Walking holiday villas and apartments Sint Maarten | Holiday Lettings

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Location

  • Caribbean
  • St. Maarten - Saint Martin
  • Sint Maarten

Location

  • All locations
  • Beacon Hill, Sint Maarten (3)
  • Cole Bay (1)
  • Cupecoy Bay (9)
  • Dawn Beach (2)
  • Guana Bay (1)
  • Maho (1)
  • Oyster Pond (7)
  • Pelican Key (1)
  • Philipsburg (4)
  • Simpson Bay (10)

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Also consider

Philipsburg
152 properties
Oyster Pond
136 properties
Simpson Bay
131 properties
Cupecoy Bay
46 properties
Mullet Bay
28 properties
Maho
20 properties
Red Pond
20 properties
Dawn Beach
18 properties
Cole Bay
18 properties
Beacon Hill, Sint Maarten
8 properties
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39 Holiday homes

Filters applied: Walking holidays (39)

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

1 / 22

Sint Maarten / Dawn Beach

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £344 / night

£2405 - £4008 / week

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from £344 / night

1 / 24

Sea Dream - Sea Views- Walk to the Beach

Sint Maarten / Cupecoy Bay

3 bedroomsSleeps 6Min 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 £295 / night

£2063 - £4505 / week

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from £295 / night

1 / 13

Sint Maarten / Philipsburg

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £268 / night

£1871 / week

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from £268 / night

(5) Excellent 

1 / 24

Sint Maarten / Cole Bay

1 bedroomSleeps 24 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car advised;
 …see more

from £100 / night

£695 / week

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from £100 / night

1 / 9

Sint Maarten / Dawn Beach

StudioSleeps 25 nights min stay

  • Studio
  • Sleeps 2
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Swimming pool;
 …see more

from £84 / night

£0 / week

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from £84 / night

1 / 15

Sint Maarten / Oyster Pond

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £306 / night

£2137 - £2287 / week

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from £306 / night

(1) Excellent 

1 / 9

Sint Maarten / Oyster Pond

StudioSleeps 2Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £51 / night

£353 - £589 / week

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from £51 / night

(6) Excellent 

1 / 31

Sint Maarten / Cupecoy Bay

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £178 / night

£1069 - £3207 / week

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from £178 / night

(2) Excellent 

1 / 24

Sint Maarten / Pelican Key

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
 …see more

from £191 / night

£1336 - £2004 / week

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from £191 / night

(1) Good 

1 / 24

Mumbai - Cupecoy Beach - 3 Bedrooms - Cupecoy Bay villa sleeps 6

Sint Maarten / Cupecoy Bay

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
Welcome to Mumbai located in Shore Pointe, one of the newest and most exquisite developments and situated directly on the stunning beach at Cupecoy. This spectacular 3 bedroom ultra luxurious fully air conditioned property with private offers the most incredible views o  …see more

from £622 / night

£4352 - £11833 / week

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from £622 / night

(1) Excellent 

1 / 21

Sint Maarten / Philipsburg

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Car not necessary;
 …see more

from £54 / night

£336 / week

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from £54 / night

(4) Excellent 

1 / 28

Sint Maarten / Philipsburg

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car advised;
 …see more

from £49 / night

£342 - £455 / week

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from £49 / night

(1) Excellent 

1 / 26

Sint Maarten / Cupecoy Bay

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Ask owner if suitable for children;
 …see more

from £173 / night

£1222 / week

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from £173 / night

1 / 18

La Perla Classic - Beach Front - 1 Bedroom

Sint Maarten / Beacon Hill, Sint Maarten

1 bedroomSleeps 2Min 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 £764 / night

£5344 / week

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from £764 / night

(2) Excellent 

1 / 30

Sint Maarten / Simpson Bay

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £394 / night

£2634 - £7069 / week

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from £394 / night

1 / 8

Sint Maarten / Simpson Bay

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £191 / night

£1298 - £1680 / week

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from £191 / night

1 / 24

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

Sint Maarten / Cupecoy Bay

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 £927 / night

£6489 / week

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from £927 / night

1 / 24

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

Sint Maarten / Maho

3 bedroomsSleeps 6Min 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 £568 / night

£3970 / week

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from £568 / night

1 / 24

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

Sint Maarten / Cupecoy Bay

2 bedroomsSleeps 4Min 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 £895 / night

£6260 / week

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from £895 / night

1 / 23

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

Sint Maarten / Cupecoy Bay

4 bedroomsSleeps 8Min 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 £655 / night

£4581 / week

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from £655 / night

1 / 24

Les Palmiers - Luxury Beachfront - 1 Bedroom

Sint Maarten / Beacon Hill, Sint Maarten

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 £764 / night

£5344 / week

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from £764 / night

1 / 24

Villa Ambiance - Terres Basses - 4 Bedroom

Sint Maarten / Cupecoy Bay

4 bedroomsSleeps 8Min 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 £818 / night

£5726 / week

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from £818 / night

(2) Excellent 

1 / 12

Simpson Bay / Simpson Bay Beach

1 bedroomSleeps 24 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.8 km; Suitable for children age 5+;
 …see more

from £89 / night

£618 / week

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from £89 / night

1 / 22

Simpson Bay / Simpson Bay Beach

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Great for children of all ages ;
 …see more

from £104 / night

£723 - £3094 / week

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from £104 / night

(3) Excellent 

1 / 18

Sint Maarten / Guana Bay

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £210 / night

£1909 - £2710 / week

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from £210 / night

1 / 26

Sint Maarten / Simpson Bay

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £302 / night

£2111 / week

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from £302 / night

1 / 19

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

Sint Maarten / Cupecoy Bay

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 £913 / night

£6386 / week

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from £913 / night

1 / 9

Sint Maarten / Simpson Bay

1 bedroomSleeps 2Min stay varies

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

from £69 / night

£481 - £558 / week

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from £69 / night

1 / 22

Simpson Bay / Simpson Bay Beach

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Great for children of all ages ;
 …see more

from £104 / night

£723 - £3094 / week

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from £104 / night

1 / 34

Sint Maarten / Oyster Pond

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £199 / night

£1387 / week

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from £199 / night

1 / 24

Encore - Stunning Villa Rental - 5 Bedrooms

Sint Maarten / Beacon Hill, Sint Maarten

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 £857 / night

£5993 - £16794 / week

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from £857 / night

1 / 22

Sint Maarten / Simpson Bay

5 bedroomsSleeps 16Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £649 / night

£5932 / week

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from £649 / night

1 / 17

Simpson Bay / Simpson Bay Beach

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £394 / night

£0 / week

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from £394 / night

1 / 20

Simpson Bay / Simpson Bay Beach

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Great for children of all ages ;
 …see more

from £104 / night

£723 - £3094 / week

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from £104 / night

1 / 18

Sint Maarten / Philipsburg

3 bedroomsSleeps 84 nights min stay

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

from £395 / night

£3422 / week

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from £395 / night

1 / 11

Sint Maarten / Oyster Pond

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £101 / night

£706 / week

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from £101 / night

1 / 13

Sint Maarten / Oyster Pond

StudioSleeps 23 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

£295 / week

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from £43 / night

1 / 9

Sint Maarten / Oyster Pond

3 bedroomsSleeps 86 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £505 / night

£3362 / week

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from £505 / night

1 / 8

Sint Maarten / Oyster Pond

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £361 / night

£2522 / week

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from £361 / night

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