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Simpson Bay with Pools(52)

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Affordable Luxury~On Simpson Bay~Direct Beach & Pool Access
    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 2
$175 - $225
per night

Affordable Luxury~On Simpson Bay~Direct Beach & Pool Access

Book it Now!
5 - 7 night Minimum Stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
  1. St Maarten / Saint Martin >
  2. Simpson Bay Condo
#168611
    (31)
    Simpson Bay Oceanfront w/ pool ~Private 2nd Fl~ Rent as 1 or 2 BR
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 4
    $195 - $375
    per night

    Simpson Bay Oceanfront w/ pool ~Private 2nd Fl~ Rent as 1 or 2 BR

    Book it Now!
    3 - 7 night Minimum Stay
    • 2 BR,
    • 2 BA,
    • Sleeps 4
    1. St Maarten / Saint Martin >
    2. Simpson Bay Condo
    #329357
      (39)
      Paradise Found, Luxurious 1 or 2 BR Beachfront Condo at Las Arenas
        2 Bedrooms,
      • 1 Bathroom, 
      • 2 Half Baths
        • , Sleeps 4
      $2,100
      per week

      Paradise Found, Luxurious 1 or 2 BR Beachfront Condo at Las Arenas

      7 night Minimum Stay
      • 2 BR,
      • 1 BA,
      • 2 HF BA,
      • Sleeps 4
      1. St Maarten / Saint Martin >
      2. Simpson Bay Condo
      #976378
        (12)
        Luxury Beachfront Penthouse Ideal For Couple's Romantic Getaway
          1 Bedrooms,
        • 1 Bathroom, 
        • 1 Half Bath
          • , Sleeps 2
        $350 - $500
        per night

        Luxury Beachfront Penthouse Ideal For Couple's Romantic Getaway

        5 - 10 night Minimum Stay
        • 1 BR,
        • 1 BA,
        • 1 HF BA,
        • Sleeps 2
        1. St Maarten / Saint Martin >
        2. Simpson Bay Condo
        #446423vb
          (6)
          Bella Mare! Beach Front, Ground Floor & Luxurious
            2 Bedrooms,
          • 2 Bathrooms
            • , Sleeps 5

          Bella Mare! Beach Front, Ground Floor & Luxurious

          • 2 BR,
          • 2 BA,
          • Sleeps 5
          1. St Maarten / Saint Martin >
          2. Simpson Bay Villa
          #87855vb
            (42)
            BeachFront, Ground Floor....Luxury at it's Best
              1 Bedrooms,
            • 2 Bathrooms
              • , Sleeps 2

            BeachFront, Ground Floor....Luxury at it's Best

            • 1 BR,
            • 2 BA,
            • Sleeps 2
            1. St Maarten / Saint Martin >
            2. Simpson Bay Condo
            #450377vb
              Beach Front Ground Floor Luxury, 2 Bedroom Condo
                2 Bedrooms, Sleeps 5
              $214 - $314
              per night

              Beach Front Ground Floor Luxury, 2 Bedroom Condo

              5 night Minimum Stay
              • 2 BR,
              • Sleeps 5
              1. St Maarten / Saint Martin >
              2. Simpson Bay Condo
              #212403vb
                (7)
                Beach Front Elegance....Sandpiper Suites with Virtual Tour !
                  2 Bedrooms,
                • 2 Bathrooms, 
                • 1 Half Bath
                  • , Sleeps 4

                Beach Front Elegance....Sandpiper Suites with Virtual Tour !

                • 2 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 4
                1. St Maarten / Saint Martin >
                2. Simpson Bay Condo
                #375959vb
                  (11)
                  Luxury Beachfront Two Bedroom Caribbean Condo in 5-Star Resort
                    2 Bedrooms, Sleeps 6
                  $200
                  per night

                  Luxury Beachfront Two Bedroom Caribbean Condo in 5-Star Resort

                  Book it Now!
                  4 - 7 night Minimum Stay
                  • 2 BR,
                  • Sleeps 6
                  1. St Maarten / Saint Martin >
                  2. Simpson Bay Condo
                  #80463vb
                    (16)
                    Beachfront Elegance W/ Private Jacuzzi Hot Tub On Deck
                      2 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 4

                    Beachfront Elegance W/ Private Jacuzzi Hot Tub On Deck

                    • 2 BR,
                    • 2 BA,
                    • Sleeps 4
                    1. St Maarten / Saint Martin >
                    2. Simpson Bay Condo
                    #476090vb
                      Casa Carib, Luxury 2 Bedroom / 2 Bath on Simpson Bay Beach
                        2 Bedrooms,
                      • 2 Bathrooms
                        • , Sleeps 4

                      Casa Carib, Luxury 2 Bedroom / 2 Bath on Simpson Bay Beach

                      • 2 BR,
                      • 2 BA,
                      • Sleeps 4
                      1. St Maarten / Saint Martin >
                      2. Simpson Bay Villa
                      #233071
                        (7)
                        Beachfront Bliss-2-bedroom condo on beautiful Simpson Bay
                          2 Bedrooms,
                        • 2 Bathrooms
                          • , Sleeps 4

                        Beachfront Bliss-2-bedroom condo on beautiful Simpson Bay

                        • 2 BR,
                        • 2 BA,
                        • Sleeps 4
                        1. St Maarten / Saint Martin >
                        2. Simpson Bay Condo
                        #184582
                          (5)
                          Beach Heaven at La Siesta-for the Vacation of Your Dreams!
                            2 Bedrooms, Sleeps 4

                          Beach Heaven at La Siesta-for the Vacation of Your Dreams!

                          • 2 BR,
                          • Sleeps 4
                          1. St Maarten / Saint Martin >
                          2. Simpson Bay Condo
                          #177475
                            Luxurious Beachfront 2 BR/ 2 Bath Caribbean Condo in 5-Star Resort
                              2 Bedrooms,
                            • 2 Bathrooms
                              • , Sleeps 4
                            $1,365 - $2,100
                            per week

                            Luxurious Beachfront 2 BR/ 2 Bath Caribbean Condo in 5-Star Resort

                            7 night Minimum Stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 4
                            1. St Maarten / Saint Martin >
                            2. Simpson Bay Condo
                            #253570
                              (9)
                              The Penthouse at La Siesta - Newly Constructed 3BR/3BA Condo
                                3 Bedrooms,
                              • 3 Bathrooms
                                • , Sleeps 8

                              The Penthouse at La Siesta - Newly Constructed 3BR/3BA Condo

                              • 3 BR,
                              • 3 BA,
                              • Sleeps 8
                              1. St Maarten / Saint Martin >
                              2. Simpson Bay Condo
                              #183724
                                (9)
                                New Luxury Condo ** Fine Furnishings
                                  2 Bedrooms,
                                • 2 Bathrooms
                                  • , Sleeps 4

                                New Luxury Condo ** Fine Furnishings

                                • 2 BR,
                                • 2 BA,
                                • Sleeps 4
                                1. St Maarten / Saint Martin >
                                2. Simpson Bay Condo
                                #385284
                                  (22)
                                  Dolce Dolce Casa at Point Pirouette, Saint Maarten
                                    3 Bedrooms,
                                  • 3 Bathrooms
                                    • , Sleeps 6
                                  $358 - $572
                                  per night

                                  Dolce Dolce Casa at Point Pirouette, Saint Maarten

                                  5 night Minimum Stay
                                  • 3 BR,
                                  • 3 BA,
                                  • Sleeps 6
                                  1. St Maarten / Saint Martin >
                                  2. Simpson Bay House
                                  #3248849
                                    Coco Beach 9 at Simpson Bay, Saint Maarten
                                      2 Bedrooms,
                                    • 2 Bathrooms
                                      • , Sleeps 4
                                    $279 - $486
                                    per night

                                    Coco Beach 9 at Simpson Bay, Saint Maarten

                                    5 night Minimum Stay
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 4
                                    1. St Maarten / Saint Martin >
                                    2. Simpson Bay Condo
                                    #3248827
                                      Unforgettable at Las Arenas, Simpson Bay Beach, Saint Maarten
                                        2 Bedrooms,
                                      • 2 Bathrooms, 
                                      • 1 Half Bath
                                        • , Sleeps 4
                                      $358 - $643
                                      per night

                                      Unforgettable at Las Arenas, Simpson Bay Beach, Saint Maarten

                                      5 night Minimum Stay
                                      • 2 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 4
                                      1. St Maarten / Saint Martin >
                                      2. Simpson Bay Condo
                                      #3248836
                                        La Plage Penthouse at Maho, Saint Maarten
                                          3 Bedrooms,
                                        • 3 Bathrooms, 
                                        • 1 Half Bath
                                          • , Sleeps 6
                                        $429 - $743
                                        per night

                                        La Plage Penthouse at Maho, Saint Maarten

                                        5 night Minimum Stay
                                        • 3 BR,
                                        • 3 BA,
                                        • 1 HF BA,
                                        • Sleeps 6
                                        1. St Maarten / Saint Martin >
                                        2. Simpson Bay Condo
                                        #3253376
                                          Luxurious Villa Vittoria ~ Private Beach. *Discounted rates available for summer
                                            6 Bedrooms,
                                          • 5 Bathrooms
                                            • , Sleeps 12
                                          $7,800
                                          per week

                                          Luxurious Villa Vittoria ~ Private Beach. *Discounted rates available for summer

                                          7 night Minimum Stay
                                          • 6 BR,
                                          • 5 BA,
                                          • Sleeps 12
                                          1. St Maarten / Saint Martin >
                                          2. Simpson Bay Villa
                                          #443987vb
                                            1 Review
                                            At Seaside at Simpson Bay Beach, Saint Maarten
                                              1 Bedrooms,
                                            • 1 Bathroom, 
                                            • 1 Half Bath
                                              • , Sleeps 2
                                            $210 - $300
                                            per night

                                            At Seaside at Simpson Bay Beach, Saint Maarten

                                            5 night Minimum Stay
                                            • 1 BR,
                                            • 1 BA,
                                            • 1 HF BA,
                                            • Sleeps 2
                                            1. St Maarten / Saint Martin >
                                            2. Simpson Bay Condo
                                            #3253176
                                              Number 1 Rented Oceanfront Home on Sxm-Private-on the Water-Luxury
                                                4 Bedrooms,
                                              • 5 Bathrooms
                                                • , Sleeps 12
                                              $1,995 - $2,395
                                              per week

                                              Number 1 Rented Oceanfront Home on Sxm-Private-on the Water-Luxury

                                              5 - 7 night Minimum Stay
                                              • 4 BR,
                                              • 5 BA,
                                              • Sleeps 12
                                              1. St Maarten / Saint Martin >
                                              2. Simpson Bay House
                                              #989951
                                                (38)
                                                A spectacular well appointed ground floor unit with breathtaking views
                                                  2 Bedrooms,
                                                • 2 Bathrooms
                                                  • , Sleeps 4
                                                $1,820 - $2,625
                                                per week

                                                A spectacular well appointed ground floor unit with breathtaking views

                                                7 night Minimum Stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 4
                                                1. St Maarten / Saint Martin >
                                                2. Simpson Bay Condo
                                                #146715
                                                  (10)
                                                  Luxury Beachfront 2 Bedroom Caribbean Condo in 5-Star Resort
                                                    2 Bedrooms,
                                                  • 2 Bathrooms
                                                    • , Sleeps 4
                                                  $175 - $300
                                                  per night

                                                  Luxury Beachfront 2 Bedroom Caribbean Condo in 5-Star Resort

                                                  5 - 7 night Minimum Stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 4
                                                  1. St Maarten / Saint Martin >
                                                  2. Simpson Bay Condo
                                                  #232586
                                                    (5)
                                                    Luxury Beachfront 2 Bedroom Caribbean Condo in 5-Star Resort
                                                      2 Bedrooms,
                                                    • 2 Bathrooms
                                                      • , Sleeps 4
                                                    $150 - $300
                                                    per night

                                                    Luxury Beachfront 2 Bedroom Caribbean Condo in 5-Star Resort

                                                    5 - 7 night Minimum Stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 4
                                                    1. St Maarten / Saint Martin >
                                                    2. Simpson Bay Condo
                                                    #378968
                                                      (3)
                                                      Heaven Las Arenas
                                                        2 Bedrooms,
                                                      • 3 Bathrooms
                                                        • , Sleeps 4
                                                      $2,500
                                                      per week

                                                      Heaven Las Arenas

                                                      7 night Minimum Stay
                                                      • 2 BR,
                                                      • 3 BA,
                                                      • Sleeps 4
                                                      1. St Maarten / Saint Martin >
                                                      2. Simpson Bay Apartment
                                                      #952358a
                                                        Condo le Bateau Simpson Bay Yacht Club
                                                          1 Bedrooms,
                                                        • 2 Bathrooms
                                                          • , Sleeps 4
                                                        $2,000
                                                        per week

                                                        Condo le Bateau Simpson Bay Yacht Club

                                                        7 night Minimum Stay
                                                        • 1 BR,
                                                        • 2 BA,
                                                        • Sleeps 4
                                                        1. St Maarten / Saint Martin >
                                                        2. Simpson Bay Apartment
                                                        #954566a
                                                          Atlantis Coco Beach
                                                            1 Bedrooms,
                                                          • 1 Bathroom
                                                            • , Sleeps 2
                                                          $1,600
                                                          per week

                                                          Atlantis Coco Beach

                                                          7 night Minimum Stay
                                                          • 1 BR,
                                                          • 1 BA,
                                                          • Sleeps 2
                                                          1. St Maarten / Saint Martin >
                                                          2. Simpson Bay Apartment
                                                          #952361a
                                                            Coco Belle Beach Front Villa
                                                              1 Bedrooms,
                                                            • 1 Bathroom
                                                              • , Sleeps 2
                                                            $310
                                                            per night

                                                            Coco Belle Beach Front Villa

                                                            5 - 7 night Minimum Stay
                                                            • 1 BR,
                                                            • 1 BA,
                                                            • Sleeps 2
                                                            1. St Maarten / Saint Martin >
                                                            2. Simpson Bay Condo
                                                            #245562
                                                              4 Reviews
                                                              • 1 - 30 of 52
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