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Simpson Bay: Condos, Villas & More(69)

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Affordable Luxury on Simpson Bay~Direct Beach & Pool Access~ Sea Belle Villa
    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 2
$175 - $325
per night

Affordable Luxury on Simpson Bay~Direct Beach & Pool Access~ Sea Belle Villa

Book it Now!
2 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
  1. St Maarten / Saint Martin >
  2. Simpson Bay Condo
#168611
    (32)
    Simpson Bay Oceanfront w pool ~Private 2nd Fl~ Rent 1 or 2 BR~Sea Place Villa
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 4
    $195 - $375
    per night

    Simpson Bay Oceanfront w pool ~Private 2nd Fl~ Rent 1 or 2 BR~Sea Place Villa

    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
        (13)
        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, Affordable...crystal clear water
              1 Bedrooms,
            • 1 Bathroom
              • , Sleeps 3
            $169 - $209
            per night

            Beachfront, Ground Floor, Affordable...crystal clear water

            5 - 7 night minimum stay
            • 1 BR,
            • 1 BA,
            • Sleeps 3
            1. St Maarten / Saint Martin >
            2. Simpson Bay Condo
            #66671vb
              (8)
              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)
                  Special Offer Summer Special: 1 Night Free! (August 1 - September 30)
                  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
                    (12)
                    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 Hot Tub On Deck
                        2 Bedrooms,
                      • 2 Bathrooms, 
                      • 1 Half Bath
                        • , Sleeps 4

                      Beachfront Elegance W/ Private Hot Tub On Deck

                      • 2 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 4
                      1. St Maarten / Saint Martin >
                      2. Simpson Bay Condo
                      #476090vb
                        Special Offer Summer Special: 1 night free (June 11 - September 30)
                        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)
                          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)
                            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
                              (6)
                              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
                                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)
                                    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)
                                      Villa Marrakesh
                                        5 Bedrooms,
                                      • 5 Bathrooms
                                        • , Sleeps 10
                                      $542 - $1,857
                                      per night

                                      Villa Marrakesh

                                      5 - 7 night minimum stay
                                      • 5 BR,
                                      • 5 BA,
                                      • Sleeps 10
                                      1. St Maarten / Saint Martin >
                                      2. Simpson Bay Villa
                                      #3234288
                                        Villa dAcquario
                                          4 Bedrooms,
                                        • 5 Bathrooms
                                          • , Sleeps 10
                                        $642 - $1,357
                                        per night

                                        Villa dAcquario

                                        5 - 7 night minimum stay
                                        • 4 BR,
                                        • 5 BA,
                                        • Sleeps 10
                                        1. St Maarten / Saint Martin >
                                        2. Simpson Bay Villa
                                        #3234290
                                          Villa Casella
                                            3 Bedrooms,
                                          • 3 Bathrooms
                                            • , Sleeps 6
                                          $285 - $571
                                          per night

                                          Villa Casella

                                          5 - 7 night minimum stay
                                          • 3 BR,
                                          • 3 BA,
                                          • Sleeps 6
                                          1. St Maarten / Saint Martin >
                                          2. Simpson Bay Villa
                                          #3234292
                                            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)
                                              Seachest
                                                4 Bedrooms,
                                              • 4 Bathrooms
                                                • , Sleeps 9
                                              $528 - $1,214
                                              per night

                                              Seachest

                                              5 - 7 night minimum stay
                                              • 4 BR,
                                              • 4 BA,
                                              • Sleeps 9
                                              1. St Maarten / Saint Martin >
                                              2. Simpson Bay Villa
                                              #3237079
                                                La Salamandre
                                                  6 Bedrooms,
                                                • 6 Bathrooms
                                                  • , Sleeps 12
                                                $1,414 - $4,285
                                                per night

                                                La Salamandre

                                                5 - 14 night minimum stay
                                                • 6 BR,
                                                • 6 BA,
                                                • Sleeps 12
                                                1. St Maarten / Saint Martin >
                                                2. Simpson Bay Villa
                                                #3236742
                                                  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)
                                                    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
                                                      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
                                                        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
                                                          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
                                                            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
                                                              • 1 - 30 of 69
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