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34 vacation rentals

(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

$147

Price per night from

$147

(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
…see more

Price per night from

$275

Price per night from

$275

13

Westin Dawn Beach Club, St.Maarten - Ocean Front L

Sint Maarten / Philipsburg

Philipsburg apartment

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$800

Price per night from

$800

(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

(5) Excellent 

29

Oasis at The Cliff in Cupecoy -Oceanfront Luxury

Sint Maarten / Cupecoy Bay

Cupecoy Bay condo

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$250

Responds fast!
avg. 3 hours 55 minutes

Price per night from

$250

(4) Excellent 

33

La Terrasse Maho

Sint Maarten / Maho

Maho apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$140

Responds fast!
avg. 3 hours 41 minutes

Price per night from

$140

22

Beach Front Property - Spectacular Sunset

Sint Maarten / Simpson Bay

Simpson Bay villa

5 16 min stay varies

  • 5 bedrooms
  • sleeps 16
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$850

Price per night from

$850

(1) Excellent 

38

Villa Seaclusion Ocean View Pool 8 bedrooms

Sint Maarten / Cole Bay

Cole Bay villa

8 16 1 night min

  • 8 bedrooms
  • sleeps 16
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,200

Responds fast!
avg. 35 minutes

Price per night from

$1,200

(1) Excellent 

26

Vacation Villa at Simpson's bay and Marina

Simpson Bay / Simpson Bay Beach

Simpson Bay villa

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

Price per night from

$136

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$136

(1) Excellent 

42

Porto Cupecoy Luxury Penthouse Pool Jacuzzi Ocean & Lagoon Views 3 bdrm

Sint Maarten / Cupecoy Bay

Cupecoy Bay penthouse

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$2,999

Responds fast!
avg. 35 minutes

Price per night from

$2,999

(1) Excellent 

39

Porto Cupecoy Penthouse pool hotub outside fireplace ocean & lagoon Views 4 bdrm

Sint Maarten / Cupecoy Bay

Cupecoy Bay house

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$996

Responds fast!
avg. 35 minutes

Price per night from

$996

(1) Excellent 

42

ST MARTIN LUXURY 4 BEDROOM VILLA MINUTES TO BEACH

Saint-Martin / Terres Basses

Terres Basses villa

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Price per night from

$986

Price per night from

$986

14

Sapphire Suite - Indulgent retreat!

Sint Maarten / Simpson Bay

Simpson Bay condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 0 mi
  • Child Friendly
  • Car not necessary

Price per night from

$191

Price per night from

$191

24

On Island Time

Sint Maarten / Oyster Pond

Oyster Pond villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$739

Price per night from

$739

35

Villa Dolphin

Sint Maarten / Oyster Pond

Oyster Pond villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$739

Price per night from

$739

(3) Excellent 

23

**FANTASTIC SPECIAL OFFERS PLEASE ASK** The Retreat - Cupecoy 2,3 or 4 Bedrooms

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

Price per night from

$929

Price per night from

$929

(2) Excellent 

26

Amazing Runway Villas on the lagoon

Sint Maarten / Dutch Lowlands

Dutch Lowlands villa

2 2 3 nights min

  • 2 bedrooms
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$99

Responds fast!
avg. 2 hours 56 minutes

Price per night from

$99

17

CASAPATACHON

Saint-Martin / Marigot, Saint Martin

Marigot, Saint Martin apartment

1 3 7 nights min

  • 1 bedroom
  • sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$111

Price per night from

$111

(1) Very Good 

17

Villa Jasmin

Saint-Martin / Terres Basses

Terres Basses villa

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.15 mi
  • Swimming pool

Price per night from

$1,131

Price per night from

$1,131

24

**PLEASE ASK ABOUT OUR SPECIAL OFFERS** Casa Cervo - Baie Rouge 4 Bedrooms

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,429

Price per night from

$1,429

24

**AMAZING SPECIAL OFFERS ** Villa Ambiance - Terres Basses - 4 Bedroom

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Price per night from

$1,000

Price per night from

$1,000

24

"PLEASE ENQUIRE ABOUT OUR SPECIALS" Encore - Stunning Villa Rental - 5 Bedrooms

Sint Maarten / Beacon Hill, Sint Maarten

Beacon Hill, Sint Maarten villa

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,264

Price per night from

$1,264

25

*PLEASE ASK ABOUT OUR SPECIAL OFFERS* La Perla Classic - Beach Front - 1 Bedroom

Sint Maarten / Beacon Hill, Sint Maarten

Beacon Hill, Sint Maarten villa

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$6,429

Price per night from

$6,429

76

"FANTASTIC OFFERS PLEASE ENQUIRE FOR MORE" Baie Longue Beach House - 3 Bedrooms

Sint Maarten / Maho

Maho villa

3 6 7 nights min

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

Price per night from

$857

Price per night from

$857

46

Spacious villa with swimming-pool

Saint-Martin / Terres Basses

Terres Basses villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$972

Price per night from

$972

51

Spacious villa with swimming-pool

Saint-Martin / Terres Basses

Terres Basses villa

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,096

Price per night from

$1,096

26

Spacious villa with swimming-pool

Sint Maarten / Maho

Maho villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$502

Price per night from

$502

42

Spacious villa with swimming-pool

Saint-Martin / Terres Basses

Terres Basses villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$860

Price per night from

$860

Great rentals within 20 miles that match your search

Distance approx 9.35 km from St. Martin Sint Maarten Show on Map

(3) Excellent 

22

Anguilla Bow Green Villa on Rendezvous Bay Beach

Anguilla / West End Village

West End Village villa

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,070

Price per night from

$1,070

Distance approx 10.29 km from St. Martin Sint Maarten Show on Map

30

SONGBIRD

West End Village / Merrywing Bay

Merrywing Bay villa

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool

Price per night from

$1,950

Price per night from

$1,950

Distance approx 9.62 km from St. Martin Sint Maarten Show on Map

(2) Excellent 

20

Bow Green Rendezvous Anguilla

West End Village / Meads Bay Pond

Meads Bay Pond villa

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$810

Price per night from

$810

Distance approx 9.16 km from St. Martin Sint Maarten Show on Map

(1) Excellent 

19

ARUSHI VILLA

West End Village / Merrywing Bay

Merrywing Bay villa

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

Price per night from

$3,100

Price per night from

$3,100

Distance approx 17.29 km from St. Martin Sint Maarten

22

Mirador - Wonderful Views - 4 Bedrooms

St. Barthelemy / Anse des Cayes

Anse des Cayes villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 1 mi
  • Child Friendly
  • Car not necessary

Price per night from

$1,257

Price per night from

$1,257

Distance approx 17.02 km from St. Martin Sint Maarten

79

Amazing villa with swimming-pool

St. Barthelemy / Anse des Cayes

Anse des Cayes villa

2 4 min stay varies

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

Price per night from

$783

Price per night from

$783