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Simpson Bay Vacation Rentals

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    Travellers to Simpson Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 174 Rentals in Simpson Bay
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    Caribbean Sun1 / 99
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    2 BEDR townhouse overlooking OCEAN  ST- MAARTEN1 / 40
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    CASA DE BELLA (formally known as CASELLA)...beautifully furnished, lots of1 / 23
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Studio in Pelican Key Paradise1 / 11
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated studio features a kitchenette with full fridge, 4 burner glass stove top, microwave, toaster oven, and coffee maker. King size, very comfy bed, flat screen cable tv, and sofa, bathroom with multi jets including rain shower head, and a balcony with seating for 4 overlooking the...
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    Simpson Bay, Sint Maarten 00014
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    This beautiful beachfront 5 bedroom, is located in the quiet area of Beacon Hill overlooking Burgaux Bay. Villa Hardman offers great views in the morning of the grand cruise ships and amazing colors during the sunsets. The villa is within walking distance to Maho which is one of the most popular...
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    Simpson Bay, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
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    About this property
    Summer Hill is a free standing private villa perched on top of one of the hills of Pelican Key, Dutch St. Maarten.  The villa boasts 200 degree views of the turquoise waters of the Caribbean Sea and on a very clear day you can see the neighboring islands of Saba, Statia, St. Kitts and Nevis....
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    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...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one bedroom townhouse is in one of the most desired areas on St Maarten. Pelican Key has bars, restaurants, beaches, and a casino, all within a 10 minute walk. The unit sets on the 2nd and 3rd floor of a small condo complex, with a shared swimming poo. The unit has some nice views from the...
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    Simpson Bay, Sint Maarten 000NA
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Villa Laluna1 / 24
    (2)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
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    Pet friendly
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    About this property
    Villa LaLuna is one of the few homes on this wonderful island of Sint Maarten that is located on the beach. The inviting home has 4 of its 5 bedrooms that give you spectacular ocean views. The villa is also in a great location because you are within walking distance to great entertainment ,...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Paradise Found at Las Arenas - Beachfront Luxury!1 / 18
    (10)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Ocean Views
    • Housekeeping Included
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most luxurious beach-front residences in Dutch Sint Maarten, Paradise Found is located on beautiful Simpson Bay. Located directly on a secluded two-mile white sand beach, this exquisite two-bedroom villa is part of elegant Las Arenas, a new, attractively-appointed twelve-unit building...
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    Simpson Bay, Sint Maarten 00000
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    About this property
    This lovely ocean edge condominium is located in a nice and peaceful neighborhood of Beacon Hill. Within 10 min walking distance from all attractions of the famous MAHO bay: beaches, restaurants, bars, casinos, nightclubs, grocery stores and druggist. Enjoy the sunrise on the front porch, sunset...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    This beautiful modern residence was built near the Simpson Bay lagoon and only a few steps to the beaches and restaurants area; The condo has everything from contemporary design to high end bedding and a spacious gourmet kitchen one would want for a luxury tropical vacation. The views from the...
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    Simpson Bay, Sint Maarten 1174
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    AQUALINA 102...Face the gorgeous Caribbean Sea along one of St. Maartens1 / 19
    (4)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Satellite TV
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please inquire about lower rates offered for less than full occupancy.Crystal clear turquoise sea flecked with dazzling tropical sun, powdery white sands stretching along one of St Maartens longest beaches; Lush exotic foliage surrounding an elegant building of architectural beauty.All of this...
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    Simpson Bay, Sint Maarten
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Coco Beach Duplex1 / 21
    (3)Average
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    About this property
    This Exceptional, Exotic and Spacious 1,700 sq ft two bedroom duplex, very cozy and tastefully decorated with large private beach front terrace, is located in Simpson bay. Enjoy LUXURY and Total PRIVACY with spacious suites and a large living room that not even a suite at the best hotel in town can...
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    Simpson Bay, Sint Maarten 11111
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Simpson Bay Yacht Club Condo - Unit 61 / 18
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WELCOME to Simpson Bay Yacht Club, our vacation home on beautiful St. Maarten island. Is this the right property for you? We understand that choosing the 'right' rental can be difficult and overwhelming. Here are some reasons why we enjoy staying in our unit. Location - Location - Location! Our...
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    Simpson Bay, Sint Maarten SXM
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Children's Pool
    • Washer
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully renovated condo in Pelican Key. Walk to beach nite life resturants,casino grocery store Pool in back. Safe and quit area in Pelican key. Local contact to help with any special needs. If needed attached newly renovated studio with Queen bed separate ac ,tv/cable and internet. New tiled...
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    Simpson Bay, Sint Maarten 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Smoking allowed
    About this property
    This one bedroom condo unit is located in beacon hill on the ocean with views from both sides of the unit. You are within shorts distance and even walking distance should I say to great beaches such as the simpson bay beach or mullet bay beach, to restaurants, casinos, bars and any other...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    El Sueño means 'The Dream' in Spanish which is what this villa is all about! This beautiful three bedroom, three bathroom villa is nestled in Little Bay, Philipsburg offering amazing views of the Great Bay Harbor, Philipsburg and the neighboring Caribbean islands in the distance. The villa has been...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
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    • Waterfront
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sur Mer is a beachfront condo, located on Simpson Bay Beach in the Coco Beach complex! This great 3 bedroom - 3 bath beautiful St Maarten condo is the perfect rental for your vacation! Sur Mer has every amenity for a comfortable stay: including central air, satellite TV, WiFi, and maid service....
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    Simpson Bay, Sint Maarten 0000
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Washer
    • Satellite TV
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One Free Night (7 nights or more) - Travel from Aug 10 - Dec 15, 2017!Please inquire about lower rates offered for less than full occupancy.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...
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    Simpson Bay, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    ROYAL PALM BEACH #101 ...affordable 3 BR beachfront resort!  Close to1 / 31
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One Free Night (7 nights or more) - Travel from Aug 10 - Dec 15, 2017!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...
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    Simpson Bay, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Washer
    • Patio
    • Terrace
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely ocean edge condominium is located in a nice and peaceful neighborhood of Beacon Hill. Within 10 min walking distance from all attractions of the famous MAHO bay: beaches, restaurants, bars, casinos, nightclubs, grocery stores and druggist. Enjoy the sunrise on the front porch, sunset...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • Washer
    • Waterfront
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built on 3 levels, the villa’s immaculate interior spaces include a ground floor, well-equipped and welcoming kitchen, a spacious dining area with a long table easily able to seat 10/12 people and an impressive home cinema with seating for 8. The 2nd floor houses 3 large bedroom suites with king...
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    Simpson Bay, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • Hot Tub
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    • DVD Player
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    NEW BOOKINGS ONLY - every 7th Night is free! Jan 6 - Dec 14, 2017 & 2018 Please inquire about lower rates offered for less than full occupancy Located right on the beach in prestigious Pelican Key area on the Dutch side of St. Maarten lays Il Punto Blue. Convenience, spaciousness and panoramic...
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    Simpson Bay, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    • DVD Player
    • Grill
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    • Private Outdoor Pool (Unheated)
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! Apr 15 - Dec 15, 2017Restrictions Apply!Pleas inquire about lower rates offered or less than full occupancy.La-Di-Da is a gorgeous 6 bedroom, 6 bath St. Maarten vacation villa that sits high atop a mountain at the mouth of Pelican Key. This mountain top setting provides wonderful...
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    Simpson Bay, Sint Maarten
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sur Mer is a beachfront condo, located on Simpson Bay Beach in the Coco Beach complex! This great 3 bedroom – 3 bath beautiful St Maarten condo is the perfect rental for your vacation! Sur Mer has every amenity for a comfortable stay: including central air, satellite TV, WiFi, and maid service. The...
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    Simpson Bay, Sint Maarten 78866
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Ocean Views
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bella by GM. Is a beautiful Oceanfront 5 bedrooms, 4 bathrooms property that is located in the great area called Beacon Hill. This villa offers amazing colors in the morning and unique sunsets. The villa is located within walking distance to great restaurants such as Bamboo Bernies, Le...
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    Simpson Bay, Sint Maarten 9999 XX
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    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...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Housekeeping Included
    • Balcony
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    Pet friendly
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    Smoking allowed
    About this property
    A perfect base for exploring the Maho and Simpson Bay area. Close enough to all the action but tucked away and secluded from it all. Watch the sun rise and set from your own private patio or terrace, while enjoying the sunny warm weather and peaceful surrounding of St. Maarten. The contemporary...
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    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Waterfront
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    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new 2 bedrooms, 2 bath villa is located in Beacon Hill on the Cliffside overlooking the stunning Simpson Bay Beach. This villa has a very private pool area with mazing views on the ocean. The Front part of the property is great at night to enjoy the colorful sunsets.  The property is...
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    Simpson Bay, Sint Maarten 9999 XX
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    BEACHFRONTBLISS1 / 15
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    ◾first floor direct access to the pool and beachfront ◾amazing 3 ½ mile crescent of powdery white sand beach with gentle waves ◾private pool front lanai accessible from the master bedroom and living area ◾large, fully functional kitchen, all granite ,new, top grade appliances and all kitchen...
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    Simpson Bay, Sint Maarten NONE
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built on a cliff, directly above the tropical blue sea. The luxury rental 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 villa. Cleverly designed pocket doors allow you to open...
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    Simpson Bay, Sint Maarten 78866
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Patio
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect location between Simpson Bay & Philipsburg,in the new gated community of"Indigo Bay Beach". This brand new exquisite residence, very well modern decorated & equipped. Beautiful living area, lots of glass doors that open to a private pool, wrapped by a huge deck offering incredible panoramic...
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    Simpson Bay, Sint Maarten NA
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Grill
    • Balcony
    • Internet Access
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Tevaa, an amazing location for this villa in Sint Maarten (Pointe Pirouette) near Maho and Mullet Bay. Villa Tevaa 3 bedrooms, feet in the water, has everything to make you spend an unforgettable stay in Sint Maarten. The layout and vegetation will preserve your privacy. The villa can host 6...
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    Simpson Bay, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    You can snorkel or swim straight from your breakfast table or bedroom. You can sit in the shade of the sea grape trees or relax by the pool in a hammock while watching the spectacular sunsets. The ever present trade winds provide cool breezes while viewing the neighboring islands from the large...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    La Casita Villa is the perfect destination if you are looking for a romantic getaway or an unforgettable vacation with family or friends. This vacation home is ideal for 2 to 6 people. La Casita is an exceptional 3 bedroom, 3 bathroom private home located on the oceanfront. This villa is...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    SMART VILLA...nestled beachfront at Pelican Key1 / 29
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • Patio
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    • Hot Tub
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    Pet friendly
    Kid friendly
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    About this property
    One Free Night (7 nights or more) - Travel from Aug 10 - Dec 15, 2017!Please inquire about lower rates offered for less than full occupancy.Villa Smart is nestled beachfront at Pelican Key and offers a totally tropical, affordable family St. Maarten vacation rental with direct beach access and...
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    Simpson Bay, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    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. What a lovely way to spend the days on the friendly island…the...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Beachside is a beautifully decorated 3 bedroom, 3 bath located directly on the beach at Palm Beach Condos, a intimate and well designed gated community of only 24 units, all facing the pool and the beach beyond on the Dutch side of Sint Maarten. The layout was designed to give each unit a...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Coral Breeze - STM1 / 16
    (3)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    You can snorkel or swim straight from your breakfast table or bedroom. You can sit in the shade of the seagrape trees or relax by the pool in a hammock while watching the spectacular sunsets. The ever present trade winds provide cool breezes while viewing the neighboring islands from the large...
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    Simpson Bay, Sint Maarten 11111
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Terrace
    • Balcony
    • Patio
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one bedroom condo unit is located in beacon hill on the ocean with views from both sides of the unit with view that only one could dream about. You are within shorts distance and even walking distance should I say to great beaches such as the simpson bay beach or mullet bay beach. The condo...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Patio
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Housekeeping Included
    • Satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ruby Residence, located in Simpson Bay, offers a view of countless miles of beautiful white sand beach and access to experience some of the Island’s great activities such as snorkeling, banana boating, jet skiing and kayaking just to name a few. It is part of our unique boutique hotel El Zafiro...
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    Simpson Bay, Sint Maarten DONT KNOW
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Outdoor Dining Area
    • Satellite TV
    • Housekeeping Included
    • Patio
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pearl Residence, located in Simpson Bay, offers a view of countless miles of beautiful white sand beach and access to experience some of the Island’s great activities such as snorkeling, banana boating, jet skiing and kayaking just to name a few. It is part of our unique boutique hotel El Zafiro...
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    Simpson Bay, Sint Maarten DONT KNOW
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Wanderlust is a 45 ft Yacht Catamaran. Featuring 3 Queen Staterooms with 3 private Baths. Currently docked at Port De Plaisance Yacht Club. Yacht may be anchored in Colebay/Simpson Bay. Princess Casion is located on the property. We are located at the dock. But from time to time we maybe located at...
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    Simpson Bay, Sint Maarten SIMPSON BAY
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Housekeeping Included
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful brand new residence was built atop the cliffs in Beacon Hill overlooking Simpson Bay and only a few steps to the beach ; The condo has everything from contemporary design to high end bedding and a spacious gourmet kitchen one would want for a luxury tropical vacation. The beach is...
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    Simpson Bay, Sint Maarten 1179
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Coco Beach Club #16, a true beach front condo, located on the famous Simpson Bay Beach, near Maho and the famous night life that awaits! Imagine waking up in the morning and hearing the waves roll onto the beach from your private patio, then take in a walk right out onto the beach (you are 20 steps...
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    Simpson Bay, Sint Maarten SXM
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Built on a cliff, directly above the tropical blue sea. The Luxury Rental 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 villa. Cleverly designed pocket doors, allow you to...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    “La Vista Grande” ( 4 bedroom villa) is a paradise found on an island paradise. Sitting atop the cliffs of the Beacon Hill peninsula La Vista Grande lives out it’s name ” The Grand View”. Majestic mountains, white sand beaches and the sparkling turquoise sea are only the beginning of your...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Ocean Views
    • Satellite TV
    • Patio
    • Housekeeping Included
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turquoise, located in Simpson Bay, offers a view of countless miles of beautiful white sand beach and access to experience some of the Island’s great activities such as snorkeling, banana boating, jet skiing and kayaking just to name a few. It is part of our unique boutique hotel El Zafiro where...
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    Simpson Bay, Sint Maarten DONT KNOW
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Smoking allowed
    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...
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    Simpson Bay, Sint Maarten 97700
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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