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Match: Tennis in town
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$344
Match: Tennis in town
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$159
“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!!
Match: Tennis in town
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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
Match: Tennis in town
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$557
SEACHEST...Spacious, full AC, gorgeous views of Simpson Bay Lagoon
Cupecoy Bay villa
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Match: Tennis in town
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$672
Match: Tennis in town
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$303
COCO BEACH CLUB #5.... Located on the soft white powdery sand of Simpson Bay be
Simpson Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Tennis in town
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$229
CARIBBEAN BLUE... 5BR beachfront home in Pelican Key
Simpson Bay villa
- 5 bedrooms
- 5 bathrooms
- sleeps 10
Match: Tennis in town
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$915
Match: Tennis in town
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$161
MARINA 360......Porto Cupecoy, overlooking Simpson Bay and the Marina, St Maarte
Cupecoy Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Tennis in town
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$400
Villa Leones- romantic,peaceful and quite getaway with breathtaking oceanviews
Oyster Pond house
- 1 bedroom
- 1 bathroom
- sleeps 2
Match: Tennis in town
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$298
Dawn Beach Club, St.Maarten - Ocean Front, next to JWMarriott property
Philipsburg apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 9
Match: Tennis in town
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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!
Match: Tennis in town
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$850
CARIBBEAN PARADISE... Affordable 2BR condo at Rainbow Beach Club on the shores o
Cupecoy Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Tennis in town
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$180
MUMBAI... Elegant, Luxurious, Totally Secure, & private access to Cupecoy Beach!
Cupecoy Bay house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Match: Tennis in town
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$815
Match: Tennis in town
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$524
HOPE COTTAGE... charming, romantic hideaway w/ breathtaking views!
Oyster Pond villa
- 1 bedroom
- 1 bathroom
- sleeps 2
Match: Tennis in town
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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
Match: Tennis in town
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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
Match: Tennis in town
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$558
Match: Tennis in town
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$492
ARCADIA...Charming hillside 3BR villa... wonderful sea & marina views
Oyster Pond house
- 4 bedrooms
- 4 bathrooms
- sleeps 6
Match: Tennis in town
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$503
BISOU DU SOLEIL... beautiful, immaculate, affordable villa in Pelican Key
Simpson Bay villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Match: Tennis in town
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$500
WITENBLAUW... Magical Beach Front Estate on Pelican Key
Simpson Bay villa
- 6 bedrooms
- 7 bathrooms
- sleeps 17
Match: Tennis in town
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$2,429
PROVENCE... Affordable villa, gorgeous views, close to dining, shopping, casinos
Simpson Bay villa
- 6 bedrooms
- 5 bathrooms
- sleeps 12
Match: Tennis in town
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$671
CASA DE BELLA... Great location at a great price!!
Simpson Bay house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Match: Tennis in town
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$215
IL PUNTO BLUE...Located right on the beach in prestigious Pelican Key
Simpson Bay apartment
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Match: Tennis in town
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$429
RENDEZVOUS...A fabulous 2 BR contemporary 2 BR condo unit on a great beach!
Simpson Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Tennis in town
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$442
La Calanthe. Amazing Ocean Front Villa, Pool, Direct ocean access
Cole Bay villa
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Tennis in town
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$630
Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private
Cole Bay apartment
- 1 bedroom
- 1 bathroom
- sleeps 2
Match: Tennis in town
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$155
CORALITA...4 BR casual villa in French St Martin on Oyster Pond
Oyster Pond villa
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Match: Tennis in town
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$475
VILLA AQUA at Indigo Bay... 30% OFF thru 8/31/24 gorgeous, modern, ocean front!
Cole Bay villa
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Match: Tennis in town
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$644
MOONRISE... Wow!! Fabulous luxury Condo at Blue Residences in Cupecoy
Maho apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Tennis in town
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$286
Lighthouse 3C...Featuring beautiful views of the ocean and Dawn Beach
Oyster Pond farmhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Match: Tennis in town
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$500
ATLANTIS... Beachfront on Simpson Bay - totally redone after Irma!
Simpson Bay apartment
- 1 bedroom
- 1 bathroom
- sleeps 2
Match: Tennis in town
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$272
UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!
Simpson Bay apartment
- 2 bedrooms
- 3 bathrooms
- sleeps 4
Match: Tennis in town
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$508
Match: Tennis in town
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$219
VILLA SKY BLUE... Luxurious 5BR ocean view villa - fabulous water views
Oyster Pond house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
Match: Tennis in town
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$856
COLONY MANOR GUEST COTTAGE... Romantic hideaway right on Simpson Bay Beach!
Simpson Bay studio
- Studio
- 1 bathroom
- sleeps 2
Match: Tennis in town
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$215