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Match: Water sports
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$344
TARA... Affordable oceanfront villa, walk to beach
Simpson Bay villa
- 5 bedrooms
- 5 bathrooms
- sleeps 10
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$658
CORFU... Penthouse w/ Private Pool at Porto Cupecoy, St Maarten
Cupecoy Bay apartment
- 3 bedrooms
- 4 bathrooms
- sleeps 6
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$450
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$160
“Our 3rd anniversary” My husband and I had the pleasure of celebrating our 3rd wedding anniversary at Tranquil Settings! Absolutely loved this place and glad we spent it nestled in Port Cupecoy! Beautiful decor in every room, loved all aspects of Tranquil Settings! The cleanliness and comfort of each room was remarkable! The location is perfect, relaxed on the patio lounge chairs at night enjoying the wonderful view, the pool is just a short walk away, and enjoyed going to the plaza as well. Looking forward to visiting Tranquil Settings again - definitely my #1 choice for our 4th anniversary!!
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$286
LUNA at SHORE POINT... Secure, luxurious, and just steps from Cupecoy Beach
Cupecoy Bay house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
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$557
SEACHEST...Spacious, full AC, gorgeous views of Simpson Bay Lagoon
Cupecoy Bay villa
- 4 bedrooms
- 4 bathrooms
- sleeps 8
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$672
Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool.
Philipsburg villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$401
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$654
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$303
Gorgeous Beachfront Villa#9 at 'Villas on Great Bay'
Philipsburg apartment
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Match: Water sports
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$385
COCO BEACH CLUB #5.... Located on the soft white powdery sand of Simpson Bay be
Simpson Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$229
CARIBBEAN BLUE... 5BR beachfront home in Pelican Key
Simpson Bay villa
- 5 bedrooms
- 5 bathrooms
- sleeps 10
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$915
Dawn Beach Resort, Westin Penthouse for 8 Guests!
Oyster Pond penthouse
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$490
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$224
The ONLY 5-Star on Dutch side: 3BR, 2BA, Full ktch
Oyster Pond apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$982
Price per night from
$161
MARINA 360......Porto Cupecoy, overlooking Simpson Bay and the Marina, St Maarte
Cupecoy Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$400
Villa Leones- romantic,peaceful and quite getaway with breathtaking oceanviews
Oyster Pond house
- 1 bedroom
- 1 bathroom
- sleeps 2
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$298
Dawn Beach Club, St.Maarten - Ocean Front, next to JWMarriott property
Philipsburg apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 9
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$573
BAHARI... Fabulous beachfront villa, breathtaking sunsets!
Cupecoy Bay house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
“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, music system, computer games and flat-screen televisions.. . including a huge outdoor television for night-time viewing from the pool! It is now our family's annual vacation spot!
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$680
3 bedroom Lux apartment in Dawn beach Club with private beach and infinity pool
Oyster Pond apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$409
CARIBBEAN PARADISE... Affordable 2BR condo at Rainbow Beach Club on the shores o
Cupecoy Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$180
MUMBAI... Elegant, Luxurious, Totally Secure, & private access to Cupecoy Beach!
Cupecoy Bay house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
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$815
VICTORIA...3 BR affordable St Martin rental villa, panoramic views
Oyster Pond villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$595
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$524
AGUA AZUL... Gorgeous 2BR at Porto Cupecoy, great location on the Gold Coast!
Cupecoy Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$286
HOPE COTTAGE... charming, romantic hideaway w/ breathtaking views!
Oyster Pond villa
- 1 bedroom
- 1 bathroom
- sleeps 2
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$215
MARISOL... Light and airy townhouse at Point Blue in Pelican Key Estate
Simpson Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$229
SOL Y MAR... fabulous beachfront penthouse on Kimsha Beach! Private pool, Walk t
Simpson Bay villa
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$558
ARCADIA...Charming hillside 3BR villa... wonderful sea & marina views
Oyster Pond house
- 4 bedrooms
- 4 bathrooms
- sleeps 6
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$503
BISOU DU SOLEIL... beautiful, immaculate, affordable villa in Pelican Key
Simpson Bay villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$500
WITENBLAUW... Magical Beach Front Estate on Pelican Key
Simpson Bay villa
- 6 bedrooms
- 7 bathrooms
- sleeps 17
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$2,429
ARTIMINO...3 BR condo, located in Porto Cupecoy, St Maarten
Cupecoy Bay apartment
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Match: Water sports
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$450
COCO BEACH CLUB 6...walk out onto the sand of Simpson Bay Beach
Simpson Bay condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$229
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Match: Water sports
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$315
PROVENCE... Affordable villa, gorgeous views, close to dining, shopping, casinos
Simpson Bay villa
- 6 bedrooms
- 5 bathrooms
- sleeps 12
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$671
CASA DE BELLA... Great location at a great price!!
Simpson Bay house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Match: Water sports
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$215