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SPINNAKER #1322... Oceanfront at Oyster Bay Beach Resort on Dawn Beach

• OYSTER POND St Maarten Dutch Side
• Condo , Gated Community , Resort
• 2 Bedrooms, Sleeps up to 2
• 2.5 Bathrooms
• Ocean Front
Welcome to the Spinnaker! This charming, distinctive hideaway offers a unique vacation experience in a private residence, yet it offers all the amenities of a 4 star resort. This community of only 6 units is located directly on the water’s edge of Oyster...Read More

SPINNAKER #1412... Oceanfront at Oyster Bay Beach Resort on Dawn Beach

• OYSTER POND St Maarten Dutch Side
• Condo , Gated Community , Resort
• 2 Bedrooms, Sleeps up to 4
• 2 Bathrooms
• Ocean Front
• Spa Services
Welcome to the Spinnaker! This charming, distinctive hideaway offers a unique vacation experience in a private residence, yet it offers all the amenities of a 4 star resort. This community of only 6 units is located directly on the water’s edge of Oyster...Read More

SPINNAKER #1432... Oceanfront at Oyster Bay Beach Resort on Dawn Beach

• Oyster Pond St Maarten Dutch Side
• Condo , Gated Community
• 2 Bedrooms, Sleeps up to 4
• 2 Bathrooms
• Ocean Front
Looking for space, privacy, and the convenience of a fully equipped home, yet long for the amenities of a resort? Welcome to Spinnaker 1432! This charming 2 bedroom, 2 bath condo is located in the impeccably maintained Oyster Bay Beach Resort, a very secure gu...Read More

Brand New Villa – Introducing La Maison Blanche, a newly constructed addition to Island Properties rental listings. This impressive 5 bedroom, 5 bathroom luxurious villa is located in Guana Bay, within walking distance of Guana Bay Beach. The spectacul...Read More

SYRIANA... Penthouse in Porto Cupecoy, ocean, marina & lagoon views from private roof deck (39050)

• Porto Cupecoy St Maarten Dutch Side
• Condo , Gated Community , Resort
• 3 Bedrooms, Sleeps up to 6
• 3 Bathrooms
• Ocean View
Valid on all NEW BOOKINGS ONLY - 10% Discount on bookings of 7 nights or more - Winter/Spring Season Valid on all NEW BOOKINGS ONLY - 5th Night is Free - Summer/Fall Season Promo subject to change or discontinue w/o notice prior to a confirmed reservations ...Read More

TARA... Affordable oceanfront villa, walk to beach (31276)

• Beacon Hill St Maarten Dutch Side
• Villa
• 5 Bedrooms, Sleeps up to 10
• 5 Bathrooms
• Ocean Front
• Private Pool
Built on a cliff, directly above the tropical blue sea, Villa Tara offers vacationers a one of a kind experience. The backyard of this home is the majestic Caribbean Sea, and it can be admired from almost every room in this St. Martin villa. Cleverly designed...Read More

THE COVE at The Cliff... Fabulous Oceanfront 4BR Penthouse!

• Cupecoy St Maarten Dutch Side
• 4 Bedrooms, Sleeps up to 8
• 4 Bathrooms
• Ocean Front
• Shared Pool
• Spa Services
What a fabulous property! You’ll be oohing and aahing the minute you walk in the door of this 4 bedroom, 4.5 bath masterpiece! Experience the heights of luxury at The Cove, a beautiful penthouse located at The Cliff, a prestigious one of a kind, oceanfro...Read More

THE DREAM at Los Arenas... Fabulous Beachfront Penthouse on Simpson Bay

• Simpson Bay St Maarten Dutch Side
• Condo , Gated Community
• 2 Bedrooms, Sleeps up to 4
• 2 Bathrooms
• Beach Front
Located on a gorgeous white sand beach and close to lots of restaurants, shops, bars, casino, etc., you’ll be Living the Dream at Las Arenas! This luxurious ultra-modern 2 bedroom 2.5 bathroom penthouse is located on St. Maarten’s longest (1.3 mile...Read More

THE GREAT ESCAPE... Rare 3BR Beachfront on Simpson Bay! Perfect for couples!

• Simpson Bay St Maarten Dutch Side
• Condo
• 3 Bedrooms, Sleeps up to 6
• 3 Bathrooms
• Beach Front
• Shared Pool
15% Discount for Travel Jan 6 – Apr 14, 7 Night Minimum.Every 7th Night is Free for Travel Apr 15-Dec 15. Promotions may be discontinued w/o notice prior to a confirmed reservationLooking for a fabulous beachfront escape? Why not make it The Great Escape...Read More

TIKI TOP... Charming Remodeled Beachfront in Pelican Key

• Pelican Key St Maarten Dutch Side
• Condo
• 3 Bedrooms, Sleeps up to 6
• 3.5 Bathrooms
• Beach Front
This newly refurbished modern 3 bedrooms 3-bathroom oceanfront home is located in the very popular Pelican Key area and offers a spacious, extremely comfortable vacation experience. With three bedrooms, three full and one half bathrooms and a spacious living, ...Read More

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Availability

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Bedrooms

0 Bedroom (3)
1 Bedroom (6)
2 Bedrooms (24)
3 Bedrooms (32)
4 Bedrooms (16)
5 Bedrooms (10)
6 Bedrooms (12)
7 Bedrooms (2)
8 Bedrooms (1)

Sleeps

Sleeps 1-4 (29)
Sleeps 5-8 (40)
Sleeps 9-12 (18)
Sleeps 13+ (6)

Bathrooms

1 Bathrooms (5)
2 Bathrooms (26)
3 Bathrooms (28)
4+ Bathrooms (38)

Property Type

Bungalow (1)
Condo (37)
Duplex (1)
Estate (1)
Farmhouse (1)
Gated Community (53)
Private Home (1)
Resort (14)
Studio (2)
Suite (1)
Townhouse (1)
Villa (53)

Special Features

Beach Access (68)
Elderly Access (9)
Pool (69)
Wheelchair Access (4)