Vacation Rentals & Villas in Cupecoy Bay

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1,136 Houses

(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

$242

Price per night from

$242

(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

$172

Price per night from

$172

(1) Excellent 

39

CARIBBEAN PEARL...Porto Cupecoy, top floor 2BR with expansive views of the marin

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

2 4 min stay varies

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

Price per night from

$400

Price per night from

$400

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

$139

Price per night from

$139

(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
…see more

Price per night from

$814

Responds fast!
avg. 1 hour 15 minutes

Price per night from

$814

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

(1) Excellent 

22

AAZURE... 1BR love nest at Porto Cupecoy, St Maarten

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Air conditioning

Price per night from

$386

Price per night from

$386

(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

$315

Price per night from

$315

(1) Excellent 

26

AAZURE Porto Cupecoy - Live the Dream

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children

Price per night from

$260

Price per night from

$260

(3) Excellent 

33

CORFU... Penthouse w/ Private Pool at Porto Cupecoy, St Maarten

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$800

Price per night from

$800

20

Syriana

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Ask about pets

Price per night from

$500

Price per night from

$500

42

Villa Corfu * Ocean View # Located in Fabulous Porto Cupecoy with Private Pool

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

3 6 min stay varies

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

Price per night from

$525

Price per night from

$525

21

MARINA 360......Porto Cupecoy, overlooking Simpson Bay and the Marina, St Maarte

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

2 4 min stay varies

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

Price per night from

$475

Price per night from

$475

(1) Excellent 

15

Apartment Florence

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

3 6 1 night min

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

Price per night from

$296

Price per night from

$296

(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

$287

Responds fast!
avg. 3 hours 40 minutes

Price per night from

$287

18

SEACHEST...Spacious, full AC, gorgeous views of Simpson Bay Lagoon

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$886

Price per night from

$886

42

Villa Tiaris 4 Bedroom ^ Beach View | Located in Exquisite La Samanna with Pri

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$3,675

Price per night from

$3,675

(11) Excellent 

35

BAHARI... Fabulous beachfront villa, breathtaking sunsets!

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
“Amazing and relaxing” This home has everything! Great beaches, restaurants and shopping are all nearby but no need to leave the house. Beachfront, pool, amazing sunsets, designer furnishings, hot tub and state-of-the art kitchen, wireless network, mu
…see more

Price per night from

$786

Price per night from

$786

14

CARIBBEAN PARADISE... Affordable 2BR condo at Rainbow Beach Club on the shores o

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

2 4 min stay varies

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

Price per night from

$280

Price per night from

$280

32

MUMBAI... Elegant, Luxurious, Totally Secure, & private access to 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

$1,214

Price per night from

$1,214

24

AGUA AZUL... Gorgeous 2BR at Porto Cupecoy, great location on the Gold Coast!

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

2 4 min stay varies

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

Price per night from

$700

Price per night from

$700

24

Aazure

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies

Price per night from

$229

Price per night from

$229

39

3 Bedroom Apartment overlooking Porto Cupecoy Marina

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Ask about pets

Price per night from

$429

Price per night from

$429

(3) Very Good 

21

TROPICAL WAVES...Porto Cupecoy, wonderful views of the Marina, St Maarten

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“great location” we have stayed 4 times in Porto Cupecoy, in 4 different units. They are all very similar. Overall it was pretty comfortable, and the location in the complex offered a very nice view and just the right amount of breeze going through t
…see more

Price per night from

$595

Price per night from

$595

40

AQUA VUE... Rare 4BR at Porto Cupecoy! 7th Night Free...Huge Gym, Heated Pool, T

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

4 8 10 nights min

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

Price per night from

$1,000

Price per night from

$1,000

30

Villa Corfu 2 Bedroom ^ Ocean View * Located in Tropical Porto Cupecoy with Pri

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

2 4 min stay varies

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

Price per night from

$450

Price per night from

$450

(1) Excellent 

9

Mare

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$229

Price per night from

$229

(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

$3,448

Responds fast!
avg. 34 minutes

Price per night from

$3,448

13

Villa Adelaide's Escape ^ Ocean Front ^ Located in Wonderful Cupecoy with Hous

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$368

Price per night from

$368

27

ARTIMINO...3 BR condo, located in Porto Cupecoy, St Maarten

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

3 6 min stay varies

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

Price per night from

$700

Price per night from

$700

18

Villa Mare # Water View # Located in Fabulous Porto Cupecoy with House Cleaning

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$240

Price per night from

$240

9

Ocean View Villa-Fantastic Sunsets

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning

Price per night from

$591

Price per night from

$591

33

Villa Gonz

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

3 6 1 night min

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

Price per night from

$143

Price per night from

$143

26

Villa Mumbai - Beach Front * Located in Tropical Cupecoy with Private Pool

Sint Maarten / Cupecoy Bay

Cupecoy Bay villa

2 4 min stay varies

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

Price per night from

$750

Price per night from

$750

24

cupecoy beach condos 1 bedroom

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$247

Responds fast!
avg. 3 hours 30 minutes

Price per night from

$247

10

Great Caribbean View

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$165

Price per night from

$165

(1) Excellent 

24

Sea * Port Cupecoy .. 1 BR ...

Sint Maarten / Cupecoy Bay

Cupecoy Bay apartment

1 2 min stay varies

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

Price per night from

$376

Price per night from

$376

32

cupecoy beach villa

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

$736

Responds fast!
avg. 3 hours 30 minutes

Price per night from

$736