bay
19 properties
Dawn Beach
18 properties
Beacon Hill, Sint Maarten
7 properties
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53 Holiday homes

Filters applied: Swimming pool (53)

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

1 / 14

Sint Maarten / Dawn Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £123 / night

£855 / week

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from £123 / night

1 / 24

Les Palmiers - Luxury Beachfront - 1 Bedroom - Beacon Hill - Sint Maarten villa sleeps 2

Sint Maarten / Beacon Hill, Sint Maarten

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Welcome to Les Palmiers one of the most exquisite villas in St. Martin situated directly on the beautiful Baie Rouge Beach. This stunning beach front property offers the most incredible views of the pristine white sandy beach and sea beyond. Baie Rouge is one of the mo  …see more

from £758 / night

£5304 / week

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from £758 / night

1 / 11

Sint Maarten / Oyster Pond

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £103 / night

£718 / week

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from £103 / night

1 / 8

Sint Maarten / Dawn Beach

1 4 7 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £330 / night

£2308 - £2736 / week

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from £330 / night

1 / 13

Sint Maarten / Oyster Pond

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £86 / night

£428 / week

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from £86 / night

1 / 14

Villa Colibri - Pelican Key villa sleeps 4

Sint Maarten / Pelican Key

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
Villa Colibri recently built, second row beachfront property with beach access in the quiet, residential area walking distance to amenities and entertainment. The cozy 2 bedroom suites offer the maximum of luxury. All rooms offer beautiful views of the pool with waterfa  …see more

from £400 / night

£2800 / week

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from £400 / night

(1) Excellent 

1 / 17

Sint Maarten / Oyster Pond

2 6 4 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £99 / night

£689 / week

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from £99 / night

(1) Excellent 

1 / 6

Sint Maarten / Dawn Beach

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Ski;
 …see more

from £143 / night

£857 - £1283 / week

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from £143 / night

1 / 24

Beau Rivage - 2 or 3 Bedroom Villa - Cupecoy Bay villa sleeps 6

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Located directly on beautiful Bay Rouge beach, Beau Rivage enjoys magnificent sweeping views of the beach, ocean and Anguilla. Beau Rivage's huge loggia/veranda boasts a sparkling pool, and is surrounded by comfortable single and double chaise lounges, plush seatin  …see more

from £920 / night

£6440 / week

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from £920 / night

1 / 24

Sint Maarten / Dawn Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £245 / night

£1710 - £2565 / week

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from £245 / night

1 / 13

Sint Maarten / Oyster Pond

Studio 2 3 nights min stay

  • Studio
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £43 / night

£300 / week

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from £43 / night

1 / 23

The Retreat - Cupecoy 2,3 or 4 Bedrooms - Cupecoy Bay villa sleeps 8

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: 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 offers the  …see more

from £650 / night

£4546 / week

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from £650 / night

1 / 12

Sint Maarten / Dawn Beach

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Child friendly ;
 …see more

from £428 / night

£2992 / week

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from £428 / night

1 / 11

Sint Maarten / Oyster Pond

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

Pricing unknown

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Pricing unknown

1 / 18

La Perla Classic - Beach Front - 1 Bedroom - Beacon Hill - Sint Maarten villa sleeps 2

Sint Maarten / Beacon Hill, Sint Maarten

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: 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 beaches i  …see more

from £758 / night

£5304 / week

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from £758 / night

1 / 24

Baie Longue Beach House - 3 Bedrooms - Maho villa sleeps 6

Sint Maarten / Maho

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: 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 £563 / night

£3940 / week

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from £563 / night

1 / 15

Sint Maarten / Dawn Beach

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £196 / night

£1368 / week

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from £196 / night

1 / 7

Sint Maarten / Cole Bay

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £245 / night

£1710 / week

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from £245 / night

(1) Excellent 

1 / 26

Amazing Runway Villas on the lagoon - Dutch Lowlands villa sleeps 2

Sint Maarten / Dutch Lowlands

2 2 3 nights min stay

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
Two lovely Private entrance Suites in waterfront Villa in Sint Maarten . The 2 Suites have private entrance, bath, safe boxes, tv, wifi internet all over the property, BBQ, bar, pool lounge common area, property is on the lagoon with boat accessibility . 5 minutes away  …see more

from £75 / night

£525 / week

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from £75 / night

1 / 24

Carisa - 2 Bedroom - Beachfront - Cupecoy Bay villa sleeps 4

Sint Maarten / Cupecoy Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: 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 one bedroo  …see more

from £888 / night

£6213 / week

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from £888 / night

1 / 24

Villa Ambiance - Terres Basses - 4 Bedroom - Cupecoy Bay villa sleeps 8

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: 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 £812 / night

£5682 / week

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from £812 / night

1 / 20

Sint Maarten / Dawn Beach

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £184 / night

£1283 / week

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from £184 / night

1 / 19

Casa Cervo - Baie Rouge 4 Bedrooms - Cupecoy Bay villa sleeps 8

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: 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 £906 / night

£6338 / week

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from £906 / night

1 / 24

Encore - Stunning Villa Rental - 5 Bedrooms - Beacon Hill - Sint Maarten villa sleeps 10

Sint Maarten / Beacon Hill, Sint Maarten

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: 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 from the  …see more

from £850 / night

£5947 - £16667 / week

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from £850 / night

1 / 20

Sint Maarten / Dawn Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £440 / night

£3077 / week

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from £440 / night

(1) Excellent 

1 / 9

Sint Maarten / Oyster Pond

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £52 / night

£359 - £599 / week

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from £52 / night

1 / 15

Sint Maarten / Oyster Pond

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £196 / night

£1368 - £2180 / week

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from £196 / night

(3) Very Good 

1 / 19

Oyster Bay View Villa Oyster Pond French St Martin - Oyster Pond villa sleeps 6

Sint Maarten / Oyster Pond

3 6 5 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: 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 £368 / night

£2201 / week

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from £368 / night

1 / 11

Sint Maarten / Oyster Pond

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £306 / night

£2137 - £2992 / week

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from £306 / night

1 / 43

Sint Maarten / Oyster Pond

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £214 / night

£1496 / week

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from £214 / night

(2) Excellent 

1 / 32

Sint Maarten / Oyster Pond

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £318 / night

£2223 - £2479 / week

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from £318 / night

1 / 12

Sint Maarten / Oyster Pond

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £120 / night

£838 / week

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from £120 / night

(1) Very Good 

1 / 9

Sint Maarten / Philipsburg

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £240 / night

£1676 / week

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from £240 / night

(1) Good 

1 / 21

Sint Maarten / Oyster Pond

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £52 / night

£359 / week

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from £52 / night

1 / 24

Sea Dream - Sea Views- Walk to the Beach - Cupecoy Bay villa sleeps 6

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: 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. The villa has  …see more

from £293 / night

£2047 - £4471 / week

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from £293 / night

1 / 23

Brand New House Indigo Bay beach, St Maarten - Simpson Bay Beach house sleeps 6

Simpson Bay / Simpson Bay Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
Perfect location between Simpson Bay & Philipsburg,in the new gated community of"Indigo Bay Beach". This brand new exquisite residence, very well modern decorated & equipped. Beautiful living area, lots of glass doors that open to a private pool, wrapp  …see more

from £338 / night

£2304 / week

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from £338 / night

1 / 34

Sint Maarten / Oyster Pond

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £202 / night

£1411 / week

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from £202 / night

(1) Excellent 

1 / 36

Sint Maarten / Oyster Pond

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £271 / night

£1894 - £2273 / week

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from £271 / night

1 / 10

Sint Maarten / Oyster Pond

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £342 / night

£2394 / week

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from £342 / night

(1) Excellent 

1 / 23

Gorgeous beachfront villa - Philipsburg villa sleeps 6

Sint Maarten / Philipsburg

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: 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 lanai to enj  …see more

from £170 / night

£1188 - £2047 / week

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from £170 / night

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