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Vacation Rentals in Simpson Bay, St Maarten-St Martin

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    All 118 Rentals in Simpson Bay
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    Travelers to Simpson Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    From
    $250
    / Night
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    1 / 8
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    From
    $316
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    From
    $228
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    1 / 18
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Inquiry
    From
    $214
    / Night
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    1 / 17
    4.5 of 5 stars (9) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Children's Pool
    • Swingset
    • Sauna
    • Housekeeping...
    • Staffed Property
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    These 1BR units in the Simpson Bay Resort in the coveted area of Simpson Bay on the Dutch side of St. Maarten is just steps from the beach. The views are fantastic with the most gorgeous sunset ever seen in the Caribbean. Many guests have made repeated visits over the past 8 years. Watch the... View all property information
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    Simpson Bay, Sint Maarten 00000
    From
    $858
    / Night
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    1 / 23
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Dryer
    • Water Views
    • Washer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    La-di-da is a gorgeous, contemporary 4 bedroom, 4 bath villa with a 2 bedroom apartment located below the main part of the villa that sits high atop a hill at the mouth of Pelican Key. This setting provides wonderful privacy at the villa. From the living areas, decks and pool area you are... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,500
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    1 / 24
    4 of 5 stars (1) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • DVD Player
    • Water Views
    • Satellite TV
    • Hot Tub
    • Shared Outdoor Pool...
    • Air Conditioning
    • Wi-Fi
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    7th Night Free! Apr 15 - Dec 15, 2015 & Jan 5 - Dec 15, 20167 Night Minimum This property may accept holiday stays of less than 14 nights. A La Plage is an Architect decorated, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches,... View all property information
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    Simpson Bay, Sint Maarten
    From
    $4,700
    / Week
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    1 / 21
    5 of 5 stars (1) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Private Outdoor...
    • Water Views
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Congratulations! You’ve discovered “Beach Secret” one of St Marten’s best kept! Located on the shore of Burgeoux Bay (noted for finding lots of large Conch shells) and within walking distance to St Maarten’s thriving night life area of Maho, Beach Secret, a newly renovated 4 bedroom, 4.5 bath villa... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,980
    / Week
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    1 / 13
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Satellite TV
    • Water Views
    • Shared Outdoor Pool...
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.'Unforgettable' is two bedroom, two and a half bathroom ground floor luxury St. Maarten vacation rental condo... is located in Las Arenas, a new contemporary, high quality complex on Simpson Bay Beach. The... View all property information
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    Simpson Bay, Sint Maarten
    From
    $2,280
    / Week
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    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Wi-Fi
    • Stereo System
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    7th Night Free! Apr 15 - Dec 15, 2015 & 2016 Maid Service offered 2x p/week when booking the 7th Night Free Promo RatesThis property may accept holiday stays of less than 14 nights.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Rendezvous, from the... View all property information
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    Simpson Bay, Sint Maarten
    From
    $2,400
    / Week
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    1 / 31
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    • Waterfront
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Royal Palm 101 is a ground floor 3 bedroom, 3 bath St. Maarten vacation rental that opens up to the beach and the pool area... Great for kids! Royal Palm Beach Club in Simpson Bay, Dutch St. Maarten is situated on the ocean a few steps away from a beautiful stretch of sandy beach. Enjoy spectacular... View all property information
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    Simpson Bay, Sint Maarten
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    From
    $4,500
    / Week
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    1 / 31
    5 of 5 stars (1) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Waterfront
    • Water Views
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Caribbean Blue is a beachfront home in Pelican Key. With five bedrooms and bathrooms, it is the perfect house for a family vacation. Caribbean Blue may be rented with use of either 3, 4 or 5 bedrooms. The... View all property information
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    Simpson Bay, Sint Maarten
    From
    $2,000
    / Week
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Stereo System
    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Casella is a very comfortable, fully air-conditioned 3 bedroom, 2 ½ bath townhome with views towards Simpson Bay and the Simpson Bay Lagoon... and it has a private pool! It is conveniently located an easy, short walk to a plethora of shopping, beaches (Kim Shaw is just 3 minutes away), casinos,... View all property information
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    Simpson Bay, Sint Maarten
    From
    $3,750
    / Week
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    1 / 33
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This property may accept holiday stays of less than 14 nights.Talk about a fabulous condo on the beach!! Aqualina 402 is a luxury two bedroom penthouse unit at the prestigious Aqualina Beach Club directly on beautiful Simpson Bay beach. Unit 402 is the ideal property for one or two couples that... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,600
    / Week
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    1 / 18
    3.5 of 5 stars (2) Average
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • DVD Player
    • Waterfront
    • Shared Outdoor Pool...
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Atlantis at Coco Beach Club is a great location for your vacation! Located right on the beach at Simpson Bay, you will wake every morning to the sound of the ocean. Atlantis at Coco Beach Club is a one bedroom St. Maarten rental condo, one bathroom unit nicely decorated., fully air-conditioned and... View all property information
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    Simpson Bay, Sint Maarten
    From
    $2,500
    / Week
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    1 / 13
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • Deck
    • DVD Player
    • Air Conditioning
    • Stereo System
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Sapphire villa, the perfect St. Maarten vacation rental, is a charming Caribbean styled house nestled in lush tropical gardens. Sitting high on a hillside in the exclusive Pelican Key area. The villa offers... View all property information
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    Simpson Bay, Sint Maarten
    From
    $3,500
    / Week
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    1 / 16
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Private Outdoor...
    • Hot Tub
    • Deck
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    7th Night Free! June 1 - Dec 15, 2015 & Jan 5 - Dec 15, 2016Restrictions Apply!This property may accept holiday stays of less than 14 nights.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.St Tropez sits high up on the hill in Pelican Key in Dutch St... View all property information
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    Simpson Bay, Sint Maarten
    From
    $3,500
    / Week
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    1 / 46
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Hot Tub
    • Deck
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Villa Provence enjoys a majestic view from its elevated location up on the Pelican Key and offers breathtaking sunsets every evening. Imagine watching the sun set with a delicious local cocktail in hand... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $285
    / Night
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    1 / 22
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Microwave
    • Dishwasher
    • Satellite TV
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Dolce Dolce Casa is indeed a sweet, sweet villa. This serene three bedroom, three bathroom vacation home is enclosed by a huge sun deck, stunning stone walls and a private swimming pool. Breathtaking panoramic views of Simpson Bay Lagoon, Mont Rouge and the French Lowlands are beautifully framed by... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,800
    / Week
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    1 / 29
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Waterfront
    • Deck
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Villa Smart is nestled beachfront at Pelican Key and offers a totally tropical, affordable family St. Maarten vacation rental with direct beach access and glorious ocean views. The terrace, full of lush... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $358
    / Night
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    1 / 28
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Outdoor Dining Area
    • Waterfront
    • Water Views
    • Grill
    • TV
    • Safe
    • Shared Yard
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Large one bedroom penthouse unit directly on beach with expansive views from lagoon to ocean. Over 1250 sq. feet of air conditioned space plus over 300 sq. feet of exterior space. Two terraces, one on lagoon side with views of yachts and wrap around terrace on beach side. Large master bathroom with... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,500
    / Week
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    1 / 12
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Shared Outdoor Pool...
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A La Mer is a beautiful, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simpson Bay. It is perfect for one couple looking for a quaint romantic getaway. The name means 'at the sea' and that is certainly where you are in this... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,500
    / Week
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    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool...
    • Water Views
    • Stereo System
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    7th Night Free! Apr 15 - Dec 15, 2015 & Jan 5 - Dec 15, 2016Restrictions Apply Rates are based on 2 guests per bedroom and p/additional person on the sofa bed (maximum 4 additional persons allowed) - $140.00 p/person, p/week (Summer/Fall); $175.00 p/person, p/week (Winter/Spring).This property may... View all property information
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    Simpson Bay, Sint Maarten
    From
    $214
    / Night
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    1 / 29
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Dishwasher
    • Dryer
    • Washer
    • Satellite TV
    • Internet Access
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A La Mer is a beautiful, brand new, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simpson Bay. The name means 'at the sea' and that is certainly where you are in this charming apartment. The views from the deck and the pool... View all property information
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    Simpson Bay, Sint Maarten
    From
    $2,500
    / Week
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    1 / 45
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Deck
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Villa Riviera is a St. Maarten vacation villa rental, located high on the hillside at Pelican Key, with an unobstructed view of the Caribbean Sea from every room.Each room opens to the patio which runs the... View all property information
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    Simpson Bay, Sint Maarten
    From
    $410
    / Night
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    1 / 23
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Water Views
    • Gym
    • Shared Outdoor Pool...
    • Internet Access
    • DVD Player
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    7th Night Free Applicable for travel 15 Apr> 14 Dec 2015. Excluding Thanksgiving Week & Easter Week. 7 night minimum stay. Not combinable with other promos. Promo ends Dec. 14, 2015. Promo applies to all rate categories. Figueira is a 3 bedroom apartment located in the Mediterranean-style village... View all property information
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    Simpson Bay, Sint Maarten
    From
    $2,000
    / Week
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    1 / 16
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    • Deck
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This property may accept holiday stays of less than 14 nights.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Tastefully decorated in Mediterranean style, the villa boasts 3 air-conditioned bedrooms each with a private bathroom, a beautifully furnished... View all property information
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    Simpson Bay, Sint Maarten
    From
    $214
    / Night
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    1 / 22
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • Dryer
    • Stereo System
    • Dishwasher
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A La Plage is a beautiful, brand new, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simpson Bay. The name means 'at the beach' and that is certainly where you are in this charming apartment. The views from the deck and the pool... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $500
    / Night
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    1 / 23
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Grill
    • Washer
    • Internet Access
    • Satellite TV
    • Parking
    • Dryer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious 6 bedroom, 6 bath villa on top of the World with spectacular views of the ocean, Simpson Bay, Lowlands and Saba with additional 2 bedrooms, 2 bath apartment in the lower level of the house! Huge private pool with infinity edge. House has seen a 2 year renovation with upgrade of the highest... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $357
    / Night
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    1 / 13
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Ceiling Fans
    • Washer
    • Microwave
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Sapphire, the perfect vacation home, is a charming Caribbean styled house nestled in lush tropical gardens. Sitting high on a hillside in the exclusive Pelican Key area, the house offers wonderful views of the Caribbean Sea and St. Maarten's spectacular sunsets. Each of the well-appointed... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $643
    / Night
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    1 / 39
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Stereo System
    • Water Views
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Provence is a beautiful 6 bedroom, 4.5 bathroom villa with gorgeous views located in Pelican Key. This villa features a well-equipped kitchen, dining area, air-conditioned bedrooms - 5 bedrooms have king size beds and the 6th has 2 twin beds, 3 ensuite bathrooms, 1.5 shared bathrooms, a pool and... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $358
    / Night
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    1 / 14
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Dishwasher
    • Stereo System
    • Grill
    • Dryer
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful private holiday villa for rent in Pelican Key, directly on the ocean. Featuring 3 large bedrooms, 2 bathrooms, private parking, private pool, BBQ, wireless internet, hammock. Only minutes from the beach, water sports, restaurants, groceries, casinos and bars. Additional amenities... View all property information
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    Simpson Bay, Sint Maarten
    From
    $285
    / Night
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    1 / 12
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Gym
    • Dryer
    • Stereo System
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Your Caribbean vacation begins on one of the prettiest unspoiled beaches on all of St. Maarten / St. Martin. Quiet, calm, lined with sea grapes and palms... and no one to interrupt the peace and tranquility. CocoBelle is situated on the southern end of Simpson Bay Beach, within the beachfront... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,295
    / Week
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Stereo System
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Water Views
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Bayview Unit #3 is a perfect location, views from the terrace are expansive taking in the wonderful views of the of the Caribbean Sea. As you enter the property, the first thing you will see is the amazing view of Simpson Bay, St. Maarten's 2 mile long beach. There is a private pathway to the beach... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $257
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    1 / 25
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Internet Access
    • Water Views
    • Dishwasher
    • DVD Player
    • Patio
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Villa Smart enjoys a completely exceptional situation, built on the beach to benefit fully from a paradisaical sea. The terrace, full of greenery, is the privileged place of relaxation of the house. Bathe in the sun, enjoy an aperitif, walk down to the beach, shade or sun. It is holiday time. The... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $229
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    1 / 13
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    Amenities & Details
    • Elevator/Lift access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Internet Access
    • Waterfront
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    On the BEACH! One bedroom, 2 baths, complete kitchen, 10 x 20 private balcony! All air conditioned. Pool table and lots more! • Waterfront • Summer Rent: $1600/week • Winter Rent: $2600/week Mermaid's Cove Mermaid's Cove is directly on the 2 mile beach of Simspon Bay Beach in the La Siesta... View all property information
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    Location Information
    Simpson Bay, Sint Maarten 00000
    From
    $642
    / Night
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    1 / 23
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Garage
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Welcome to Villa dAcquario located in Point Pirouette, St. Maarten's most exclusive gated community adjacent to the Mullet Bay Golf Course. This waterfront Villa has four large bedrooms with five full bathrooms and can comfortably sleep eight people. An entertainment center and high-speed internet... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $1,470
    / Week
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    1 / 14
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool...
    • Air Conditioning
    • Water Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    10% Discount! Apr 15 - Dec 15, 2015 & Apr 15 - Dec 15, 20167 Night Minimum This property may accept holiday stays of less than 14 nights.You've found your place in the sun...At Seaside! This charming one bedroom, one and a half bath condo at Palm Beach complex sits on one of St Maarten's finest... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $228
    / Night
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    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Microwave
    • Grill
    • Internet Access
    • Satellite TV
    • Dishwasher
    • Ceiling Fans
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Coco Beach Club is a great location for your vacation! Located directly on the beach at Simpson Bay, you will wake every morning to the sound of the ocean. This unit is a second floor beachfront unit. Atlantis at Coco Beach Club is a one bedroom, one bathroom unit nicely decorated, fully... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $285
    / Night
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Dryer
    • Dishwasher
    • Stereo System
    • Grill
    • DVD Player
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Casella is a beautiful 3 bedroom and 2.5 bath condo overlooking the Simpson Bay Lagoon. It is conveniently located minutes away from shopping, beaches, casinos and restaurants. Here you get the feeling of a home away from home. This newly built unit, sleeps 6 people, comes fully furnished... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $1,858
    / Night
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    6 Bedrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Waterfront
    • Private Outdoor...
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    They say a picture is worth a thousand words… That being said, Witenblauw speaks volumes when it comes to making memories of a lifetime. This ocean side paradise redefines the traditional get-a-way vacation experience. This is a true escape from reality into a living fantasy. To experience... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $1,800
    / Week
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    1 / 25
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Deck
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Marisol is a light and airy St. Maarten vacation rental at Point Blue in Pelican Key Estate. With 2 bedrooms and 3 full bathrooms, this immaculate two storey townhouse provides a quiet and peaceful tropical oasis for your stay in Dutch St. Maarten. Leave the hustle and bustle behind as you step... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $314
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    1 / 22
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Dryer
    • Gym
    • Dishwasher
    • Stereo System
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fabulous brand new apartment located at the Blue Residence in Cupecoy. With 2 bedrooms, the apartment occupies 2 floors with an impressive 180 degree view stretching from the ocean and Baie Longue beach over Porto Cupecoy and all the way across Simpson Bay lagoon. The first floor houses a spacious... View all property information
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    Simpson Bay, Sint Maarten
    From
    $5,500
    / Week
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    1 / 10
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Daffodil is a multi million dollar beautiful 5 bedroom 5 bath oceanfront St Maarten vacation rental villa that features colorful tropical furnishings and decorations with 5 full king bedrooms and 5 luxurious... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $642
    / Night
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    1 / 30
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Ceiling Fans
    • Grill
    • Satellite TV
    • Dishwasher
    • Microwave
    • DVD Player
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Caribbean Blue is a beach front villa in Pelican Key. With five bedrooms and five and an half bathrooms, it is a perfect house for a family vacation. Caribbean Blue may be rented with use of either 4 or 5 bedrooms. The deck at Caribbean Blue is the perfect spot for enjoying the sun and sea, and has... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $250
    / Night
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Water Views
    • Satellite TV
    • Private Outdoor...
    • Dryer
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Delightful! Awesome View! Beautiful Pool! Beautifully Decorated! Economical! • Summer Rent: $1750 per week • Winter Rent: $2400 per week • Christmas Rent: $3750 per week Pelican Key, St. Maarten, Daisy's Pelican Delight has everything you need for a perfect vacation. This villa has a beautiful... View all property information
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    Location Information
    Simpson Bay, Sint Maarten 000000
    From
    $3,500
    / Week
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    1 / 47
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Washer
    • Deck
    • Private Outdoor...
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    7th Night Free! Apr 15 - Dec 15, 2015 & 2016Restrictions Apply!This property may accept holiday stays of less than 14 nights.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.La-Di-Da is a gorgeous 6 bedroom, 6 bath St. Maarten vacation villa that sits high... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $500
    / Night
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    1 / 19
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Stereo System
    • Dryer
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Villa Provence...from its majestic setting up on the Pelican Key to its breathtaking sunsets every evening with a delicious local cocktail in hand with your private pool on the wraparound veranda., in the sun or in the shade. The home boasts 6 lovely bedrooms each with different decor... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $357
    / Night
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    1 / 19
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Ceiling Fans
    • Satellite TV
    • Microwave
    • Stereo System
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Feel like you are transported to the Mediterranean at Villa Riviera. Enjoy this splendid villa, located high on the hillside at Pelican Key, with an unobstructed view of the Caribbean Sea from every room. Each room opens to the enormous patio which runs the entire length of the villa. Swim in a... View all property information
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    Simpson Bay, Sint Maarten
    From
    $4,900
    / Week
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    7 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Deck
    • Stereo System
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.VILLA BELLA VITA – Where the amenities of a Five-Star Resort luxury meet with the serenity, the privacy and the personalized service that each guest deserves.Named for the “Beautiful Life” it represents,... View all property information
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    Location Information
    Simpson Bay, Sint Maarten
    From
    $857
    / Night
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    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    VILLA LA-DI-DA Contemporary Villa sitting high on Pelican key, with incredible views of Simpson Bay and the Caribbean Sea. Watch the planes land & take off from the privacy of your own deck. See Saba, Anguilla and the lagoon below. Watch the double, sometimes triple rainbows & the beautiful... View all property information
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    Location Information
    Simpson Bay, Sint Maarten 00000